Compound ID | 3254

Cefquinome

Synonym(s): HR 111V  |  HR-11V  |  HRV11

Class: Beta-lactam (cephalosporin)

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Active against methicillin-resistant and -susceptible Staphylococcus aureus, Streptococcus serogroups A, B and C, Enterococcus sp., Escherichia coli, Salmonella sp., Klebsiella sp., Serratia sp., Enterobacter sp., and Citrobacter sp.; resistant to inactivation by common beta-lactamases except OXA-1
Description: Synthetic compound; polar aminothiazolyl cephalosporin derivative; shows superior activity to cefotaxime against Gram-positive infections in mice; shows comparable activity to cefotaxime against Gram-negative infections in mice
Year first mentioned: 1990
Development status: Experimental
Chemical structure(s):
Canonical SMILES: CO/N=C(/C1=CSC(=N1)N)\C(=O)N[C@@H]2C(=O)N3C(=C(C[N+]4=C5CCCCC5=CC=C4)CS[C@H]23)C(=O)[O-]
Isomeric 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=CC5=C4CCCC5)C(=O)[O-]
InChI: InChI=1S/C23H24N6O5S2/c1-34-27-16(14-11-36-23(24)25-14)19(30)26-17-20(31)29-18(22(32)33)13(10-35-21(17)29)9-28-8-4-6-12-5-2-3-7-15(12)28/h4,6,8,11,17,21H,2-3,5,7,9-10H2,1H3,(H3-,24,25,26,30,32,33)/b27-16-/t17-,21-/m1/s1
InChI Key: YWKJNRNSJKEFMK-PQFQYKRASA-N
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/5464355
External links:
Guide to Pharmacology: cefquinome
Main Source: https://journals.asm.org/doi/10.1128/aac.35.1.14?url_ver=Z39.88-2003&rfr_id=ori%3Arid%3Acrossref.org&rfr_dat=cr_pub++0pubmed

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