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Compile Data Set for Download or QSAR

Found 1238 hits of ic50 for UniProtKB: P35408   
Target/Host
(Institution)
LigandTarget/Host
Links
Ligand
Links
Trg + Lig
Links
Ki
nM
ΔG°
kcal/mole
IC50
nM
Kd
nM
EC50/IC50
nM
koff
s-1
kon
M-1s-1
pHTemp
°C
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM190273
PNG
(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
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US Patent
0.0820n/a 0.220n/an/an/an/a6.0n/a



Cayman Chemical Company, Inc.

US Patent


Assay Description
Assay Volume and Format:200 μl in 96-well plateCell membrane homogenates (20 μg protein) are incubated for 120 min at 22° C. with 0.5 nM [3...


US Patent US9180116 (2015)


BindingDB Entry DOI: 10.7270/Q2QC029S
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM190282
PNG
(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
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0.100n/a 0.280n/an/an/an/a6.0n/a



Cayman Chemical Company, Inc.

US Patent


Assay Description
Assay Volume and Format:200 μl in 96-well plateCell membrane homogenates (20 μg protein) are incubated for 120 min at 22° C. with 0.5 nM [3...


US Patent US9180116 (2015)


BindingDB Entry DOI: 10.7270/Q2QC029S
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50140261
PNG
(CHEMBL3753860)
Show SMILES Cc1ccc(cc1C(=O)Nc1c(C)cc(cc1C)C(O)=O)-c1cccc(CO)c1
Show InChI InChI=1S/C24H23NO4/c1-14-7-8-19(18-6-4-5-17(11-18)13-26)12-21(14)23(27)25-22-15(2)9-20(24(28)29)10-16(22)3/h4-12,26H,13H2,1-3H3,(H,25,27)(H,28,29)
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n/an/a 0.280n/an/an/an/an/an/a



Lilly Research Laboratories

Curated by ChEMBL


Assay Description
Antagonist activity at human EP4 receptor expressed in HEK293 cells assessed as inhibition of PGE2-stimulated cAMP production after 1 hr by HTRF assa...


Bioorg Med Chem Lett 26: 931-5 (2016)


Article DOI: 10.1016/j.bmcl.2015.12.057
BindingDB Entry DOI: 10.7270/Q22F7Q93
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM190272
PNG
(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
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0.120n/a 0.320n/an/an/an/a6.0n/a



Cayman Chemical Company, Inc.

US Patent


Assay Description
Assay Volume and Format:200 μl in 96-well plateCell membrane homogenates (20 μg protein) are incubated for 120 min at 22° C. with 0.5 nM [3...


US Patent US9180116 (2015)


BindingDB Entry DOI: 10.7270/Q2QC029S
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50101822
PNG
((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
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0.140n/a 0.380n/an/an/an/a6.0n/a



Cayman Chemical Company, Inc.

US Patent


Assay Description
Assay Volume and Format:200 μl in 96-well plateCell membrane homogenates (20 μg protein) are incubated for 120 min at 22° C. with 0.5 nM [3...


US Patent US9180116 (2015)


BindingDB Entry DOI: 10.7270/Q2QC029S
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50606242
PNG
(CHEMBL5186935)
Show SMILES C[C@H](NC(=O)c1c(Cc2ccc(C)cc2)sc2COCCc12)c1ccc(cc1)C(O)=O |r|
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n/an/a 0.400n/an/an/an/an/an/a


TBA



Citation and Details

Article DOI: 10.1021/acs.jmedchem.2c00448
BindingDB Entry DOI: 10.7270/Q2GM8CD4
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50520104
PNG
(CHEMBL4535971)
Show SMILES C\C=C\c1nnn(Cc2ccc(cc2)C(F)(F)F)c1C(=O)N[C@@H](C)c1ccc(cc1)C(O)=O |r|
Show InChI InChI=1S/C23H21F3N4O3/c1-3-4-19-20(21(31)27-14(2)16-7-9-17(10-8-16)22(32)33)30(29-28-19)13-15-5-11-18(12-6-15)23(24,25)26/h3-12,14H,13H2,1-2H3,(H,27,31)(H,32,33)/b4-3+/t14-/m0/s1
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n/an/a 0.400n/an/an/an/an/an/a



East China Normal University

Curated by ChEMBL


Assay Description
Inhibition of human EP4 transfected in human HEK293 cells co transfected with SmBit-beta-arrestin. assessed as reduction in PGE2 induced-beta-arresti...


