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Patent code US11046714

Compile Data Set for Download or QSAR
Found 161 hits of Enzyme Inhibition Constant Data   
Target/Host
(Institution)
LigandTarget/Host
Links
Ligand
Links
Trg + Lig
Links
Ki
nM
ΔG°
kJ/mole
IC50
nM
Kd
nM
EC50
nM
koff
s-1
kon
M-1s-1
pHTemp
°C
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508614
PNG
(8-(2-{(cyclopropylmethyl)[(4- methyl-1,3-thiazol-2...)
Show SMILES Cc1csc(CN(CCc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)CC2CC2)n1
Show InChI InChI=1S/C21H21F2N7O2S/c1-11-10-33-16(25-11)9-29(8-12-2-3-12)7-6-15-26-19-13-4-5-14-18(32-21(22,23)31-14)17(13)27-20(24)30(19)28-15/h4-5,10,12H,2-3,6-9H2,1H3,(H2,24,27)
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0.700n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508706
PNG
(US11046714, Example 140 | US11046714, Example 141)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(nn12)C1CCCN(CCC(F)(F)F)C1
Show InChI InChI=1S/C18H17F5N6O2/c19-17(20,21)5-7-28-6-1-2-9(8-28)14-26-15-10-3-4-11-13(31-18(22,23)30-11)12(10)25-16(24)29(15)27-14/h3-4,9H,1-2,5-8H2,(H2,24,25)
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0.800n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508593
PNG
(4-[2-(5-amino-2,2-difluoro[1,3] dioxolo[4,5-h][1,2...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CCN(CC4CC4)C(=O)C3)nn12
Show InChI InChI=1S/C20H21F2N7O3/c21-20(22)31-13-4-3-12-16(17(13)32-20)25-19(23)29-18(12)24-14(26-29)5-6-27-7-8-28(15(30)10-27)9-11-1-2-11/h3-4,11H,1-2,5-10H2,(H2,23,25)
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0.800n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508537
PNG
(8-[2-(2-cyclopropyl-6,7- dihydro[1,3]oxazolo[5,4- ...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CCc4nc(oc4C3)C3CC3)nn12
Show InChI InChI=1S/C21H19F2N7O3/c22-21(23)32-13-4-3-11-16(17(13)33-21)27-20(24)30-18(11)26-15(28-30)6-8-29-7-5-12-14(9-29)31-19(25-12)10-1-2-10/h3-4,10H,1-2,5-9H2,(H2,24,27)
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0.900n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508630
PNG
(US11046714, Example 72 | US11046714, Example 73)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CCCC(F)(C3)C(F)(F)F)nn12
Show InChI InChI=1S/C18H16F6N6O2/c19-16(17(20,21)22)5-1-6-29(8-16)7-4-11-26-14-9-2-3-10-13(32-18(23,24)31-10)12(9)27-15(25)30(14)28-11/h2-3H,1,4-8H2,(H2,25,27)
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0.900n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508630
PNG
(US11046714, Example 72 | US11046714, Example 73)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CCCC(F)(C3)C(F)(F)F)nn12
Show InChI InChI=1S/C18H16F6N6O2/c19-16(17(20,21)22)5-1-6-29(8-16)7-4-11-26-14-9-2-3-10-13(32-18(23,24)31-10)12(9)27-15(25)30(14)28-11/h2-3H,1,4-8H2,(H2,25,27)
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0.900n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508611
PNG
(2,2-difluoro-8-(2-{[1- (trifluoromethyl)cyclobutyl...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCNC3(CCC3)C(F)(F)F)nn12
Show InChI InChI=1S/C17H15F5N6O2/c18-16(19,20)15(5-1-6-15)24-7-4-10-25-13-8-2-3-9-12(30-17(21,22)29-9)11(8)26-14(23)28(13)27-10/h2-3,24H,1,4-7H2,(H2,23,26)
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1n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508704
PNG
(US11046714, Example 138)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(nn12)[C@@H]1CCCN(CC(F)(F)F)C1
Show InChI InChI=1S/C17H15F5N6O2/c18-16(19,20)7-27-5-1-2-8(6-27)13-25-14-9-3-4-10-12(30-17(21,22)29-10)11(9)24-15(23)28(14)26-13/h3-4,8H,1-2,5-7H2,(H2,23,24)/t8-/m1/s1
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1n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508693
PNG
(8-[(3,5-dimethyl-1H-pyrazol-1-yl) methyl]-2,2-difl...)
Show SMILES Cc1cc(C)n(Cc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)n1
Show InChI InChI=1S/C16H13F2N7O2/c1-7-5-8(2)24(22-7)6-11-20-14-9-3-4-10-13(27-16(17,18)26-10)12(9)21-15(19)25(14)23-11/h3-5H,6H2,1-2H3,(H2,19,21)
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1n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508599
PNG
(4-[2-(5-amino-2,2-difluoro[1,3] dioxolo[4,5-h][1,2...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CCN(C(=O)C3)c3cccc(F)c3)nn12
Show InChI InChI=1S/C22H18F3N7O3/c23-12-2-1-3-13(10-12)31-9-8-30(11-17(31)33)7-6-16-27-20-14-4-5-15-19(35-22(24,25)34-15)18(14)28-21(26)32(20)29-16/h1-5,10H,6-9,11H2,(H2,26,28)
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1.10n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508553
PNG
(8-{2-[(2R)-4,4-difluoro-2- methylpyrrolidin-1-yl]e...)
Show SMILES C[C@@H]1CC(F)(F)CN1CCc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1
Show InChI InChI=1S/C17H16F4N6O2/c1-8-6-16(18,19)7-26(8)5-4-11-23-14-9-2-3-10-13(29-17(20,21)28-10)12(9)24-15(22)27(14)25-11/h2-3,8H,4-7H2,1H3,(H2,22,24)/t8-/m1/s1
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1.10n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508689
PNG
(2,2-difluoro-8-({[1-(trifluoromethyl) cyclobutyl]a...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CNC3(CCC3)C(F)(F)F)nn12
Show InChI InChI=1S/C16H13F5N6O2/c17-15(18,19)14(4-1-5-14)23-6-9-24-12-7-2-3-8-11(29-16(20,21)28-8)10(7)25-13(22)27(12)26-9/h2-3,23H,1,4-6H2,(H2,22,25)
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1.10n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508710
PNG
((R or S)-8-[1-(3,5-difluorophenyl) piperidin-3-yl]...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(nn12)C1CCCN(C1)c1cc(F)cc(F)c1
Show InChI InChI=1S/C21H16F4N6O2/c22-11-6-12(23)8-13(7-11)30-5-1-2-10(9-30)18-28-19-14-3-4-15-17(33-21(24,25)32-15)16(14)27-20(26)31(19)29-18/h3-4,6-8,10H,1-2,5,9H2,(H2,26,27)
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1.20n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508651
PNG
(8-[(2R or 2S)-2-(5,7-dihydro-6H- pyrrolo[3,4-b]pyr...)
Show SMILES CC(Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1Cc2cccnc2C1
Show InChI InChI=1S/C20H17F2N7O2/c1-10(28-8-11-3-2-6-24-13(11)9-28)7-15-25-18-12-4-5-14-17(31-20(21,22)30-14)16(12)26-19(23)29(18)27-15/h2-6,10H,7-9H2,1H3,(H2,23,26)
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1.20n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508708
PNG
(US11046714, Example 142 | US11046714, Example 143)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(nn12)C1CCCN(C1)c1cccc(F)c1
Show InChI InChI=1S/C21H17F3N6O2/c22-12-4-1-5-13(9-12)29-8-2-3-11(10-29)18-27-19-14-6-7-15-17(32-21(23,24)31-15)16(14)26-20(25)30(19)28-18/h1,4-7,9,11H,2-3,8,10H2,(H2,25,26)
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1.20n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508625
PNG
((R or S)-8-[2-(3,3-difluoro-2- methylpiperidin-1-y...)
Show SMILES C[C@H]1N(CCc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)CCCC1(F)F
Show InChI InChI=1S/C18H18F4N6O2/c1-9-17(19,20)6-2-7-27(9)8-5-12-24-15-10-3-4-11-14(30-18(21,22)29-11)13(10)25-16(23)28(15)26-12/h3-4,9H,2,5-8H2,1H3,(H2,23,25)/t9-/m1/s1
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Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508638
PNG
(2,2-difluoro-8-[(2R)-2-(2-methyl- 6,7-dihydro[1,3]...)
Show SMILES C[C@H](Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1CCc2nc(C)oc2C1
Show InChI InChI=1S/C20H19F2N7O3/c1-9(28-6-5-12-14(8-28)30-10(2)24-12)7-15-25-18-11-3-4-13-17(32-20(21,22)31-13)16(11)26-19(23)29(18)27-15/h3-4,9H,5-8H2,1-2H3,(H2,23,26)/t9-/m1/s1
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1.30n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508678
PNG
(2,2-difluoro-8-{[3-fluoro-3- (trifluoromethyl)azet...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CN3CC(F)(C3)C(F)(F)F)nn12
Show InChI InChI=1S/C15H10F6N6O2/c16-13(14(17,18)19)4-26(5-13)3-8-23-11-6-1-2-7-10(29-15(20,21)28-7)9(6)24-12(22)27(11)25-8/h1-2H,3-5H2,(H2,22,24)
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1.40n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508636
PNG
(8-[(2R)-2-(5,8-dihydro-1,7- naphthyridin-7(6H)-yl)...)
Show SMILES C[C@H](Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1CCc2cccnc2C1
Show InChI InChI=1S/C21H19F2N7O2/c1-11(29-8-6-12-3-2-7-25-14(12)10-29)9-16-26-19-13-4-5-15-18(32-21(22,23)31-15)17(13)27-20(24)30(19)28-16/h2-5,7,11H,6,8-10H2,1H3,(H2,24,27)/t11-/m1/s1
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1.40n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508691
PNG
(8-({(cyclopropylmethyl)[(4-methyl-1,3- thiazol-2-y...)
