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):
Canonical SMILES:	C1[C@H](C(=O)NO1)N
Isomeric 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
InChI Key:	DYDCUQKUCUHJBH-UWTATZPHSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/6234

External links:
Guide to Pharmacology:	D-cycloserine
Main Source:	https://pubmed.ncbi.nlm.nih.gov/35650279/
Citations:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9289756/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9336503/