compound 3 [PMID: 28603634]   Click here for help

GtoPdb Ligand ID: 9628

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: EP4 antagonists from Eli Lilly are being investigated as analgesic and anti‐inflammatory molecules [2]. This one is example 22 in patent US20160251306 [1], which has 43 analogues but reports only 2 IC50s.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 99.52
Molecular weight 390.16
XLogP 3.34
No. Lipinski's rules broken 0
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Canonical SMILES OCc1cccc(c1)c1ccc(c(n1)C(=O)Nc1c(C)ccc(c1C)C(=O)O)C
Isomeric SMILES OCc1cccc(c1)c1ccc(c(n1)C(=O)Nc1c(C)ccc(c1C)C(=O)O)C
InChI InChI=1S/C23H22N2O4/c1-13-7-9-18(23(28)29)15(3)20(13)25-22(27)21-14(2)8-10-19(24-21)17-6-4-5-16(11-17)12-26/h4-11,26H,12H2,1-3H3,(H,25,27)(H,28,29)
1. Blanco-Pillado et al.. (2016)
Dimethylbenzoic acid compounds.
Patent number: US20160251306. Assignee: Eli Lilly. Priority date: 05/08/2017. Publication date: 17/12/2013.
2. Chandrasekhar S, Yu XP, Harvey AK, Oskins JL, Lin C, Wang X, Blanco MJ, Fisher MJ, Kuklish SL, Schiffler MA et al.. (2017)
Analgesic and anti-inflammatory properties of novel, selective, and potent EP4 receptor antagonists.
Pharmacol Res Perspect, 5 (3): e00316. [PMID:28603634]