Show SMILES Cc1csc(CN(CC2CC2)Cc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)n1
Show InChI InChI=1S/C20H19F2N7O2S/c1-10-9-32-15(24-10)8-28(6-11-2-3-11)7-14-25-18-12-4-5-13-17(31-20(21,22)30-13)16(12)26-19(23)29(18)27-14/h4-5,9,11H,2-3,6-8H2,1H3,(H2,23,26)
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1.40n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508675
PNG
(2,2-difluoro-8-[(3-fluoro-3- methylazetidin-1-yl)m...)
Show SMILES CC1(F)CN(Cc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)C1
Show InChI InChI=1S/C15H13F3N6O2/c1-14(16)5-23(6-14)4-9-20-12-7-2-3-8-11(26-15(17,18)25-8)10(7)21-13(19)24(12)22-9/h2-3H,4-6H2,1H3,(H2,19,21)
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1.40n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508552
PNG
(8-[2-(3,3-difluoropyrrolidin-1- yl)ethyl]-2,2-difl...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CCC(F)(F)C3)nn12
Show InChI InChI=1S/C16H14F4N6O2/c17-15(18)4-6-25(7-15)5-3-10-22-13-8-1-2-9-12(28-16(19,20)27-9)11(8)23-14(21)26(13)24-10/h1-2H,3-7H2,(H2,21,23)
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1.40n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508616
PNG
(8-(2-{(cyclopropylmethyl)[(2- methyl-1,3-thiazol-5...)
Show SMILES Cc1ncc(CN(CCc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)CC2CC2)s1
Show InChI InChI=1S/C21H21F2N7O2S/c1-11-25-8-13(33-11)10-29(9-12-2-3-12)7-6-16-26-19-14-4-5-15-18(32-21(22,23)31-15)17(14)27-20(24)30(19)28-16/h4-5,8,12H,2-3,6-7,9-10H2,1H3,(H2,24,27)
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1.5n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508535
PNG
(2,2-difluoro-8-[2-(2-methyl-6,7- dihydro[1,3]oxazo...)
Show SMILES Cc1nc2CCN(CCc3nc4c5ccc6OC(F)(F)Oc6c5nc(N)n4n3)Cc2o1
Show InChI InChI=1S/C19H17F2N7O3/c1-9-23-11-4-6-27(8-13(11)29-9)7-5-14-24-17-10-2-3-12-16(31-19(20,21)30-12)15(10)25-18(22)28(17)26-14/h2-3H,4-8H2,1H3,(H2,22,25)
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1.5n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508547
PNG
(2,2-difluoro-8-{2-[(2R,4S)-4- fluoro-2-methylpyrro...)
Show SMILES C[C@@H]1C[C@H](F)CN1CCc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1
Show InChI InChI=1S/C17H17F3N6O2/c1-8-6-9(18)7-25(8)5-4-12-22-15-10-2-3-11-14(28-17(19,20)27-11)13(10)23-16(21)26(15)24-12/h2-3,8-9H,4-7H2,1H3,(H2,21,23)/t8-,9+/m1/s1
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1.5n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508587
PNG
(2,2-difluoro-8-{2-[(2R)-2- methyl-4-(2-methyl-1,3-...)
Show SMILES C[C@@H]1CN(CCN1CCc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)c1cnc(C)s1
Show InChI InChI=1S/C21H22F2N8O2S/c1-11-10-30(16-9-25-12(2)34-16)8-7-29(11)6-5-15-26-19-13-3-4-14-18(33-21(22,23)32-14)17(13)27-20(24)31(19)28-15/h3-4,9,11H,5-8,10H2,1-2H3,(H2,24,27)/t11-/m1/s1
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1.5n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508642
PNG
(2,2-difluoro-8-[(2R)-2-(2-methyl- 6,7-dihydro[1,3]...)
Show SMILES C[C@H](Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1CCc2sc(C)nc2C1
Show InChI InChI=1S/C20H19F2N7O2S/c1-9(28-6-5-14-12(8-28)24-10(2)32-14)7-15-25-18-11-3-4-13-17(31-20(21,22)30-13)16(11)26-19(23)29(18)27-15/h3-4,9H,5-8H2,1-2H3,(H2,23,26)/t9-/m1/s1
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1.5n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508705
PNG
(US11046714, Example 139)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(nn12)[C@@H]1CCCN(CC(F)F)C1
Show InChI InChI=1S/C17H16F4N6O2/c18-11(19)7-26-5-1-2-8(6-26)14-24-15-9-3-4-10-13(29-17(20,21)28-10)12(9)23-16(22)27(15)25-14/h3-4,8,11H,1-2,5-7H2,(H2,22,23)/t8-/m1/s1
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1.5n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508557
PNG
(8-[2-(3,3-difluoropiperidin-1- yl)ethyl]-2,2-diflu...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CCCC(F)(F)C3)nn12
Show InChI InChI=1S/C17H16F4N6O2/c18-16(19)5-1-6-26(8-16)7-4-11-23-14-9-2-3-10-13(29-17(20,21)28-10)12(9)24-15(22)27(14)25-11/h2-3H,1,4-8H2,(H2,22,24)
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1.60n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508688
PNG
(2,2-difluoro-8-({[4-(trifluoromethyl) benzyl]amino...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CNCc3ccc(cc3)C(F)(F)F)nn12
Show InChI InChI=1S/C19H13F5N6O2/c20-18(21,22)10-3-1-9(2-4-10)7-26-8-13-27-16-11-5-6-12-15(32-19(23,24)31-12)14(11)28-17(25)30(16)29-13/h1-6,26H,7-8H2,(H2,25,28)
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1.60n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508551
PNG
(8-{2-[(3S,4S)-3,4- difluoropyrrolidin-1-yl]ethyl}-...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3C[C@H](F)[C@@H](F)C3)nn12
Show InChI InChI=1S/C16H14F4N6O2/c17-8-5-25(6-9(8)18)4-3-11-22-14-7-1-2-10-13(28-16(19,20)27-10)12(7)23-15(21)26(14)24-11/h1-2,8-9H,3-6H2,(H2,21,23)/t8-,9-/m0/s1
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1.60n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508542
PNG
(8-[2-(3-cyclopropyl-3- fluoroazetidin-1-yl)ethyl]-...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CC(F)(C3)C3CC3)nn12
Show InChI InChI=1S/C18H17F3N6O2/c19-17(9-1-2-9)7-26(8-17)6-5-12-23-15-10-3-4-11-14(29-18(20,21)28-11)13(10)24-16(22)27(15)25-12/h3-4,9H,1-2,5-8H2,(H2,22,24)
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1.60n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508596
PNG
(4-[2-(5-amino-2,2-difluoro[1,3] dioxolo[4,5-h][1,2...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CCN(C4CCCC4)C(=O)C3)nn12
Show InChI InChI=1S/C21H23F2N7O3/c22-21(23)32-14-6-5-13-17(18(14)33-21)26-20(24)30-19(13)25-15(27-30)7-8-28-9-10-29(16(31)11-28)12-3-1-2-4-12/h5-6,12H,1-4,7-11H2,(H2,24,26)
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1.60n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508532
PNG
(8-[2-(3-ethyl-5,6- dihydro[1,2,4]triazolo[4,3- a]p...)
Show SMILES CCc1nnc2CN(CCc3nc4c5ccc6OC(F)(F)Oc6c5nc(N)n4n3)CCn12
Show InChI InChI=1S/C19H19F2N9O2/c1-2-13-25-26-14-9-28(7-8-29(13)14)6-5-12-23-17-10-3-4-11-16(32-19(20,21)31-11)15(10)24-18(22)30(17)27-12/h3-4H,2,5-9H2,1H3,(H2,22,24)
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1.60n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508683
PNG
(8-[(4,4-difluoropiperidin-1-yl)methyl]- 2,2-difluo...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CN3CCC(F)(F)CC3)nn12
Show InChI InChI=1S/C16H14F4N6O2/c17-15(18)3-5-25(6-4-15)7-10-22-13-8-1-2-9-12(28-16(19,20)27-9)11(8)23-14(21)26(13)24-10/h1-2H,3-7H2,(H2,21,23)
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1.70n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508592
PNG
(4-[2-(5-amino-2,2-difluoro[1,3] dioxolo[4,5-h][1,2...)
Show SMILES CN1CCN(CCc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)CC1=O
Show InChI InChI=1S/C17H17F2N7O3/c1-24-6-7-25(8-12(24)27)5-4-11-21-15-9-2-3-10-14(29-17(18,19)28-10)13(9)22-16(20)26(15)23-11/h2-3H,4-8H2,1H3,(H2,20,22)
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1.70n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508634
PNG
(8-[(2R)-2-(2,3-dihydro-1H-pyrrolo [2,3-c]pyridin-1...)
Show SMILES C[C@H](Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1CCc2ccncc12
Show InChI InChI=1S/C20H17F2N7O2/c1-10(28-7-5-11-4-6-24-9-13(11)28)8-15-25-18-12-2-3-14-17(31-20(21,22)30-14)16(12)26-19(23)29(18)27-15/h2-4,6,9-10H,5,7-8H2,1H3,(H2,23,26)/t10-/m1/s1
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1.80n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508680
PNG
(8-[(3,3-difluoropyrrolidin-1-yl)methyl]- 2,2-diflu...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CN3CCC(F)(F)C3)nn12
Show InChI InChI=1S/C15H12F4N6O2/c16-14(17)3-4-24(6-14)5-9-21-12-7-1-2-8-11(27-15(18,19)26-8)10(7)22-13(20)25(12)23-9/h1-2H,3-6H2,(H2,20,22)
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1.80n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508536
PNG
(2,2-difluoro-8-[2-(2-methyl-6,7- dihydro[1,3]thiaz...)
