Compound ID | 1920

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Cefoselis

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: 1993
Highest developmental phase: Approved in Japan
Development status: Approved
Chemical structure(s):
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Molecular weight: 522.56
Iso. SMILES: CO/N=C(/C1=CSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C[N+]4=CC=C(N4CCO)N)C(=O)[O-]
InChI Key: BHXLLRXDAYEMPP-SBGRAJFYSA-N
Can. SMILES: CO/N=C(/C1=CSC(=N1)N)\C(=O)N[C@@H]2C(=O)N3C(=C(C[N+]4=CC=C(N)N4CCO)CS[C@H]23)C(=O)[O-]
InChI: InChI=1S/C19H22N8O6S2/c1-33-24-12(10-8-35-19(21)22-10)15(29)23-13-16(30)27-14(18(31)32)9(7-34-17(13)27)6-25-3-2-11(20)26(25)4-5-28/h2-3,8,13,17,20,28H,4-7H2,1H3,(H4,21,22,23,29,31,32)/b24-12-/t13-,17-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5748845
Guide to Pharmacology: cefoselis
Citation: https://www.frontiersin.org/articles/10.3389/fmicb.2020.00180/full

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