Compound ID | 2032

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Gemifloxacin

Class: Fluoroquinolone

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: DNA synthesis inhibitor. Binds to type II topoisomerases, gyrase and topoisomerase IV to inhibitor DNA cleavage and ligation reactions; bacterial topoisomerase inhibitor
Description: Synthetic quinoline derivative.
Year first mentioned: 1997
Highest development stage: Approved by FDA in 2003
Development status: Withdrawn
Chemical structure(s):
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Molecular weight: 389.38
Iso. SMILES: CO/N=C/1\CN(CC1CN)C2=C(C=C3C(=O)C(=CN(C3=N2)C4CC4)C(=O)O)F
InChI Key: ZRCVYEYHRGVLOC-HYARGMPZSA-N
Can. SMILES: CO/N=C/1\CN(CC1CN)C2=NC3=C(C=C2F)C(=O)C(=CN3C4CC4)C(=O)O
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+
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9571107
Guide to Pharmacology: gemifloxacin
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
  • https://pubmed.ncbi.nlm.nih.gov/9357525/

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