Compound ID | 1894
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 (cephamycin), derived from Cephalosporin C |
Year first mentioned: | 1981 |
Development status: | Approved, off-patent |
Chemical structure(s): | |
Canonical SMILES: | CN1C(=NN=N1)SCC2=C(C(=O)O)N3C(=O)[C@]([C@H]3SC2)(NC(=O)C4SC(=C(C(=O)N)C(=O)O)S4)OC |
Isomeric SMILES: | CN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@](C3=O)(NC(=O)C4SC(=C(C(=O)N)C(=O)O)S4)OC)SC2)C(=O)O |
InChI: | InChI=1S/C17H17N7O8S4/c1-23-16(20-21-22-23)34-4-5-3-33-15-17(32-2,14(31)24(15)7(5)11(29)30)19-9(26)13-35-12(36-13)6(8(18)25)10(27)28/h13,15H,3-4H2,1-2H3,(H2,18,25)(H,19,26)(H,27,28)(H,29,30)/t13?,15-,17+/m1/s1 |
InChI Key: | SRZNHPXWXCNNDU-RHBCBLIFSA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/53025 |
External links: | |
Guide to Pharmacology: | cefotetan |
Main Source: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8552722/ |