Compile Data Set for Download or QSAR
Found 3990 Enz. Inhib. hit(s) with Target = 'Ectonucleotide pyrophosphatase/phosphodiesterase family member 2'
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50148348((R)-Octadec-9-enoic acid 2-hydroxy-3-phosphonooxy-...)
Show SMILES CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)COP(O)(O)=O
Show InChI InChI=1S/C21H41O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h9-10,20,22H,2-8,11-19H2,1H3,(H2,24,25,26)/b10-9-/t20-/m1/s1
Affinity DataKi:  0.100nMAssay Description:Noncompetitive type inhibition of human autotaxin at free state isolated from MDA-MB-231 cells assessed as blockade of FS3 substrate hydrolysis by FR...More data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50300224(4-amino-4-(hydroxymethyl)-6-(4-octylphenyl)hexylph...)
Show SMILES CCCCCCCCc1ccc(CCC(N)(CO)CCCP(O)(O)=O)cc1
Show InChI InChI=1S/C21H38NO4P/c1-2-3-4-5-6-7-9-19-10-12-20(13-11-19)14-16-21(22,18-23)15-8-17-27(24,25)26/h10-13,23H,2-9,14-18,22H2,1H3,(H2,24,25,26)
Affinity DataKi:  0.200nMAssay Description:Noncompetitive type inhibition of human autotaxin at free state isolated from MDA-MB-231 cells assessed as blockade of FS3 substrate hydrolysis by FR...More data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50300212(2-(4-{[(3-Trifluoromethylphenyl)amino]carbonothioy...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2cnc(nc12)N1CCN(CC1)C(=S)Nc1cccc(c1)C(F)(F)F
Show InChI InChI=1S/C22H21F3N6O3S/c1-2-29-12-16(19(33)34)17(32)15-11-26-20(28-18(15)29)30-6-8-31(9-7-30)21(35)27-14-5-3-4-13(10-14)22(23,24)25/h3-5,10-12H,2,6-9H2,1H3,(H,27,35)(H,33,34)
Affinity DataKi:  0.700nMAssay Description:Competitive inhibition of human autotaxin at free state isolated from MDA-MB-231 cells assessed as blockade of FS3 substrate hydrolysis by FRET assayMore data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50300214(2-(4-((3,5-dichlorophenyl)carbamothioyl)piperazin-...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2cnc(nc12)N1CCN(CC1)C(=S)Nc1cc(Cl)cc(Cl)c1
Show InChI InChI=1S/C21H20Cl2N6O3S/c1-2-27-11-16(19(31)32)17(30)15-10-24-20(26-18(15)27)28-3-5-29(6-4-28)21(33)25-14-8-12(22)7-13(23)9-14/h7-11H,2-6H2,1H3,(H,25,33)(H,31,32)
Affinity DataKi:  1.90nMAssay Description:Competitive inhibition of human autotaxin at free state isolated from MDA-MB-231 cells assessed as blockade of FS3 substrate hydrolysis by FRET assayMore data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50300210(2-(4-{[(3-Chlorophenyl)amino]carbonothioyl}-1-pipe...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2cnc(nc12)N1CCN(CC1)C(=S)Nc1cccc(Cl)c1
Show InChI InChI=1S/C21H21ClN6O3S/c1-2-26-12-16(19(30)31)17(29)15-11-23-20(25-18(15)26)27-6-8-28(9-7-27)21(32)24-14-5-3-4-13(22)10-14/h3-5,10-12H,2,6-9H2,1H3,(H,24,32)(H,30,31)
Affinity DataKi:  2.60nMAssay Description:Mixed type inhibition of human autotaxin at free state isolated from MDA-MB-231 cells assessed as blockade of FS3 substrate hydrolysis by FRET assayMore data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50300209(2-(4-{[(2,5-Dichlorophenyl)amino]carbonothioyl}-1-...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2cnc(nc12)N1CCN(CC1)C(=S)Nc1cc(Cl)ccc1Cl
Show InChI InChI=1S/C21H20Cl2N6O3S/c1-2-27-11-14(19(31)32)17(30)13-10-24-20(26-18(13)27)28-5-7-29(8-6-28)21(33)25-16-9-12(22)3-4-15(16)23/h3-4,9-11H,2,5-8H2,1H3,(H,25,33)(H,31,32)
Affinity DataKi:  3.40nMAssay Description:Mixed type inhibition of human autotaxin at free state isolated from MDA-MB-231 cells assessed as blockade of FS3 substrate hydrolysis by FRET assayMore data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50300216(2-(4-{[(3,5-Bis(trifluoromethyl)phenyl)amino]carbo...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2cnc(nc12)N1CCN(CC1)C(=S)Nc1cc(cc(c1)C(F)(F)F)C(F)(F)F
