Compound ID | 1889

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Cefaclor

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):
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Molecular weight: 367.81
Iso. 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 Key: QYIYFLOTGYLRGG-GPCCPHFNSA-N
Can. 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
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
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/51039
Guide to Pharmacology: cefaclor
Citations:
  • https://journals.plos.org/plosone/article?id=10.1371/journal.pone.0254898
  • https://pubmed.ncbi.nlm.nih.gov/10743978/
  • https://journals.sagepub.com/doi/10.1177/106002808001400103

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