Compound ID | 1899

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Flomoxef

Synonym(s): 6315-S

Class: Beta-lactam

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Cell wall synthesis inhibitor. Binds to bacterial penicillin-binding proteins (PBP); PBP inhibitor
Target Pathogen: Active against Gram-positive bacteria and against many Enterobacteriaceae; it is less vulnerable to extended-spectrum beta-lactamases (ESBL)
Description: Semisynthetic Cephalosporin (oxacephem), derived from Cephalosporin C
Year first mentioned: 1980
Highest development stage: Approved
Development status: Approved
Chemical structure(s):
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Molecular weight: 496.47
Iso. SMILES: CO[C@@]1([C@@H]2N(C1=O)C(=C(CO2)CSC3=NN=NN3CCO)C(=O)O)NC(=O)CSC(F)F
InChI Key: UHRBTBZOWWGKMK-DOMZBBRYSA-N
Can. SMILES: CO[C@]1(C(=O)N2C(=C(CO[C@H]12)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
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/65864
Guide to Pharmacology: flomoxef
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/33404990/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8864998/

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