Show InChI InChI=1S/C23H20F6N6O3S/c1-2-33-11-16(19(37)38)17(36)15-10-30-20(32-18(15)33)34-3-5-35(6-4-34)21(39)31-14-8-12(22(24,25)26)7-13(9-14)23(27,28)29/h7-11H,2-6H2,1H3,(H,31,39)(H,37,38)
Affinity DataKi:  4nMAssay Description:Competitive inhibition of human autotaxin at free state isolated from MDA-MB-231 cells assessed as blockade of FS3 substrate hydrolysis by FRET assayMore data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50300221(2-(4-{[(3,5-Dimethylphenyl)amino]carbonothioyl}-1-...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2cnc(nc12)N1CCN(CC1)C(=S)Nc1cc(C)cc(C)c1
Show InChI InChI=1S/C23H26N6O3S/c1-4-27-13-18(21(31)32)19(30)17-12-24-22(26-20(17)27)28-5-7-29(8-6-28)23(33)25-16-10-14(2)9-15(3)11-16/h9-13H,4-8H2,1-3H3,(H,25,33)(H,31,32)
Affinity DataKi:  4.20nMAssay Description:Competitive inhibition of human autotaxin at free state isolated from MDA-MB-231 cells assessed as blockade of FS3 substrate hydrolysis by FRET assayMore data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50300215(2-(4-{[(3-Methylphenyl)amino]carbonothioyl}-1-pipe...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2cnc(nc12)N1CCN(CC1)C(=S)Nc1cccc(C)c1
Show InChI InChI=1S/C22H24N6O3S/c1-3-26-13-17(20(30)31)18(29)16-12-23-21(25-19(16)26)27-7-9-28(10-8-27)22(32)24-15-6-4-5-14(2)11-15/h4-6,11-13H,3,7-10H2,1-2H3,(H,24,32)(H,30,31)
Affinity DataKi:  4.5nMAssay Description:Competitive inhibition of human autotaxin at free state isolated from MDA-MB-231 cells assessed as blockade of FS3 substrate hydrolysis by FRET assayMore data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50300222(2-(4-{[(4-Chlorophenyl)amino]carbonothioyl}-1-pipe...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2cnc(nc12)N1CCN(CC1)C(=S)Nc1ccc(Cl)cc1
Show InChI InChI=1S/C21H21ClN6O3S/c1-2-26-12-16(19(30)31)17(29)15-11-23-20(25-18(15)26)27-7-9-28(10-8-27)21(32)24-14-5-3-13(22)4-6-14/h3-6,11-12H,2,7-10H2,1H3,(H,24,32)(H,30,31)
Affinity DataKi:  5.70nMAssay Description:Competitive inhibition of human autotaxin at free state isolated from MDA-MB-231 cells assessed as blockade of FS3 substrate hydrolysis by FRET assayMore data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50501623(CHEMBL4062929)
Show SMILES C[C@H](CCC(=O)N[C@@H]1CCN(C1)C(=O)OCc1cc(Cl)cc(Cl)c1)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
Show InChI InChI=1S/C36H52Cl2N2O5/c1-21(4-7-32(43)39-26-10-13-40(19-26)34(44)45-20-22-14-24(37)18-25(38)15-22)28-5-6-29-33-30(9-12-36(28,29)3)35(2)11-8-27(41)16-23(35)17-31(33)42/h14-15,18,21,23,26-31,33,41-42H,4-13,16-17,19-20H2,1-3H3,(H,39,43)/t21-,23+,26-,27-,28-,29+,30+,31+,33+,35+,36-/m1/s1
Affinity DataKi:  6nMAssay Description:Competitive inhibition of human ATX expressed in HEK293 Flp-In cells assessed as decrease in LPC hydrolysis measured every 30 secs for 90 mins by Lin...More data for this Ligand-Target Pair
Ligand InfoPC cidPC sidPDB
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50350715(CHEMBL1818146)
Show SMILES CCCCCCCCCCCCCC(=O)Nc1ccc(cc1)C(F)P(O)([O-])=O
Show InChI InChI=1S/C21H35FNO4P/c1-2-3-4-5-6-7-8-9-10-11-12-13-20(24)23-19-16-14-18(15-17-19)21(22)28(25,26)27/h14-17,21H,2-13H2,1H3,(H,23,24)(H2,25,26,27)/p-1
Affinity DataKi:  6.10nMAssay Description:Inhibition of human recombinant ATX lysophospholipase activity expressed in insect sf9 cells using FS-3 fluorogenic substrate preincubated for 10 min...More data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50580260(CHEMBL5093347)
Show SMILES CCc1nc2ccc(cn2c1N(C)c1nc(c(s1)C#N)-c1ccc(F)cc1)N1CCN(CC(=O)N2CCC(CF)C2)CC1
Show InChI InChI=1S/C31H34F2N8OS/c1-3-25-30(37(2)31-36-29(26(17-34)43-31)22-4-6-23(33)7-5-22)41-19-24(8-9-27(41)35-25)39-14-12-38(13-15-39)20-28(42)40-11-10-21(16-32)18-40/h4-9,19,21H,3,10-16,18,20H2,1-2H3