Show SMILES Cc1nc2CN(CCc3nc4c5ccc6OC(F)(F)Oc6c5nc(N)n4n3)CCc2s1
Show InChI InChI=1S/C19H17F2N7O2S/c1-9-23-11-8-27(6-4-13(11)31-9)7-5-14-24-17-10-2-3-12-16(30-19(20,21)29-12)15(10)25-18(22)28(17)26-14/h2-3H,4-8H2,1H3,(H2,22,25)
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1.80n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508627
PNG
(US11046714, Example 69)
Show SMILES C[C@@H]1N(CCc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)CCCC1(F)F
Show InChI InChI=1S/C18H18F4N6O2/c1-9-17(19,20)6-2-7-27(9)8-5-12-24-15-10-3-4-11-14(30-18(21,22)29-11)13(10)25-16(23)28(15)26-12/h3-4,9H,2,5-8H2,1H3,(H2,23,25)/t9-/m0/s1
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1.80n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508590
PNG
(8-{2-[(2R)-4-(4-chloro-1,2,5- thiadiazol-3-yl)-2- ...)
Show SMILES C[C@@H]1CN(CCN1CCc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)c1nsnc1Cl
Show InChI InChI=1S/C19H18ClF2N9O2S/c1-9-8-30(17-15(20)27-34-28-17)7-6-29(9)5-4-12-24-16-10-2-3-11-14(33-19(21,22)32-11)13(10)25-18(23)31(16)26-12/h2-3,9H,4-8H2,1H3,(H2,23,25)/t9-/m1/s1
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1.80n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508703
PNG
(US11046714, Example 137)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CN3Cc4cccnc4C3)nn12
Show InChI InChI=1S/C18H13F2N7O2/c19-18(20)28-12-4-3-10-14(15(12)29-18)24-17(21)27-16(10)23-13(25-27)8-26-6-9-2-1-5-22-11(9)7-26/h1-5H,6-8H2,(H2,21,24)
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1.90n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508676
PNG
(8-[(3-ethyl-3-fluoroazetidin-1- yl)methyl]-2,2-dif...)
Show SMILES CCC1(F)CN(Cc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)C1
Show InChI InChI=1S/C16H15F3N6O2/c1-2-15(17)6-24(7-15)5-10-21-13-8-3-4-9-12(27-16(18,19)26-9)11(8)22-14(20)25(13)23-10/h3-4H,2,5-7H2,1H3,(H2,20,22)
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2n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508714
PNG
(US11046714, Example 148)
Show SMILES COC(=O)C(Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)C(=O)OC
Show InChI InChI=1S/C16H13F2N5O6/c1-26-13(24)7(14(25)27-2)5-9-20-12-6-3-4-8-11(29-16(17,18)28-8)10(6)21-15(19)23(12)22-9/h3-4,7H,5H2,1-2H3,(H2,19,21)
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2n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508669
PNG
(2,2-difluoro-8-{[(2R)-4-(4- fluorophenyl)-2-methyl...)
Show SMILES C[C@@H]1CN(CCN1Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)c1ccc(F)cc1
Show InChI InChI=1S/C22H20F3N7O2/c1-12-10-31(14-4-2-13(23)3-5-14)9-8-30(12)11-17-27-20-15-6-7-16-19(34-22(24,25)33-16)18(15)28-21(26)32(20)29-17/h2-7,12H,8-11H2,1H3,(H2,26,28)/t12-/m1/s1
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2.10n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508533
PNG
(8-[2-(1,3-dihydro-2H- pyrrolo[3,4-c]pyridin-2- yl)...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3Cc4ccncc4C3)nn12
Show InChI InChI=1S/C19H15F2N7O2/c20-19(21)29-13-2-1-12-15(16(13)30-19)25-18(22)28-17(12)24-14(26-28)4-6-27-8-10-3-5-23-7-11(10)9-27/h1-3,5,7H,4,6,8-9H2,(H2,22,25)
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2.10n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508528
PNG
(2,2-difluoro-8-[2-(5-fluoro-1,3- dihydro-2H-isoind...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3Cc4ccc(F)cc4C3)nn12
Show InChI InChI=1S/C20H15F3N6O2/c21-12-2-1-10-8-28(9-11(10)7-12)6-5-15-25-18-13-3-4-14-17(31-20(22,23)30-14)16(13)26-19(24)29(18)27-15/h1-4,7H,5-6,8-9H2,(H2,24,26)
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2.10n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508659
PNG
(US11046714, Example 97 | US11046714, Example 98)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CC(C(F)F)N3Cc4cccnc4C3)nn12
Show InChI InChI=1S/C20H15F4N7O2/c21-17(22)12(30-7-9-2-1-5-26-11(9)8-30)6-14-27-18-10-3-4-13-16(33-20(23,24)32-13)15(10)28-19(25)31(18)29-14/h1-5,12,17H,6-8H2,(H2,25,28)
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2.20n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508559
PNG
(8-{2-[(2R)-4,4-difluoro-2- methylpiperidin-1-yl]et...)
Show SMILES C[C@@H]1CC(F)(F)CCN1CCc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1
Show InChI InChI=1S/C18H18F4N6O2/c1-9-8-17(19,20)5-7-27(9)6-4-12-24-15-10-2-3-11-14(30-18(21,22)29-11)13(10)25-16(23)28(15)26-12/h2-3,9H,4-8H2,1H3,(H2,23,25)/t9-/m1/s1
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2.20n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508716
PNG
(US11046714, Example 150)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CC(CCl)CCl)nn12
Show InChI InChI=1S/C14H11Cl2F2N5O2/c15-4-6(5-16)3-9-20-12-7-1-2-8-11(25-14(17,18)24-8)10(7)21-13(19)23(12)22-9/h1-2,6H,3-5H2,(H2,19,21)
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2.30n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508641
PNG
(8-[(2R)-2-(2-cyclopropyl-6,7-dihydro [1,3]oxazolo[...)
Show SMILES C[C@H](Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1CCc2nc(oc2C1)C1CC1
Show InChI InChI=1S/C22H21F2N7O3/c1-10(30-7-6-13-15(9-30)32-20(26-13)11-2-3-11)8-16-27-19-12-4-5-14-18(34-22(23,24)33-14)17(12)28-21(25)31(19)29-16/h4-5,10-11H,2-3,6-9H2,1H3,(H2,25,28)/t10-/m1/s1
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2.40n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508538
PNG
(2,2-difluoro-8-[2-(3- fluoroazetidin-1-yl)ethyl] [...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CC(F)C3)nn12
Show InChI InChI=1S/C15H13F3N6O2/c16-7-5-23(6-7)4-3-10-20-13-8-1-2-9-12(26-15(17,18)25-9)11(8)21-14(19)24(13)22-10/h1-2,7H,3-6H2,(H2,19,21)
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2.5n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508692
PNG
(US11046714, Example 128)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(Cn3cccn3)nn12
Show InChI InChI=1S/C14H9F2N7O2/c15-14(16)24-8-3-2-7-10(11(8)25-14)20-13(17)23-12(7)19-9(21-23)6-22-5-1-4-18-22/h1-5H,6H2,(H2,17,20)
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2.5n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508558
PNG
(8-[2-(4,4-difluoropiperidin-1- yl)ethyl]-2,2-diflu...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CCC(F)(F)CC3)nn12
Show InChI InChI=1S/C17H16F4N6O2/c18-16(19)4-7-26(8-5-16)6-3-11-23-14-9-1-2-10-13(29-17(20,21)28-10)12(9)24-15(22)27(14)25-11/h1-2H,3-8H2,(H2,22,24)
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2.60n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508640
PNG
(2,2-difluoro-8-[(2R)-2-(2-methyl- 6,7-dihydro[1,3]...)
Show SMILES C[C@H](Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1CCc2nc(C)sc2C1
Show InChI InChI=1S/C20H19F2N7O2S/c1-9(28-6-5-12-14(8-28)32-10(2)24-12)7-15-25-18-11-3-4-13-17(31-20(21,22)30-13)16(11)26-19(23)29(18)27-15/h3-4,9H,5-8H2,1-2H3,(H2,23,26)/t9-/m1/s1
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2.60n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508715
PNG
(US11046714, Example 149)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CC(CO)CO)nn12
Show InChI InChI=1S/C14H13F2N5O4/c15-14(16)24-8-2-1-7-10(11(8)25-14)19-13(17)21-12(7)18-9(20-21)3-6(4-22)5-23/h1-2,6,22-23H,3-5H2,(H2,17,19)
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2.70n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508684
PNG
(2,2-difluoro-8-[(5-fluoro-1,3-dihydro- 2H-isoindol...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CN3Cc4ccc(F)cc4C3)nn12
Show InChI InChI=1S/C19H13F3N6O2/c20-11-2-1-9-6-27(7-10(9)5-11)8-14-24-17-12-3-4-13-16(30-19(21,22)29-13)15(12)25-18(23)28(17)26-14/h1-5H,6-8H2,(H2,23,25)
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2.70n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508661
PNG
(US11046714, Example 99)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCn3cccn3)nn12
Show InChI InChI=1S/C15H11F2N7O2/c16-15(17)25-9-3-2-8-11(12(9)26-15)21-14(18)24-13(8)20-10(22-24)4-7-23-6-1-5-19-23/h1-3,5-6H,4,7H2,(H2,18,21)
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2.70n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508677
PNG
(11-[(5-amino-2,2-difluoro[1,3]dioxolo [4,5-h][1,2,...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CN3CC(O)(C3)C(F)(F)F)nn12
Show InChI InChI=1S/C15H11F5N6O3/c16-14(17,18)13(27)4-25(5-13)3-8-22-11-6-1-2-7-10(29-15(19,20)28-7)9(6)23-12(21)26(11)24-8/h1-2,27H,3-5H2,(H2,21,23)
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2.80n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508713
PNG
(US11046714, Example 147)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(nn12)[C@@H]1CCCN(C1)c1cncnc1
Show InChI InChI=1S/C19H16F2N8O2/c20-19(21)30-13-4-3-12-14(15(13)31-19)25-18(22)29-17(12)26-16(27-29)10-2-1-5-28(8-10)11-6-23-9-24-7-11/h3-4,6-7,9-10H,1-2,5,8H2,(H2,22,25)/t10-/m1/s1
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2.90n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508674
PNG
(8-[(3,3-dimethylazetidin-1-yl)methyl]- 2,2-difluor...)
