Identification
- Generic Name
- 2-[4-(DIMETHYLAMINO)PHENYL]-6-HYDROXY-3-METHYL-1,3-BENZOTHIAZOL-3-IUM
- DrugBank Accession Number
- DB08615
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for 2-[4-(DIMETHYLAMINO)PHENYL]-6-HYDROXY-3-METHYL-1,3-BENZOTHIAZOL-3-IUM (DB08615)
- Weight
- Average: 285.384
Monoisotopic: 285.106158866 - Chemical Formula
- C16H17N2OS
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Avoid life-threatening adverse drug eventsImprove clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UAcetylcholinesterase Not Available Humans - 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.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
- Not Available
- Chemical TaxonomyProvided by Classyfire
- 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 / 1-hydroxy-2-unsubstituted benzenoid / Amine / Aniline or substituted anilines / Aromatic heteropolycyclic compound / Azacycle / Azole / Benzenoid / Dialkylarylamine / Heteroaromatic compound
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- 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
References
- General References
- Not Available
- External Links
- PubChem Compound
- 24832019
- PubChem Substance
- 99445086
- ChemSpider
- 25057349
- ZINC
- ZINC000038539054
- PDBe Ligand
- TFL
- PDB Entries
- 2j3q
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 0.0024 mg/mL ALOGPS logP -0.21 ALOGPS logP -0.45 Chemaxon logS -5.1 ALOGPS pKa (Strongest Acidic) 7.53 Chemaxon pKa (Strongest Basic) 3.37 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 27.35 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 94.11 m3·mol-1 Chemaxon Polarizability 32.33 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.8757 Blood Brain Barrier + 0.9386 Caco-2 permeable + 0.6071 P-glycoprotein substrate Non-substrate 0.6573 P-glycoprotein inhibitor I Non-inhibitor 0.6885 P-glycoprotein inhibitor II Inhibitor 0.7332 Renal organic cation transporter Non-inhibitor 0.8248 CYP450 2C9 substrate Non-substrate 0.6582 CYP450 2D6 substrate Non-substrate 0.6965 CYP450 3A4 substrate Substrate 0.5842 CYP450 1A2 substrate Inhibitor 0.8471 CYP450 2C9 inhibitor Inhibitor 0.6167 CYP450 2D6 inhibitor Non-inhibitor 0.6389 CYP450 2C19 inhibitor Inhibitor 0.8387 CYP450 3A4 inhibitor Non-inhibitor 0.7503 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.9216 Ames test AMES toxic 0.6919 Carcinogenicity Non-carcinogens 0.8676 Biodegradation Not ready biodegradable 0.9856 Rat acute toxicity 2.2677 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9615 hERG inhibition (predictor II) Inhibitor 0.6725
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets
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- Kind
- Protein
- Organism
- Humans
- 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
- 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 21:33 / Updated at June 12, 2020 16:52