Compound ID | 2030

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Enoxacin

Synonym(s): Penetrex  |  AT-2266  |  CI-919

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. Mostly topical use.
Institute where first reported: Sanofi Aventis US
Year first mentioned: 1983
Highest development stage: Approved by FDA in 1991
Development status: Approved
Reason dropped: Discontinued/Withdrawn in US; phototoxicity; also commercial considerations
Chemical structure(s):
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Molecular weight: 320.32
Iso. SMILES: CCN1C=C(C(=O)C2=CC(=C(N=C21)N3CCNCC3)F)C(=O)O
InChI Key: IDYZIJYBMGIQMJ-UHFFFAOYSA-N
Can. SMILES: CCN1C=C(C(=O)C2=C1N=C(C(=C2)F)N3CCNCC3)C(=O)O
InChI: InChI=1S/C15H17FN4O3/c1-2-19-8-10(15(22)23)12(21)9-7-11(16)14(18-13(9)19)20-5-3-17-4-6-20/h7-8,17H,2-6H2,1H3,(H,22,23)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/3229
Guide to Pharmacology: enoxacin
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/15917145/
  • https://pubmed.ncbi.nlm.nih.gov/8652079/

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