Show SMILES CC1(C)CN(Cc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)C1
Show InChI InChI=1S/C16H16F2N6O2/c1-15(2)6-23(7-15)5-10-20-13-8-3-4-9-12(26-16(17,18)25-9)11(8)21-14(19)24(13)22-10/h3-4H,5-7H2,1-2H3,(H2,19,21)
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2.90n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508518
PNG
(US11046714, Example 3)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(Cc3cccnc3Cl)nn12
Show InChI InChI=1S/C16H9ClF2N6O2/c17-13-7(2-1-5-21-13)6-10-22-14-8-3-4-9-12(27-16(18,19)26-9)11(8)23-15(20)25(14)24-10/h1-5H,6H2,(H2,20,23)
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2.90n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508622
PNG
((R or S)-8-[2-(6,6-difluoro-2- azabicyclo[2.2.1]he...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CC4CC3C(F)(F)C4)nn12
Show InChI InChI=1S/C18H16F4N6O2/c19-17(20)6-8-5-11(17)27(7-8)4-3-12-24-15-9-1-2-10-14(30-18(21,22)29-10)13(9)25-16(23)28(15)26-12/h1-2,8,11H,3-7H2,(H2,23,25)
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3n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508543
PNG
(8-[2-(3,3-difluoroazetidin-1- yl)ethyl]-2,2-difluo...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CC(F)(F)C3)nn12
Show InChI InChI=1S/C15H12F4N6O2/c16-14(17)5-24(6-14)4-3-9-21-12-7-1-2-8-11(27-15(18,19)26-8)10(7)22-13(20)25(12)23-9/h1-2H,3-6H2,(H2,20,22)
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3n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508554
PNG
(8-{2-[(2S)-4,4-difluoro-2- methylpyrrolidin-1-yl]...)
Show SMILES C[C@H]1CC(F)(F)CN1CCc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1
Show InChI InChI=1S/C17H16F4N6O2/c1-8-6-16(18,19)7-26(8)5-4-11-23-14-9-2-3-10-13(29-17(20,21)28-10)12(9)24-15(22)27(14)25-11/h2-3,8H,4-7H2,1H3,(H2,22,24)/t8-/m0/s1
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3n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508565
PNG
(8-[2-(3-azabicyclo[3.1.0]hex-3- yl)ethyl]-2,2-difl...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CC4CC4C3)nn12
Show InChI InChI=1S/C17H16F2N6O2/c18-17(19)26-11-2-1-10-13(14(11)27-17)22-16(20)25-15(10)21-12(23-25)3-4-24-6-8-5-9(8)7-24/h1-2,8-9H,3-7H2,(H2,20,22)
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3n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508527
PNG
(2,2-difluoro-8-{2-[5- (trifluoromethyl)-1,3-dihydr...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3Cc4ccc(cc4C3)C(F)(F)F)nn12
Show InChI InChI=1S/C21H15F5N6O2/c22-20(23,24)12-2-1-10-8-31(9-11(10)7-12)6-5-15-28-18-13-3-4-14-17(34-21(25,26)33-14)16(13)29-19(27)32(18)30-15/h1-4,7H,5-6,8-9H2,(H2,27,29)
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3.10n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508539
PNG
(2,2-difluoro-8-[2-(3-fluoro-3- methylazetidin-1-yl...)
Show SMILES CC1(F)CN(CCc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)C1
Show InChI InChI=1S/C16H15F3N6O2/c1-15(17)6-24(7-15)5-4-10-21-13-8-2-3-9-12(27-16(18,19)26-9)11(8)22-14(20)25(13)23-10/h2-3H,4-7H2,1H3,(H2,20,22)
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3.20n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508666
PNG
(2,2-difluoro-8-{[7-(5-fluoropyridin- 2-yl)-4,7-dia...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CN3CCN(CC33CC3)c3ccc(F)cn3)nn12
Show InChI InChI=1S/C22H19F3N8O2/c23-12-1-4-16(27-9-12)31-7-8-32(21(11-31)5-6-21)10-15-28-19-13-2-3-14-18(35-22(24,25)34-14)17(13)29-20(26)33(19)30-15/h1-4,9H,5-8,10-11H2,(H2,26,29)
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3.40n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508546
PNG
(2,2-difluoro-8-{2-[3-fluoro-3- (trifluoromethyl)az...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CC(F)(C3)C(F)(F)F)nn12
Show InChI InChI=1S/C16H12F6N6O2/c17-14(15(18,19)20)5-27(6-14)4-3-9-24-12-7-1-2-8-11(30-16(21,22)29-8)10(7)25-13(23)28(12)26-9/h1-2H,3-6H2,(H2,23,25)
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3.40n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508541
PNG
(8-[2-(3-ethyl-3-fluoroazetidin- 1-yl)ethyl]-2,2-di...)
Show SMILES CCC1(F)CN(CCc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)C1
Show InChI InChI=1S/C17H17F3N6O2/c1-2-16(18)7-25(8-16)6-5-11-22-14-9-3-4-10-13(28-17(19,20)27-10)12(9)23-15(21)26(14)24-11/h3-4H,2,5-8H2,1H3,(H2,21,23)
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3.5n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508665
PNG
(US11046714, Example 102)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CN3CCN(CC33CC3)c3ccc(F)cc3)nn12
Show InChI InChI=1S/C23H20F3N7O2/c24-13-1-3-14(4-2-13)31-9-10-32(22(12-31)7-8-22)11-17-28-20-15-5-6-16-19(35-23(25,26)34-16)18(15)29-21(27)33(20)30-17/h1-6H,7-12H2,(H2,27,29)
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3.5n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508622
PNG
((R or S)-8-[2-(6,6-difluoro-2- azabicyclo[2.2.1]he...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CC4CC3C(F)(F)C4)nn12
Show InChI InChI=1S/C18H16F4N6O2/c19-17(20)6-8-5-11(17)27(7-8)4-3-12-24-15-9-1-2-10-14(30-18(21,22)29-10)13(9)25-16(23)28(15)26-12/h1-2,8,11H,3-7H2,(H2,23,25)
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3.5n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508618
PNG
(2,2-difluoro-8-{2-[3-(trifluoromethyl) piperidin-1...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CCCC(C3)C(F)(F)F)nn12
Show InChI InChI=1S/C18H17F5N6O2/c19-17(20,21)9-2-1-6-28(8-9)7-5-12-25-15-10-3-4-11-14(31-18(22,23)30-11)13(10)26-16(24)29(15)27-12/h3-4,9H,1-2,5-8H2,(H2,24,26)
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3.60n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508668
PNG
(2,2-difluoro-8-({7-[4-(2- methoxyethoxy)phenyl]-4,...)
Show SMILES COCCOc1ccc(cc1)N1CCN(Cc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)C2(CC2)C1
Show InChI InChI=1S/C26H27F2N7O4/c1-36-12-13-37-17-4-2-16(3-5-17)33-10-11-34(25(15-33)8-9-25)14-20-30-23-18-6-7-19-22(39-26(27,28)38-19)21(18)31-24(29)35(23)32-20/h2-7H,8-15H2,1H3,(H2,29,31)
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3.70n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508571
PNG
(2,2-difluoro-8-[2-(4-methyl-3,6- dihydropyridin-1(...)
Show SMILES CC1=CCN(CCc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)CC1
Show InChI InChI=1S/C18H18F2N6O2/c1-10-4-7-25(8-5-10)9-6-13-22-16-11-2-3-12-15(28-18(19,20)27-12)14(11)23-17(21)26(16)24-13/h2-4H,5-9H2,1H3,(H2,21,23)
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3.80n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508531
PNG
(2,2-difluoro-8-{2-[2- (trifluoromethyl)-5,7-dihyd...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3Cc4cnc(nc4C3)C(F)(F)F)nn12
Show InChI InChI=1S/C19H13F5N8O2/c20-18(21,22)16-26-5-8-6-31(7-10(8)27-16)4-3-12-28-15-9-1-2-11-14(34-19(23,24)33-11)13(9)29-17(25)32(15)30-12/h1-2,5H,3-4,6-7H2,(H2,25,29)
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3.80n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508643
PNG
(2,2-difluoro-8-[(2R)-2-(2-methyl- 6,7-dihydropyraz...)
Show SMILES C[C@H](Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1CCn2nc(C)cc2C1
Show InChI InChI=1S/C20H20F2N8O2/c1-10-7-12-9-28(5-6-29(12)26-10)11(2)8-15-24-18-13-3-4-14-17(32-20(21,22)31-14)16(13)25-19(23)30(18)27-15/h3-4,7,11H,5-6,8-9H2,1-2H3,(H2,23,25)/t11-/m1/s1
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3.80n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508635
PNG
(8-[(2R)-2-(3,4-dihydro-2,7- naphthyridin-2(1H)-yl)...)
Show SMILES C[C@H](Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1CCc2ccncc2C1
Show InChI InChI=1S/C21H19F2N7O2/c1-11(29-7-5-12-4-6-25-9-13(12)10-29)8-16-26-19-14-2-3-15-18(32-21(22,23)31-15)17(14)27-20(24)30(19)28-16/h2-4,6,9,11H,5,7-8,10H2,1H3,(H2,24,27)/t11-/m1/s1
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3.90n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508694
PNG
(8-{[3,5-bis(trifluoromethyl)-1H- pyrazol-1-yl]meth...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(Cn3nc(cc3C(F)(F)F)C(F)(F)F)nn12
Show InChI InChI=1S/C16H7F8N7O2/c17-14(18,19)7-3-8(15(20,21)22)30(28-7)4-9-26-12-5-1-2-6-11(33-16(23,24)32-6)10(5)27-13(25)31(12)29-9/h1-3H,4H2,(H2,25,27)
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3.90n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508628
PNG
(US11046714, Example 70 | US11046714, Example 71)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CCCC(O)(C3)C(F)(F)F)nn12
Show InChI InChI=1S/C18H17F5N6O3/c19-17(20,21)16(30)5-1-6-28(8-16)7-4-11-25-14-9-2-3-10-13(32-18(22,23)31-10)12(9)26-15(24)29(14)27-11/h2-3,30H,1,4-8H2,(H2,24,26)
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Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508651
PNG
(8-[(2R or 2S)-2-(5,7-dihydro-6H- pyrrolo[3,4-b]pyr...)
