Compound ID | 3198

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Ethionamide

Class: Small molecule antibacterial agent

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Antimycobacterial
Mechanism of action: Mycolic acid synthesis inhibitor. Mycobacterial enoyl-ACP reductase inhibitor
Target Pathogen: Active against Mycobacterium tuberculosis
Description: Synthetic compound; prodrug of structural analogue of isoniazid; second-line anti-TB drug; undergoes intracellular conversion to active form of drug
Institute where first reported: Wyeth Pharmaceuticals
Year first mentioned: 1960
Highest developmental phase: Approved by FDA in 1965
Development status: Approved
Chemical structure(s):
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Molecular weight: 166.24
Iso. SMILES: CCC1=NC=CC(=C1)C(=S)N
InChI Key: AEOCXXJPGCBFJA-UHFFFAOYSA-N
Can. SMILES: CCC1=CC(=CC=N1)C(=S)N
InChI: InChI=1S/C8H10N2S/c1-2-7-5-6(8(9)11)3-4-10-7/h3-5H,2H2,1H3,(H2,9,11)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/2761171
Guide to Pharmacology: ethionamide
Citation: https://www.microbiologyresearch.org/content/journal/micro/10.1099/00221287-66-3-379

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