compound 15a   Click here for help

GtoPdb Ligand ID: 10557

Compound class: Synthetic organic
Comment: Compound 15a is a small-molecule agonist of the apelin receptor [1]. It exhibits similar in vitro potency to the endogenous agonist apelin-13, and binds to the orthosteric site of the receptor. Compound 15a was designed by Bristol-Myers Squibb Research and Development.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 95.08
Molecular weight 523.17
XLogP 8.02
No. Lipinski's rules broken 1
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Canonical SMILES CCCC(c1ccccc1)NC(=O)c1ccc(c(c1)C(=O)O)c1c(Cl)cccc1c1nc2c([nH]1)cccc2
Isomeric SMILES CCC[C@H](c1ccccc1)NC(=O)c1ccc(c(c1)C(=O)O)c1c(Cl)cccc1c1nc2c([nH]1)cccc2
InChI InChI=1S/C31H26ClN3O3/c1-2-9-25(19-10-4-3-5-11-19)35-30(36)20-16-17-21(23(18-20)31(37)38)28-22(12-8-13-24(28)32)29-33-26-14-6-7-15-27(26)34-29/h3-8,10-18,25H,2,9H2,1H3,(H,33,34)(H,35,36)(H,37,38)/t25-/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-[2-(1H-benzimidazol-2-yl)-6-chlorophenyl]-5-[[(1R)-1-phenylbutyl]carbamoyl]benzoic acid
Database Links Click here for help
Specialist databases
GPCRdb Ligand compound 15a
Other databases
GtoPdb PubChem SID 404859005
PubChem CID 137501999
Search Google for chemical match using the InChIKey KCWRZNXFHSFVKD-RUZDIDTESA-N
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UniChem Compound Search for chemical match using the InChIKey KCWRZNXFHSFVKD-RUZDIDTESA-N
UniChem Connectivity Search for chemical match using the InChIKey KCWRZNXFHSFVKD-RUZDIDTESA-N