Cephapirin

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:	1971
Highest developmental phase:	Approved by FDA in 1974
Development status:	Discontinued

Chemical structure(s):
Canonical SMILES:	CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@H]([C@H]2SC1)NC(=O)CSC3=CC=NC=C3
Isomeric SMILES:	CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)CSC3=CC=NC=C3)SC1)C(=O)O
InChI:	InChI=1S/C17H17N3O6S2/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25)/t13-,16-/m1/s1
InChI Key:	UQLLWWBDSUHNEB-CZUORRHYSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/30699

External links:
Guide to Pharmacology:	cefapirin
Main Source:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC376442/