2-(Beta-D-Glucopyranosyl)-5-Methyl-1,3,4-Benzothiazole

Identification

Name
2-(Beta-D-Glucopyranosyl)-5-Methyl-1,3,4-Benzothiazole
Accession Number
DB03250
Description
Not Available
Type
Small Molecule
Groups
Experimental
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Structure
Thumb
Weight
Average: 311.353
Monoisotopic: 311.082743349
Chemical Formula
C14H17NO5S
Synonyms
Not Available

Pharmacology

Indication
Not Available
Contraindications & Blackbox Warnings
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Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UGlycogen phosphorylase, muscle formNot 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
Adverse Effects
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Toxicity
Not Available
Affected organisms
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 2-pyranosylbenzothiazoles. These are nucleoside and nucleotide analogs with a structure that consists of a benzothiazole base which is N-substituted at the 2-position with a pyranose moiety. Nucleotide analogues contain a phosphate group linked to the C5 carbon atom of the pyranose.
Kingdom
Organic compounds
Super Class
Nucleosides, nucleotides, and analogues
Class
Nucleoside and nucleotide analogues
Sub Class
2-pyranosylbenzothiazoles
Direct Parent
2-pyranosylbenzothiazoles
Alternative Parents
C-glycosyl compounds / Benzothiazoles / Benzenoids / Oxanes / Monosaccharides / Thiazoles / Heteroaromatic compounds / Secondary alcohols / Azacyclic compounds / Polyols
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Substituents
1,3-benzothiazole / 2-pyranosylbenzothiazole / Alcohol / Aromatic heteropolycyclic compound / Azacycle / Azole / Benzenoid / C-glycosyl compound / Dialkyl ether / Ether
show 16 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
WGJFWQVWYRZPEP-KABOQKQYSA-N
InChI
InChI=1S/C14H17NO5S/c1-6-2-3-9-7(4-6)15-14(21-9)13-12(19)11(18)10(17)8(5-16)20-13/h2-4,8,10-13,16-19H,5H2,1H3/t8-,10-,11+,12-,13-/m1/s1
IUPAC Name
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(5-methyl-1,3-benzothiazol-2-yl)oxane-3,4,5-triol
SMILES
[H][[email protected]]1(CO)O[[email protected]@]([H])(C2=NC3=CC(C)=CC=C3S2)[[email protected]]([H])(O)[[email protected]@]([H])(O)[[email protected]]1([H])O

References

General References
Not Available
PubChem Compound
22298966
PubChem Substance
46505292
ChemSpider
20059592
ZINC
ZINC000038378861
PDBe Ligand
TH1
PDB Entries
1xl1

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility1.39 mg/mLALOGPS
logP-0.08ALOGPS
logP0.095ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)12.46ChemAxon
pKa (Strongest Basic)1.64ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area103.04 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity74.69 m3·mol-1ChemAxon
Polarizability30.93 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9565
Blood Brain Barrier-0.5794
Caco-2 permeable-0.729
P-glycoprotein substrateNon-substrate0.5724
P-glycoprotein inhibitor INon-inhibitor0.9324
P-glycoprotein inhibitor IINon-inhibitor0.9845
Renal organic cation transporterNon-inhibitor0.8777
CYP450 2C9 substrateNon-substrate0.7196
CYP450 2D6 substrateNon-substrate0.7853
CYP450 3A4 substrateNon-substrate0.5416
CYP450 1A2 substrateNon-inhibitor0.5
CYP450 2C9 inhibitorNon-inhibitor0.6884
CYP450 2D6 inhibitorNon-inhibitor0.9021
CYP450 2C19 inhibitorNon-inhibitor0.6037
CYP450 3A4 inhibitorNon-inhibitor0.8848
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5485
Ames testAMES toxic0.5186
CarcinogenicityNon-carcinogens0.9459
BiodegradationNot ready biodegradable0.9445
Rat acute toxicity2.3520 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9836
hERG inhibition (predictor II)Non-inhibitor0.8288
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

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Pyridoxal phosphate binding
Specific Function
Phosphorylase is an important allosteric enzyme in carbohydrate metabolism. Enzymes from different sources differ in their regulatory mechanisms and in their natural substrates. However, all known ...
Gene Name
PYGM
Uniprot ID
P11217
Uniprot Name
Glycogen phosphorylase, muscle form
Molecular Weight
97091.265 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 June 13, 2005 07:24 / Updated on June 12, 2020 10:52

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