gemfibrozil   Click here for help

GtoPdb Ligand ID: 3439

Synonyms: CI-719 | Gen-Fibro® | Jezil®
Approved drug PDB Ligand
gemfibrozil is an approved drug (FDA (1993))
Compound class: Synthetic organic
Comment: Gemfibrozil is a fibric acid antilipemic agent, pharmacologically similar to clofibrate.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 46.53
Molecular weight 250.16
XLogP 3.35
No. Lipinski's rules broken 0
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Canonical SMILES Cc1ccc(c(c1)OCCCC(C(=O)O)(C)C)C
Isomeric SMILES Cc1ccc(c(c1)OCCCC(C(=O)O)(C)C)C
InChI InChI=1S/C15H22O3/c1-11-6-7-12(2)13(10-11)18-9-5-8-15(3,4)14(16)17/h6-7,10H,5,8-9H2,1-4H3,(H,16,17)
1. De Filippis B, Giancristofaro A, Ammazzalorso A, D'Angelo A, Fantacuzzi M, Giampietro L, Maccallini C, Petruzzelli M, Amoroso R. (2011)
Discovery of gemfibrozil analogues that activate PPARα and enhance the expression of gene CPT1A involved in fatty acids catabolism.
Eur J Med Chem, 46 (10): 5218-24. [PMID:21889235]
2. Noé J, Portmann R, Brun ME, Funk C. (2007)
Substrate-dependent drug-drug interactions between gemfibrozil, fluvastatin and other organic anion-transporting peptide (OATP) substrates on OATP1B1, OATP2B1, and OATP1B3.
Drug Metab Dispos, 35 (8): 1308-14. [PMID:17470528]