ozagrel   Click here for help

GtoPdb Ligand ID: 9866

Synonyms: Cataclot® | KCT-0809 | OKY-046 | Pulmoza®
Approved drug Immunopharmacology Ligand
ozagrel is an approved drug (China and Japan only)
Compound class: Synthetic organic
Comment: Ozagrel is a thromboxane A synthetase (CYP5A1; TBXAS1) inhibitor that has anti-inflammatory action [3]. Note that some of the bioactivity data for ozagrel relate to use of ozagrel sodium or ozagrel hydrochloride.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 55.12
Molecular weight 228.09
XLogP 1.86
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)C=Cc1ccc(cc1)Cn1ccnc1
Isomeric SMILES OC(=O)/C=C/c1ccc(cc1)Cn1ccnc1
InChI InChI=1S/C13H12N2O2/c16-13(17)6-5-11-1-3-12(4-2-11)9-15-8-7-14-10-15/h1-8,10H,9H2,(H,16,17)/b6-5+
1. Hibi S, Okamoto Y, Tagami K, Numata H, Kobayashi N, Shinoda M, Kawahara T, Harada K, Miyamoto K, Yamatsu I. (1996)
Structure-activity relationships of (E)-3-(1,4-benzoquinonyl)-2-[(3-pyridyl)-alkyl]-2-propenoic acid derivatives that inhibit both 5-lipoxygenase and thromboxane A2 synthetase.
J Med Chem, 39 (16): 3148-57. [PMID:8759636]
2. Hiraku S, Taniguchi K, Wakitani K, Omawari N, Kira H, Miyamoto T, Okegawa T, Kawasaki A, Ujiie A. (1986)
Pharmacological studies on the TXA2 synthetase inhibitor (E)-3-[p-(1H-imidazol-1-ylmethyl)phenyl]-2-propenoic acid (OKY-046).
Jpn J Pharmacol, 41 (3): 393-401. [PMID:3093741]
3. Yamaguchi M, Kamei K, Koga T, Akima M, Maruyama A, Kuroki T, Ohi N. (1993)
Novel antiasthmatic agents with dual activities of thromboxane A2 synthetase inhibition and bronchodilation. 2. 4-(3-Pyridyl)-1(2H)-phthalazinones.
J Med Chem, 36 (25): 4061-8. [PMID:8258828]