2-heptyl-4-hydroxyquinoline N-oxide
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Identification
- Generic Name
- 2-heptyl-4-hydroxyquinoline N-oxide
- DrugBank Accession Number
- DB07918
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 259.3434
Monoisotopic: 259.157228921 - Chemical Formula
- C16H21NO2
- Synonyms
- 2-(n-heptyl)-4-hydroxyquinoline N-oxide
- 2-heptyl-4-hydroxyquinoline N-oxide
- 2-heptyl-4-hydroxyquinoline-N-oxide
- 2-heptyl-4-quinolinol 1-oxide
- HOQNO
- HQNO
- External IDs
- KF 8940
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UFumarate reductase flavoprotein subunit Not Available Escherichia coli (strain K12) UFumarate reductase iron-sulfur subunit Not Available Escherichia coli (strain K12) UFumarate reductase subunit C Not Available Escherichia coli (strain K12) UFumarate reductase subunit D Not Available Escherichia coli (strain K12) UFormate dehydrogenase, nitrate-inducible, major subunit Not Available Escherichia coli (strain K12) UFormate dehydrogenase, nitrate-inducible, iron-sulfur subunit Not Available Escherichia coli (strain K12) UFormate dehydrogenase, nitrate-inducible, cytochrome b556(fdn) subunit Not Available Escherichia coli (strain K12) UNapC/NirT cytochrome c family protein Not Available Desulfovibrio vulgaris (strain Hildenborough / ATCC 29579 / NCIMB 8303) UCytochrome c nitrite reductase, catalytic subunit NfrA, putative Not Available Desulfovibrio 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
- Adverse Effects
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- 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 / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Heteroaromatic compound / Hydrocarbon derivative / Hydroxypyridine / Hydroxyquinoline / Organic nitrogen compound / Organic oxide show 6 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- monohydroxyquinoline, quinoline N-oxide (CHEBI:28362)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 1FU5S5CG6A
- CAS number
- 341-88-8
- 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
References
- General References
- Not Available
- External Links
- KEGG Compound
- C04284
- PubChem Compound
- 1561
- PubChem Substance
- 99444389
- ChemSpider
- 10649239
- ChEBI
- 28362
- ChEMBL
- CHEMBL1233401
- ZINC
- ZINC000001529909
- PDBe Ligand
- HQO
- PDB Entries
- 1kf6 / 1kqg / 2vr0 / 3ayg / 6bdo / 6koe / 7t5k / 8a1y
Clinical Trials
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
Property Value Source Water Solubility 0.01 mg/mL ALOGPS logP 2.56 ALOGPS logP 3.83 Chemaxon logS -4.4 ALOGPS pKa (Strongest Acidic) 8.6 Chemaxon pKa (Strongest Basic) 3.49 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 47.17 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 77.99 m3·mol-1 Chemaxon Polarizability 30.49 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9948 Blood Brain Barrier + 0.9808 Caco-2 permeable + 0.5597 P-glycoprotein substrate Substrate 0.5428 P-glycoprotein inhibitor I Non-inhibitor 0.795 P-glycoprotein inhibitor II Non-inhibitor 0.7882 Renal organic cation transporter Non-inhibitor 0.6407 CYP450 2C9 substrate Non-substrate 0.655 CYP450 2D6 substrate Non-substrate 0.7479 CYP450 3A4 substrate Substrate 0.5894 CYP450 1A2 substrate Inhibitor 0.5276 CYP450 2C9 inhibitor Non-inhibitor 0.7931 CYP450 2D6 inhibitor Non-inhibitor 0.7887 CYP450 2C19 inhibitor Non-inhibitor 0.7292 CYP450 3A4 inhibitor Non-inhibitor 0.7743 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.5543 Ames test Non AMES toxic 0.6453 Carcinogenicity Non-carcinogens 0.9085 Biodegradation Not ready biodegradable 0.6026 Rat acute toxicity 2.4131 LD50, mol/kg Not applicable hERG inhibition (predictor I) Strong inhibitor 0.5381 hERG inhibition (predictor II) Non-inhibitor 0.5118
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-0abc-9450000000-93f38f6322941ef1484a Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 167.1429 predictedDeepCCS 1.0 (2019) [M+H]+ 169.50093 predictedDeepCCS 1.0 (2019) [M+Na]+ 175.5942 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsFumarate reductase flavoprotein subunit
- 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
- 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. [Article]
2. DetailsFumarate reductase iron-sulfur subunit
- 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
- 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. [Article]
3. DetailsFumarate reductase subunit C
- 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
- 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. [Article]
4. DetailsFumarate reductase subunit D
- 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
- 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. [Article]
- 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
- 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. [Article]
- 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
- 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. [Article]
- 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
- 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. [Article]
8. DetailsNapC/NirT cytochrome c family protein
- 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
- 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. [Article]
- 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
- 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. [Article]
Drug created at September 15, 2010 21:27 / Updated at June 12, 2020 16:52