Flucloxacillin

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:	1970
Development status:	Approved, off-patent

Chemical structure(s):
Canonical SMILES:	CC1=C(C(=NO1)C2=C(C=CC=C2Cl)F)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=C(C=CC=C2Cl)F)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)O
InChI:	InChI=1S/C19H17ClFN3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/t13-,14+,17-/m1/s1
InChI Key:	UIOFUWFRIANQPC-JKIFEVAISA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/21319

External links:
Guide to Pharmacology:	flucloxacillin
Main Source:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1820086/
Citations:	https://pubmed.ncbi.nlm.nih.gov/29846080/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7045523/