Affinity DataKi:  7nMAssay Description:Inhibition of ATX lysoPLD (unknown origin) using 18:1 LPC as substrate assessed as reduction in choline release by HVA fluorescence based analysisMore data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50300217(2-(4-{[(3-Benzothiadiazolphenyl)amino]carbonothioy...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2cnc(nc12)N1CCN(CC1)C(=S)Nc1ccc2nsnc2c1
Show InChI InChI=1S/C21H20N8O3S2/c1-2-27-11-14(19(31)32)17(30)13-10-22-20(24-18(13)27)28-5-7-29(8-6-28)21(33)23-12-3-4-15-16(9-12)26-34-25-15/h3-4,9-11H,2,5-8H2,1H3,(H,23,33)(H,31,32)
Affinity DataKi:  7.10nMAssay Description:Competitive inhibition of human autotaxin at free state isolated from MDA-MB-231 cells assessed as blockade of FS3 substrate hydrolysis by FRET assayMore data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50300220(2-(4-{[(3-Iodophenyl)amino]carbonothioyl}-1-pipera...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2cnc(nc12)N1CCN(CC1)C(=S)Nc1cccc(I)c1
Show InChI InChI=1S/C21H21IN6O3S/c1-2-26-12-16(19(30)31)17(29)15-11-23-20(25-18(15)26)27-6-8-28(9-7-27)21(32)24-14-5-3-4-13(22)10-14/h3-5,10-12H,2,6-9H2,1H3,(H,24,32)(H,30,31)
Affinity DataKi:  7.40nMAssay Description:Mixed type inhibition of human autotaxin at free state isolated from MDA-MB-231 cells assessed as blockade of FS3 substrate hydrolysis by FRET assayMore data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50350716(CHEMBL1818147)
Show SMILES CCCCCCCCCCCCCC(=O)Nc1ccc(cc1)C(Br)P(O)([O-])=O
Show InChI InChI=1S/C21H35BrNO4P/c1-2-3-4-5-6-7-8-9-10-11-12-13-20(24)23-19-16-14-18(15-17-19)21(22)28(25,26)27/h14-17,21H,2-13H2,1H3,(H,23,24)(H2,25,26,27)/p-1
Affinity DataKi:  8.10nMAssay Description:Inhibition of human recombinant ATX lysophospholipase activity expressed in insect sf9 cells using FS-3 fluorogenic substrate preincubated for 10 min...More data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50350713(CHEMBL1818144)
Show SMILES CCCCCCCCCCCCCC(=O)Nc1ccc(CP(O)([O-])=O)cc1
Show InChI InChI=1S/C21H36NO4P/c1-2-3-4-5-6-7-8-9-10-11-12-13-21(23)22-20-16-14-19(15-17-20)18-27(24,25)26/h14-17H,2-13,18H2,1H3,(H,22,23)(H2,24,25,26)/p-1
Affinity DataKi:  9nMAssay Description:Inhibition of human recombinant ATX lysophospholipase activity expressed in insect sf9 cells using FS-3 fluorogenic substrate preincubated for 10 min...More data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50300220(2-(4-{[(3-Iodophenyl)amino]carbonothioyl}-1-pipera...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2cnc(nc12)N1CCN(CC1)C(=S)Nc1cccc(I)c1
Show InChI InChI=1S/C21H21IN6O3S/c1-2-26-12-16(19(30)31)17(29)15-11-23-20(25-18(15)26)27-6-8-28(9-7-27)21(32)24-14-5-3-4-13(22)10-14/h3-5,10-12H,2,6-9H2,1H3,(H,24,32)(H,30,31)
Affinity DataKi:  11nMAssay Description:Mixed type inhibition of human autotaxin at enzyme-substrate complex isolated from MDA-MB-231 cells assessed as blockade of FS3 substrate hydrolysis ...More data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50580262(CHEMBL5085520)
Show SMILES CCc1nc2ccc(cn2c1N(C)c1nc(c(s1)C#N)-c1ccc(F)cc1)N1CCN(CC(=O)N2CCN(CCF)CC2)CC1
Show InChI InChI=1S/C32H37F2N9OS/c1-3-26-31(38(2)32-37-30(27(20-35)45-32)23-4-6-24(34)7-5-23)43-21-25(8-9-28(43)36-26)41-16-14-40(15-17-41)22-29(44)42-18-12-39(11-10-33)13-19-42/h4-9,21H,3,10-19,22H2,1-2H3
Affinity DataKi:  13nMAssay Description:Inhibition of ATX lysoPLD (unknown origin) using 18:1 LPC as substrate assessed as reduction in choline release by HVA fluorescence based analysisMore data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50300208(2-(4-{[(4-Trifluoromethylphenyl)amino]carbonothioy...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2cnc(nc12)N1CCN(CC1)C(=S)Nc1ccc(cc1)C(F)(F)F
Show InChI InChI=1S/C22H21F3N6O3S/c1-2-29-12-16(19(33)34)17(32)15-11-26-20(28-18(15)29)30-7-9-31(10-8-30)21(35)27-14-5-3-13(4-6-14)22(23,24)25/h3-6,11-12H,2,7-10H2,1H3,(H,27,35)(H,33,34)
