Compound ID | 1887

Cefatrizine

Synonym(s): BL-S640

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: 1974
Development status: Inactive; use in veterinary medicine
Chemical structure(s):
Canonical SMILES: C1=C(C=CC(=C1)O)[C@H](C(=O)N[C@@H]2C(=O)N3C(=C(CSC4=NNN=C4)CS[C@H]23)C(=O)O)N
Isomeric SMILES: C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)N)C(=O)O)CSC4=NNN=C4
InChI: InChI=1S/C18H18N6O5S2/c19-12(8-1-3-10(25)4-2-8)15(26)21-13-16(27)24-14(18(28)29)9(7-31-17(13)24)6-30-11-5-20-23-22-11/h1-5,12-13,17,25H,6-7,19H2,(H,21,26)(H,28,29)(H,20,22,23)/t12-,13-,17-/m1/s1
InChI Key: UOCJDOLVGGIYIQ-PBFPGSCMSA-N
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/6410758
External links:
Guide to Pharmacology: cefatrizine
Main Source: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC429547/

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