Show SMILES CC(Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1Cc2cccnc2C1
Show InChI InChI=1S/C20H17F2N7O2/c1-10(28-8-11-3-2-6-24-13(11)9-28)7-15-25-18-12-4-5-14-17(31-20(21,22)30-14)16(12)26-19(23)29(18)27-15/h2-6,10H,7-9H2,1H3,(H2,23,26)
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4n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508670
PNG
(2,2-difluoro-8-{[(2R)-2-methyl-4-(2- methyl-1,3-th...)
Show SMILES C[C@@H]1CN(CCN1Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)c1cnc(C)s1
Show InChI InChI=1S/C20H20F2N8O2S/c1-10-8-29(15-7-24-11(2)33-15)6-5-28(10)9-14-25-18-12-3-4-13-17(32-20(21,22)31-13)16(12)26-19(23)30(18)27-14/h3-4,7,10H,5-6,8-9H2,1-2H3,(H2,23,26)/t10-/m1/s1
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4n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508654
PNG
((R or S)-8-[2-(3,3-difluoroazetidin- 1-yl)propyl]-...)
Show SMILES CC(Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1CC(F)(F)C1
Show InChI InChI=1S/C16H14F4N6O2/c1-7(25-5-15(17,18)6-25)4-10-22-13-8-2-3-9-12(28-16(19,20)27-9)11(8)23-14(21)26(13)24-10/h2-3,7H,4-6H2,1H3,(H2,21,23)
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4.10n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508658
PNG
(US11046714, Example 96)
Show SMILES C[C@@H](Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1CCCC(F)(F)C1
Show InChI InChI=1S/C18H18F4N6O2/c1-9(27-6-2-5-17(19,20)8-27)7-12-24-15-10-3-4-11-14(30-18(21,22)29-11)13(10)25-16(23)28(15)26-12/h3-4,9H,2,5-8H2,1H3,(H2,23,25)/t9-/m0/s1
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4.10n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508682
PNG
(8-[(3,3-difluoropiperidin-1-yl)methyl]- 2,2-difluo...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CN3CCCC(F)(F)C3)nn12
Show InChI InChI=1S/C16H14F4N6O2/c17-15(18)4-1-5-25(7-15)6-10-22-13-8-2-3-9-12(28-16(19,20)27-9)11(8)23-14(21)26(13)24-10/h2-3H,1,4-7H2,(H2,21,23)
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4.20n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508633
PNG
(8-[(2R)-2-(2,3-dihydro-1H-pyrrolo [2,3-b]pyridin-1...)
Show SMILES C[C@H](Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1CCc2cccnc12
Show InChI InChI=1S/C20H17F2N7O2/c1-10(28-8-6-11-3-2-7-24-17(11)28)9-14-25-18-12-4-5-13-16(31-20(21,22)30-13)15(12)26-19(23)29(18)27-14/h2-5,7,10H,6,8-9H2,1H3,(H2,23,26)/t10-/m1/s1
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4.20n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508620
PNG
((R or S)-2,2-difluoro-8-[2-(3-fluoro- 3-methylpipe...)
Show SMILES CC1(F)CCCN(CCc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)C1
Show InChI InChI=1S/C18H19F3N6O2/c1-17(19)6-2-7-26(9-17)8-5-12-23-15-10-3-4-11-14(29-18(20,21)28-11)13(10)24-16(22)27(15)25-12/h3-4H,2,5-9H2,1H3,(H2,22,24)
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4.20n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508657
PNG
((R or S)-8-[2-(3,3-difluoropiperidin- 1-yl)propyl]...)
Show SMILES C[C@H](Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1CCCC(F)(F)C1
Show InChI InChI=1S/C18H18F4N6O2/c1-9(27-6-2-5-17(19,20)8-27)7-12-24-15-10-3-4-11-14(30-18(21,22)29-11)13(10)25-16(23)28(15)26-12/h3-4,9H,2,5-8H2,1H3,(H2,23,25)/t9-/m1/s1
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4.30n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508679
PNG
(8-{[(3S,4S)-3,4-difluoropyrrolidin-1- yl]methyl}-2...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CN3C[C@H](F)[C@@H](F)C3)nn12
Show InChI InChI=1S/C15H12F4N6O2/c16-7-3-24(4-8(7)17)5-10-21-13-6-1-2-9-12(27-15(18,19)26-9)11(6)22-14(20)25(13)23-10/h1-2,7-8H,3-5H2,(H2,20,22)/t7-,8-/m0/s1
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4.40n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508648
PNG
(2,2-difluoro-8-[(2S)-2-(3-fluoro-3- methylazetidin...)
Show SMILES C[C@@H](Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1CC(C)(F)C1
Show InChI InChI=1S/C17H17F3N6O2/c1-8(25-6-16(2,18)7-25)5-11-22-14-9-3-4-10-13(28-17(19,20)27-10)12(9)23-15(21)26(14)24-11/h3-4,8H,5-7H2,1-2H3,(H2,21,23)/t8-/m0/s1
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4.80n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508654
PNG
((R or S)-8-[2-(3,3-difluoroazetidin- 1-yl)propyl]-...)
Show SMILES CC(Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1CC(F)(F)C1
Show InChI InChI=1S/C16H14F4N6O2/c1-7(25-5-15(17,18)6-25)4-10-22-13-8-2-3-9-12(28-16(19,20)27-9)11(8)23-14(21)26(13)24-10/h2-3,7H,4-6H2,1H3,(H2,21,23)
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4.80n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508644
PNG
(2,2-difluoro-8-[(2R)-2-(3-fluoro-3- methylazetidin...)
Show SMILES C[C@H](Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1CC(C)(F)C1
Show InChI InChI=1S/C17H17F3N6O2/c1-8(25-6-16(2,18)7-25)5-11-22-14-9-3-4-10-13(28-17(19,20)27-10)12(9)23-15(21)26(14)24-11/h3-4,8H,5-7H2,1-2H3,(H2,21,23)/t8-/m1/s1
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4.90n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508681
PNG
(2,2-difluoro-8-{[4-(4-fluorophenoxy) piperidin-1-y...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CN3CCC(CC3)Oc3ccc(F)cc3)nn12
Show InChI InChI=1S/C22H19F3N6O3/c23-12-1-3-13(4-2-12)32-14-7-9-30(10-8-14)11-17-27-20-15-5-6-16-19(34-22(24,25)33-16)18(15)28-21(26)31(20)29-17/h1-6,14H,7-11H2,(H2,26,28)
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4.90n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508687
PNG
(2,2-difluoro-8-{[5-(trifluoromethyl)- 1,3-dihydro-...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CN3Cc4ccc(cc4C3)C(F)(F)F)nn12
Show InChI InChI=1S/C20H13F5N6O2/c21-19(22,23)11-2-1-9-6-30(7-10(9)5-11)8-14-27-17-12-3-4-13-16(33-20(24,25)32-13)15(12)28-18(26)31(17)29-14/h1-5H,6-8H2,(H2,26,28)
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4.90n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508628
PNG
(US11046714, Example 70 | US11046714, Example 71)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CCCC(O)(C3)C(F)(F)F)nn12
Show InChI InChI=1S/C18H17F5N6O3/c19-17(20,21)16(30)5-1-6-28(8-16)7-4-11-25-14-9-2-3-10-13(32-18(22,23)31-10)12(9)26-15(24)29(14)27-11/h2-3,30H,1,4-8H2,(H2,24,26)
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5.20n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508722
PNG
((R or S)-8-{[1-(2,2- difluoroethyl)pyrrolidin-3- y...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CC3CCN(CC(F)F)C3)nn12
Show InChI InChI=1S/C17H16F4N6O2/c18-11(19)7-26-4-3-8(6-26)5-12-23-15-9-1-2-10-14(29-17(20,21)28-10)13(9)24-16(22)27(15)25-12/h1-2,8,11H,3-7H2,(H2,22,24)
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5.30n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508718
PNG
(8-{[1-(2,2-difluoropropyl)azetidin- 3-yl]methyl}-2...)
Show SMILES CC(F)(F)CN1CC(Cc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)C1
Show InChI InChI=1S/C17H16F4N6O2/c1-16(18,19)7-26-5-8(6-26)4-11-23-14-9-2-3-10-13(29-17(20,21)28-10)12(9)24-15(22)27(14)25-11/h2-3,8H,4-7H2,1H3,(H2,22,24)
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5.5n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508672
PNG
(US11046714, Example 109)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CN3CC(F)(F)C3)nn12
Show InChI InChI=1S/C14H10F4N6O2/c15-13(16)4-23(5-13)3-8-20-11-6-1-2-7-10(26-14(17,18)25-7)9(6)21-12(19)24(11)22-8/h1-2H,3-5H2,(H2,19,21)
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5.90n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508649
PNG
(2,2-difluoro-8-{(2S)-2-[(3R or 3S)- 3-fluoro-3-met...)