Affinity DataKi:  13nMAssay Description:Noncompetitive type inhibition of human autotaxin at free state isolated from MDA-MB-231 cells assessed as blockade of FS3 substrate hydrolysis by FR...More data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50300208(2-(4-{[(4-Trifluoromethylphenyl)amino]carbonothioy...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2cnc(nc12)N1CCN(CC1)C(=S)Nc1ccc(cc1)C(F)(F)F
Show InChI InChI=1S/C22H21F3N6O3S/c1-2-29-12-16(19(33)34)17(32)15-11-26-20(28-18(15)29)30-7-9-31(10-8-30)21(35)27-14-5-3-13(4-6-14)22(23,24)25/h3-6,11-12H,2,7-10H2,1H3,(H,27,35)(H,33,34)
Affinity DataKi:  13nMAssay Description:Noncompetitive type inhibition of human autotaxin at enzyme-substrate complex isolated from MDA-MB-231 cells assessed as blockade of FS3 substrate hy...More data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50300211(2-(4-{[(4-Iodophenyl)amino]carbonothioyl}-1-pipera...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2cnc(nc12)N1CCN(CC1)C(=S)Nc1ccc(I)cc1
Show InChI InChI=1S/C21H21IN6O3S/c1-2-26-12-16(19(30)31)17(29)15-11-23-20(25-18(15)26)27-7-9-28(10-8-27)21(32)24-14-5-3-13(22)4-6-14/h3-6,11-12H,2,7-10H2,1H3,(H,24,32)(H,30,31)
Affinity DataKi:  13nMAssay Description:Mixed type inhibition of human autotaxin at free state isolated from MDA-MB-231 cells assessed as blockade of FS3 substrate hydrolysis by FRET assayMore data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50580261(CHEMBL5084424)
Show SMILES CCc1nc2ccc(cn2c1N(C)c1nc(c(s1)C#N)-c1ccc(F)cc1)N1CCN(CC(=O)N2CC(CF)C2)CC1
Show InChI InChI=1S/C30H32F2N8OS/c1-3-24-29(36(2)30-35-28(25(15-33)42-30)21-4-6-22(32)7-5-21)40-18-23(8-9-26(40)34-24)38-12-10-37(11-13-38)19-27(41)39-16-20(14-31)17-39/h4-9,18,20H,3,10-14,16-17,19H2,1-2H3
Affinity DataKi:  14nMAssay Description:Inhibition of ATX lysoPLD (unknown origin) using 18:1 LPC as substrate assessed as reduction in choline release by HVA fluorescence based analysisMore data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50580256(CHEMBL5091502)
Show SMILES CCc1nc2ccc(cn2c1N(C)c1nc(c(s1)C#N)-c1ccc(F)cc1)N1CCN(CC(=O)N2CC[C@@H](F)C2)CC1
Show InChI InChI=1S/C30H32F2N8OS/c1-3-24-29(36(2)30-35-28(25(16-33)42-30)20-4-6-21(31)7-5-20)40-18-23(8-9-26(40)34-24)38-14-12-37(13-15-38)19-27(41)39-11-10-22(32)17-39/h4-9,18,22H,3,10-15,17,19H2,1-2H3/t22-/m1/s1
Affinity DataKi:  14nMAssay Description:Inhibition of ATX lysoPLD (unknown origin) using 18:1 LPC as substrate assessed as reduction in choline release by HVA fluorescence based analysisMore data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50580259(CHEMBL5088520)
Show SMILES CCc1nc2ccc(cn2c1N(C)c1nc(c(s1)C#N)-c1ccc(F)cc1)N1CCN(CC(=O)N2CCCC(F)C2)CC1
Show InChI InChI=1S/C31H34F2N8OS/c1-3-25-30(37(2)31-36-29(26(17-34)43-31)21-6-8-22(32)9-7-21)41-19-24(10-11-27(41)35-25)39-15-13-38(14-16-39)20-28(42)40-12-4-5-23(33)18-40/h6-11,19,23H,3-5,12-16,18,20H2,1-2H3
Affinity DataKi:  15nMAssay Description:Inhibition of ATX lysoPLD (unknown origin) using 18:1 LPC as substrate assessed as reduction in choline release by HVA fluorescence based analysisMore data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50580258(CHEMBL5076928)
Show SMILES CCc1nc2ccc(cn2c1N(C)c1nc(c(s1)C#N)-c1ccc(F)cc1)N1CCN(CC(=O)N2CCC(F)CC2)CC1
Show InChI InChI=1S/C31H34F2N8OS/c1-3-25-30(37(2)31-36-29(26(18-34)43-31)21-4-6-22(32)7-5-21)41-19-24(8-9-27(41)35-25)39-16-14-38(15-17-39)20-28(42)40-12-10-23(33)11-13-40/h4-9,19,23H,3,10-17,20H2,1-2H3
Affinity DataKi:  15nMAssay Description:Inhibition of ATX lysoPLD (unknown origin) using 18:1 LPC as substrate assessed as reduction in choline release by HVA fluorescence based analysisMore data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50187686(CHEMBL3828074 | US10526329, Compound 2 | US1107261...)