J Med Chem 63: 569-590 (2020)


Article DOI: 10.1021/acs.jmedchem.9b01269
BindingDB Entry DOI: 10.7270/Q2N58QRT
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM35847
PNG
((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
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n/an/a 0.550n/an/an/an/an/an/a



Jagiellonian University Medical College

Curated by ChEMBL


Assay Description
Displacement of [3H]PGE2 from human recombinant EP4 receptor expressed in HEK293 cells measured after 120 mins by scintillation counting method


Bioorg Med Chem 25: 471-482 (2017)


Article DOI: 10.1016/j.bmc.2016.11.014
BindingDB Entry DOI: 10.7270/Q2CF9S3S
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM190270
PNG
(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
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0.210n/a 0.570n/an/an/an/a6.0n/a



Cayman Chemical Company, Inc.

US Patent


Assay Description
Assay Volume and Format:200 μl in 96-well plateCell membrane homogenates (20 μg protein) are incubated for 120 min at 22° C. with 0.5 nM [3...


US Patent US9180116 (2015)


BindingDB Entry DOI: 10.7270/Q2QC029S
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM578769
PNG
(US11479550, Example 11-15(2) | US11479550, Example...)
Show SMILES COCCNC(=O)c1ccc2c(C)cn([C@H](C)C(=O)Nc3cc(ccc3CCCC(O)=O)C#N)c2c1 |r|
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n/an/a 0.570n/an/an/an/an/an/a


TBA

Assay Description
CHO cells expressing human EP4 receptor subtypes were prepared according to the methods of Nishigaki et al. (Non-Patent Literature 4), and used for e...


Citation and Details

BindingDB Entry DOI: 10.7270/Q2765JJJ
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50140264
PNG
(CHEMBL3753835)
Show SMILES Cc1ccc(nc1C(=O)Nc1c(C)cc(cc1C)C(O)=O)-c1cccc(CO)c1
Show InChI InChI=1S/C23H22N2O4/c1-13-7-8-19(17-6-4-5-16(11-17)12-26)24-21(13)22(27)25-20-14(2)9-18(23(28)29)10-15(20)3/h4-11,26H,12H2,1-3H3,(H,25,27)(H,28,29)
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n/an/a 0.670n/an/an/an/an/an/a



Lilly Research Laboratories

Curated by ChEMBL


Assay Description
Antagonist activity at human EP4 receptor expressed in HEK293 cells assessed as inhibition of PGE2-stimulated cAMP production after 1 hr by HTRF assa...


Bioorg Med Chem Lett 26: 931-5 (2016)


Article DOI: 10.1016/j.bmcl.2015.12.057
BindingDB Entry DOI: 10.7270/Q22F7Q93
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50140253
PNG
(CHEMBL3752948)
Show SMILES Cc1cc(cc(C)c1NC(=O)c1nc(ccc1C(F)(F)F)-c1cccc(CO)c1)C(O)=O
Show InChI InChI=1S/C23H19F3N2O4/c1-12-8-16(22(31)32)9-13(2)19(12)28-21(30)20-17(23(24,25)26)6-7-18(27-20)15-5-3-4-14(10-15)11-29/h3-10,29H,11H2,1-2H3,(H,28,30)(H,31,32)
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n/an/a 0.670n/an/an/an/an/an/a



Lilly Research Laboratories

Curated by ChEMBL


Assay Description
Antagonist activity at human EP4 receptor expressed in HEK293 cells assessed as inhibition of PGE2-stimulated cAMP production after 1 hr by HTRF assa...


Bioorg Med Chem Lett 26: 931-5 (2016)


Article DOI: 10.1016/j.bmcl.2015.12.057
BindingDB Entry DOI: 10.7270/Q22F7Q93
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM578749
PNG
(US11479550, Example 3-9(2))
Show SMILES COCCNC(=O)c1ccc2c(C)cn([C@H](C)C(=O)Nc3cc(Cn4cc(C)cn4)ccc3CCCC(O)=O)c2c1 |r|
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n/an/a 0.700n/an/an/an/an/an/a


TBA

Assay Description
CHO cells expressing human EP4 receptor subtypes were prepared according to the methods of Nishigaki et al. (Non-Patent Literature 4), and used for e...


Citation and Details

BindingDB Entry DOI: 10.7270/Q2765JJJ
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM35847
PNG
((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
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n/an/a 0.700n/an/an/an/an/an/a



Merck Frosst Centre for Therapeutic Research

Curated by ChEMBL


Assay Description
Inhibitory activity against human EP4 receptor expressed in HEK293 ebna cells


Bioorg Med Chem Lett 13: 1129-32 (2003)


BindingDB Entry DOI: 10.7270/Q25T3M1G
More data for this
Ligand-Target Pair
3D
3D Structure (crystal)
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50140262
PNG
(CHEMBL3753567)
Show SMILES Cc1cc(cc(C)c1NC(=O)c1cc(ccc1F)-c1cccc(CO)c1)C(O)=O
Show InChI InChI=1S/C23H20FNO4/c1-13-8-18(23(28)29)9-14(2)21(13)25-22(27)19-11-17(6-7-20(19)24)16-5-3-4-15(10-16)12-26/h3-11,26H,12H2,1-2H3,(H,25,27)(H,28,29)
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n/an/a 0.730n/an/an/an/an/an/a



Lilly Research Laboratories

Curated by ChEMBL


Assay Description
Antagonist activity at human EP4 receptor expressed in HEK293 cells assessed as inhibition of PGE2-stimulated cAMP production after 1 hr by HTRF assa...


