Compound ID | 1897
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 but vulnerable to extended-spectum beta-lactamases (ESBL) |
Description: | Semisynthetic Cephalosporin, derived from Cephalosporin C. Oral and iv application |
Year first mentioned: | 1971 |
Development status: | Approved, off-patent |
Chemical structure(s): | |
Canonical SMILES: | CO/N=C(\C1=CC=CO1)/C(=O)N[C@@H]2C(=O)N3C(=C(COC(=O)N)CS[C@H]23)C(=O)O |
Isomeric SMILES: | CO/N=C(\C1=CC=CO1)/C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)COC(=O)N)C(=O)O |
InChI: | InChI=1S/C16H16N4O8S/c1-26-19-9(8-3-2-4-27-8)12(21)18-10-13(22)20-11(15(23)24)7(5-28-16(17)25)6-29-14(10)20/h2-4,10,14H,5-6H2,1H3,(H2,17,25)(H,18,21)(H,23,24)/b19-9+/t10-,14-/m1/s1 |
InChI Key: | JFPVXVDWJQMJEE-SWWZKJRFSA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/5361202 |
External links: | |
Guide to Pharmacology: | cefuroxime |
Main Source: | https://pubmed.ncbi.nlm.nih.gov/32959896/ |