2-HEPTYL-4-HYDROXY QUINOLINE N-OXIDE

Identification

Name
2-HEPTYL-4-HYDROXY QUINOLINE N-OXIDE
Accession Number
DB07918
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
1FU5S5CG6A
CAS number
Not Available
Weight
Average: 259.3434
Monoisotopic: 259.157228921
Chemical Formula
C16H21NO2
InChI Key
NZPACTGCRWDXCJ-UHFFFAOYSA-N
InChI
InChI=1S/C16H21NO2/c1-2-3-4-5-6-9-13-12-16(18)14-10-7-8-11-15(14)17(13)19/h7-8,10-12,18H,2-6,9H2,1H3
IUPAC Name
2-heptyl-4-hydroxyquinolin-1-ium-1-olate
SMILES
CCCCCCCC1=[N+]([O-])C2=CC=CC=C2C(O)=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UFumarate reductase flavoprotein subunitNot AvailableEscherichia coli (strain K12)
UFumarate reductase iron-sulfur subunitNot AvailableEscherichia coli (strain K12)
UFumarate reductase subunit CNot AvailableEscherichia coli (strain K12)
UFumarate reductase subunit DNot AvailableEscherichia coli (strain K12)
UFormate dehydrogenase, nitrate-inducible, major subunitNot AvailableEscherichia coli (strain K12)
UFormate dehydrogenase, nitrate-inducible, iron-sulfur subunitNot AvailableEscherichia coli (strain K12)
UFormate dehydrogenase, nitrate-inducible, cytochrome b556(fdn) subunitNot AvailableEscherichia coli (strain K12)
UNapC/NirT cytochrome c family proteinNot AvailableDesulfovibrio vulgaris (strain Hildenborough / ATCC 29579 / NCIMB 8303)
UCytochrome c nitrite reductase, catalytic subunit NfrA, putativeNot AvailableDesulfovibrio vulgaris (strain Hildenborough / ATCC 29579 / NCIMB 8303)
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
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C04284
PubChem Compound
1561
PubChem Substance
99444389
ChemSpider
10649239
ChEBI
28362
ChEMBL
CHEMBL1233401
HET
HQO
PDB Entries
1kf6 / 1kqg / 2vr0 / 3ayg

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 Solubility0.01 mg/mLALOGPS
logP2.56ALOGPS
logP4.19ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)7.88ChemAxon
pKa (Strongest Basic)1.22ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area45.69 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity78.51 m3·mol-1ChemAxon
Polarizability30.46 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9948
Blood Brain Barrier+0.9808
Caco-2 permeable+0.5597
P-glycoprotein substrateSubstrate0.5428
P-glycoprotein inhibitor INon-inhibitor0.795
P-glycoprotein inhibitor IINon-inhibitor0.7882
Renal organic cation transporterNon-inhibitor0.6407
CYP450 2C9 substrateNon-substrate0.655
CYP450 2D6 substrateNon-substrate0.7479
CYP450 3A4 substrateSubstrate0.5894
CYP450 1A2 substrateInhibitor0.5276
CYP450 2C9 inhibitorNon-inhibitor0.7931
CYP450 2D6 inhibitorNon-inhibitor0.7887
CYP450 2C19 inhibitorNon-inhibitor0.7292
CYP450 3A4 inhibitorNon-inhibitor0.7743
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5543
Ames testNon AMES toxic0.6453
CarcinogenicityNon-carcinogens0.9085
BiodegradationNot ready biodegradable0.6026
Rat acute toxicity2.4131 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.5381
hERG inhibition (predictor II)Non-inhibitor0.5118
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