Bioorg Med Chem Lett 26: 931-5 (2016)


Article DOI: 10.1016/j.bmcl.2015.12.057
BindingDB Entry DOI: 10.7270/Q22F7Q93
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM190275
PNG
(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
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0.280n/a 0.740n/an/an/an/a6.0n/a



Cayman Chemical Company, Inc.

US Patent


Assay Description
Assay Volume and Format:200 μl in 96-well plateCell membrane homogenates (20 μg protein) are incubated for 120 min at 22° C. with 0.5 nM [3...


US Patent US9180116 (2015)


BindingDB Entry DOI: 10.7270/Q2QC029S
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM578774
PNG
(4-[2-({2-[3-methyl-6-(methylcarbamoyl)-1H-indol-1-...)
Show SMILES CNC(=O)c1ccc2c(C)cn(C(C)C(=O)Nc3cc(Oc4ccccc4)ccc3CCCC(O)=O)c2c1
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n/an/a 0.790n/an/an/an/an/an/a


TBA

Assay Description
CHO cells expressing human EP4 receptor subtypes were prepared according to the methods of Nishigaki et al. (Non-Patent Literature 4), and used for e...


Citation and Details

BindingDB Entry DOI: 10.7270/Q2765JJJ
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM578746
PNG
(US11479550, Example 3-3(2))
Show SMILES CCNC(=O)c1ccc2c(C)cn([C@H](C)C(=O)Nc3cc(Cn4cc(C)cn4)ccc3CCCC(O)=O)c2c1 |r|
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n/an/a 0.900n/an/an/an/an/an/a


TBA

Assay Description
CHO cells expressing human EP4 receptor subtypes were prepared according to the methods of Nishigaki et al. (Non-Patent Literature 4), and used for e...


Citation and Details

BindingDB Entry DOI: 10.7270/Q2765JJJ
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50334131
PNG
((S)-4-(1-(1-(4-chlorobenzyl)indoline-7-carboxamido...)
Show SMILES C[C@H](NC(=O)c1cccc2CCN(Cc3ccc(Cl)cc3)c12)c1ccc(cc1)C(O)=O |r|
Show InChI InChI=1S/C25H23ClN2O3/c1-16(18-7-9-20(10-8-18)25(30)31)27-24(29)22-4-2-3-19-13-14-28(23(19)22)15-17-5-11-21(26)12-6-17/h2-12,16H,13-15H2,1H3,(H,27,29)(H,30,31)/t16-/m0/s1
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n/an/a 0.920n/an/an/an/an/an/a



Merck Frosst Canada Inc.

Curated by ChEMBL


Assay Description
Antagonist activity at human prostanoid EP4 receptor expressed in HEK293 cells assessed as inhibition of PGE2-induced cAMP accumulation by scintillat...


Bioorg Med Chem Lett 21: 484-7 (2010)


Article DOI: 10.1016/j.bmcl.2010.10.106
BindingDB Entry DOI: 10.7270/Q2BZ6695
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM640244
PNG
(3-Ethoxy-5-{6-[2-(4-fluoro-benzo[b]thiophen-5-yl)-...)
Show SMILES CCOc1cc(sc1C(O)=O)-c1cc(NCCc2ccc3sccc3c2F)ncn1
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n/an/a 1n/an/an/an/an/an/a


TBA



Citation and Details
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50606235
PNG
(CHEMBL5171006)
Show SMILES C[C@H](NC(=O)c1c(Cc2ccc(Cl)cc2)sc2COCCc12)c1ccc(cc1)C(O)=O |r|
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TBA



Citation and Details

Article DOI: 10.1021/acs.jmedchem.2c00448
BindingDB Entry DOI: 10.7270/Q2GM8CD4
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM640239
PNG
(3-Ethoxy-5-{6-[2-(7-fluoro-benzo[b]thiophen-5-yl)-...)
Show SMILES CCOc1cc(sc1C(O)=O)-c1cc(NCCc2cc(F)c3sccc3c2)ncn1
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TBA



Citation and Details
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM639881
PNG
(5-{6-[2-(3-Cyano-1-methyl-naphthalen-2-yl)-ethylam...)
Show SMILES CCOc1cc(sc1C(O)=O)-c1cc(NCCc2c(C)c3ccccc3cc2C#N)ncn1
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TBA



