Compound ID | 1921

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Cefozopran

Class: Beta-lactam (cephalosporin, fourth 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 many Enterobacteriaceae but vulnerable to higher levels of extended-spectum beta-lactamases (ESBL)
Description: Semisynthetic Cephalosporine, derived from Cephalosporin C
Year first mentioned: 1991
Highest developmental phase: Approved in Japan
Development status: Approved
Chemical structure(s):
Click here for structure editor
Molecular weight: 515.53
Iso. SMILES: CO/N=C(/C1=NSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C[N+]4=C5C=CC=NN5C=C4)C(=O)[O-]
InChI Key: QDUIJCOKQCCXQY-WHJQOFBOSA-N
Can. SMILES: CO/N=C(/C1=NSC(=N1)N)\C(=O)N[C@@H]2C(=O)N3C(=C(C[N+]4=C5C=CC=NN5C=C4)CS[C@H]23)C(=O)[O-]
InChI: InChI=1S/C19H17N9O5S2/c1-33-24-11(14-23-19(20)35-25-14)15(29)22-12-16(30)28-13(18(31)32)9(8-34-17(12)28)7-26-5-6-27-10(26)3-2-4-21-27/h2-6,12,17H,7-8H2,1H3,(H3-,20,22,23,25,29,31,32)/b24-11-/t12-,17-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9571080
Guide to Pharmacology: cefozopran
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/25239059/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4359184/

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