Show SMILES C[C@@H](Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1CCCC(C)(F)C1
Show InChI InChI=1S/C19H21F3N6O2/c1-10(27-7-3-6-18(2,20)9-27)8-13-24-16-11-4-5-12-15(30-19(21,22)29-12)14(11)25-17(23)28(16)26-13/h4-5,10H,3,6-9H2,1-2H3,(H2,23,25)/t10-,18?/m0/s1
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6.10n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508613
PNG
(2,2-difluoro-8-(2-{[4- (trifluoromethyl)benzyl]ami...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCNCc3ccc(cc3)C(F)(F)F)nn12
Show InChI InChI=1S/C20H15F5N6O2/c21-19(22,23)11-3-1-10(2-4-11)9-27-8-7-14-28-17-12-5-6-13-16(33-20(24,25)32-13)15(12)29-18(26)31(17)30-14/h1-6,27H,7-9H2,(H2,26,29)
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6.20n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508517
PNG
(US11046714, Example 2)
Show SMILES Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1
Show InChI InChI=1S/C11H7F2N5O2/c1-4-15-9-5-2-3-6-8(20-11(12,13)19-6)7(5)16-10(14)18(9)17-4/h2-3H,1H3,(H2,14,16)
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6.20n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508525
PNG
(US11046714, Example 6)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3Cc4cccnc4C3)nn12
Show InChI InChI=1S/C19H15F2N7O2/c20-19(21)29-13-4-3-11-15(16(13)30-19)25-18(22)28-17(11)24-14(26-28)5-7-27-8-10-2-1-6-23-12(10)9-27/h1-4,6H,5,7-9H2,(H2,22,25)
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6.5n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508663
PNG
(US11046714, Example 100)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3Cc4ncccc4C3=O)nn12
Show InChI InChI=1S/C19H13F2N7O3/c20-19(21)30-12-4-3-10-14(15(12)31-19)25-18(22)28-16(10)24-13(26-28)5-7-27-8-11-9(17(27)29)2-1-6-23-11/h1-4,6H,5,7-8H2,(H2,22,25)
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6.5n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508659
PNG
(US11046714, Example 97 | US11046714, Example 98)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CC(C(F)F)N3Cc4cccnc4C3)nn12
Show InChI InChI=1S/C20H15F4N7O2/c21-17(22)12(30-7-9-2-1-5-26-11(9)8-30)6-14-27-18-10-3-4-13-16(33-20(23,24)32-13)15(10)28-19(25)31(18)29-14/h1-5,12,17H,6-8H2,(H2,25,28)
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6.60n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508632
PNG
(US11046714, Example 74)
Show SMILES C[C@H](Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1Cc2ccncc2C1
Show InChI InChI=1S/C20H17F2N7O2/c1-10(28-8-11-4-5-24-7-12(11)9-28)6-15-25-18-13-2-3-14-17(31-20(21,22)30-14)16(13)26-19(23)29(18)27-15/h2-5,7,10H,6,8-9H2,1H3,(H2,23,26)/t10-/m1/s1
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7.10n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508720
PNG
(US11046714, Example 154 | US11046714, Example 155)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CC3CCN(CCC(F)(F)F)C3)nn12
Show InChI InChI=1S/C18H17F5N6O2/c19-17(20,21)4-6-28-5-3-9(8-28)7-12-25-15-10-1-2-11-14(31-18(22,23)30-11)13(10)26-16(24)29(15)27-12/h1-2,9H,3-8H2,(H2,24,26)
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7.20n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508671
PNG
(8-{[(2R)-4-(4-chloro-1,2,5- thiadiazol-3-yl)-2-met...)
Show SMILES C[C@@H]1CN(CCN1Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)c1nsnc1Cl
Show InChI InChI=1S/C18H16ClF2N9O2S/c1-8-6-29(16-14(19)26-33-27-16)5-4-28(8)7-11-23-15-9-2-3-10-13(32-18(20,21)31-10)12(9)24-17(22)30(15)25-11/h2-3,8H,4-7H2,1H3,(H2,22,24)/t8-/m1/s1
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7.5n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508647
PNG
(US11046714, Example 87)
Show SMILES C[C@@H](Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1Cc2ccncc2C1
Show InChI InChI=1S/C20H17F2N7O2/c1-10(28-8-11-4-5-24-7-12(11)9-28)6-15-25-18-13-2-3-14-17(31-20(21,22)30-14)16(13)26-19(23)29(18)27-15/h2-5,7,10H,6,8-9H2,1H3,(H2,23,26)/t10-/m0/s1
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7.70n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508620
PNG
((R or S)-2,2-difluoro-8-[2-(3-fluoro- 3-methylpipe...)
Show SMILES CC1(F)CCCN(CCc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)C1
Show InChI InChI=1S/C18H19F3N6O2/c1-17(19)6-2-7-26(9-17)8-5-12-23-15-10-3-4-11-14(29-18(20,21)28-11)13(10)24-16(22)27(15)25-12/h3-4H,2,5-9H2,1H3,(H2,22,24)
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7.70n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508555
PNG
(2,2-difluoro-8-[2-(4- fluoropiperidin-1-yl)ethyl] ...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CCC(F)CC3)nn12
Show InChI InChI=1S/C17H17F3N6O2/c18-9-3-6-25(7-4-9)8-5-12-22-15-10-1-2-11-14(28-17(19,20)27-11)13(10)23-16(21)26(15)24-12/h1-2,9H,3-8H2,(H2,21,23)
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7.80n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508575
PNG
(2,2-difluoro-8-{2-[(3S)-3- methylmorpholin-4- yl]e...)
Show SMILES C[C@H]1COCCN1CCc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1
Show InChI InChI=1S/C17H18F2N6O3/c1-9-8-26-7-6-24(9)5-4-12-21-15-10-2-3-11-14(28-17(18,19)27-11)13(10)22-16(20)25(15)23-12/h2-3,9H,4-8H2,1H3,(H2,20,22)/t9-/m0/s1
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7.80n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508520
PNG
(US11046714, Example 4)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(Cc3cccnc3N3CC[C@H](C3)c3ccc(F)cc3)nn12
Show InChI InChI=1S/C26H20F3N7O2/c27-17-5-3-14(4-6-17)16-9-11-35(13-16)23-15(2-1-10-31-23)12-20-32-24-18-7-8-19-22(38-26(28,29)37-19)21(18)33-25(30)36(24)34-20/h1-8,10,16H,9,11-13H2,(H2,30,33)/t16-/m1/s1
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8.30n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508667
PNG
(2,2-difluoro-8-{[7-(3-fluorophenyl)- 4,7-diazaspir...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CN3CCN(CC33CC3)c3cccc(F)c3)nn12
Show InChI InChI=1S/C23H20F3N7O2/c24-13-2-1-3-14(10-13)31-8-9-32(22(12-31)6-7-22)11-17-28-20-15-4-5-16-19(35-23(25,26)34-16)18(15)29-21(27)33(20)30-17/h1-5,10H,6-9,11-12H2,(H2,27,29)
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8.70n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508556
PNG
(2,2-difluoro-8-[2-(4-fluoro-4- methylpiperidin-1-y...)
Show SMILES CC1(F)CCN(CCc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)CC1
Show InChI InChI=1S/C18H19F3N6O2/c1-17(19)5-8-26(9-6-17)7-4-12-23-15-10-2-3-11-14(29-18(20,21)28-11)13(10)24-16(22)27(15)25-12/h2-3H,4-9H2,1H3,(H2,22,24)
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11n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508572
PNG
(2,2-difluoro-8-{2-[(2R)-2- methylmorpholin-4- yl]e...)
Show SMILES C[C@@H]1CN(CCc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)CCO1
Show InChI InChI=1S/C17H18F2N6O3/c1-9-8-24(6-7-26-9)5-4-12-21-15-10-2-3-11-14(28-17(18,19)27-11)13(10)22-16(20)25(15)23-12/h2-3,9H,4-8H2,1H3,(H2,20,22)/t9-/m1/s1
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11n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508564
PNG
(8-{2-[(2R,5R)-2,5- dimethylpyrrolidin-1-yl]ethyl}-...)
Show SMILES C[C@@H]1CC[C@@H](C)N1CCc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1
Show InChI InChI=1S/C18H20F2N6O2/c1-9-3-4-10(2)25(9)8-7-13-22-16-11-5-6-12-15(28-18(19,20)27-12)14(11)23-17(21)26(16)24-13/h5-6,9-10H,3-4,7-8H2,1-2H3,(H2,21,23)/t9-,10-/m1/s1
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11n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508649
PNG
(2,2-difluoro-8-{(2S)-2-[(3R or 3S)- 3-fluoro-3-met...)
Show SMILES C[C@@H](Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1CCCC(C)(F)C1
Show InChI InChI=1S/C19H21F3N6O2/c1-10(27-7-3-6-18(2,20)9-27)8-13-24-16-11-4-5-12-15(30-19(21,22)29-12)14(11)25-17(23)28(16)26-13/h4-5,10H,3,6-9H2,1-2H3,(H2,23,25)/t10-,18?/m0/s1
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12n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508544
PNG
(1-[2-(5-amino-2,2-difluoro [1,3]diozolo[4,5-h][1,2...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CC(O)(C3)C(F)(F)F)nn12
Show InChI InChI=1S/C16H13F5N6O3/c17-15(18,19)14(28)5-26(6-14)4-3-9-23-12-7-1-2-8-11(30-16(20,21)29-8)10(7)24-13(22)27(12)25-9/h1-2,28H,3-6H2,(H2,22,24)
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12n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508645
PNG
(2,2-difluoro-8-{(2R)-2-[(3R or 3S)- 3-fluoro-3-met...)
Show SMILES C[C@H](Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1CCCC(C)(F)C1
Show InChI InChI=1S/C19H21F3N6O2/c1-10(27-7-3-6-18(2,20)9-27)8-13-24-16-11-4-5-12-15(30-19(21,22)29-12)14(11)25-17(23)28(16)26-13/h4-5,10H,3,6-9H2,1-2H3,(H2,23,25)/t10-,18?/m1/s1
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12n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508516
PNG
(US11046714, Example 1)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2ncnn12
Show InChI InChI=1S/C10H5F2N5O2/c11-10(12)18-5-2-1-4-6(7(5)19-10)16-9(13)17-8(4)14-3-15-17/h1-3H,(H2,13,16)
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12n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508570
PNG
(2,2-difluoro-8-{2-[(3R)-3- methoxypiperidin-1- yl]...)
