Compound ID | 1917
Class: Beta-lactam (cephalosporin, third 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 but vulnerable to extended-spectum beta-lactamases (ESBL) |
Description: | Semisynthetic Cephalosporine, derived from Cephalosporin C |
Year first mentioned: | 1978 |
Development status: | Approved, off-patent, not available in many countries |
Chemical structure(s): | |
Canonical SMILES: | CC1=C(CC(=O)O)SC(=N1)SCC2=C(C(=O)O)N3C(=O)[C@H]([C@H]3SC2)NC(=O)/C(=N\OC)/C4=CSC(=N4)N |
Isomeric SMILES: | CC1=C(SC(=N1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\OC)/C4=CSC(=N4)N)SC2)C(=O)O)CC(=O)O |
InChI: | InChI=1S/C20H20N6O7S4/c1-7-10(3-11(27)28)37-20(22-7)36-5-8-4-34-17-13(16(30)26(17)14(8)18(31)32)24-15(29)12(25-33-2)9-6-35-19(21)23-9/h6,13,17H,3-5H2,1-2H3,(H2,21,23)(H,24,29)(H,27,28)(H,31,32)/b25-12-/t13-,17-/m1/s1 |
InChI Key: | XDZKBRJLTGRPSS-BGZQYGJUSA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/5361871 |
External links: | |
Guide to Pharmacology: | cefodizime |
Main Source: | https://link.springer.com/article/10.2165/00003495-199244050-00008 |
Citations: |
|