Compound ID | 1884
Class: Beta-lactam (cephalosporin, first 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 moderately against Enterobacteriaceae but high resistance rates in Enterobacteriaceae |
Description: | Semisynthetic Cephalosporin, derived from Cephalosporin C |
Year first mentioned: | 1975 |
Development status: | Experimental; used in veterinary medicine |
Chemical structure(s): | |
Canonical SMILES: | CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@H]([C@H]2SC1)NC(=O)CC#N |
Isomeric SMILES: | CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)CC#N)SC1)C(=O)O |
InChI: | InChI=1S/C13H13N3O6S/c1-6(17)22-4-7-5-23-12-9(15-8(18)2-3-14)11(19)16(12)10(7)13(20)21/h9,12H,2,4-5H2,1H3,(H,15,18)(H,20,21)/t9-,12-/m1/s1 |
InChI Key: | RRYMAQUWDLIUPV-BXKDBHETSA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/91562 |
External links: | |
Guide to Pharmacology: | cefacetrile |