Show SMILES CCc1nc2c(C)cc(cn2c1N(C)c1nc(c(s1)C#N)-c1ccc(F)cc1)N1CCN(CC(=O)N2CC(O)C2)CC1
Show InChI InChI=1S/C30H33FN8O2S/c1-4-24-29(35(3)30-34-27(25(14-32)42-30)20-5-7-21(31)8-6-20)39-15-22(13-19(2)28(39)33-24)37-11-9-36(10-12-37)18-26(41)38-16-23(40)17-38/h5-8,13,15,23,40H,4,9-12,16-18H2,1-3H3
Affinity DataKi:  15nMAssay Description:Competitive inhibition of human ATX using LPC (16:0) as substrate after 30 mins by Michaelis-Menten plot analysisMore data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50580255(CHEMBL5084058)
Show SMILES CCc1nc2ccc(cn2c1N(C)c1nc(c(s1)C#N)-c1ccc(F)cc1)N1CCN(CC(=O)N2CCC(F)C2)CC1
Show InChI InChI=1S/C30H32F2N8OS/c1-3-24-29(36(2)30-35-28(25(16-33)42-30)20-4-6-21(31)7-5-20)40-18-23(8-9-26(40)34-24)38-14-12-37(13-15-38)19-27(41)39-11-10-22(32)17-39/h4-9,18,22H,3,10-15,17,19H2,1-2H3
Affinity DataKi:  15nMAssay Description:Inhibition of ATX lysoPLD (unknown origin) using 18:1 LPC as substrate assessed as reduction in choline release by HVA fluorescence based analysisMore data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50580263(CHEMBL5088371)
Show SMILES CCc1nc2ccc(cn2c1N(C)c1nc(c(s1)C#N)-c1ccc(F)cc1)N1CCN(CC(=O)N2CC(C2)OCCF)CC1
Show InChI InChI=1S/C31H34F2N8O2S/c1-3-25-30(37(2)31-36-29(26(16-34)44-31)21-4-6-22(33)7-5-21)41-17-23(8-9-27(41)35-25)39-13-11-38(12-14-39)20-28(42)40-18-24(19-40)43-15-10-32/h4-9,17,24H,3,10-15,18-20H2,1-2H3
Affinity DataKi:  17nMAssay Description:Inhibition of ATX lysoPLD (unknown origin) using 18:1 LPC as substrate assessed as reduction in choline release by HVA fluorescence based analysisMore data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50350717(CHEMBL1818148)
Show SMILES CCCCCCCCCC(=O)Nc1ccc(CP(O)([O-])=O)cc1
Show InChI InChI=1S/C17H28NO4P/c1-2-3-4-5-6-7-8-9-17(19)18-16-12-10-15(11-13-16)14-23(20,21)22/h10-13H,2-9,14H2,1H3,(H,18,19)(H2,20,21,22)/p-1
Affinity DataKi:  18nMAssay Description:Inhibition of human recombinant ATX lysophospholipase activity expressed in insect sf9 cells using FS-3 fluorogenic substrate preincubated for 10 min...More data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50580262(CHEMBL5085520)
Show SMILES CCc1nc2ccc(cn2c1N(C)c1nc(c(s1)C#N)-c1ccc(F)cc1)N1CCN(CC(=O)N2CCN(CCF)CC2)CC1
Show InChI InChI=1S/C32H37F2N9OS/c1-3-26-31(38(2)32-37-30(27(20-35)45-32)23-4-6-24(34)7-5-23)43-21-25(8-9-28(43)36-26)41-16-14-40(15-17-41)22-29(44)42-18-12-39(11-10-33)13-19-42/h4-9,21H,3,10-19,22H2,1-2H3
Affinity DataKi:  19nMAssay Description:Inhibition of ATX lysoPLD (unknown origin) using 18:1 LPC as substrate assessed as reduction in choline release by HVA fluorescence based analysisMore data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50300209(2-(4-{[(2,5-Dichlorophenyl)amino]carbonothioyl}-1-...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2cnc(nc12)N1CCN(CC1)C(=S)Nc1cc(Cl)ccc1Cl
Show InChI InChI=1S/C21H20Cl2N6O3S/c1-2-27-11-14(19(31)32)17(30)13-10-24-20(26-18(13)27)28-5-7-29(8-6-28)21(33)25-16-9-12(22)3-4-15(16)23/h3-4,9-11H,2,5-8H2,1H3,(H,25,33)(H,31,32)
Affinity DataKi:  22nMAssay Description:Mixed type inhibition of human autotaxin at enzyme-substrate complex isolated from MDA-MB-231 cells assessed as blockade of FS3 substrate hydrolysis ...More data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50350714(CHEMBL1818145)
Show SMILES CCCCCCCCCCCCCC(=O)Nc1ccc(cc1)C(=O)P(O)(O)[O-]