Citation and Details
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50606253
PNG
(CHEMBL5204626)
Show SMILES OC(=O)c1ccc(cc1)C1(CC1)NC(=O)c1c(Cc2cccc(c2)C(F)(F)F)sc2COCCc12
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TBA



Citation and Details

Article DOI: 10.1021/acs.jmedchem.2c00448
BindingDB Entry DOI: 10.7270/Q2GM8CD4
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM639880
PNG
(3-Ethoxy-5-{6-[2-(3-methoxy-1-methyl-naphthalen-2-...)
Show SMILES CCOc1cc(sc1C(O)=O)-c1cc(NCCc2c(C)c3ccccc3cc2OC)ncn1
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TBA



Citation and Details
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50499955
PNG
(CHEMBL3741430)
Show SMILES Cc1cc(cc(C)c1NC(=O)c1cc(cc2ccccc12)-c1cccc(CO)c1)C(O)=O
Show InChI InChI=1S/C27H23NO4/c1-16-10-22(27(31)32)11-17(2)25(16)28-26(30)24-14-21(13-20-7-3-4-9-23(20)24)19-8-5-6-18(12-19)15-29/h3-14,29H,15H2,1-2H3,(H,28,30)(H,31,32)
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n/an/a 1.10n/an/an/an/an/an/a



Eli Lilly and Company

Curated by ChEMBL


Assay Description
Antagonist activity at human EP4 receptor in HEK293 cells assessed as inhibition of PGE2-induced cAMP accumulation


Bioorg Med Chem Lett 26: 105-9 (2016)


Article DOI: 10.1016/j.bmcl.2015.11.023
BindingDB Entry DOI: 10.7270/Q2G73HRK
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50319838
PNG
((S)-4-(1-(5-chloro-1-(4-(trifluoromethyl)benzyl)-1...)
Show SMILES C[C@H](NC(=O)c1cc(Cl)cc2ccn(Cc3ccc(cc3)C(F)(F)F)c12)c1ccc(cc1)C(O)=O |r|
Show InChI InChI=1S/C26H20ClF3N2O3/c1-15(17-4-6-18(7-5-17)25(34)35)31-24(33)22-13-21(27)12-19-10-11-32(23(19)22)14-16-2-8-20(9-3-16)26(28,29)30/h2-13,15H,14H2,1H3,(H,31,33)(H,34,35)/t15-/m0/s1
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n/an/a 1.10n/an/an/an/an/an/a



Merck Frosst Canada Ltd

Curated by ChEMBL


Assay Description
Antagonist activity at human prostanoid EP4 receptor expressed in HEK293 cells assessed as inhibition of PGE2-induced cAMP accumulation by scintillat...


Bioorg Med Chem Lett 20: 3760-3 (2010)


Article DOI: 10.1016/j.bmcl.2010.04.065
BindingDB Entry DOI: 10.7270/Q20P106K
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50334130
PNG
((S)-4-(1-(1-(3,4-dichlorobenzyl)indoline-7-carboxa...)
Show SMILES C[C@H](NC(=O)c1cccc2CCN(Cc3ccc(Cl)c(Cl)c3)c12)c1ccc(cc1)C(O)=O |r|
Show InChI InChI=1S/C25H22Cl2N2O3/c1-15(17-6-8-19(9-7-17)25(31)32)28-24(30)20-4-2-3-18-11-12-29(23(18)20)14-16-5-10-21(26)22(27)13-16/h2-10,13,15H,11-12,14H2,1H3,(H,28,30)(H,31,32)/t15-/m0/s1
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n/an/a 1.10n/an/an/an/an/an/a



Merck Frosst Canada Inc.

Curated by ChEMBL


Assay Description
Antagonist activity at human prostanoid EP4 receptor expressed in HEK293 cells assessed as inhibition of PGE2-induced cAMP accumulation by scintillat...


Bioorg Med Chem Lett 21: 484-7 (2010)


Article DOI: 10.1016/j.bmcl.2010.10.106
BindingDB Entry DOI: 10.7270/Q2BZ6695
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM190267
PNG
(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
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0.440n/a 1.20n/an/an/an/a6.0n/a



Cayman Chemical Company, Inc.

US Patent


Assay Description
Assay Volume and Format:200 μl in 96-well plateCell membrane homogenates (20 μg protein) are incubated for 120 min at 22° C. with 0.5 nM [3...


US Patent US9180116 (2015)


BindingDB Entry DOI: 10.7270/Q2QC029S
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM578743
PNG
(US11479550, Example 2-6(2))
Show SMILES CNC(=O)c1ccc2c(C)cn([C@H](C)C(=O)Nc3cc(Cn4ccc(C)n4)ccc3CCCC(O)=O)c2c1 |r|
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n/an/a 1.20n/an/an/an/an/an/a


TBA

Assay Description
CHO cells expressing human EP4 receptor subtypes were prepared according to the methods of Nishigaki et al. (Non-Patent Literature 4), and used for e...


