Cefonicid

Synonym(s): Monocid

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 but vulnerable to extended-spectum beta-lactamases (ESBL)
Description:	Semisynthetic Cephalosporin, derived from Cephalosporin C
Institute where first reported:	GSK
Year first mentioned:	1981
Highest developmental phase:	Approved by FDA in 1984
Development status:	Discontinued

Chemical structure(s):
Canonical SMILES:	C1=CC=C(C=C1)[C@H](C(=O)N[C@@H]2C(=O)N3C(=C(CS[C@H]23)CSC4=NN=NN4CS(=O)(=O)O)C(=O)O)O
Isomeric SMILES:	C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)O)C(=O)O)CSC4=NN=NN4CS(=O)(=O)O
InChI:	InChI=1S/C18H18N6O8S3/c25-13(9-4-2-1-3-5-9)14(26)19-11-15(27)24-12(17(28)29)10(6-33-16(11)24)7-34-18-20-21-22-23(18)8-35(30,31)32/h1-5,11,13,16,25H,6-8H2,(H,19,26)(H,28,29)(H,30,31,32)/t11-,13-,16-/m1/s1
InChI Key:	DYAIAHUQIPBDIP-AXAPSJFSSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/43594

External links:
Guide to Pharmacology:	cefonicid
Main Source:	https://pubmed.ncbi.nlm.nih.gov/6365414/