5-n-undecyl-6-hydroxy-4,7-dioxobenzothiazole

Identification

Name
5-n-undecyl-6-hydroxy-4,7-dioxobenzothiazole
Accession Number
DB04799
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • 3-undecyl-2-hydroxydioxobenzothiazol
  • 6-hydroxy-5-undecyl-1,3-benzothiazole-4,7-dione
  • 6-Hydroxy-5-undecyl-4,7-benzothiazoledione
  • UHDBT
Categories
UNII
Not Available
CAS number
43152-58-5
Weight
Average: 335.461
Monoisotopic: 335.155514361
Chemical Formula
C18H25NO3S
InChI Key
QCWGBMWYLYKEIU-UHFFFAOYSA-N
InChI
InChI=1S/C18H25NO3S/c1-2-3-4-5-6-7-8-9-10-11-13-15(20)14-18(23-12-19-14)17(22)16(13)21/h12,21H,2-11H2,1H3
IUPAC Name
6-hydroxy-5-undecyl-4,7-dihydro-1,3-benzothiazole-4,7-dione
SMILES
CCCCCCCCCCCC1=C(O)C(=O)C2=C(N=CS2)C1=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCytochrome c1, heme protein, mitochondrialNot AvailableHuman
UCytochrome bNot AvailableHuman
UCytochrome b-c1 complex subunit 1, mitochondrialNot AvailableHuman
UCytochrome b-c1 complex subunit 2, mitochondrialNot AvailableHuman
UCytochrome b-c1 complex subunit 6, mitochondrialNot AvailableHuman
UCytochrome b-c1 complex subunit 8Not AvailableHuman
UCytochrome b-c1 complex subunit Rieske, mitochondrialNot AvailableHuman
UCytochrome b-c1 complex subunit 10Not AvailableHuman
UCytochrome b-c1 complex subunit 7Not AvailableHuman
UCytochrome b-c1 complex subunit 9Not AvailableHuman
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
PubChem Compound
3016416
PubChem Substance
46507980
ChemSpider
20082687
HET
UHD
PDB Entries
1sqv

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 Solubility0.00186 mg/mLALOGPS
logP4.51ALOGPS
logP4.99ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)6.88ChemAxon
pKa (Strongest Basic)-0.81ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area67.26 Å2ChemAxon
Rotatable Bond Count10ChemAxon
Refractivity93.14 m3·mol-1ChemAxon
Polarizability38.64 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.7371
Caco-2 permeable-0.5328
P-glycoprotein substrateSubstrate0.6222
P-glycoprotein inhibitor INon-inhibitor0.8151
P-glycoprotein inhibitor IINon-inhibitor0.8117
Renal organic cation transporterNon-inhibitor0.8508
CYP450 2C9 substrateNon-substrate0.7606
CYP450 2D6 substrateNon-substrate0.809
CYP450 3A4 substrateNon-substrate0.5602
CYP450 1A2 substrateInhibitor0.8218
CYP450 2C9 inhibitorInhibitor0.5095
CYP450 2D6 inhibitorNon-inhibitor0.8179
CYP450 2C19 inhibitorInhibitor0.648
CYP450 3A4 inhibitorNon-inhibitor0.8383
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.747
Ames testNon AMES toxic0.6331
CarcinogenicityNon-carcinogens0.9639
BiodegradationNot ready biodegradable0.842
Rat acute toxicity2.4590 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9491
hERG inhibition (predictor II)Non-inhibitor0.8707
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 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 aryl ketones. These are organic aromatic compounds that contain a ketone group substituted at one C-atom with an aryl group. They have the generic structure RC(=O)R', where R = aryl group and R'=organyl group.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbonyl compounds
Direct Parent
Aryl ketones
Alternative Parents
Vinylogous acids / Thiazoles / Heteroaromatic compounds / Enols / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds / Organic oxides / Hydrocarbon derivatives
Substituents
Aryl ketone / Heteroaromatic compound / Vinylogous acid / Thiazole / Azole / Azacycle / Organoheterocyclic compound / Enol / Organic nitrogen compound / Organopnictogen compound
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
benzothiazoles (CHEBI:46406)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
This is the heme-containing component of the cytochrome b-c1 complex, which accepts electrons from Rieske protein and transfers electrons to cytochrome c in the mitochondrial respiratory chain.
Gene Name
CYC1
Uniprot ID
P08574
Uniprot Name
Cytochrome c1, heme protein, mitochondrial
Molecular Weight
35421.61 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
Human
Pharmacological action
Unknown
General Function
Ubiquinol-cytochrome-c reductase activity
Specific Function
Component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is a respiratory chain that generates an electrochemical potential coupled to ATP synthesis.
Gene Name
MT-CYB
Uniprot ID
P00156
Uniprot Name
Cytochrome b
Molecular Weight
42717.055 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
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
This is a component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is part of the mitochondrial respiratory chain. This protein may mediate formatio...
Gene Name
UQCRC1
Uniprot ID
P31930
Uniprot Name
Cytochrome b-c1 complex subunit 1, mitochondrial
Molecular Weight
52645.305 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
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
This is a component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is part of the mitochondrial respiratory chain. The core protein 2 is required fo...
Gene Name
UQCRC2
Uniprot ID
P22695
Uniprot Name
Cytochrome b-c1 complex subunit 2, mitochondrial
Molecular Weight
48442.6 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
Human
Pharmacological action
Unknown
General Function
Ubiquinol-cytochrome-c reductase activity
Specific Function
This is a component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is part of the mitochondrial respiratory chain. This protein may mediate formatio...
Gene Name
UQCRH
Uniprot ID
P07919
Uniprot Name
Cytochrome b-c1 complex subunit 6, mitochondrial
Molecular Weight
10738.68 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
Human
Pharmacological action
Unknown
General Function
Ubiquinol-cytochrome-c reductase activity
Specific Function
This is a component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is part of the mitochondrial respiratory chain. This subunit, together with cytoc...
Gene Name
UQCRQ
Uniprot ID
O14949
Uniprot Name
Cytochrome b-c1 complex subunit 8
Molecular Weight
9906.315 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
Human
Pharmacological action
Unknown
General Function
Ubiquinol-cytochrome-c reductase activity
Specific Function
Component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is a respiratory chain that generates an electrochemical potential coupled to ATP synthesis...
Gene Name
UQCRFS1
Uniprot ID
P47985
Uniprot Name
Cytochrome b-c1 complex subunit Rieske, mitochondrial
Molecular Weight
29667.695 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
Human
Pharmacological action
Unknown
General Function
Ubiquinol-cytochrome-c reductase activity
Specific Function
This is a component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is part of the mitochondrial respiratory chain.This protein may be closely linked...
Gene Name
UQCR11
Uniprot ID
O14957
Uniprot Name
Cytochrome b-c1 complex subunit 10
Molecular Weight
6569.655 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
Human
Pharmacological action
Unknown
General Function
Not Available
Specific Function
This is a component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is part of the mitochondrial respiratory chain. This component is involved in red...
Gene Name
UQCRB
Uniprot ID
P14927
Uniprot Name
Cytochrome b-c1 complex subunit 7
Molecular Weight
13530.34 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
Human
Pharmacological action
Unknown
General Function
Ubiquinol-cytochrome-c reductase activity
Specific Function
This is a component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is part of the mitochondrial respiratory chain. This subunit interacts with cytoc...
Gene Name
UQCR10
Uniprot ID
Q9UDW1
Uniprot Name
Cytochrome b-c1 complex subunit 9
Molecular Weight
7308.42 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 11, 2007 11:49 / Updated on December 01, 2017 15:32