GW9508   Click here for help

GtoPdb Ligand ID: 1050

Synonyms: GW 9508 | GW-9508
Compound class: Synthetic organic
Comment: GW9508 is a free fatty acid receptor (FFA1R, GPR40) partial agonist with a range of in vivo effects.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 58.56
Molecular weight 347.15
XLogP 4.46
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)CCc1ccc(cc1)NCc1cccc(c1)Oc1ccccc1
Isomeric SMILES OC(=O)CCc1ccc(cc1)NCc1cccc(c1)Oc1ccccc1
InChI InChI=1S/C22H21NO3/c24-22(25)14-11-17-9-12-19(13-10-17)23-16-18-5-4-8-21(15-18)26-20-6-2-1-3-7-20/h1-10,12-13,15,23H,11,14,16H2,(H,24,25)
InChI Key DGENZVKCTGIDRZ-UHFFFAOYSA-N
References
1. Briscoe CP, Peat AJ, McKeown SC, Corbett DF, Goetz AS, Littleton TR, McCoy DC, Kenakin TP, Andrews JL, Ammala C et al.. (2006)
Pharmacological regulation of insulin secretion in MIN6 cells through the fatty acid receptor GPR40: identification of agonist and antagonist small molecules.
Br J Pharmacol, 148 (5): 619-28. [PMID:16702987]
2. Hirasawa A, Hara T, Katsuma S, Adachi T, Tsujimoto G. (2008)
Free fatty acid receptors and drug discovery.
Biol Pharm Bull, 31 (10): 1847-51. [PMID:18827341]