Cefmetazole

Class: Beta-lactam (cephalosporin, second generation)

Spectrum of activity:	Gram-positive  &  Gram-negative
Details of activity:	Binds to bacterial penicillin-binding proteins (PBP) and interferes with bacterial cell wall integrity and synthesis. Active against Gram-positive bacteria and against many Enterobacteriaceae; less vulnerable to extended-spectum beta-lactamases (ESBL)
Description:	Semisynthetic Cephalosporin (cephamycin), derived from Cephalosporin C
Year first mentioned:	1979
Highest developmental phase:	Approved by FDA in 1989
Development status:	Discontinued

Chemical structure(s):
Canonical SMILES:	CN1C(=NN=N1)SCC2=C(C(=O)O)N3C(=O)[C@]([C@H]3SC2)(NC(=O)CSCC#N)OC
Isomeric SMILES:	CN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@](C3=O)(NC(=O)CSCC#N)OC)SC2)C(=O)O
InChI:	InChI=1S/C15H17N7O5S3/c1-21-14(18-19-20-21)30-6-8-5-29-13-15(27-2,17-9(23)7-28-4-3-16)12(26)22(13)10(8)11(24)25/h13H,4-7H2,1-2H3,(H,17,23)(H,24,25)/t13-,15+/m1/s1
InChI Key:	SNBUBQHDYVFSQF-HIFRSBDPSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/42008

External links:
Guide to Pharmacology:	cefmetazole
Main Source:	https://pubmed.ncbi.nlm.nih.gov/2692950/
Citations:	https://pubmed.ncbi.nlm.nih.gov/2020609/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4991070/