Compound ID | 1893

Ceforanide

Synonym(s): Precef

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 against many Enterobacteriaceae but vulnerable to extended-spectum beta-lactamases (ESBL)
Description: Semisynthetic Cephalosporin, derived from Cephalosporin C
Year first mentioned: 1979
Highest developmental phase: Approved by FDA in 1984
Development status: Discontinued
Chemical structure(s):
Canonical SMILES: C1=CC(=C(C=C1)CN)CC(=O)N[C@@H]2C(=O)N3C(=C(CS[C@H]23)CSC4=NN=NN4CC(=O)O)C(=O)O
Isomeric SMILES: C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)CC3=CC=CC=C3CN)C(=O)O)CSC4=NN=NN4CC(=O)O
InChI: InChI=1S/C20H21N7O6S2/c21-6-11-4-2-1-3-10(11)5-13(28)22-15-17(31)27-16(19(32)33)12(8-34-18(15)27)9-35-20-23-24-25-26(20)7-14(29)30/h1-4,15,18H,5-9,21H2,(H,22,28)(H,29,30)(H,32,33)/t15-,18-/m1/s1
InChI Key: SLAYUXIURFNXPG-CRAIPNDOSA-N
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/43507
External links:
Guide to Pharmacology: ceforanide
Main Source: https://link.springer.com/article/10.2165/00003495-198734040-00001

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