Cefetamet

Class: Beta-lactam (cephalosporin, third 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 but vulnerable to extended-spectum beta-lactamases (ESBL)
Description:	Semisynthetic Cephalosporine, derived from Cephalosporin C. Oral application as prodrug (cefetamet pivoxil)
Year first mentioned:	1985
Development status:	Approved, off-patent

Chemical structure(s):
Canonical SMILES:	CC1=C(C(=O)O)N2C(=O)[C@H]([C@H]2SC1)NC(=O)/C(=N\OC)/C3=CSC(=N3)N
Isomeric SMILES:	CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OC)/C3=CSC(=N3)N)SC1)C(=O)O
InChI:	InChI=1S/C14H15N5O5S2/c1-5-3-25-12-8(11(21)19(12)9(5)13(22)23)17-10(20)7(18-24-2)6-4-26-14(15)16-6/h4,8,12H,3H2,1-2H3,(H2,15,16)(H,17,20)(H,22,23)/b18-7-/t8-,12-/m1/s1
InChI Key:	MQLRYUCJDNBWMV-GHXIOONMSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/5487888

External links:
Guide to Pharmacology:	cefetamet
Main Source:	https://link.springer.com/article/10.2165/00003495-199345040-00009
Citation:	https://pubmed.ncbi.nlm.nih.gov/8222459/