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

Taxonomy

Description
This compound belongs to the class of organic compounds known as 4-hydroxy-2-alkylquinolines. These are organic compounds containing a quinoline moiety with a hydroxyl group attached to the C4 atom, and an alkyl chain attached to the C2 atom.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Quinolines and derivatives
Sub Class
4-hydroxy-2-alkylquinolines
Direct Parent
4-hydroxy-2-alkylquinolines
Alternative Parents
Hydroxyquinolines / Hydroxypyridines / Pyridinium derivatives / Benzenoids / Heteroaromatic compounds / Azacyclic compounds / Organopnictogen compounds / Organooxygen compounds / Organonitrogen compounds / Organic oxides
show 1 more
Substituents
4-hydroxy-2-alkylquinoline / Hydroxyquinoline / Hydroxypyridine / Pyridine / Pyridinium / Benzenoid / Heteroaromatic compound / Azacycle / Organic nitrogen compound / Hydrocarbon derivative
show 6 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
monohydroxyquinoline, quinoline N-oxide (CHEBI:28362)

Targets

Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Succinate dehydrogenase activity
Specific Function
Two distinct, membrane-bound, FAD-containing enzymes are responsible for the catalysis of fumarate and succinate interconversion; the fumarate reductase is used in anaerobic growth, and the succina...
Gene Name
frdA
Uniprot ID
P00363
Uniprot Name
Fumarate reductase flavoprotein subunit
Molecular Weight
65971.215 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Succinate dehydrogenase activity
Specific Function
Two distinct, membrane-bound, FAD-containing enzymes are responsible for the catalysis of fumarate and succinate interconversion; the fumarate reductase is used in anaerobic growth, and the succina...
Gene Name
frdB
Uniprot ID
P0AC47
Uniprot Name
Fumarate reductase iron-sulfur subunit
Molecular Weight
27122.805 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Succinate dehydrogenase activity
Specific Function
Seems to be involved in the anchoring of the catalytic components of the fumarate reductase complex to the cytoplasmic membrane.
Gene Name
frdC
Uniprot ID
P0A8Q0
Uniprot Name
Fumarate reductase subunit C
Molecular Weight
15014.91 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Succinate dehydrogenase activity
Specific Function
Seems to be involved in the anchoring of the catalytic components of the fumarate reductase complex to the cytoplasmic membrane.
Gene Name
frdD
Uniprot ID
P0A8Q3
Uniprot Name
Fumarate reductase subunit D
Molecular Weight
13106.81 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Selenium binding
Specific Function
Formate dehydrogenase allows E.coli to use formate as major electron donor during anaerobic respiration, when nitrate is used as electron acceptor. The alpha subunit FdnG contains the formate oxida...
Gene Name
fdnG
Uniprot ID
P24183
Uniprot Name
Formate dehydrogenase, nitrate-inducible, major subunit
Molecular Weight
112962.62 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Formate dehydrogenase allows E.coli to use formate as major electron donor during anaerobic respiration, when nitrate is used as electron acceptor. The beta subunit FdnH is an electron transfer uni...
Gene Name
fdnH
Uniprot ID
P0AAJ3
Uniprot Name
Formate dehydrogenase, nitrate-inducible, iron-sulfur subunit
Molecular Weight
32238.465 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Formate dehydrogenase allows E.coli to use formate as major electron donor during anaerobic respiration, when nitrate is used as electron acceptor. Subunit gamma is the cytochrome b556 component of...
Gene Name
fdnI
Uniprot ID
P0AEK7
Uniprot Name
Formate dehydrogenase, nitrate-inducible, cytochrome b556(Fdn) subunit
Molecular Weight
25368.34 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
Kind
Protein
Organism
Desulfovibrio vulgaris (strain Hildenborough / ATCC 29579 / NCIMB 8303)
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q72EF4
Uniprot Name
Cytochrome c-type protein
Molecular Weight
17262.93 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
Kind
Protein
Organism
Desulfovibrio vulgaris (strain Hildenborough / ATCC 29579 / NCIMB 8303)
Pharmacological action
Unknown
General Function
Nitrite reductase (cytochrome, ammonia-forming) activity
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q72EF3
Uniprot Name
Cytochrome c-552
Molecular Weight
60002.975 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Drug created on September 15, 2010 15:27 / Updated on December 01, 2017 15:57