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
SMILES / InChI / InChIKey
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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
InChI Key KCWRZNXFHSFVKD-RUZDIDTESA-N
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
GtoPdb PubChem SID 404859005
PubChem CID 137501999
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