Show SMILES CO[C@@H]1CCCN(CCc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)C1
Show InChI InChI=1S/C18H20F2N6O3/c1-27-10-3-2-7-25(9-10)8-6-13-22-16-11-4-5-12-15(29-18(19,20)28-12)14(11)23-17(21)26(16)24-13/h4-5,10H,2-3,6-9H2,1H3,(H2,21,23)/t10-/m1/s1
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13n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508522
PNG
(US11046714, Example 5)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(Cc3cccnc3N3CC[C@H](C3)c3ccc(cc3)C(F)(F)F)nn12
Show InChI InChI=1S/C27H20F5N7O2/c28-26(29,30)17-5-3-14(4-6-17)16-9-11-38(13-16)23-15(2-1-10-34-23)12-20-35-24-18-7-8-19-22(41-27(31,32)40-19)21(18)36-25(33)39(24)37-20/h1-8,10,16H,9,11-13H2,(H2,33,36)/t16-/m1/s1
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15n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508645
PNG
(2,2-difluoro-8-{(2R)-2-[(3R or 3S)- 3-fluoro-3-met...)
Show SMILES C[C@H](Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1CCCC(C)(F)C1
Show InChI InChI=1S/C19H21F3N6O2/c1-10(27-7-3-6-18(2,20)9-27)8-13-24-16-11-4-5-12-15(30-19(21,22)29-12)14(11)25-17(23)28(16)26-13/h4-5,10H,3,6-9H2,1-2H3,(H2,23,25)/t10-,18?/m1/s1
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16n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508726
PNG
(US11046714, Example 160)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(nn12)[C@H]1CC[C@@H](C1)N1CCCC(F)(F)C1
Show InChI InChI=1S/C20H20F4N6O2/c21-19(22)6-1-7-29(9-19)11-3-2-10(8-11)16-27-17-12-4-5-13-15(32-20(23,24)31-13)14(12)26-18(25)30(17)28-16/h4-5,10-11H,1-3,6-9H2,(H2,25,26)/t10-,11-/m0/s1
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16n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508685
PNG
(2,2-difluoro-8-{[2-(trifluoromethyl)- 5,7-dihydro-...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CN3Cc4cnc(nc4C3)C(F)(F)F)nn12
Show InChI InChI=1S/C18H11F5N8O2/c19-17(20,21)15-25-3-7-4-30(5-9(7)26-15)6-11-27-14-8-1-2-10-13(33-18(22,23)32-10)12(8)28-16(24)31(14)29-11/h1-3H,4-6H2,(H2,24,28)
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16n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508724
PNG
(US11046714, Example 158)
Show SMILES N[C@@H](Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)C1CC1
Show InChI InChI=1S/C15H14F2N6O2/c16-15(17)24-9-4-3-7-11(12(9)25-15)21-14(19)23-13(7)20-10(22-23)5-8(18)6-1-2-6/h3-4,6,8H,1-2,5,18H2,(H2,19,21)/t8-/m0/s1
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19n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508567
PNG
(2,2-difluoro-8-{2-[(3R)-3- phenylpyrrolidin-1- yl...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CC[C@@H](C3)c3ccccc3)nn12
Show InChI InChI=1S/C22H20F2N6O2/c23-22(24)31-16-7-6-15-18(19(16)32-22)27-21(25)30-20(15)26-17(28-30)9-11-29-10-8-14(12-29)13-4-2-1-3-5-13/h1-7,14H,8-12H2,(H2,25,27)/t14-/m0/s1
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20n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508720
PNG
(US11046714, Example 154 | US11046714, Example 155)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CC3CCN(CCC(F)(F)F)C3)nn12
Show InChI InChI=1S/C18H17F5N6O2/c19-17(20,21)4-6-28-5-3-9(8-28)7-12-25-15-10-1-2-11-14(31-18(22,23)30-11)13(10)26-16(24)29(15)27-12/h1-2,9H,3-8H2,(H2,24,26)
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20n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508606
PNG
(8-[2-(1,8-diazaspiro[4.5]dec-1- yl)ethyl]-2,2-difl...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CCCC33CCNCC3)nn12
Show InChI InChI=1S/C20H23F2N7O2/c21-20(22)30-13-3-2-12-15(16(13)31-20)26-18(23)29-17(12)25-14(27-29)4-11-28-10-1-5-19(28)6-8-24-9-7-19/h2-3,24H,1,4-11H2,(H2,23,26)
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22n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508697
PNG
((R or S)-8-{1-[(3S,4S)-3,4- difluoropyrrolidin-1-y...)
Show SMILES CC(N1C[C@H](F)[C@@H](F)C1)c1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1
Show InChI InChI=1S/C16H14F4N6O2/c1-6(25-4-8(17)9(18)5-25)13-23-14-7-2-3-10-12(28-16(19,20)27-10)11(7)22-15(21)26(14)24-13/h2-3,6,8-9H,4-5H2,1H3,(H2,21,22)/t6?,8-,9-/m0/s1
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24n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508702
PNG
(US11046714, Example 136)
Show SMILES C[C@H](N1CCCC(F)(F)C1)c1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1
Show InChI InChI=1S/C17H16F4N6O2/c1-8(26-6-2-5-16(18,19)7-26)13-24-14-9-3-4-10-12(29-17(20,21)28-10)11(9)23-15(22)27(14)25-13/h3-4,8H,2,5-7H2,1H3,(H2,22,23)/t8-/m0/s1
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25n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508607
PNG
(8-[2-(2,9-diazaspiro[5.5]undec- 2-yl)ethyl]-2,2-di...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CCCC4(CCNCC4)C3)nn12
Show InChI InChI=1S/C21H25F2N7O2/c22-21(23)31-14-3-2-13-16(17(14)32-21)27-19(24)30-18(13)26-15(28-30)4-11-29-10-1-5-20(12-29)6-8-25-9-7-20/h2-3,25H,1,4-12H2,(H2,24,27)
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27n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508568
PNG
(2,2-difluoro-8-[2-(4- methylpiperidin-1- yl)ethyl]...)
Show SMILES CC1CCN(CCc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)CC1
Show InChI InChI=1S/C18H20F2N6O2/c1-10-4-7-25(8-5-10)9-6-13-22-16-11-2-3-12-15(28-18(19,20)27-12)14(11)23-17(21)26(16)24-13/h2-3,10H,4-9H2,1H3,(H2,21,23)
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27n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508690
PNG
(8-[(dimethylamino)methyl]-2,2- difluoro[1,3]dioxol...)
Show SMILES CN(C)Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1
Show InChI InChI=1S/C13H12F2N6O2/c1-20(2)5-8-17-11-6-3-4-7-10(23-13(14,15)22-7)9(6)18-12(16)21(11)19-8/h3-4H,5H2,1-2H3,(H2,16,18)
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29n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508563
PNG
(8-[2-(3,3-dimethylazetidin-1-yl) ethyl]-2,2-difluo...)
Show SMILES CC1(C)CN(CCc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)C1
Show InChI InChI=1S/C17H18F2N6O2/c1-16(2)7-24(8-16)6-5-11-21-14-9-3-4-10-13(27-17(18,19)26-10)12(9)22-15(20)25(14)23-11/h3-4H,5-8H2,1-2H3,(H2,20,22)
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29n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508664
PNG
(US11046714, Example 101)
Show SMILES CC(C)(Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)N1CC(F)C1
Show InChI InChI=1S/C17H17F3N6O2/c1-16(2,25-6-8(18)7-25)5-11-22-14-9-3-4-10-13(28-17(19,20)27-10)12(9)23-15(21)26(14)24-11/h3-4,8H,5-7H2,1-2H3,(H2,21,23)
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31n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508727
PNG
(US11046714, Example 161)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(nn12)[C@H]1CC[C@H](C1)N1CCCC(F)(F)C1
Show InChI InChI=1S/C20H20F4N6O2/c21-19(22)6-1-7-29(9-19)11-3-2-10(8-11)16-27-17-12-4-5-13-15(32-20(23,24)31-13)14(12)26-18(25)30(17)28-16/h4-5,10-11H,1-3,6-9H2,(H2,25,26)/t10-,11+/m0/s1
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32n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508619
PNG
(8-{2-[(2R,6R)-2,6- dimethylmorpholin-4-yl]ethyl}-2...)
Show SMILES C[C@@H]1CN(CCc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)C[C@@H](C)O1
Show InChI InChI=1S/C18H20F2N6O3/c1-9-7-25(8-10(2)27-9)6-5-13-22-16-11-3-4-12-15(29-18(19,20)28-12)14(11)23-17(21)26(16)24-13/h3-4,9-10H,5-8H2,1-2H3,(H2,21,23)/t9-,10-/m1/s1
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36n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508604
PNG
(8-[2-(2,8-diazaspiro[4.5]dec-2- yl)ethyl]-2,2-dif...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CCC4(C3)CCNCC4)nn12
Show InChI InChI=1S/C20H23F2N7O2/c21-20(22)30-13-2-1-12-15(16(13)31-20)26-18(23)29-17(12)25-14(27-29)3-9-28-10-6-19(11-28)4-7-24-8-5-19/h1-2,24H,3-11H2,(H2,23,26)
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39n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508566
PNG
(2,2-difluoro-8-{2-[(3S)-3- phenylpyrrolidin-1- yl]...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CC[C@H](C3)c3ccccc3)nn12
Show InChI InChI=1S/C22H20F2N6O2/c23-22(24)31-16-7-6-15-18(19(16)32-22)27-21(25)30-20(15)26-17(28-30)9-11-29-10-8-14(12-29)13-4-2-1-3-5-13/h1-7,14H,8-12H2,(H2,25,27)/t14-/m1/s1
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39n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508603
PNG
(2,2-difluoro-8-{2-[(3aS)- hexahydropyrrolo[3,4-c]p...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CC4CNC[C@H]4C3)nn12
Show InChI InChI=1S/C18H19F2N7O2/c19-18(20)28-12-2-1-11-14(15(12)29-18)24-17(21)27-16(11)23-13(25-27)3-4-26-7-9-5-22-6-10(9)8-26/h1-2,9-10,22H,3-8H2,(H2,21,24)/t9-,10?/m0/s1
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40n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508560
PNG
(8-[2-(9,9-difluoro-3-oxa-7- azabicyclo[3.3.1]non-7...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CC4COCC(C3)C4(F)F)nn12
Show InChI InChI=1S/C19H18F4N6O3/c20-18(21)9-5-28(6-10(18)8-30-7-9)4-3-13-25-16-11-1-2-12-15(32-19(22,23)31-12)14(11)26-17(24)29(16)27-13/h1-2,9-10H,3-8H2,(H2,24,26)
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40n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508712
PNG
((R or S)-2,2-difluoro-8-(1-pyrimidin- 5-ylpiperidi...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(nn12)[C@H]1CCCN(C1)c1cncnc1
Show InChI InChI=1S/C19H16F2N8O2/c20-19(21)30-13-4-3-12-14(15(13)31-19)25-18(22)29-17(12)26-16(27-29)10-2-1-5-28(8-10)11-6-23-9-24-7-11/h3-4,6-7,9-10H,1-2,5,8H2,(H2,22,25)/t10-/m0/s1
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44n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508578
PNG
(8-{2-[(2R,6S)-2,6- dimethylmorpholin-4-yl]ethyl}- ...)
