Cephalexin

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:	1967
Highest developmental phase:	Approved by FDA in 1978
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@@H](C3=CC=CC=C3)N
Isomeric SMILES:	CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)SC1)C(=O)O
InChI:	InChI=1S/C16H17N3O4S/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9/h2-6,10-11,15H,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1
InChI Key:	ZAIPMKNFIOOWCQ-UEKVPHQBSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/27447

External links:
Guide to Pharmacology:	cephalexin
Main Source:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2466982/
Citations:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6826787/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8730689/