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
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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)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1991))
Withdrawn drug? Yes
IUPAC Name Click here for help
1-ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,8-naphthyridine-3-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
5351 enoxacin
Synonyms Click here for help
AT-2266 | CI-919 | Penetrex®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Enoxacin
Other databases
CAS Registry No. 74011-58-8 (source: PubChem)
ChEBI CHEBI:157175
DrugBank Ligand DB00467
DrugCentral Ligand 1013
GtoPdb PubChem SID 252827539
PubChem CID 3229
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UniChem Compound Search for chemical match using the InChIKey IDYZIJYBMGIQMJ-UHFFFAOYSA-N
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