Show InChI InChI=1S/C21H35NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-20(23)22-19-16-14-18(15-17-19)21(24)28(25,26)27/h14-17,25-26,28H,2-13H2,1H3,(H,22,23)/q-1
Affinity DataKi:  24nMAssay Description:Inhibition of human recombinant ATX lysophospholipase activity expressed in insect sf9 cells using FS-3 fluorogenic substrate preincubated for 10 min...More data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50350721(CHEMBL1818149)
Show SMILES CCCCCCCCCC(=O)Nc1ccc(cc1)C(=O)P(O)(O)[O-]
Show InChI InChI=1S/C17H27NO5P/c1-2-3-4-5-6-7-8-9-16(19)18-15-12-10-14(11-13-15)17(20)24(21,22)23/h10-13,21-22,24H,2-9H2,1H3,(H,18,19)/q-1
Affinity DataKi:  24nMAssay Description:Inhibition of human recombinant ATX lysophospholipase activity expressed in insect sf9 cells using FS-3 fluorogenic substrate preincubated for 10 min...More data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM192943(US10526329, Compound 139 | US9670204, 138 2-((2-et...)
Show SMILES CCc1nc2ccc(cn2c1N(C)c1nc(c(s1)C#N)-c1ccc(F)cc1)N1CCN(CC(=O)N2CC(O)C2)CC1
Show InChI InChI=1S/C29H31FN8O2S/c1-3-23-28(34(2)29-33-27(24(14-31)41-29)19-4-6-20(30)7-5-19)38-15-21(8-9-25(38)32-23)36-12-10-35(11-13-36)18-26(40)37-16-22(39)17-37/h4-9,15,22,39H,3,10-13,16-18H2,1-2H3
Affinity DataKi:  30nMAssay Description:Inhibition of ATX lysoPLD (unknown origin) using 18:1 LPC as substrate assessed as reduction in choline release by HVA fluorescence based analysisMore data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50580257(CHEMBL5078471)
Show SMILES CCc1nc2ccc(cn2c1N(C)c1nc(c(s1)C#N)-c1ccc(F)cc1)N1CCN(CC(=O)N2CC[C@H](F)C2)CC1
Show InChI InChI=1S/C30H32F2N8OS/c1-3-24-29(36(2)30-35-28(25(16-33)42-30)20-4-6-21(31)7-5-20)40-18-23(8-9-26(40)34-24)38-14-12-37(13-15-38)19-27(41)39-11-10-22(32)17-39/h4-9,18,22H,3,10-15,17,19H2,1-2H3/t22-/m0/s1
Affinity DataKi:  32nMAssay Description:Inhibition of ATX lysoPLD (unknown origin) using 18:1 LPC as substrate assessed as reduction in choline release by HVA fluorescence based analysisMore data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50300211(2-(4-{[(4-Iodophenyl)amino]carbonothioyl}-1-pipera...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2cnc(nc12)N1CCN(CC1)C(=S)Nc1ccc(I)cc1
Show InChI InChI=1S/C21H21IN6O3S/c1-2-26-12-16(19(30)31)17(29)15-11-23-20(25-18(15)26)27-7-9-28(10-8-27)21(32)24-14-5-3-13(22)4-6-14/h3-6,11-12H,2,7-10H2,1H3,(H,24,32)(H,30,31)
Affinity DataKi:  34nMAssay Description:Mixed type inhibition of human autotaxin at enzyme-substrate complex isolated from MDA-MB-231 cells assessed as blockade of FS3 substrate hydrolysis ...More data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50580254(CHEMBL5088215)
Show SMILES CCc1nc2ccc(cn2c1N(C)c1nc(c(s1)C#N)-c1ccc(F)cc1)N1CCN(CC(=O)N2CC(F)C2)CC1
Show InChI InChI=1S/C29H30F2N8OS/c1-3-23-28(35(2)29-34-27(24(14-32)41-29)19-4-6-20(30)7-5-19)39-17-22(8-9-25(39)33-23)37-12-10-36(11-13-37)18-26(40)38-15-21(31)16-38/h4-9,17,21H,3,10-13,15-16,18H2,1-2H3
Affinity DataKi:  41nMAssay Description:Inhibition of ATX lysoPLD (unknown origin) using 18:1 LPC as substrate assessed as reduction in choline release by HVA fluorescence based analysisMore data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50300210(2-(4-{[(3-Chlorophenyl)amino]carbonothioyl}-1-pipe...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2cnc(nc12)N1CCN(CC1)C(=S)Nc1cccc(Cl)c1
Show InChI InChI=1S/C21H21ClN6O3S/c1-2-26-12-16(19(30)31)17(29)15-11-23-20(25-18(15)26)27-6-8-28(9-7-27)21(32)24-14-5-3-4-13(22)10-14/h3-5,10-12H,2,6-9H2,1H3,(H,24,32)(H,30,31)
