Compound ID | 2098

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Cycloserine

Synonym(s): Seromycin  |  orientomycin  |  oxamycin  |  tisomycin

Class: Isoxazoline

Spectrum of activity: Gram-positive
Details of activity: Interferes with bacterial cell wall synthesis by competitively inhibiting two enzymes, L-alanine racemase and D-alanine:D-alanine ligase, thereby impairing peptidoglycan formation
Description: Natural compound produced by Streptomyces. Used in the treatment of drug resistant tuberculosis; off-patent
Year first mentioned: 1955
Highest developmental phase: Approved by FDA in 1964
Development status: Approved
Chemical structure(s):
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Molecular weight: 102.09
Iso. SMILES: C1[C@H](C(=O)NO1)N
InChI Key: DYDCUQKUCUHJBH-UWTATZPHSA-N
Can. SMILES: C1[C@H](C(=O)NO1)N
InChI: InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6234
Guide to Pharmacology: D-cycloserine
Citations:
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9289756/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9336503/
  • https://pubmed.ncbi.nlm.nih.gov/35650279/

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