Cephaloglycin

Class: Beta-lactam (cephalosporin, first 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 moderately against Enterobacteriaceae but high resistance rates in Enterobacteriaceae
Description:	Semisynthetic Cephalosporin, derived from Cephalosporin C. Oral application
Year first mentioned:	1965
Highest developmental phase:	Approved by FDA in 1970
Development status:	Discontinued

Chemical structure(s):
Canonical SMILES:	CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@H]([C@H]2SC1)NC(=O)[C@@H](C3=CC=CC=C3)N
Isomeric SMILES:	CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)SC1)C(=O)O
InChI:	InChI=1S/C18H19N3O6S/c1-9(22)27-7-11-8-28-17-13(16(24)21(17)14(11)18(25)26)20-15(23)12(19)10-5-3-2-4-6-10/h2-6,12-13,17H,7-8,19H2,1H3,(H,20,23)(H,25,26)/t12-,13-,17-/m1/s1
InChI Key:	FUBBGQLTSCSAON-PBFPGSCMSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/19150

External links:
Guide to Pharmacology:	cefaloglycin
Main Source:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2591428/