Compound ID | 2031

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Garenoxacin

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: 2000
Highest development stage: Approved
Development status: Approved
Reason dropped: Discontinued/Withdrawn in UK; Cardiac toxicity, drug-related hypotension, phototoxicity
Chemical structure(s):
Click here for structure editor
Molecular weight: 426.41
Iso. SMILES: C[C@@H]1C2=C(CN1)C=C(C=C2)C3=C(C4=C(C=C3)C(=O)C(=CN4C5CC5)C(=O)O)OC(F)F
InChI Key: NJDRXTDGYFKORP-LLVKDONJSA-N
Can. SMILES: C[C@@H]1C2=CC=C(C=C2CN1)C3=C(C4=C(C=C3)C(=O)C(=CN4C5CC5)C(=O)O)OC(F)F
InChI: InChI=1S/C23H20F2N2O4/c1-11-15-5-2-12(8-13(15)9-26-11)16-6-7-17-19(21(16)31-23(24)25)27(14-3-4-14)10-18(20(17)28)22(29)30/h2,5-8,10-11,14,23,26H,3-4,9H2,1H3,(H,29,30)/t11-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/124093
Guide to Pharmacology: garenoxacin
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/26022375/
  • https://www.jstage.jst.go.jp/article/yoken/70/6/70_JJID.2017.068/_article
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6265138/
  • https://pubmed.ncbi.nlm.nih.gov/18201584/

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