diclofenac   

GtoPdb Ligand ID: 2714

Synonyms: Cataflam® | CGP-45840B | GP-45840 | Voltaren® | Voltarol®
diclofenac is an approved drug (FDA (1988))
Compound class: Synthetic organic
Comment: Diclofenac is a nonsteroidal anti-inflammatory drug (NSAID)
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 49.33
Molecular weight 295.02
XLogP 3.9
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OC(=O)Cc1ccccc1Nc1c(Cl)cccc1Cl
Isomeric SMILES OC(=O)Cc1ccccc1Nc1c(Cl)cccc1Cl
InChI InChI=1S/C14H11Cl2NO2/c15-10-5-3-6-11(16)14(10)17-12-7-2-1-4-9(12)8-13(18)19/h1-7,17H,8H2,(H,18,19)
InChI Key DCOPUUMXTXDBNB-UHFFFAOYSA-N
References
1. Adamson DJ, Frew D, Tatoud R, Wolf CR, Palmer CN. (2002)
Diclofenac antagonizes peroxisome proliferator-activated receptor-gamma signaling.
Mol. Pharmacol., 61 (1): 7-12. [PMID:11752200]
2. Blobaum AL, Marnett LJ. (2007)
Structural and functional basis of cyclooxygenase inhibition.
J. Med. Chem., 50 (7): 1425-41. [PMID:17341061]
3. Kojo H, Fukagawa M, Tajima K, Suzuki A, Fujimura T, Aramori I, Hayashi K, Nishimura S. (2003)
Evaluation of human peroxisome proliferator-activated receptor (PPAR) subtype selectivity of a variety of anti-inflammatory drugs based on a novel assay for PPAR delta(beta).
J. Pharmacol. Sci., 93 (3): 347-55. [PMID:14646253]
4. Suzuki H, Sasaki E, Nakagawa A, Muraki Y, Hatano N, Muraki K. (2016)
Diclofenac, a nonsteroidal anti-inflammatory drug, is an antagonist of human TRPM3 isoforms.
Pharmacol Res Perspect, 4 (3): e00232. [PMID:27433342]
5. Zou J, Jin D, Chen W, Wang J, Liu Q, Zhu X, Zhao W. (2005)
Selective cyclooxygenase-2 inhibitors from Calophyllum membranaceum.
J. Nat. Prod., 68 (10): 1514-8. [PMID:16252917]