Compound ID | 1877
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. Oral application |
Year first mentioned: | 1967 |
Highest developmental phase: | Approved by FDA in 1987 |
Development status: | Approved |
Chemical structure(s): | |
Canonical SMILES: | CC1=C(C(=O)O)N2C(=O)[C@H]([C@H]2SC1)NC(=O)[C@@H](C3=CC=C(C=C3)O)N |
Isomeric SMILES: | CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)N)SC1)C(=O)O |
InChI: | InChI=1S/C16H17N3O5S/c1-7-6-25-15-11(14(22)19(15)12(7)16(23)24)18-13(21)10(17)8-2-4-9(20)5-3-8/h2-5,10-11,15,20H,6,17H2,1H3,(H,18,21)(H,23,24)/t10-,11-,15-/m1/s1 |
InChI Key: | BOEGTKLJZSQCCD-UEKVPHQBSA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/47965 |
External links: | |
Guide to Pharmacology: | cefadroxil |
Main Source: | https://pubmed.ncbi.nlm.nih.gov/3542485/ |
Citations: |
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