Compound ID | 3202

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Terizidone

Synonym(s): Terivalidin

Class: Oxazolidinone

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Antimycobacterial
Mechanism of action: Cell wall synthesis inhibitor. Mycobacterial cell wall synthesis inhibitor (competitively binds L-alanine racemase and D-alanine ligase)
Target Pathogen: Active against Mycobacterium tuberculosis
Description: Synthetic compound; cycloserine dimer; included in long treatment of MDR-TB but exhibits toxicity (second-line anti-TB drug)
Year first mentioned: 1965
Highest development stage: Phase 2/3 (NCT02454205)
Development status: Active
Chemical structure(s):
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Molecular weight: 302.29
Iso. SMILES: C1C(C(=O)NO1)N=CC2=CC=C(C=C2)C=NC3CONC3=O
InChI Key: ODKYYBOHSVLGNU-UHFFFAOYSA-N
Can. SMILES: C1=C(C=CC(=C1)C=NC2CONC2=O)C=NC3CONC3=O
InChI: InChI=1S/C14H14N4O4/c19-13-11(7-21-17-13)15-5-9-1-2-10(4-3-9)6-16-12-8-22-18-14(12)20/h1-6,11-12H,7-8H2,(H,17,19)(H,18,20)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/65720
Guide to Pharmacology: terizidone
Citations:
  • http://apps.who.int/iris/bitstream/handle/10665/130918/9789241548809_eng.pdf
  • https://www.ingentaconnect.com/content/iuatld/ijtld/2013/00000017/00000010/art00003;jsessionid=4llqjdq13p9je.x-ic-live-03

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