Compound ID | 1899

Flomoxef

Class: Beta-lactam (cephalosporin, second 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 against many Enterobacteriaceae; it is less vulnerable to extended-spectum beta-lactamases (ESBL)
Description: Semisynthetic Cephalosporin (oxacephem), derived from Cephalosporin C
Year first mentioned: 1980
Development status: Approved, off-patent
Chemical structure(s):
Canonical SMILES: CO[C@]1(C(=O)N2C(=C(CO[C@H]12)CSC3=NN=NN3CCO)C(=O)O)NC(=O)CSC(F)F
Isomeric SMILES: CO[C@@]1([C@@H]2N(C1=O)C(=C(CO2)CSC3=NN=NN3CCO)C(=O)O)NC(=O)CSC(F)F
InChI: InChI=1S/C15H18F2N6O7S2/c1-29-15(18-8(25)6-31-13(16)17)11(28)23-9(10(26)27)7(4-30-12(15)23)5-32-14-19-20-21-22(14)2-3-24/h12-13,24H,2-6H2,1H3,(H,18,25)(H,26,27)/t12-,15+/m1/s1
InChI Key: UHRBTBZOWWGKMK-DOMZBBRYSA-N
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/65864
External links:
Guide to Pharmacology: flomoxef
Main Source: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8864998/
Citation: https://pubmed.ncbi.nlm.nih.gov/33404990/

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