Flumequine

Identification

Name
Flumequine
Accession Number
DB08972
Type
Small Molecule
Groups
Withdrawn
Description

Flumequine is a synthetic chemotherapeutic antibiotic of the fluoroquinolone drug class used to treat bacterial infections.

Structure
Thumb
Synonyms
Not Available
Categories
UNII
UVG8VSP2SJ
CAS number
42835-25-6
Weight
Average: 261.2484
Monoisotopic: 261.08012146
Chemical Formula
C14H12FNO3
InChI Key
DPSPPJIUMHPXMA-UHFFFAOYSA-N
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)
IUPAC Name
7-fluoro-12-methyl-4-oxo-1-azatricyclo[7.3.1.0⁵,¹³]trideca-2,5(13),6,8-tetraene-3-carboxylic acid
SMILES
CC1CCC2=CC(F)=CC3=C2N1C=C(C(O)=O)C3=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
(4R)-limonene(4R)-limonene may increase the neuroexcitatory activities of Flumequine.
16-BromoepiandrosteroneThe risk or severity of adverse effects can be increased when 16-Bromoepiandrosterone is combined with Flumequine.
19-norandrostenedioneThe risk or severity of adverse effects can be increased when 19-norandrostenedione is combined with Flumequine.
5-androstenedioneThe risk or severity of adverse effects can be increased when 5-androstenedione is combined with Flumequine.
AcarboseThe therapeutic efficacy of Acarbose can be increased when used in combination with Flumequine.
AceclofenacAceclofenac may increase the neuroexcitatory activities of Flumequine.
AcemetacinAcemetacin may increase the neuroexcitatory activities of Flumequine.
AcenocoumarolThe therapeutic efficacy of Acenocoumarol can be increased when used in combination with Flumequine.
AcetyldigitoxinAcetyldigitoxin may decrease the cardiotoxic activities of Flumequine.
AcetyldigoxinAcetyldigoxin may decrease the cardiotoxic activities of Flumequine.
Food Interactions
Not Available

References

Synthesis Reference

U.S. Patent 3,896,131.

General References
Not Available
External Links
Human Metabolome Database
HMDB0041895
PubChem Compound
3374
PubChem Substance
310264935
ChemSpider
3257
ChEBI
94431
ChEMBL
CHEMBL370252
Wikipedia
Flumequine
ATC Codes
J01MB07 — Flumequine

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility1.24 mg/mLALOGPS
logP1.62ALOGPS
logP2.42ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)6ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area57.61 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity67.87 m3·mol-1ChemAxon
Polarizability25.25 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-03di-0090000000-4562bd1b09907dc3b700
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0uk9-0190000000-0bac3ec6458648a725c0
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0fk9-0980000000-91b57386bd019dd7838b
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-03di-0090000000-938a6d39c487a729e57e
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-03dl-0090000000-73779217b6427d238ce0
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-01ox-0090000000-13657a0f167139ce56f3
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0h2f-0090000000-def6112d5472cfde4da7
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0fk9-0190000000-56e0b22aa033cf49c8c0
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0fk9-0980000000-e04498a4742bec91275e
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0ufs-2900000000-068e7a9b1ae656d70d01
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0f92-9800000000-b99a0e425235a9128533
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0f6t-9300000000-164deed4d2600172d871
MS/MS Spectrum - , positiveLC-MS/MSsplash10-01ox-0090000000-7b3c06efa7853de57efb
MS/MS Spectrum - , positiveLC-MS/MSsplash10-0ukc-2690000000-7afb48e267c7b334213b
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-03di-0090000000-9604f2662310bea2bfe7

Taxonomy

Description
This compound belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Quinolines and derivatives
Sub Class
Quinoline carboxylic acids
Direct Parent
Quinoline carboxylic acids
Alternative Parents
Fluoroquinolones / Haloquinolines / Hydroquinolones / Hydroquinolines / Pyridinecarboxylic acids / Aryl fluorides / Benzenoids / Heteroaromatic compounds / Vinylogous amides / Monocarboxylic acids and derivatives
show 8 more
Substituents
Quinoline-3-carboxylic acid / Fluoroquinolone / Dihydroquinolone / Haloquinoline / Dihydroquinoline / Pyridine carboxylic acid / Pyridine carboxylic acid or derivatives / Benzenoid / Pyridine / Aryl fluoride
show 17 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
organofluorine compound, quinolone antibiotic, 3-oxo monocarboxylic acid, pyridoquinoline (CHEBI:85269)

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
No
Actions
Substrate
General Function
Oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen
Specific Function
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally un...
Gene Name
CYP1A2
Uniprot ID
P05177
Uniprot Name
Cytochrome P450 1A2
Molecular Weight
58293.76 Da

Drug created on June 09, 2014 10:39 / Updated on August 18, 2018 14:57