Citation and Details

BindingDB Entry DOI: 10.7270/Q2765JJJ
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM285498
PNG
(4-[4-Cyano-2-({[(1R,2R)-6′-(methylcarbamoyl)...)
Show SMILES CNC(=O)c1ccc2CC[C@]3(C[C@H]3C(=O)Nc3cc(ccc3CCCC(O)=O)C#N)c2c1 |r|
Show InChI InChI=1S/C25H25N3O4/c1-27-23(31)18-8-7-16-9-10-25(19(16)12-18)13-20(25)24(32)28-21-11-15(14-26)5-6-17(21)3-2-4-22(29)30/h5-8,11-12,20H,2-4,9-10,13H2,1H3,(H,27,31)(H,28,32)(H,29,30)/t20-,25-/m0/s1
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n/an/a 1.20n/an/an/an/an/a25



ONO PHARMACEUTICAL CO., LTD.

US Patent


Assay Description
EP4 Antagonistic Activity Measurement Experiment Using Prostanoid Receptor Subtype Expressing CellsCHO cells expressing rat EP4 receptor subtypes wer...


US Patent US10077247 (2018)


BindingDB Entry DOI: 10.7270/Q22J6DWN
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50333748
PNG
(CHEMBL1644003 | N,N,5,7-tetramethyl-3-(4-(2-(3-tos...)
Show SMILES CN(C)C(=O)c1sc2c(C)cc(C)cc2c1-c1ccc(CCNC(=O)NS(=O)(=O)c2ccc(C)cc2)cc1
Show InChI InChI=1S/C29H31N3O4S2/c1-18-6-12-23(13-7-18)38(35,36)31-29(34)30-15-14-21-8-10-22(11-9-21)25-24-17-19(2)16-20(3)26(24)37-27(25)28(33)32(4)5/h6-13,16-17H,14-15H2,1-5H3,(H2,30,31,34)
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n/an/a 1.20n/an/an/an/an/an/a



Merck Frosst Centre for Therapeutic Research

Curated by ChEMBL


Assay Description
Antagonist activity at human EP4 receptor in HEK293 cells by cell-based functional assay


Bioorg Med Chem Lett 21: 734-7 (2011)


Article DOI: 10.1016/j.bmcl.2010.11.118
BindingDB Entry DOI: 10.7270/Q22N52JP
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM190268
PNG
(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
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0.490n/a 1.30n/an/an/an/a6.0n/a



Cayman Chemical Company, Inc.

US Patent


Assay Description
Assay Volume and Format:200 μl in 96-well plateCell membrane homogenates (20 μg protein) are incubated for 120 min at 22° C. with 0.5 nM [3...


US Patent US9180116 (2015)


BindingDB Entry DOI: 10.7270/Q2QC029S
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM578764
PNG
(US11479550, Example 11-1(2))
Show SMILES CCNC(=O)c1ccc2c(C)cn([C@H](C)C(=O)Nc3cc(ccc3CCCC(O)=O)C#N)c2c1 |r|
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TBA

Assay Description
CHO cells expressing human EP4 receptor subtypes were prepared according to the methods of Nishigaki et al. (Non-Patent Literature 4), and used for e...


Citation and Details

BindingDB Entry DOI: 10.7270/Q2765JJJ
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50319837
PNG
(4-(1-(1-(4-(trifluoromethyl)benzyl)-1H-indole-7-ca...)
Show SMILES OC(=O)c1ccc(cc1)C1(CC1)NC(=O)c1cccc2ccn(Cc3ccc(cc3)C(F)(F)F)c12
Show InChI InChI=1S/C27H21F3N2O3/c28-27(29,30)21-8-4-17(5-9-21)16-32-15-12-18-2-1-3-22(23(18)32)24(33)31-26(13-14-26)20-10-6-19(7-11-20)25(34)35/h1-12,15H,13-14,16H2,(H,31,33)(H,34,35)
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Merck Frosst Canada Ltd

Curated by ChEMBL


Assay Description
Antagonist activity at human prostanoid EP4 receptor expressed in HEK293 cells assessed as inhibition of PGE2-induced cAMP accumulation by scintillat...


Bioorg Med Chem Lett 20: 3760-3 (2010)


Article DOI: 10.1016/j.bmcl.2010.04.065
BindingDB Entry DOI: 10.7270/Q20P106K
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50334136
PNG
((S)-4-(1-(1-(biphenyl-4-ylmethyl)indoline-7-carbox...)
Show SMILES C[C@H](NC(=O)c1cccc2CCN(Cc3ccc(cc3)-c3ccccc3)c12)c1ccc(cc1)C(O)=O |r|
Show InChI InChI=1S/C31H28N2O3/c1-21(23-14-16-27(17-15-23)31(35)36)32-30(34)28-9-5-8-26-18-19-33(29(26)28)20-22-10-12-25(13-11-22)24-6-3-2-4-7-24/h2-17,21H,18-20H2,1H3,(H,32,34)(H,35,36)/t21-/m0/s1
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Merck Frosst Canada Inc.