Affinity DataKi:  47nMAssay Description:Mixed type inhibition of human autotaxin at enzyme-substrate complex isolated from MDA-MB-231 cells assessed as blockade of FS3 substrate hydrolysis ...More data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50350718(CHEMBL1818150)
Show SMILES CCCCCCCCCC(=O)Nc1ccc(cc1)C(F)P(O)([O-])=O
Show InChI InChI=1S/C17H27FNO4P/c1-2-3-4-5-6-7-8-9-16(20)19-15-12-10-14(11-13-15)17(18)24(21,22)23/h10-13,17H,2-9H2,1H3,(H,19,20)(H2,21,22,23)/p-1
Affinity DataKi:  72nMAssay Description:Inhibition of human recombinant ATX lysophospholipase activity expressed in insect sf9 cells using FS-3 fluorogenic substrate preincubated for 10 min...More data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50332925(3-((3-(4-fluorobenzyl)-2,4-dioxothiazolidin-5-ylid...)
Show SMILES OB(O)c1cccc(\C=C2/SC(=O)N(Cc3ccc(F)cc3)C2=O)c1
Show InChI InChI=1S/C17H13BFNO4S/c19-14-6-4-11(5-7-14)10-20-16(21)15(25-17(20)22)9-12-2-1-3-13(8-12)18(23)24/h1-9,23-24H,10H2/b15-9-
Affinity DataKi:  94nMAssay Description:Inhibition of autotoxin assessed as choline release from LPC using lysophosphatidylcholine as substrateMore data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50439703(CHEMBL2418930)
Show SMILES CC(C)C1CCC(C)CC1OCC(=O)N1CCC(CCCC2CCN(CC2)c2ccc(cc2)C(=O)N2CCCC2C(N)=O)CC1
Show InChI InChI=1S/C37H58N4O4/c1-26(2)32-14-9-27(3)24-34(32)45-25-35(42)40-22-17-29(18-23-40)7-4-6-28-15-20-39(21-16-28)31-12-10-30(11-13-31)37(44)41-19-5-8-33(41)36(38)43/h10-13,26-29,32-34H,4-9,14-25H2,1-3H3,(H2,38,43)
Affinity DataKi:  100nMAssay Description:Competitive inhibition of C-terminal FLAG-tagged human recombinant autotaxin using synthetic substrate FS-3 by Michaelis-Menten equation analysisMore data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50332926(3-((3-(4-fluorobenzyl)-2,4-dioxothiazolidin-5-ylid...)
Show SMILES OC(=O)c1cccc(\C=C2/SC(=O)N(Cc3ccc(F)cc3)C2=O)c1
Show InChI InChI=1S/C18H12FNO4S/c19-14-6-4-11(5-7-14)10-20-16(21)15(25-18(20)24)9-12-2-1-3-13(8-12)17(22)23/h1-9H,10H2,(H,22,23)/b15-9-
Affinity DataKi:  187nMAssay Description:Inhibition of autotoxin assessed as choline release from LPC using lysophosphatidylcholine as substrateMore data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50439704(CHEMBL2418934)
Show SMILES CC(O)C(NC(=O)c1ccc(nc1)N1CCC(CCCC2CCN(CC2)C(=O)Cc2ccc(cc2)-c2ccccc2)CC1)C(N)=O
Show InChI InChI=1S/C37H47N5O4/c1-26(43)35(36(38)45)40-37(46)32-14-15-33(39-25-32)41-20-16-27(17-21-41)6-5-7-28-18-22-42(23-19-28)34(44)24-29-10-12-31(13-11-29)30-8-3-2-4-9-30/h2-4,8-15,25-28,35,43H,5-7,16-24H2,1H3,(H2,38,45)(H,40,46)
Affinity DataKi:  200nMAssay Description:Competitive inhibition of C-terminal FLAG-tagged human recombinant autotaxin using synthetic substrate FS-3 by Michaelis-Menten equation analysisMore data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50187694(CHEMBL3828165)
Show SMILES CCCCCCCCCCCCCCc1ccc(CP(O)(O)=O)cc1
Show InChI InChI=1S/C21H37O3P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-20-15-17-21(18-16-20)19-25(22,23)24/h15-18H,2-14,19H2,1H3,(H2,22,23,24)
Affinity DataKi:  270nMAssay Description:Mixed-type inhibition of human recombinant ATX using FS3 as substrate assessed as enzyme-inhibitor complex incubated for 2 hrs by Michaelis-Menten eq...More data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50316078((5-amino-3-((4'-((8-amino-1-hydroxy-3,6-disulfo-2-...)
