enoxacin   Click here for help

GtoPdb Ligand ID: 8882

Synonyms: AT-2266 | CI-919 | Penetrex®
Approved drug
enoxacin is an approved drug (FDA (1991))
Compound class: Synthetic organic
Comment: Enoxacin was developed as a oral broad-spectrum fluoroquinolone antibacterial for the treatment of urinary tract infections and gonorrhea.
Enoxacin has been reported as an inhibitor of the interaction between the B2 subunit of vacuolar H+-ATPase (ATP6V1B2) and microfilaments [2], an interaction required for translocation of the ATPase to the plasma membrane. This process effects activation of osteoclasts and regulates bone resorption, making this interaction a novel target for pharmaceutical intervention to reduce the pathologies associated with bone-loss condtions [3].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 87.46
Molecular weight 320.13
XLogP 3.57
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCn1cc(C(=O)O)c(=O)c2c1nc(N1CCNCC1)c(c2)F
Isomeric SMILES CCn1cc(C(=O)O)c(=O)c2c1nc(N1CCNCC1)c(c2)F
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)
InChI Key IDYZIJYBMGIQMJ-UHFFFAOYSA-N
No information available.
Summary of Clinical Use Click here for help
Enoxacin is an antibacterial agent used in the treatment of urinary tract infections and gonorrhea. Use has been discontinued in the US. The drug has been granted orphan designation by the European Commission (2015) for the treatment of amyotrophic lateral sclerosis (ALS).
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Enoxacin works in ALS by activating the miRMA/siRNA generating enzyme, dicer (DICER1; Q9UPY3), which appears to increase the levels of miRNA in ALS patients and slows down the deterioration of the nerve cells underlying progression of the disease [1,4].
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