fleroxacin   Click here for help

GtoPdb Ligand ID: 12476

Synonyms: AM-833 | Megalone® | Quinodis® | Ro 23-6240
Approved drug
fleroxacin is an approved drug
Compound class: Synthetic organic
Comment: Fleroxacin is a fluoroquinolone compound with a broad-spectrum of antibacterial activity [2].
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 64.09
Molecular weight 369.34
XLogP 2.25
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES CN1CCN(CC1)C2=C(C3=C(C=C2F)C(=O)C(=CN3CCF)C(=O)O)F
Isomeric SMILES CN1CCN(CC1)C2=C(C=C3C(=C2F)N(C=C(C3=O)C(=O)O)CCF)F
InChI InChI=1S/C17H18F3N3O3/c1-21-4-6-22(7-5-21)15-12(19)8-10-14(13(15)20)23(3-2-18)9-11(16(10)24)17(25)26/h8-9H,2-7H2,1H3,(H,25,26)
InChI Key XBJBPGROQZJDOJ-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
Withdrawn drug? Yes
IUPAC Name Click here for help
6,8-difluoro-1-(2-fluoroethyl)-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
5966 fleroxacin
Synonyms Click here for help
AM-833 | Megalone® | Quinodis® | Ro 23-6240
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Fleroxacin
Other databases
CAS Registry No. 79660-72-3 (source: Scifinder)
ChEBI CHEBI:31810
ChEMBL Ligand CHEMBL6273
DrugBank Ligand DB04576
DrugCentral Ligand 1177
GtoPdb PubChem SID 479821266
PubChem CID 3357
Search Google for chemical match using the InChIKey XBJBPGROQZJDOJ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone XBJBPGROQZJDOJ
Search PubMed clinical trials fleroxacin
Search PubMed titles fleroxacin
Search PubMed titles/abstracts fleroxacin
UniChem Compound Search for chemical match using the InChIKey XBJBPGROQZJDOJ-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey XBJBPGROQZJDOJ-UHFFFAOYSA-N
Wikipedia Fleroxacin