BENZOTHIAZOLE

Identification

Name
BENZOTHIAZOLE
Accession Number
DB08624
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
UNII
G5BW2593EP
CAS number
Not Available
Weight
Average: 291.372
Monoisotopic: 291.115380881
Chemical Formula
C13H17N5OS
InChI Key
MAJHCCQPIDXPAN-QMMMGPOBSA-N
InChI
InChI=1S/C13H17N5OS/c14-8(4-3-7-17-13(15)16)11(19)12-18-9-5-1-2-6-10(9)20-12/h1-2,5-6,8H,3-4,7,14H2,(H4,15,16,17)/t8-/m0/s1
IUPAC Name
1-[(4S)-4-amino-5-(1,3-benzothiazol-2-yl)-5-oxopentyl]guanidine
SMILES
[H][C@](N)(CCCNC(N)=N)C(=O)C1=NC2=CC=CC=C2S1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UProthrombinNot AvailableHumans
UAryl hydrocarbon receptorNot AvailableHumans
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

Synthesis Reference

Roger J. Hopper, Budd H. Sturm, Joseph F. Geiser, "Preparation of 2-(isopropylsulfinyl)benzothiazole." U.S. Patent US4350818, issued April, 1944.

US4350818
General References
Not Available
External Links
PubChem Compound
46937165
PubChem Substance
99445095
ChemSpider
26330359
BindingDB
50420340
ChEBI
45993
ChEMBL
CHEMBL2089125
HET
THZ

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 Solubility0.13 mg/mLALOGPS
logP0.59ALOGPS
logP0.78ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)16.52ChemAxon
pKa (Strongest Basic)12ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area117.88 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity88.29 m3·mol-1ChemAxon
Polarizability30.44 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9942
Blood Brain Barrier+0.8558
Caco-2 permeable-0.6795
P-glycoprotein substrateSubstrate0.5875
P-glycoprotein inhibitor INon-inhibitor0.9157
P-glycoprotein inhibitor IIInhibitor0.5611
Renal organic cation transporterInhibitor0.6536
CYP450 2C9 substrateNon-substrate0.8028
CYP450 2D6 substrateNon-substrate0.7009
CYP450 3A4 substrateNon-substrate0.7184
CYP450 1A2 substrateInhibitor0.6474
CYP450 2C9 inhibitorNon-inhibitor0.8101
CYP450 2D6 inhibitorNon-inhibitor0.616
CYP450 2C19 inhibitorNon-inhibitor0.7545
CYP450 3A4 inhibitorNon-inhibitor0.5133
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6243
Ames testNon AMES toxic0.7459
CarcinogenicityNon-carcinogens0.9624
BiodegradationNot ready biodegradable0.9452
Rat acute toxicity2.5910 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.953
hERG inhibition (predictor II)Non-inhibitor0.8652
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 benzothiazoles. These are organic compounds containing a benzene fused to a thiazole ring (a five-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom).
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Benzothiazoles
Sub Class
Not Available
Direct Parent
Benzothiazoles
Alternative Parents
Aryl alkyl ketones / Benzenoids / Thiazoles / Heteroaromatic compounds / Alpha-amino ketones / Guanidines / Propargyl-type 1,3-dipolar organic compounds / Carboximidamides / Azacyclic compounds / Organopnictogen compounds
show 3 more
Substituents
1,3-benzothiazole / Aryl alkyl ketone / Aryl ketone / Benzenoid / Alpha-aminoketone / Azole / Heteroaromatic compound / Thiazole / Guanidine / Ketone
show 15 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Thrombospondin receptor activity
Specific Function
Thrombin, which cleaves bonds after Arg and Lys, converts fibrinogen to fibrin and activates factors V, VII, VIII, XIII, and, in complex with thrombomodulin, protein C. Functions in blood homeostas...
Gene Name
F2
Uniprot ID
P00734
Uniprot Name
Prothrombin
Molecular Weight
70036.295 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
Humans
Pharmacological action
Unknown
General Function
Transcription regulatory region dna binding
Specific Function
Ligand-activated transcriptional activator. Binds to the XRE promoter region of genes it activates. Activates the expression of multiple phase I and II xenobiotic chemical metabolizing enzyme genes...
Gene Name
AHR
Uniprot ID
P35869
Uniprot Name
Aryl hydrocarbon receptor
Molecular Weight
96146.705 Da
References
  1. Noguerol TN, Boronat S, Casado M, Raldua D, Barcelo D, Pina B: Evaluating the interactions of vertebrate receptors with persistent pollutants and antifouling pesticides using recombinant yeast assays. Anal Bioanal Chem. 2006 Jul;385(6):1012-9. Epub 2006 May 17. [PubMed:16705413]

Drug created on September 15, 2010 15:33 / Updated on November 02, 2018 06:52