Compound ID | 2032

Gemifloxacin

Class: Fluoroquinolone

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Binds to type II topoisomerases, gyrase and topoisomerase IV and thus, inhibits DNA cleavage and ligation reactions. It kills bacterial cells by increasing the concentration of enzyme–DNA cleavage complexes, thereby inhibiting cell replication.
Description: Synthetic quinoline derivative.
Year first mentioned: 1997
Development status: Approved, off patent, withdrawn in most countries
Chemical structure(s):
Canonical SMILES: CO/N=C/1\CN(CC1CN)C2=NC3=C(C=C2F)C(=O)C(=CN3C4CC4)C(=O)O
Isomeric SMILES: CO/N=C/1\CN(CC1CN)C2=C(C=C3C(=O)C(=CN(C3=N2)C4CC4)C(=O)O)F
InChI: InChI=1S/C18H20FN5O4/c1-28-22-14-8-23(6-9(14)5-20)17-13(19)4-11-15(25)12(18(26)27)7-24(10-2-3-10)16(11)21-17/h4,7,9-10H,2-3,5-6,8,20H2,1H3,(H,26,27)/b22-14+
InChI Key: ZRCVYEYHRGVLOC-HYARGMPZSA-N
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/9571107
External links:
Guide to Pharmacology: gemifloxacin
Main Source: https://pubmed.ncbi.nlm.nih.gov/9357525/
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/18201584/
  • https://www.clinicalmicrobiologyandinfection.com/article/S1198-743X(14)62237-0/fulltext
  • https://www.ema.europa.eu/en/documents/withdrawal-report/withdrawal-assessment-report-factive_en.pdf
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