Compound ID | 1889
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 moderately against Enterobacteriaceae but high resistance rates in Enterobacteriaceae |
Description: | Semisynthetic Cephalosporin, derived from Cephalosporin C. Oral application |
Year first mentioned: | 1973 |
Highest developmental phase: | Approved by FDA in 1979 |
Development status: | Approved, off-patent |
Chemical structure(s): | |
Canonical SMILES: | C1=CC=C(C=C1)[C@H](C(=O)N[C@@H]2C(=O)N3C(=C(CS[C@H]23)Cl)C(=O)O)N |
Isomeric SMILES: | C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)O)Cl |
InChI: | InChI=1S/C15H14ClN3O4S/c16-8-6-24-14-10(13(21)19(14)11(8)15(22)23)18-12(20)9(17)7-4-2-1-3-5-7/h1-5,9-10,14H,6,17H2,(H,18,20)(H,22,23)/t9-,10-,14-/m1/s1 |
InChI Key: | QYIYFLOTGYLRGG-GPCCPHFNSA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/51039 |
External links: | |
Guide to Pharmacology: | cefaclor |
Main Source: | https://journals.sagepub.com/doi/10.1177/106002808001400103 |
Citations: |
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