2-[4-(DIMETHYLAMINO)PHENYL]-6-HYDROXY-3-METHYL-1,3-BENZOTHIAZOL-3-IUM

Identification

Name
2-[4-(DIMETHYLAMINO)PHENYL]-6-HYDROXY-3-METHYL-1,3-BENZOTHIAZOL-3-IUM
Accession Number
DB08615
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 285.384
Monoisotopic: 285.106158866
Chemical Formula
C16H17N2OS
InChI Key
NOVJJPLRUMZSDK-UHFFFAOYSA-O
InChI
InChI=1S/C16H16N2OS/c1-17(2)12-6-4-11(5-7-12)16-18(3)14-9-8-13(19)10-15(14)20-16/h4-10H,1-3H3/p+1
IUPAC Name
2-[4-(dimethylamino)phenyl]-6-hydroxy-3-methyl-1,3-benzothiazol-3-ium
SMILES
CN(C)C1=CC=C(C=C1)C1=[N+](C)C2=CC=C(O)C=C2S1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAcetylcholinesteraseNot 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
24832019
PubChem Substance
99445086
ChemSpider
25057349
HET
TFL
PDB Entries
2j3q

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 Solubility0.0024 mg/mLALOGPS
logP-0.21ALOGPS
logP-0.45ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)8.93ChemAxon
pKa (Strongest Basic)3.37ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area27.35 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity94.11 m3·mol-1ChemAxon
Polarizability32.33 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.8757
Blood Brain Barrier+0.9386
Caco-2 permeable+0.6071
P-glycoprotein substrateNon-substrate0.6573
P-glycoprotein inhibitor INon-inhibitor0.6885
P-glycoprotein inhibitor IIInhibitor0.7332
Renal organic cation transporterNon-inhibitor0.8248
CYP450 2C9 substrateNon-substrate0.6582
CYP450 2D6 substrateNon-substrate0.6965
CYP450 3A4 substrateSubstrate0.5842
CYP450 1A2 substrateInhibitor0.8471
CYP450 2C9 inhibitorInhibitor0.6167
CYP450 2D6 inhibitorNon-inhibitor0.6389
CYP450 2C19 inhibitorInhibitor0.8387
CYP450 3A4 inhibitorNon-inhibitor0.7503
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9216
Ames testAMES toxic0.6919
CarcinogenicityNon-carcinogens0.8676
BiodegradationNot ready biodegradable0.9856
Rat acute toxicity2.2677 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9615
hERG inhibition (predictor II)Inhibitor0.6725
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
Dialkylarylamines / Aniline and substituted anilines / 1-hydroxy-2-unsubstituted benzenoids / Thiazoles / Heteroaromatic compounds / Azacyclic compounds / Organopnictogen compounds / Organooxygen compounds / Hydrocarbon derivatives / Organic cations
Substituents
1,3-benzothiazole / Tertiary aliphatic/aromatic amine / Aniline or substituted anilines / Dialkylarylamine / 1-hydroxy-2-unsubstituted benzenoid / Monocyclic benzene moiety / Benzenoid / Azole / Heteroaromatic compound / Thiazole
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Serine hydrolase activity
Specific Function
Terminates signal transduction at the neuromuscular junction by rapid hydrolysis of the acetylcholine released into the synaptic cleft. Role in neuronal apoptosis.
Gene Name
ACHE
Uniprot ID
P22303
Uniprot Name
Acetylcholinesterase
Molecular Weight
67795.525 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 15:33 / Updated on December 01, 2017 16:07