Show SMILES C[C@H]1CN(CCc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)C[C@@H](C)O1
Show InChI InChI=1S/C18H20F2N6O3/c1-9-7-25(8-10(2)27-9)6-5-13-22-16-11-3-4-12-15(29-18(19,20)28-12)14(11)23-17(21)26(16)24-13/h3-4,9-10H,5-8H2,1-2H3,(H2,21,23)/t9-,10+
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45n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508600
PNG
(2,2-difluoro-8-{2-[(4aR,7aR)- octahydro-6H-pyrrolo...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3C[C@H]4CCCN[C@H]4C3)nn12
Show InChI InChI=1S/C19H21F2N7O2/c20-19(21)29-13-4-3-11-15(16(13)30-19)25-18(22)28-17(11)24-14(26-28)5-7-27-8-10-2-1-6-23-12(10)9-27/h3-4,10,12,23H,1-2,5-9H2,(H2,22,25)/t10-,12+/m1/s1
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55n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508706
PNG
(US11046714, Example 140 | US11046714, Example 141)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(nn12)C1CCCN(CCC(F)(F)F)C1
Show InChI InChI=1S/C18H17F5N6O2/c19-17(20,21)5-7-28-6-1-2-9(8-28)14-26-15-10-3-4-11-13(31-18(22,23)30-11)12(10)25-16(24)29(15)27-14/h3-4,9H,1-2,5-8H2,(H2,24,25)
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55n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508695
PNG
((R or S)-8-[1-(3,3-difluoroazetidin-1- yl)ethyl]-2...)
Show SMILES CC(N1CC(F)(F)C1)c1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1
Show InChI InChI=1S/C15H12F4N6O2/c1-6(24-4-14(16,17)5-24)11-22-12-7-2-3-8-10(27-15(18,19)26-8)9(7)21-13(20)25(12)23-11/h2-3,6H,4-5H2,1H3,(H2,20,21)
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56n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508708
PNG
(US11046714, Example 142 | US11046714, Example 143)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(nn12)C1CCCN(C1)c1cccc(F)c1
Show InChI InChI=1S/C21H17F3N6O2/c22-12-4-1-5-13(9-12)29-8-2-3-11(10-29)18-27-19-14-6-7-15-17(32-21(23,24)31-15)16(14)26-20(25)30(19)28-18/h1,4-7,9,11H,2-3,8,10H2,(H2,25,26)
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59n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508697
PNG
((R or S)-8-{1-[(3S,4S)-3,4- difluoropyrrolidin-1-y...)
Show SMILES CC(N1C[C@H](F)[C@@H](F)C1)c1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1
Show InChI InChI=1S/C16H14F4N6O2/c1-6(25-4-8(17)9(18)5-25)13-23-14-7-2-3-10-12(28-16(19,20)27-10)11(7)22-15(21)26(14)24-13/h2-3,6,8-9H,4-5H2,1H3,(H2,21,22)/t6?,8-,9-/m0/s1
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64n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508717
PNG
(US11046714, Example 151)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CC3CN(C3)C3CCC3)nn12
Show InChI InChI=1S/C18H18F2N6O2/c19-18(20)27-12-5-4-11-14(15(12)28-18)23-17(21)26-16(11)22-13(24-26)6-9-7-25(8-9)10-2-1-3-10/h4-5,9-10H,1-3,6-8H2,(H2,21,23)
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65n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508569
PNG
(8-[2-(3,3-dimethylpiperidin-1- yl)ethyl]-2,2-diflu...)
Show SMILES CC1(C)CCCN(CCc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)C1
Show InChI InChI=1S/C19H22F2N6O2/c1-18(2)7-3-8-26(10-18)9-6-13-23-16-11-4-5-12-15(29-19(20,21)28-12)14(11)24-17(22)27(16)25-13/h4-5H,3,6-10H2,1-2H3,(H2,22,24)
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67n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508723
PNG
((R or S)-2,2-difluoro-8-{[1- (2-methoxyethyl)pyrro...)
Show SMILES COCCN1CCC(Cc2nc3c4ccc5OC(F)(F)Oc5c4nc(N)n3n2)C1
Show InChI InChI=1S/C18H20F2N6O3/c1-27-7-6-25-5-4-10(9-25)8-13-22-16-11-2-3-12-15(29-18(19,20)28-12)14(11)23-17(21)26(16)24-13/h2-3,10H,4-9H2,1H3,(H2,21,23)
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75n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508701
PNG
(8-[(1S or 1R)-1-(3,3-difluoropiperidin- 1-yl)ethyl...)
Show SMILES C[C@@H](N1CCCC(F)(F)C1)c1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1
Show InChI InChI=1S/C17H16F4N6O2/c1-8(26-6-2-5-16(18,19)7-26)13-24-14-9-3-4-10-12(29-17(20,21)28-10)11(9)23-15(22)27(14)25-13/h3-4,8H,2,5-7H2,1H3,(H2,22,23)/t8-/m1/s1
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89n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508610
PNG
(8-[2-(2-azaspiro[3.3]hept-6- ylamino)ethyl]-2,2-di...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCNC3CC4(CNC4)C3)nn12
Show InChI InChI=1S/C18H19F2N7O2/c19-18(20)28-11-2-1-10-13(14(11)29-18)25-16(21)27-15(10)24-12(26-27)3-4-23-9-5-17(6-9)7-22-8-17/h1-2,9,22-23H,3-8H2,(H2,21,25)
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90n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508686
PNG
(8-[(3-ethyl-5,6-dihydro[1,2,4]triazolo [4,3-a]pyra...)
Show SMILES CCc1nnc2CN(Cc3nc4c5ccc6OC(F)(F)Oc6c5nc(N)n4n3)CCn12
Show InChI InChI=1S/C18H17F2N9O2/c1-2-12-24-25-13-8-27(5-6-28(12)13)7-11-22-16-9-3-4-10-15(31-18(19,20)30-10)14(9)23-17(21)29(16)26-11/h3-4H,2,5-8H2,1H3,(H2,21,23)
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110n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508695
PNG
((R or S)-8-[1-(3,3-difluoroazetidin-1- yl)ethyl]-2...)
Show SMILES CC(N1CC(F)(F)C1)c1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1
Show InChI InChI=1S/C15H12F4N6O2/c1-6(24-4-14(16,17)5-24)11-22-12-7-2-3-8-10(27-15(18,19)26-8)9(7)21-13(20)25(12)23-11/h2-3,6H,4-5H2,1H3,(H2,20,21)
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130n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508710
PNG
((R or S)-8-[1-(3,5-difluorophenyl) piperidin-3-yl]...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(nn12)C1CCCN(C1)c1cc(F)cc(F)c1
Show InChI InChI=1S/C21H16F4N6O2/c22-11-6-12(23)8-13(7-11)30-5-1-2-10(9-30)18-28-19-14-3-4-15-17(33-21(24,25)32-15)16(14)27-20(26)31(19)29-18/h3-4,6-8,10H,1-2,5,9H2,(H2,26,27)
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140n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508719
PNG
(2,2-difluoro-8-[(1-pyridin-2- ylazetidin-3-yl)meth...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CC3CN(C3)c3ccccn3)nn12
Show InChI InChI=1S/C19H15F2N7O2/c20-19(21)29-12-5-4-11-15(16(12)30-19)25-18(22)28-17(11)24-13(26-28)7-10-8-27(9-10)14-3-1-2-6-23-14/h1-6,10H,7-9H2,(H2,22,25)
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170n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508725
PNG
(US11046714, Example 159)
Show SMILES N[C@H](Cc1nc2c3ccc4OC(F)(F)Oc4c3nc(N)n2n1)C1CC1
Show InChI InChI=1S/C15H14F2N6O2/c16-15(17)24-9-4-3-7-11(12(9)25-15)21-14(19)23-13(7)20-10(22-23)5-8(18)6-1-2-6/h3-4,6,8H,1-2,5,18H2,(H2,19,21)/t8-/m1/s1
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180n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
Adenosine receptor A2a


(Homo sapiens (Human))
BDBM508605
PNG
(8-[2-(3,9-diazaspiro[5.5]undec- 3-yl)ethyl]-2,2-di...)
Show SMILES Nc1nc2c3OC(F)(F)Oc3ccc2c2nc(CCN3CCC4(CCNCC4)CC3)nn12
Show InChI InChI=1S/C21H25F2N7O2/c22-21(23)31-14-2-1-13-16(17(14)32-21)27-19(24)30-18(13)26-15(28-30)3-10-29-11-6-20(7-12-29)4-8-25-9-5-20/h1-2,25H,3-12H2,(H2,24,27)
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320n/an/an/an/an/an/an/an/a



Merck Sharp & Dohme Corp.

US Patent


Assay Description
The following table shows representative data for the compounds of the Examples as A2a receptor antagonists as determined by a competition binding as...


US Patent US11046714 (2021)

More data for this
Ligand-Target Pair
* indicates data uncertainty>20%