Compound ID | 1919
Class: Beta-lactam (cephalosporin, fourth 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-negative bacteria but vulnerable to higher levels of extended-spectum beta-lactamases (ESBL) and high resistance rates in Pseudomonas aeruginosa |
Description: | Semisynthetic Cephalosporine, derived from Cephalosporin C. Fixed combination with several beta-lactamase inhibitors (taniborbactam, zidebactam, enmetazobactam, tazobactam) |
Year first mentioned: | 1982 |
Development status: | Approved, off-patent |
Chemical structure(s): | |
Canonical SMILES: | C[N+]1(CCCC1)CC2=C(C(=O)[O-])N3C(=O)[C@H]([C@H]3SC2)NC(=O)/C(=N\OC)/C4=CSC(=N4)N |
Isomeric SMILES: | C[N+]1(CCCC1)CC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\OC)/C4=CSC(=N4)N)SC2)C(=O)[O-] |
InChI: | InChI=1S/C19H24N6O5S2/c1-25(5-3-4-6-25)7-10-8-31-17-13(16(27)24(17)14(10)18(28)29)22-15(26)12(23-30-2)11-9-32-19(20)21-11/h9,13,17H,3-8H2,1-2H3,(H3-,20,21,22,26,28,29)/b23-12-/t13-,17-/m1/s1 |
InChI Key: | HVFLCNVBZFFHBT-ZKDACBOMSA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/5479537 |
External links: | |
Guide to Pharmacology: | cefepime |
Main Source: | https://pubmed.ncbi.nlm.nih.gov/8150771/ |
Citations: |
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