tranilast
2-[[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]amino]benzoic acid
Molecular Identity
tranilast
2-[[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]amino]benzoic acid
PubChem CID: 5282230
Tranilast is an amidobenzoic acid that is anthranilic acid in which one of the anilino hydrogens is replaced by a 3,4-dimethoxycinnamoyl group. It has a role as an antineoplastic agent, a calcium channel blocker, an anti-asthmatic drug, an anti-allergic agent, a hepatoprotective agent, an aryl hydrocarbon receptor agonist and a nephroprotective agent. It is a secondary carboxamide, a member of cinnamamides, an amidobenzoic acid and a dimethoxybenzene. It is functionally related to an anthranilic acid.
2D Structure
Properties
C18H17NO5
Molecular Formula
327.30
Molecular Weight
g/mol
327.1107
Exact Mass
Da
3.2
XLogP
Drug-like (Lipinski: < 5)
84.9
TPSA
Good oral absorption (< 140 A²)
2
H-Bond Donors
5
H-Bond Acceptors
464
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
tranilast53902-12-8RizabenTranilastumN-(3,4-Dimethoxycinnamoyl)anthranilic acidMK-341HVF50SMY6ENSC-7589702-((3-(3,4-Dimethoxyphenyl)-1-oxo-2-propenyl)amino)benzoic acidCHEBI:77572BENZOIC ACID, 2-((3-(3,4-DIMETHOXYPHENYL)-1-OXO-2-PROPENYL)AMINO)-2-{[(2e)-3-(3,4-Dimethoxyphenyl)prop-2-Enoyl]amino}benzoic Acid2-(((2E)-3-(3,4-Dimethoxyphenyl)prop-2-enoyl)amino)benzoic acidBenzoic acid, 2-[[3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl]amino]-RefChem:898664
Data from PubChem (NCBI)
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