Compound ID | 1892

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Cefonicid

Synonym(s): Monocid

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
Institute where first reported: GSK
Year first mentioned: 1981
Highest developmental phase: Approved by FDA in 1984
Development status: Discontinued
Chemical structure(s):
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Molecular weight: 542.57
Iso. SMILES: C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)O)C(=O)O)CSC4=NN=NN4CS(=O)(=O)O
InChI Key: DYAIAHUQIPBDIP-AXAPSJFSSA-N
Can. SMILES: C1=CC=C(C=C1)[C@H](C(=O)N[C@@H]2C(=O)N3C(=C(CS[C@H]23)CSC4=NN=NN4CS(=O)(=O)O)C(=O)O)O
InChI: InChI=1S/C18H18N6O8S3/c25-13(9-4-2-1-3-5-9)14(26)19-11-15(27)24-12(17(28)29)10(6-33-16(11)24)7-34-18-20-21-22-23(18)8-35(30,31)32/h1-5,11,13,16,25H,6-8H2,(H,19,26)(H,28,29)(H,30,31,32)/t11-,13-,16-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/43594
Guide to Pharmacology: cefonicid
Citation: https://pubmed.ncbi.nlm.nih.gov/6365414/

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