Compound ID | 1877

Update compound information

Cefadroxil

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):
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Molecular weight: 363.39
Iso. 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 Key: BOEGTKLJZSQCCD-UEKVPHQBSA-N
Can. SMILES: CC1=C(C(=O)O)N2C(=O)[C@H]([C@H]2SC1)NC(=O)[C@@H](C3=CC=C(C=C3)O)N
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
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/47965
Guide to Pharmacology: cefadroxil
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/1337810/
  • https://pubmed.ncbi.nlm.nih.gov/21427400/
  • https://pubmed.ncbi.nlm.nih.gov/2292525/
  • https://pubmed.ncbi.nlm.nih.gov/3542485/

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