Curated by ChEMBL


Assay Description
Antagonist activity at human prostanoid EP4 receptor expressed in HEK293 cells assessed as inhibition of PGE2-induced cAMP accumulation by scintillat...


Bioorg Med Chem Lett 21: 484-7 (2010)


Article DOI: 10.1016/j.bmcl.2010.10.106
BindingDB Entry DOI: 10.7270/Q2BZ6695
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM285464
PNG
(4-{4-Cyano-2-[({2′R, 4S)-6-[(1-methyl 1H-pyr...)
Show SMILES Cn1cc(NC(=O)c2ccc3OCC[C@]4(C[C@H]4C(=O)Nc4cc(ccc4CCCC(O)=O)C#N)c3c2)cn1 |r|
Show InChI InChI=1S/C28H27N5O5/c1-33-16-20(15-30-33)31-26(36)19-7-8-24-21(12-19)28(9-10-38-24)13-22(28)27(37)32-23-11-17(14-29)5-6-18(23)3-2-4-25(34)35/h5-8,11-12,15-16,22H,2-4,9-10,13H2,1H3,(H,31,36)(H,32,37)(H,34,35)/t22-,28-/m0/s1
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n/an/a 1.30n/an/an/an/an/a25



ONO PHARMACEUTICAL CO., LTD.

US Patent


Assay Description
EP4 Antagonistic Activity Measurement Experiment Using Prostanoid Receptor Subtype Expressing CellsCHO cells expressing rat EP4 receptor subtypes wer...


US Patent US10077247 (2018)


BindingDB Entry DOI: 10.7270/Q22J6DWN
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50520069
PNG
(CHEMBL4457944)
Show SMILES C[C@H](NC(=O)c1c(nnn1CCOc1cccc(c1)C(F)(F)F)-c1ccccc1)c1ccc(cc1)C(O)=O |r|
Show InChI InChI=1S/C27H23F3N4O4/c1-17(18-10-12-20(13-11-18)26(36)37)31-25(35)24-23(19-6-3-2-4-7-19)32-33-34(24)14-15-38-22-9-5-8-21(16-22)27(28,29)30/h2-13,16-17H,14-15H2,1H3,(H,31,35)(H,36,37)/t17-/m0/s1
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n/an/a 1.30n/an/an/an/an/an/a



East China Normal University

Curated by ChEMBL


Assay Description
Antagonist activity at human EP4 expressed in CHO cells coexpressing G16-alpha assessed as intracellular calcium flux preincubated for 15 mins follow...


J Med Chem 63: 569-590 (2020)


Article DOI: 10.1021/acs.jmedchem.9b01269
BindingDB Entry DOI: 10.7270/Q2N58QRT
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50319836
PNG
(4-(1-(5-chloro-1-(4-(trifluoromethyl)benzyl)-1H-in...)
Show SMILES OC(=O)c1ccc(cc1)C1(CC1)NC(=O)c1cc(Cl)cc2ccn(Cc3ccc(cc3)C(F)(F)F)c12
Show InChI InChI=1S/C27H20ClF3N2O3/c28-21-13-18-9-12-33(15-16-1-5-20(6-2-16)27(29,30)31)23(18)22(14-21)24(34)32-26(10-11-26)19-7-3-17(4-8-19)25(35)36/h1-9,12-14H,10-11,15H2,(H,32,34)(H,35,36)
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n/an/a 1.30n/an/an/an/an/an/a



Merck Frosst Canada Ltd

Curated by ChEMBL


Assay Description
Antagonist activity at human prostanoid EP4 receptor expressed in HEK293 cells assessed as inhibition of PGE2-induced cAMP accumulation by scintillat...


Bioorg Med Chem Lett 20: 3760-3 (2010)


Article DOI: 10.1016/j.bmcl.2010.04.065
BindingDB Entry DOI: 10.7270/Q20P106K
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50125405
PNG
((R)-5-((E)-(S)-3-Hydroxy-4-phenyl-but-1-enyl)-1-[6...)
Show SMILES O[C@@H](Cc1ccccc1)\C=C\[C@H]1CCC(=O)N1CCCCCCc1nnn[nH]1
Show InChI InChI=1S/C21H29N5O2/c27-19(16-17-8-4-3-5-9-17)13-11-18-12-14-21(28)26(18)15-7-2-1-6-10-20-22-24-25-23-20/h3-5,8-9,11,13,18-19,27H,1-2,6-7,10,12,14-16H2,(H,22,23,24,25)/b13-11+/t18-,19+/m0/s1
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n/an/a 1.40n/an/an/an/an/an/a



