Compound ID | 1931

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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
Highest developmental phase: Approved
Development status: Approved
Chemical structure(s):
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Molecular weight: 453.87
Iso. 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 Key: UIOFUWFRIANQPC-JKIFEVAISA-N
Can. 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
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
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/21319
Guide to Pharmacology: flucloxacillin
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/29846080/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7045523/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1820086/

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