Identification
Name2-HEPTYL-4-HYDROXY QUINOLINE N-OXIDE
Accession NumberDB07918
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNII1FU5S5CG6A
CAS numberNot Available
WeightAverage: 259.3434
Monoisotopic: 259.157228921
Chemical FormulaC16H21NO2
InChI KeyNZPACTGCRWDXCJ-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
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Fumarate reductase flavoprotein subunitProteinunknownNot AvailableEscherichia coli (strain K12)P00363 details
Fumarate reductase iron-sulfur subunitProteinunknownNot AvailableEscherichia coli (strain K12)P0AC47 details
Fumarate reductase subunit CProteinunknownNot AvailableEscherichia coli (strain K12)P0A8Q0 details
Fumarate reductase subunit DProteinunknownNot AvailableEscherichia coli (strain K12)P0A8Q3 details
Formate dehydrogenase, nitrate-inducible, major subunitProteinunknownNot AvailableEscherichia coli (strain K12)P24183 details
Formate dehydrogenase, nitrate-inducible, iron-sulfur subunitProteinunknownNot AvailableEscherichia coli (strain K12)P0AAJ3 details
Formate dehydrogenase, nitrate-inducible, cytochrome b556(fdn) subunitProteinunknownNot AvailableEscherichia coli (strain K12)P0AEK7 details
NapC/NirT cytochrome c family proteinProteinunknownNot AvailableDesulfovibrio vulgaris (strain Hildenborough / ATCC 29579 / NCIMB 8303)Q72EF4 details
Cytochrome c nitrite reductase, catalytic subunit NfrA, putativeProteinunknownNot AvailableDesulfovibrio vulgaris (strain Hildenborough / ATCC 29579 / NCIMB 8303)Q72EF3 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot 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
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities 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.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassQuinolines and derivatives
Direct Parent4-hydroxy-2-alkylquinolines
Alternative ParentsHydroxyquinolines / Hydroxypyridines / Pyridinium derivatives / Benzenoids / Heteroaromatic compounds / Azacyclic compounds / Organopnictogen compounds / Organooxygen compounds / Organonitrogen compounds / Organic oxides
Substituents4-hydroxy-2-alkylquinoline / Hydroxyquinoline / Hydroxypyridine / Pyridine / Pyridinium / Benzenoid / Heteroaromatic compound / Azacycle / Organic nitrogen compound / Hydrocarbon derivative
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptorsmonohydroxyquinoline, 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 succinate dehydrogenase is used in aerobic growth.
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 succinate dehydrogenase is used in aerobic growth.
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 oxidation site. Electrons are transferred from formate to menaquinone in the gamma subunit (FdnI), through the 4Fe-4S clusters in the beta subunit (FdnH). Formate dehydrogenase-N is part of a system that g...
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 unit containing 4 iron-sulfur clusters; it serves as a conduit for electrons that are transferred from the formate oxidation site in the alpha subunit (FdnG) to the menaquinone associated with the gamma ...
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 the formate dehydrogenase-N, and also contains a menaquinone reduction site that receives electrons from the beta subunit (FdnH), through its hemes. Formate dehydrogenase-N is part of a system that g...
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 June 11, 2017 21:12