Merck Frosst Centre for Therapeutic Research

Curated by ChEMBL


Assay Description
EP4 agonist potency utilizing a stable clone of pSV40-EP4 transfected into HEK293 cells expressing EP4 receptor


Bioorg Med Chem Lett 13: 1129-32 (2003)


BindingDB Entry DOI: 10.7270/Q25T3M1G
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50319840
PNG
((S)-4-(1-(1-(3-chloro-5-(trifluoromethoxy)benzyl)-...)
Show SMILES C[C@H](NC(=O)c1cccc2ccn(Cc3cc(Cl)cc(OC(F)(F)F)c3)c12)c1ccc(cc1)C(O)=O |r|
Show InChI InChI=1S/C26H20ClF3N2O4/c1-15(17-5-7-19(8-6-17)25(34)35)31-24(33)22-4-2-3-18-9-10-32(23(18)22)14-16-11-20(27)13-21(12-16)36-26(28,29)30/h2-13,15H,14H2,1H3,(H,31,33)(H,34,35)/t15-/m0/s1
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n/an/a 1.40n/an/an/an/an/an/a



Merck Frosst Canada Ltd

Curated by ChEMBL


Assay Description
Antagonist activity at human prostanoid EP4 receptor expressed in HEK293 cells assessed as inhibition of PGE2-induced cAMP accumulation by scintillat...


Bioorg Med Chem Lett 20: 3760-3 (2010)


Article DOI: 10.1016/j.bmcl.2010.04.065
BindingDB Entry DOI: 10.7270/Q20P106K
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM578751
PNG
(US11479550, Example 3-20(2))
Show SMILES C[C@H](C(=O)Nc1cc(Cn2cc(C)cn2)ccc1CCCC(O)=O)n1cc(C)c2ccc(cc12)C(=O)NCC1CC1 |r|
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n/an/a 1.40n/an/an/an/an/an/a


TBA

Assay Description
CHO cells expressing human EP4 receptor subtypes were prepared according to the methods of Nishigaki et al. (Non-Patent Literature 4), and used for e...


Citation and Details

BindingDB Entry DOI: 10.7270/Q2765JJJ
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50319843
PNG
((S)-4-(1-(5-chloro-1-(3-chlorobenzyl)-1H-indole-7-...)
Show SMILES C[C@H](NC(=O)c1cc(Cl)cc2ccn(Cc3cccc(Cl)c3)c12)c1ccc(cc1)C(O)=O |r|
Show InChI InChI=1S/C25H20Cl2N2O3/c1-15(17-5-7-18(8-6-17)25(31)32)28-24(30)22-13-21(27)12-19-9-10-29(23(19)22)14-16-3-2-4-20(26)11-16/h2-13,15H,14H2,1H3,(H,28,30)(H,31,32)/t15-/m0/s1
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n/an/a 1.5n/an/an/an/an/an/a



Merck Frosst Canada Ltd

Curated by ChEMBL


Assay Description
Antagonist activity at human prostanoid EP4 receptor expressed in HEK293 cells assessed as inhibition of PGE2-induced cAMP accumulation by scintillat...


Bioorg Med Chem Lett 20: 3760-3 (2010)


Article DOI: 10.1016/j.bmcl.2010.04.065
BindingDB Entry DOI: 10.7270/Q20P106K
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50335985
PNG
(CHEMBL1669013 | N-(1-(4-(4,9-diethoxy-1-oxo-1H-ben...)
Show SMILES CCOc1c2CN(C(=O)c2c(OCC)c2ccccc12)c1ccc(CC2(CC2)NC(=O)NS(=O)(=O)c2ccc(C)cc2)cc1C
Show InChI InChI=1S/C35H37N3O6S/c1-5-43-31-26-9-7-8-10-27(26)32(44-6-2)30-28(31)21-38(33(30)39)29-16-13-24(19-23(29)4)20-35(17-18-35)36-34(40)37-45(41,42)25-14-11-22(3)12-15-25/h7-16,19H,5-6,17-18,20-21H2,1-4H3,(H2,36,37,40)
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n/an/a 1.5n/an/an/an/an/an/a



Merck Frosst Centre for Therapeutic Research

Curated by ChEMBL


Assay Description
Displacement of [3H]PGE2 from human EP4 receptor expressed in HEK293 cells by scintillation counting


Bioorg Med Chem Lett 21: 1041-6 (2011)


Article DOI: 10.1016/j.bmcl.2010.12.014
BindingDB Entry DOI: 10.7270/Q2VH5P4H
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM578756
PNG
(US11479550, Example 7-3(2))
Show SMILES CNC(=O)c1ccc2c(C)cn([C@H](C)C(=O)Nc3cc(Cn4cnc(n4)C(F)(F)F)ccc3CCCC(O)=O)c2c1 |r|
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TBA

Assay Description
CHO cells expressing human EP4 receptor subtypes were prepared according to the methods of Nishigaki et al. (Non-Patent Literature 4), and used for e...


