flumequine   Click here for help

GtoPdb Ligand ID: 13650

Synonyms: R-802
Approved drug
flumequine is an approved drug
Compound class: Synthetic organic
Comment: Flumequine is a fluoroquinolone antibacterial compound with activity against Gram-negative bacteria [2].

flumequine is commercially available from our sponsors

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 Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). 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 4
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 57.61
Molecular weight 261.25
XLogP 1.83
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
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.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES CC1CCC2=C3C(=CC(=C2)F)C(=O)C(=CN13)C(=O)O
Isomeric SMILES CC1CCC2=C3N1C=C(C(=O)C3=CC(=C2)F)C(=O)O
InChI InChI=1S/C14H12FNO3/c1-7-2-3-8-4-9(15)5-10-12(8)16(7)6-11(13(10)17)14(18)19/h4-7H,2-3H2,1H3,(H,18,19)
InChI Key DPSPPJIUMHPXMA-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes.
IUPAC Name Click here for help
7-fluoro-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
3776 flumequine
Synonyms Click here for help
R-802
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Flumequine
Other databases
CAS Registry No. 42835-25-6 (source: Scifinder)
ChEBI CHEBI:85269
ChEMBL Ligand CHEMBL370252
DrugBank Ligand DB08972
DrugCentral Ligand 1197
GtoPdb PubChem SID 507750284
PubChem CID 3374
Search Google for chemical match using the InChIKey DPSPPJIUMHPXMA-UHFFFAOYSA-N
Search Google for chemicals with the same backbone DPSPPJIUMHPXMA
Search PubMed clinical trials flumequine
Search PubMed titles flumequine
Search PubMed titles/abstracts flumequine
UniChem Compound Search for chemical match using the InChIKey DPSPPJIUMHPXMA-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey DPSPPJIUMHPXMA-UHFFFAOYSA-N
Wikipedia Flumequine

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MedChemExpress
Flumequine (links to external site)
Cat. No. HY-B0526
Flumequine (Standard) (links to external site)
Cat. No. HY-B0526R