tolfenamic acid   Click here for help

GtoPdb Ligand ID: 8769

Synonyms: Clotam®
Approved drug PDB Ligand
tolfenamic acid is an approved drug (UK (1997))
Compound class: Synthetic organic
Comment: Tolfenamic acid is a non-steroidal anti-inflammatory drug (NSAID) with analgesic, antipyretic and anti-inflammatory actions [1].
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View more information in the IUPHAR Pharmacology Education Project: tolfenamic acid

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 49.33
Molecular weight 261.06
XLogP 4.13
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)c1ccccc1Nc1cccc(c1C)Cl
Isomeric SMILES OC(=O)c1ccccc1Nc1cccc(c1C)Cl
InChI InChI=1S/C14H12ClNO2/c1-9-11(15)6-4-8-12(9)16-13-7-3-2-5-10(13)14(17)18/h2-8,16H,1H3,(H,17,18)
1. Pentikäinen PJ, Neuvonen PJ, Backman C. (1981)
Human pharmacokinetics of tolfenamic acid, a new anti-inflammatory agent.
Eur J Clin Pharmacol, 19 (5): 359-65. [PMID:7238564]
2. Qiu W, Zhou M, Mazumdar M, Azzi A, Ghanmi D, Luu-The V, Labrie F, Lin SX. (2007)
Structure-based inhibitor design for an enzyme that binds different steroids: a potent inhibitor for human type 5 17beta-hydroxysteroid dehydrogenase.
J Biol Chem, 282 (11): 8368-79. [PMID:17166832]