Citation and Details

BindingDB Entry DOI: 10.7270/Q2765JJJ
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM453713
PNG
(2-(9-Ethyl-8-fluoro-6-methyl-9H-carbazol-3-yl)-1-(...)
Show SMILES CCn1c2ccc(cc2c2cc(C)cc(F)c12)-c1nc2cc(ccc2n1CCOC)C(O)=O
Show InChI InChI=1S/C26H24FN3O3/c1-4-29-22-7-5-16(13-18(22)19-11-15(2)12-20(27)24(19)29)25-28-21-14-17(26(31)32)6-8-23(21)30(25)9-10-33-3/h5-8,11-14H,4,9-10H2,1-3H3,(H,31,32)
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n/an/a 1.5n/an/an/an/an/an/a



BAYER PHARMA AKTIENGESELLSCHAFT

US Patent


Assay Description
5. 1 Detection PrincipleBinding of prostaglandin D2 to the human PGD receptor induces activation of membrane-bound adenylate cyclases and leads to th...


US Patent US10730856 (2020)


BindingDB Entry DOI: 10.7270/Q2TH8QRT
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM50308134
PNG
(4-[({[2,5-Dichloro-4-(3-chlorobenzyl)-3-thienyl]ca...)
Show SMILES OC(=O)c1ccc(CNC(=O)c2c(Cl)sc(Cl)c2Cc2cccc(Cl)c2)cc1
Show InChI InChI=1S/C20H14Cl3NO3S/c21-14-3-1-2-12(8-14)9-15-16(18(23)28-17(15)22)19(25)24-10-11-4-6-13(7-5-11)20(26)27/h1-8H,9-10H2,(H,24,25)(H,26,27)
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Merck Frosst Centre for Therapeutic Research

Curated by ChEMBL


Assay Description
Antagonist activity at human EP4 receptor expressed in HEK293 cells assessed as inhibition of PGE2-induced cAMP accumulation by scintillation proximi...


J Med Chem 53: 2227-38 (2010)


Article DOI: 10.1021/jm901771h
BindingDB Entry DOI: 10.7270/Q29W0FMT
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM578773
PNG
(US11479550, Example 12-1(2))
Show SMILES CNC(=O)c1ccc2c(C)cn([C@H](C)C(=O)Nc3cc(Cn4cc(C)cn4)ccc3CCCC(O)=O)c2c1 |r|
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TBA

Assay Description
CHO cells expressing human EP4 receptor subtypes were prepared according to the methods of Nishigaki et al. (Non-Patent Literature 4), and used for e...


Citation and Details

BindingDB Entry DOI: 10.7270/Q2765JJJ
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM578766
PNG
(US11479550, Example 11-7(2))
Show SMILES C[C@H](C(=O)Nc1cc(ccc1CCCC(O)=O)C#N)n1cc(C)c2ccc(cc12)C(=O)NC(C)(C)C |r|
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n/an/a 1.60n/an/an/an/an/an/a


TBA

Assay Description
CHO cells expressing human EP4 receptor subtypes were prepared according to the methods of Nishigaki et al. (Non-Patent Literature 4), and used for e...


Citation and Details

BindingDB Entry DOI: 10.7270/Q2765JJJ
More data for this
Ligand-Target Pair
Prostaglandin E2 receptor EP4 subtype


(Homo sapiens (Human))
BDBM285502
PNG
(US10077247, Example 20-2)
Show SMILES COCCNC(=O)c1cc2c(OCC[C@]22C[C@H]2C(=O)Nc2cc(ccc2CCCC(O)=O)C#N)cc1F |r|
Show InChI InChI=1S/C27H28FN3O6/c1-36-10-8-30-25(34)18-12-19-23(13-21(18)28)37-9-7-27(19)14-20(27)26(35)31-22-11-16(15-29)5-6-17(22)3-2-4-24(32)33/h5-6,11-13,20H,2-4,7-10,14H2,1H3,(H,30,34)(H,31,35)(H,32,33)/t20-,27-/m0/s1
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n/an/a 1.60n/an/an/an/an/a25



ONO PHARMACEUTICAL CO., LTD.

US Patent


Assay Description
EP4 Antagonistic Activity Measurement Experiment Using Prostanoid Receptor Subtype Expressing CellsCHO cells expressing rat EP4 receptor subtypes wer...


US Patent US10077247 (2018)


BindingDB Entry DOI: 10.7270/Q22J6DWN
More data for this
Ligand-Target Pair
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