Compound ID | 1916

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Cefcapene

Class: Beta-lactam (cephalosporin, third 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 Cephalosporine (cephem), derived from Cephalosporin C. Oral application.
Year first mentioned: 1997
Highest developmental phase: Approved in Japan
Development status: Approved
Chemical structure(s):
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Molecular weight: 453.5
Iso. SMILES: CC/C=C(/C1=CSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)COC(=O)N)C(=O)O
InChI Key: HJJRIJDTIPFROI-NVKITGPLSA-N
Can. SMILES: CC/C=C(/C1=CSC(=N1)N)\C(=O)N[C@@H]2C(=O)N3C(=C(COC(=O)N)CS[C@H]23)C(=O)O
InChI: InChI=1S/C17H19N5O6S2/c1-2-3-8(9-6-30-16(18)20-9)12(23)21-10-13(24)22-11(15(25)26)7(4-28-17(19)27)5-29-14(10)22/h3,6,10,14H,2,4-5H2,1H3,(H2,18,20)(H2,19,27)(H,21,23)(H,25,26)/b8-3-/t10-,14-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/Cefcapene
Guide to Pharmacology: cefcapene
Citation: https://journals.sagepub.com/doi/pdf/10.1177/147323000403200604

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