Show SMILES COc1cc(ccc1N=Nc1c(O)c2c(N)cc(cc2cc1S(O)(=O)=O)S(O)(=O)=O)-c1ccc(N=Nc2c(O)c3c(N)cc(cc3cc2S(O)(=O)=O)S(O)(=O)=O)c(OC)c1
Show InChI InChI=1S/C34H28N6O16S4/c1-55-25-9-15(3-5-23(25)37-39-31-27(59(49,50)51)11-17-7-19(57(43,44)45)13-21(35)29(17)33(31)41)16-4-6-24(26(10-16)56-2)38-40-32-28(60(52,53)54)12-18-8-20(58(46,47)48)14-22(36)30(18)34(32)42/h3-14,41-42H,35-36H2,1-2H3,(H,43,44,45)(H,46,47,48)(H,49,50,51)(H,52,53,54)
Affinity DataKi:  271nMAssay Description:Competitive inhibition of human recombinant C-terminal FLAG-tagged autotaxin expressed in baculovirus-infected Sf9 cells assessed as FS-3 hydrolysis ...More data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50187694(CHEMBL3828165)
Show SMILES CCCCCCCCCCCCCCc1ccc(CP(O)(O)=O)cc1
Show InChI InChI=1S/C21H37O3P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-20-15-17-21(18-16-20)19-25(22,23)24/h15-18H,2-14,19H2,1H3,(H2,22,23,24)
Affinity DataKi:  280nMAssay Description:Mixed-type inhibition of human recombinant ATX using FS3 as substrate assessed as enzyme-substrate-inhibitor complex incubated for 2 hrs by Michaelis...More data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50332927(4-tetradecanamidobenzylphosphonic acid | CHEMBL163...)
Show SMILES CCCCCCCCCCCCCC(=O)Nc1ccc(CP(O)(O)=O)cc1
Show InChI InChI=1S/C21H36NO4P/c1-2-3-4-5-6-7-8-9-10-11-12-13-21(23)22-20-16-14-19(15-17-20)18-27(24,25)26/h14-17H,2-13,18H2,1H3,(H,22,23)(H2,24,25,26)
Affinity DataKi:  367nMAssay Description:Inhibition of autotoxin assessed as choline release from LPC using lysophosphatidylcholine as substrateMore data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50187695(CHEMBL1632521)
Show SMILES CCCCCCCCCCCCCCCC(=O)N[C@@H](Cc1ccc(OCc2ncc(C)c(OC)c2C)cc1)[C@@H](O)CP(O)(O)=O
Show InChI InChI=1S/C35H57N2O7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-34(39)37-31(33(38)26-45(40,41)42)23-29-19-21-30(22-20-29)44-25-32-28(3)35(43-4)27(2)24-36-32/h19-22,24,31,33,38H,5-18,23,25-26H2,1-4H3,(H,37,39)(H2,40,41,42)/t31-,33-/m0/s1
Affinity DataKi:  390nMAssay Description:Inhibition of recombinant human C-terminal V5/His6-tagged ATX expressed in HEK293 cells assessed as choline release at 0.5 uM using oleoyl-lysophosph...More data for this Ligand-Target Pair
TargetEctonucleotide pyrophosphatase/phosphodiesterase family member 2(Homo sapiens (Human))
The University of Memphis

Curated by ChEMBL
LigandPNGBDBM50439705(CHEMBL2418932)
Show SMILES CC(O)C(NC(=O)c1ccc(nc1)N1CCC(CCCC2CCN(CC2)C(=O)CCC(=O)c2ccccc2)CC1)C(N)=O
Show InChI InChI=1S/C33H45N5O5/c1-23(39)31(32(34)42)36-33(43)27-10-12-29(35-22-27)37-18-14-24(15-19-37)6-5-7-25-16-20-38(21-17-25)30(41)13-11-28(40)26-8-3-2-4-9-26/h2-4,8-10,12,22-25,31,39H,5-7,11,13-21H2,1H3,(H2,34,42)(H,36,43)
Affinity DataKi:  500nMAssay Description:Competitive inhibition of C-terminal FLAG-tagged human recombinant autotaxin using synthetic substrate FS-3 by Michaelis-Menten equation analysisMore data for this Ligand-Target Pair
Displayed 1 to 50 (of 3990 total ) | Next | Last >>
Jump to: