Compile Data Set for Download or QSAR
Found 302 of ec50 for UniProtKB: P35408
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190292(US9180116, 38C)
Show SMILES C[C@@H](CCCCc1ccccc1)[C@H](O)\C=C\[C@H]1CC(F)(F)C(=O)N1CCCc1ccc(s1)C(O)=O
Show InChI InChI=1S/C27H33F2NO4S/c1-19(8-5-6-11-20-9-3-2-4-10-20)23(31)15-13-21-18-27(28,29)26(34)30(21)17-7-12-22-14-16-24(35-22)25(32)33/h2-4,9-10,13-16,19,21,23,31H,5-8,11-12,17-18H2,1H3,(H,32,33)/b15-13+/t19-,21-,23+/m0/s1
Affinity DataEC50:  1.40E-7nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 uL of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190296(US9180116, 39C)
Show SMILES C[C@@H](CCCCCc1ccccc1)[C@H](O)\C=C\[C@H]1CC(F)(F)C(=O)N1CCCc1ccc(s1)C(O)=O
Show InChI InChI=1S/C28H35F2NO4S/c1-20(9-4-2-5-10-21-11-6-3-7-12-21)24(32)16-14-22-19-28(29,30)27(35)31(22)18-8-13-23-15-17-25(36-23)26(33)34/h3,6-7,11-12,14-17,20,22,24,32H,2,4-5,8-10,13,18-19H2,1H3,(H,33,34)/b16-14+/t20-,22-,24+/m0/s1
Affinity DataEC50:  0.00000270nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 uL of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190269(US9180116, 6D)
Show SMILES C[C@@H](CCCc1ccccc1)[C@H](O)\C=C\[C@H]1CC(F)(F)C(=O)N1CCCCCCC(O)=O
Show InChI InChI=1S/C25H35F2NO4/c1-19(10-9-13-20-11-5-4-6-12-20)22(29)16-15-21-18-25(26,27)24(32)28(21)17-8-3-2-7-14-23(30)31/h4-6,11-12,15-16,19,21-22,29H,2-3,7-10,13-14,17-18H2,1H3,(H,30,31)/b16-15+/t19-,21-,22+/m0/s1
Affinity DataEC50: <0.00100nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 ul of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM179834(US9676712, 2C)
Show SMILES CC(CCCc1ccccc1)[C@@H](O)\C=C\[C@H]1CCC(=O)N1CCCCCCC(O)=O
Show InChI InChI=1S/C25H37NO4/c1-20(10-9-13-21-11-5-4-6-12-21)23(27)17-15-22-16-18-24(28)26(22)19-8-3-2-7-14-25(29)30/h4-6,11-12,15,17,20,22-23,27H,2-3,7-10,13-14,16,18-19H2,1H3,(H,29,30)/b17-15+/t20?,22-,23-/m0/s1
Affinity DataEC50:  0.00100nMAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 μl of reduced serum medium containing 0.5% FBS. Place ...More data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM50213980(4-(2-((R)-2-((S)-3-hydroxyhept-1-enyl)-5-oxopyrrol...)
Show SMILES CCCC[C@H](O)\C=C\[C@H]1CCC(=O)N1CCc1ccc(cc1)C(O)=O
Show InChI InChI=1S/C20H27NO4/c1-2-3-4-18(22)11-9-17-10-12-19(23)21(17)14-13-15-5-7-16(8-6-15)20(24)25/h5-9,11,17-18,22H,2-4,10,12-14H2,1H3,(H,24,25)/b11-9+/t17-,18-/m0/s1
Affinity DataEC50:  0.00200nMAssay Description:Agonist activity at EP4 receptor expressed in HEK293 cells assessed as cAMP accumulationMore data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190281(US9180116, 28C-H2)
Show SMILES C[C@@H](CCCc1ccccc1)[C@H](O)CC[C@H]1CC(F)(F)C(=O)N1CCCc1ccc(s1)C(O)=O
Show InChI InChI=1S/C26H33F2NO4S/c1-18(7-5-10-19-8-3-2-4-9-19)22(30)14-12-20-17-26(27,28)25(33)29(20)16-6-11-21-13-15-23(34-21)24(31)32/h2-4,8-9,13,15,18,20,22,30H,5-7,10-12,14,16-17H2,1H3,(H,31,32)/t18-,20-,22+/m0/s1
Affinity DataEC50:  0.00290nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 uL of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM179991(US9676712, 4C)
Show SMILES CC(CCCc1ccccc1)[C@@H](O)\C=C\[C@H]1CCC(=O)N1CCCc1ccc(s1)C(O)=O
Show InChI InChI=1S/C26H33NO4S/c1-19(7-5-10-20-8-3-2-4-9-20)23(28)15-12-21-13-17-25(29)27(21)18-6-11-22-14-16-24(32-22)26(30)31/h2-4,8-9,12,14-16,19,21,23,28H,5-7,10-11,13,17-18H2,1H3,(H,30,31)/b15-12+/t19?,21-,23-/m0/s1
Affinity DataEC50:  0.00300nMAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 μl of reduced serum medium containing 0.5% FBS. Place ...More data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM179834(US9676712, 2C)
Show SMILES CC(CCCc1ccccc1)[C@@H](O)\C=C\[C@H]1CCC(=O)N1CCCCCCC(O)=O
Show InChI InChI=1S/C25H37NO4/c1-20(10-9-13-21-11-5-4-6-12-21)23(27)17-15-22-16-18-24(28)26(22)19-8-3-2-7-14-25(29)30/h4-6,11-12,15,17,20,22-23,27H,2-3,7-10,13-14,16,18-19H2,1H3,(H,29,30)/b17-15+/t20?,22-,23-/m0/s1
Affinity DataEC50:  0.00700nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 μL of reduced serum medium containing 0.5% FBE. Place ...More data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190271(US9180116, 10C)
Show SMILES O[C@@H](CCCCc1ccccc1)\C=C\[C@H]1CC(F)(F)C(=O)N1CCCCCCC(O)=O
Show InChI InChI=1S/C24H33F2NO4/c25-24(26)18-20(27(23(24)31)17-9-2-1-6-14-22(29)30)15-16-21(28)13-8-7-12-19-10-4-3-5-11-19/h3-5,10-11,15-16,20-21,28H,1-2,6-9,12-14,17-18H2,(H,29,30)/b16-15+/t20-,21-/m0/s1
Affinity DataEC50:  0.0100nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 ul of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190275(US9180116, 28C | US9180116, 28H)
Show SMILES C[C@@H](CCCc1ccccc1)[C@H](O)\C=C\[C@H]1CC(F)(F)C(=O)N1CCCc1ccc(s1)C(O)=O
Show InChI InChI=1S/C26H31F2NO4S/c1-18(7-5-10-19-8-3-2-4-9-19)22(30)14-12-20-17-26(27,28)25(33)29(20)16-6-11-21-13-15-23(34-21)24(31)32/h2-4,8-9,12-15,18,20,22,30H,5-7,10-11,16-17H2,1H3,(H,31,32)/b14-12+/t18-,20-,22+/m0/s1
Affinity DataEC50:  0.0100nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 uL of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM50101858(4-(2-((1R,2R,3R)-3-hydroxy-2-((S,E)-3-hydroxy-4-(3...)
Show SMILES COCc1cccc(C[C@H](O)\C=C\[C@H]2[C@H](O)CC(=O)[C@@H]2CCSCCCC(O)=O)c1
Show InChI InChI=1S/C23H32O6S/c1-29-15-17-5-2-4-16(12-17)13-18(24)7-8-19-20(22(26)14-21(19)25)9-11-30-10-3-6-23(27)28/h2,4-5,7-8,12,18-21,24-25H,3,6,9-11,13-15H2,1H3,(H,27,28)/b8-7+/t18-,19-,20-,21-/m1/s1
Affinity DataEC50:  0.0100nMAssay Description:Agonist activity at human EP4 receptor expressed in HEK293T/17 cells assessed as increase in GalphaS-mediated CREB activation measured after 6 to 24 ...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM179827(US9676712, 1C)
Show SMILES O[C@H](CCCCc1ccccc1)\C=C\[C@H]1CCC(=O)N1CCCCCCC(O)=O
Show InChI InChI=1S/C24H35NO4/c26-22(13-8-7-12-20-10-4-3-5-11-20)17-15-21-16-18-23(27)25(21)19-9-2-1-6-14-24(28)29/h3-5,10-11,15,17,21-22,26H,1-2,6-9,12-14,16,18-19H2,(H,28,29)/b17-15+/t21-,22+/m0/s1
Affinity DataEC50:  0.0140nMAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 μl of reduced serum medium containing 0.5% FBS. Place ...More data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190276(US9180116, 28D | US9180116, 28G)
Show SMILES C[C@@H](CCCc1ccccc1)[C@@H](O)\C=C\[C@H]1CC(F)(F)C(=O)N1CCCc1ccc(s1)C(O)=O
Show InChI InChI=1S/C26H31F2NO4S/c1-18(7-5-10-19-8-3-2-4-9-19)22(30)14-12-20-17-26(27,28)25(33)29(20)16-6-11-21-13-15-23(34-21)24(31)32/h2-4,8-9,12-15,18,20,22,30H,5-7,10-11,16-17H2,1H3,(H,31,32)/b14-12+/t18-,20-,22-/m0/s1
Affinity DataEC50:  0.0162nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 uL of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM179986(US9676712, 3C)
Show SMILES CC(CCCc1ccccc1)[C@@H](O)\C=C\[C@H]1CCC(=O)N1CC#Cc1ccc(s1)C(O)=O
Show InChI InChI=1S/C26H29NO4S/c1-19(7-5-10-20-8-3-2-4-9-20)23(28)15-12-21-13-17-25(29)27(21)18-6-11-22-14-16-24(32-22)26(30)31/h2-4,8-9,12,14-16,19,21,23,28H,5,7,10,13,17-18H2,1H3,(H,30,31)/b15-12+/t19?,21-,23-/m0/s1
Affinity DataEC50:  0.0190nMAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 μl of reduced serum medium containing 0.5% FBS. Place ...More data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM35847((15S)-prostaglandin E2 | (5Z,11alpha,13E,15S)-11,1...)
Show SMILES CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O
Show InChI InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1
Affinity DataEC50:  0.0200nMAssay Description:Agonist activity at human EP4 receptor expressed in HEK293T/17 cells assessed as increase in GalphaS-mediated CREB activation measured after 6 to 24 ...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM50156547(4-(2-((R)-2-((S)-3-hydroxyoct-1-enyl)-5-oxopyrroli...)
Show SMILES CCCCC[C@H](O)\C=C\[C@H]1CCC(=O)N1CCc1ccc(cc1)C(O)=O
Show InChI InChI=1S/C21H29NO4/c1-2-3-4-5-19(23)12-10-18-11-13-20(24)22(18)15-14-16-6-8-17(9-7-16)21(25)26/h6-10,12,18-19,23H,2-5,11,13-15H2,1H3,(H,25,26)/b12-10+/t18-,19-/m0/s1
Affinity DataEC50:  0.0200nMAssay Description:Agonist activity at human EP4 receptor by cAMP assayMore data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190270(US9180116, 9C)
Show SMILES CCCCC[C@H](O)\C=C\[C@H]1CC(F)(F)C(=O)N1CCCCCCC(O)=O
Show InChI InChI=1S/C19H31F2NO4/c1-2-3-6-9-16(23)12-11-15-14-19(20,21)18(26)22(15)13-8-5-4-7-10-17(24)25/h11-12,15-16,23H,2-10,13-14H2,1H3,(H,24,25)/b12-11+/t15-,16-/m0/s1
Affinity DataEC50:  0.0210nMAssay Description:Agonist activity at human EP4 receptor expressed in HEK293T/17 cells assessed as increase in GalphaS-mediated CREB activation measured after 6 to 24 ...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190269(US9180116, 6D)
Show SMILES C[C@@H](CCCc1ccccc1)[C@H](O)\C=C\[C@H]1CC(F)(F)C(=O)N1CCCCCCC(O)=O
Show InChI InChI=1S/C25H35F2NO4/c1-19(10-9-13-20-11-5-4-6-12-20)22(29)16-15-21-18-25(26,27)24(32)28(21)17-8-3-2-7-14-23(30)31/h4-6,11-12,15-16,19,21-22,29H,2-3,7-10,13-14,17-18H2,1H3,(H,30,31)/b16-15+/t19-,21-,22+/m0/s1
Affinity DataEC50:  0.0230nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 uL of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM50373939(CHEMBL258332)
Show SMILES O[C@@H](Cc1cccc(Cl)c1)\C=C\[C@H]1CCC(=O)N1CCc1ccc(cc1)C(O)=O
Show InChI InChI=1S/C23H24ClNO4/c24-19-3-1-2-17(14-19)15-21(26)10-8-20-9-11-22(27)25(20)13-12-16-4-6-18(7-5-16)23(28)29/h1-8,10,14,20-21,26H,9,11-13,15H2,(H,28,29)/b10-8+/t20-,21+/m0/s1
Affinity DataEC50:  0.0300nMAssay Description:Agonist activity at human EP4 receptor by cAMP assayMore data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM50373942(CHEMBL272276)
Show SMILES O[C@@H](Cc1ccccc1)\C=C\[C@H]1CCC(=O)N1CCc1ccc(cc1)C(O)=O
Show InChI InChI=1S/C23H25NO4/c25-21(16-18-4-2-1-3-5-18)12-10-20-11-13-22(26)24(20)15-14-17-6-8-19(9-7-17)23(27)28/h1-10,12,20-21,25H,11,13-16H2,(H,27,28)/b12-10+/t20-,21+/m0/s1
Affinity DataEC50:  0.0300nMAssay Description:Agonist activity at human EP4 receptor by cAMP assayMore data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190272(US9180116, 12D)
Show SMILES CCC#CC[C@H](C)[C@H](O)\C=C\[C@H]1CC(F)(F)C(=O)N1CCc1ccc(cc1)C(O)=O
Show InChI InChI=1S/C23H27F2NO4/c1-3-4-5-6-16(2)20(27)12-11-19-15-23(24,25)22(30)26(19)14-13-17-7-9-18(10-8-17)21(28)29/h7-12,16,19-20,27H,3,6,13-15H2,1-2H3,(H,28,29)/b12-11+/t16-,19-,20+/m0/s1
Affinity DataEC50:  0.0350nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 ul of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190268(US9180116, 2C)
Show SMILES CCC#CC[C@H](C)[C@H](O)\C=C\[C@H]1CC(F)(F)C(=O)N1CCCCCCC(O)=O
Show InChI InChI=1S/C21H31F2NO4/c1-3-4-7-10-16(2)18(25)13-12-17-15-21(22,23)20(28)24(17)14-9-6-5-8-11-19(26)27/h12-13,16-18,25H,3,5-6,8-11,14-15H2,1-2H3,(H,26,27)/b13-12+/t16-,17-,18+/m0/s1
Affinity DataEC50:  0.0380nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 ul of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190286(US9180116, 36C)
Show SMILES C[C@@H](Cc1ccccc1)[C@H](O)\C=C\[C@H]1CC(F)(F)C(=O)N1CCCc1ccc(s1)C(O)=O
Show InChI InChI=1S/C24H27F2NO4S/c1-16(14-17-6-3-2-4-7-17)20(28)11-9-18-15-24(25,26)23(31)27(18)13-5-8-19-10-12-21(32-19)22(29)30/h2-4,6-7,9-12,16,18,20,28H,5,8,13-15H2,1H3,(H,29,30)/b11-9+/t16-,18-,20+/m0/s1
Affinity DataEC50:  0.0380nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 uL of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM238316(US9394273, 5 | US9394273, 6)
Show SMILES OC(Cc1cccc(F)c1)\C=C\[C@H]1CCC(=O)[C@@H]1CCc1ccc(cc1)C(O)=O
Show InChI InChI=1S/C24H25FO4/c25-20-3-1-2-17(14-20)15-21(26)11-9-18-10-13-23(27)22(18)12-6-16-4-7-19(8-5-16)24(28)29/h1-5,7-9,11,14,18,21-22,26H,6,10,12-13,15H2,(H,28,29)/b11-9+/t18-,21?,22+/m0/s1
Affinity DataEC50:  0.0400nMpH: 7.4 T: 2°CAssay Description:A 384-well drug plate was prepared to contain test compounds, PGE2 and cAMP in 16 serial dilutions in triplicate, using a Biomek station. HEK-EBNA ce...More data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM50213980(4-(2-((R)-2-((S)-3-hydroxyhept-1-enyl)-5-oxopyrrol...)
Show SMILES CCCC[C@H](O)\C=C\[C@H]1CCC(=O)N1CCc1ccc(cc1)C(O)=O
Show InChI InChI=1S/C20H27NO4/c1-2-3-4-18(22)11-9-17-10-12-19(23)21(17)14-13-15-5-7-16(8-6-15)20(24)25/h5-9,11,17-18,22H,2-4,10,12-14H2,1H3,(H,24,25)/b11-9+/t17-,18-/m0/s1
Affinity DataEC50:  0.0400nMAssay Description:Agonist activity at human EP4 receptor by cAMP assayMore data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM50156551(4-{2-[(2S)-2-[(3R)-3-[3-(4-chloro-2-methylphenyl)p...)
Show SMILES Cc1cc(Cl)ccc1-c1cccc(c1)[C@H](O)CC[C@H]1CCC(=O)N1CCc1ccc(cc1)C(O)=O
Show InChI InChI=1S/C29H30ClNO4/c1-19-17-24(30)9-12-26(19)22-3-2-4-23(18-22)27(32)13-10-25-11-14-28(33)31(25)16-15-20-5-7-21(8-6-20)29(34)35/h2-9,12,17-18,25,27,32H,10-11,13-16H2,1H3,(H,34,35)/t25-,27+/m0/s1
Affinity DataEC50:  0.0400nMAssay Description:Functional activity at human EP4 receptorMore data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190272(US9180116, 12D)
Show SMILES CCC#CC[C@H](C)[C@H](O)\C=C\[C@H]1CC(F)(F)C(=O)N1CCc1ccc(cc1)C(O)=O
Show InChI InChI=1S/C23H27F2NO4/c1-3-4-5-6-16(2)20(27)12-11-19-15-23(24,25)22(30)26(19)14-13-17-7-9-18(10-8-17)21(28)29/h7-12,16,19-20,27H,3,6,13-15H2,1-2H3,(H,28,29)/b12-11+/t16-,19-,20+/m0/s1
Affinity DataEC50:  0.0470nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 uL of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM50101822((Z)-7-[(1R,2R,3R)-3-Hydroxy-2-((E)-(R)-3-hydroxy-o...)
Show SMILES CCCCC[C@@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O
Show InChI InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16-,17-,19-/m1/s1
Affinity DataEC50:  0.0500nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 ul of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM238319(US9394273, 10 | US9394273, 8 | US9394273, 9)
Show SMILES OC(Cc1cccc(Br)c1)\C=C\[C@H]1CCC(=O)[C@@H]1CCc1ccc(cc1)C(O)=O
Show InChI InChI=1S/C24H25BrO4/c25-20-3-1-2-17(14-20)15-21(26)11-9-18-10-13-23(27)22(18)12-6-16-4-7-19(8-5-16)24(28)29/h1-5,7-9,11,14,18,21-22,26H,6,10,12-13,15H2,(H,28,29)/b11-9+/t18-,21?,22+/m0/s1
Affinity DataEC50:  0.0500nMpH: 7.4 T: 2°CAssay Description:A 384-well drug plate was prepared to contain test compounds, PGE2 and cAMP in 16 serial dilutions in triplicate, using a Biomek station. HEK-EBNA ce...More data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190267(US9180116, 1F)
Show SMILES CC#CC[C@H](C)[C@H](O)\C=C\[C@H]1CC(F)(F)C(=O)N1CCCCCCC(O)=O
Show InChI InChI=1S/C20H29F2NO4/c1-3-4-9-15(2)17(24)12-11-16-14-20(21,22)19(27)23(16)13-8-6-5-7-10-18(25)26/h11-12,15-17,24H,5-10,13-14H2,1-2H3,(H,25,26)/b12-11+/t15-,16-,17+/m0/s1
Affinity DataEC50:  0.0590nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 ul of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190297(US9180116, 39D)
Show SMILES C[C@@H](CCCCCc1ccccc1)[C@@H](O)\C=C\[C@H]1CC(F)(F)C(=O)N1CCCc1ccc(s1)C(O)=O
Show InChI InChI=1S/C28H35F2NO4S/c1-20(9-4-2-5-10-21-11-6-3-7-12-21)24(32)16-14-22-19-28(29,30)27(35)31(22)18-8-13-23-15-17-25(36-23)26(33)34/h3,6-7,11-12,14-17,20,22,24,32H,2,4-5,8-10,13,18-19H2,1H3,(H,33,34)/b16-14+/t20-,22-,24-/m0/s1
Affinity DataEC50:  0.0590nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 uL of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190270(US9180116, 9C)
Show SMILES CCCCC[C@H](O)\C=C\[C@H]1CC(F)(F)C(=O)N1CCCCCCC(O)=O
Show InChI InChI=1S/C19H31F2NO4/c1-2-3-6-9-16(23)12-11-15-14-19(20,21)18(26)22(15)13-8-5-4-7-10-17(24)25/h11-12,15-16,23H,2-10,13-14H2,1H3,(H,24,25)/b12-11+/t15-,16-/m0/s1
Affinity DataEC50:  0.0590nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 ul of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190282(US9180116, 33C)
Show SMILES CCCCC[C@H](O)\C=C\[C@H]1CC(F)(F)C(=O)N1CCCc1ccc(s1)C(O)=O
Show InChI InChI=1S/C20H27F2NO4S/c1-2-3-4-6-15(24)9-8-14-13-20(21,22)19(27)23(14)12-5-7-16-10-11-17(28-16)18(25)26/h8-11,14-15,24H,2-7,12-13H2,1H3,(H,25,26)/b9-8+/t14-,15-/m0/s1
Affinity DataEC50:  0.0630nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 ul of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM50142481(7-[(R)-2-((E)-(S)-3-Hydroxy-oct-1-enyl)-5-oxo-pyrr...)
Show SMILES CCCCC[C@H](O)\C=C\[C@H]1CCC(=O)N1CCCCCCC(O)=O
Show InChI InChI=1S/C19H33NO4/c1-2-3-6-9-17(21)13-11-16-12-14-18(22)20(16)15-8-5-4-7-10-19(23)24/h11,13,16-17,21H,2-10,12,14-15H2,1H3,(H,23,24)/b13-11+/t16-,17-/m0/s1
Affinity DataEC50:  0.0650nMAssay Description:Agonist activity at human EP4 receptor expressed in HEK293T/17 cells assessed as increase in GalphaS-mediated CREB activation measured after 6 to 24 ...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190273(US9180116, 21C)
Show SMILES CCCCC[C@H](O)\C=C\[C@H]1CC(F)(F)C(=O)N1CCc1ccc(cc1)C(O)=O
Show InChI InChI=1S/C21H27F2NO4/c1-2-3-4-5-18(25)11-10-17-14-21(22,23)20(28)24(17)13-12-15-6-8-16(9-7-15)19(26)27/h6-11,17-18,25H,2-5,12-14H2,1H3,(H,26,27)/b11-10+/t17-,18-/m0/s1
Affinity DataEC50:  0.0750nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 ul of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190282(US9180116, 33C)
Show SMILES CCCCC[C@H](O)\C=C\[C@H]1CC(F)(F)C(=O)N1CCCc1ccc(s1)C(O)=O
Show InChI InChI=1S/C20H27F2NO4S/c1-2-3-4-6-15(24)9-8-14-13-20(21,22)19(27)23(14)12-5-7-16-10-11-17(28-16)18(25)26/h8-11,14-15,24H,2-7,12-13H2,1H3,(H,25,26)/b9-8+/t14-,15-/m0/s1
Affinity DataEC50:  0.0790nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 uL of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190268(US9180116, 2C)
Show SMILES CCC#CC[C@H](C)[C@H](O)\C=C\[C@H]1CC(F)(F)C(=O)N1CCCCCCC(O)=O
Show InChI InChI=1S/C21H31F2NO4/c1-3-4-7-10-16(2)18(25)13-12-17-15-21(22,23)20(28)24(17)14-9-6-5-8-11-19(26)27/h12-13,16-18,25H,3,5-6,8-11,14-15H2,1-2H3,(H,26,27)/b13-12+/t16-,17-,18+/m0/s1
Affinity DataEC50:  0.0880nMAssay Description:Agonist activity at human EP4 receptor expressed in HEK293T/17 cells assessed as increase in GalphaS-mediated CREB activation measured after 6 to 24 ...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM60734(US9156810, 23/24)
Show SMILES CC1(C)[C@@H](O)[C@H](\C=C\C(O)CCc2sc3ccccc3c2Cl)[C@@H](SCCCSCC(O)=O)C1=O
Show InChI InChI=1S/C25H31ClO5S3/c1-25(2)23(30)17(22(24(25)31)33-13-5-12-32-14-20(28)29)10-8-15(27)9-11-19-21(26)16-6-3-4-7-18(16)34-19/h3-4,6-8,10,15,17,22-23,27,30H,5,9,11-14H2,1-2H3,(H,28,29)/b10-8+/t15?,17-,22-,23+/m1/s1
Affinity DataIC50: 44nM EC50:  0.100nMpH: 7.4 T: 2°CAssay Description:HEK-293 cells stably expressing the human or feline FP receptor, or EP1, EP2, EP3, or EP4 receptors were washed with TME buffer, scraped from the bot...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM50213978(4-(2-((R)-2-(4-methylocta-1,3-dienyl)-5-oxopyrroli...)
Show SMILES CCCC\C(C)=C/C=C/[C@H]1CCC(=O)N1CCc1ccc(cc1)C(O)=O
Show InChI InChI=1S/C22H29NO3/c1-3-4-6-17(2)7-5-8-20-13-14-21(24)23(20)16-15-18-9-11-19(12-10-18)22(25)26/h5,7-12,20H,3-4,6,13-16H2,1-2H3,(H,25,26)/b8-5+,17-7-/t20-/m0/s1
Affinity DataEC50:  0.100nMAssay Description:Agonist activity at EP4 receptor expressed in HEK293 cells assessed as cAMP accumulationMore data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM50224575((S)-4-(2-(2-(4-(3-bromophenyl)-3-hydroxybutyl)-5-o...)
Show SMILES O[C@H](CCN1CCC(=O)N1CCc1ccc(cc1)C(O)=O)Cc1cccc(Br)c1
Show InChI InChI=1S/C22H25BrN2O4/c23-19-3-1-2-17(14-19)15-20(26)9-11-24-12-10-21(27)25(24)13-8-16-4-6-18(7-5-16)22(28)29/h1-7,14,20,26H,8-13,15H2,(H,28,29)/t20-/m1/s1
Affinity DataEC50:  0.100nMAssay Description:Agonist activity at human prostaglandin EP4 receptorMore data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM60734(US9156810, 23/24)
Show SMILES CC1(C)[C@@H](O)[C@H](\C=C\C(O)CCc2sc3ccccc3c2Cl)[C@@H](SCCCSCC(O)=O)C1=O
Show InChI InChI=1S/C25H31ClO5S3/c1-25(2)23(30)17(22(24(25)31)33-13-5-12-32-14-20(28)29)10-8-15(27)9-11-19-21(26)16-6-3-4-7-18(16)34-19/h3-4,6-8,10,15,17,22-23,27,30H,5,9,11-14H2,1-2H3,(H,28,29)/b10-8+/t15?,17-,22-,23+/m1/s1
Affinity DataIC50: 29nM EC50:  0.100nMpH: 7.4 T: 2°CAssay Description:HEK-293 cells stably expressing the human or feline FP receptor, or EP1, EP2, EP3, or EP4 receptors were washed with TME buffer, scraped from the bot...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190274(US9180116, 24D)
Show SMILES CCC#CC[C@H](C)[C@H](O)\C=C\[C@H]1CC(F)(F)C(=O)N1CCCc1ccc(s1)C(O)=O
Show InChI InChI=1S/C22H27F2NO4S/c1-3-4-5-7-15(2)18(26)11-9-16-14-22(23,24)21(29)25(16)13-6-8-17-10-12-19(30-17)20(27)28/h9-12,15-16,18,26H,3,6-8,13-14H2,1-2H3,(H,27,28)/b11-9+/t15-,16-,18+/m0/s1
Affinity DataEC50:  0.110nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 ul of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM50101858(4-(2-((1R,2R,3R)-3-hydroxy-2-((S,E)-3-hydroxy-4-(3...)
Show SMILES COCc1cccc(C[C@H](O)\C=C\[C@H]2[C@H](O)CC(=O)[C@@H]2CCSCCCC(O)=O)c1
Show InChI InChI=1S/C23H32O6S/c1-29-15-17-5-2-4-16(12-17)13-18(24)7-8-19-20(22(26)14-21(19)25)9-11-30-10-3-6-23(27)28/h2,4-5,7-8,12,18-21,24-25H,3,6,9-11,13-15H2,1H3,(H,27,28)/b8-7+/t18-,19-,20-,21-/m1/s1
Affinity DataEC50:  0.142nMAssay Description:Agonist activity at human EP4 receptor expressed in HEK293T/17 cells assessed as increase in intracellular cAMP level incubated for 30 mins by ELISAMore data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190267(US9180116, 1F)
Show SMILES CC#CC[C@H](C)[C@H](O)\C=C\[C@H]1CC(F)(F)C(=O)N1CCCCCCC(O)=O
Show InChI InChI=1S/C20H29F2NO4/c1-3-4-9-15(2)17(24)12-11-16-14-20(21,22)19(27)23(16)13-8-6-5-7-10-18(25)26/h11-12,15-17,24H,5-10,13-14H2,1-2H3,(H,25,26)/b12-11+/t15-,16-,17+/m0/s1
Affinity DataEC50:  0.150nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 uL of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM190288(US9180116, 37C)
Show SMILES C[C@@H](CCc1ccccc1)[C@H](O)\C=C\[C@H]1CC(F)(F)C(=O)N1CCCc1ccc(s1)C(O)=O
Show InChI InChI=1S/C25H29F2NO4S/c1-17(9-10-18-6-3-2-4-7-18)21(29)13-11-19-16-25(26,27)24(32)28(19)15-5-8-20-12-14-22(33-20)23(30)31/h2-4,6-7,11-14,17,19,21,29H,5,8-10,15-16H2,1H3,(H,30,31)/b13-11+/t17-,19-,21+/m0/s1
Affinity DataEC50:  0.150nMT: 2°CAssay Description:1. Seed cells on an EP2 or EP4 STEP plate at a density of 40,000-80,000 cells/well in 200 uL of reduced serum medium containing 0.5% FBS. Place the p...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM50224572(4-(2-(2-(4-(3-chlorophenyl)-3-hydroxybutyl)-5-oxop...)
