Cloxacillin

Class: Beta-lactam (isoxazolylpenicillin)

Spectrum of activity:	Gram-positive
Details of activity:	Binds to bacterial penicillin-binding proteins (PBP) and interferes with bacterial cell wall integrity and synthesis. Active against Gram-positive bacteria, especially staphylococci including penicillinase producing strains
Description:	Semisynthetic penicillin, derived from 6-aminopenicillanic acid (6-APA). Parenteral application
Year first mentioned:	1963
Development status:	Approved, off-patent

Chemical structure(s):
Canonical SMILES:	CC1=C(C(=NO1)C2=C(C=CC=C2)Cl)C(=O)N[C@@H]3C(=O)N4[C@@H](C(=O)O)C(C)(C)S[C@H]34
Isomeric SMILES:	CC1=C(C(=NO1)C2=CC=CC=C2Cl)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)O
InChI:	InChI=1S/C19H18ClN3O5S/c1-8-11(12(22-28-8)9-6-4-5-7-10(9)20)15(24)21-13-16(25)23-14(18(26)27)19(2,3)29-17(13)23/h4-7,13-14,17H,1-3H3,(H,21,24)(H,26,27)/t13-,14+,17-/m1/s1
InChI Key:	LQOLIRLGBULYKD-JKIFEVAISA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/6098

External links:
Guide to Pharmacology:	cloxacillin
Main Source:	https://pubmed.ncbi.nlm.nih.gov/4919148/
Citation:	https://pubmed.ncbi.nlm.nih.gov/22542764/