Compound ID | 1899
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/ |