Show SMILES OC(CCN1CCC(=O)N1CCc1ccc(cc1)C(O)=O)Cc1cccc(Cl)c1
Show InChI InChI=1S/C22H25ClN2O4/c23-19-3-1-2-17(14-19)15-20(26)9-11-24-12-10-21(27)25(24)13-8-16-4-6-18(7-5-16)22(28)29/h1-7,14,20,26H,8-13,15H2,(H,28,29)
Affinity DataEC50:  0.200nMAssay Description:Agonist activity at human prostaglandin EP4 receptorMore data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM184625(US9156810, 44)
Show SMILES CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C(C)(C)C(=O)[C@@H]1C\C=C/CCCC(O)=O
Show InChI InChI=1S/C22H36O5/c1-4-5-8-11-16(23)14-15-18-17(20(26)22(2,3)21(18)27)12-9-6-7-10-13-19(24)25/h6,9,14-18,21,23,27H,4-5,7-8,10-13H2,1-3H3,(H,24,25)/b9-6-,15-14+/t16-,17+,18+,21-/m0/s1
Affinity DataIC50: 5.5nM EC50:  0.200nMpH: 7.4 T: 2°CAssay Description:HEK-293 cells stably expressing the human or feline FP receptor, or EP1, EP2, EP3, or EP4 receptors were washed with TME buffer, scraped from the bot...More data for this Ligand-Target Pair
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM238338(US9394273, 27 | US9394273, 28)
Show SMILES OC(Cc1cc(F)ccc1F)\C=C\[C@H]1CCC(=O)[C@@H]1CCc1ccc(cc1)C(O)=O
Show InChI InChI=1S/C24H24F2O4/c25-19-8-11-22(26)18(13-19)14-20(27)9-6-16-7-12-23(28)21(16)10-3-15-1-4-17(5-2-15)24(29)30/h1-2,4-6,8-9,11,13,16,20-21,27H,3,7,10,12,14H2,(H,29,30)/b9-6+/t16-,20?,21+/m0/s1
Affinity DataEC50:  0.200nMpH: 7.4 T: 2°CAssay Description:A 384-well drug plate was prepared to contain test compounds, PGE2 and cAMP in 16 serial dilutions in triplicate, using a Biomek station. HEK-EBNA ce...More data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM238330(US9394273, 19 | US9394273, 20)
Show SMILES OC(Cc1ccc(F)cc1)\C=C\[C@H]1CCC(=O)[C@@H]1CCc1ccc(cc1)C(O)=O
Show InChI InChI=1S/C24H25FO4/c25-20-10-3-17(4-11-20)15-21(26)12-8-18-9-14-23(27)22(18)13-5-16-1-6-19(7-2-16)24(28)29/h1-4,6-8,10-12,18,21-22,26H,5,9,13-15H2,(H,28,29)/b12-8+/t18-,21?,22+/m0/s1
Affinity DataEC50:  0.200nMpH: 7.4 T: 2°CAssay Description:A 384-well drug plate was prepared to contain test compounds, PGE2 and cAMP in 16 serial dilutions in triplicate, using a Biomek station. HEK-EBNA ce...More data for this Ligand-Target Pair
Ligand InfoPC cidPC sid
TargetProstaglandin E2 receptor EP4 subtype(Homo sapiens (Human))
Cayman Chemical Company Inc

US Patent
LigandPNGBDBM50156553(4-(2-((R)-2-((S,E)-5-cyclobutyl-3-hydroxypent-1-en...)
Show SMILES O[C@@H](CCC1CCC1)\C=C\[C@H]1CCC(=O)N1CCc1ccc(cc1)C(O)=O
Show InChI InChI=1S/C22H29NO4/c24-20(11-6-16-2-1-3-16)12-9-19-10-13-21(25)23(19)15-14-17-4-7-18(8-5-17)22(26)27/h4-5,7-9,12,16,19-20,24H,1-3,6,10-11,13-15H2,(H,26,27)/b12-9+/t19-,20-/m0/s1
Affinity DataEC50:  0.200nMAssay Description:Functional activity at human EP4 receptorMore data for this Ligand-Target Pair
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