(3AR,5R,6S,7R,7AR)-5-(HYDROXYMETHYL)-2-PROPYL-5,6,7,7A-TETRAHYDRO-3AH-PYRANO[3,2-D][1,3]THIAZOLE-6,7-DIOL
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Identification
- Generic Name
- (3AR,5R,6S,7R,7AR)-5-(HYDROXYMETHYL)-2-PROPYL-5,6,7,7A-TETRAHYDRO-3AH-PYRANO[3,2-D][1,3]THIAZOLE-6,7-DIOL
- DrugBank Accession Number
- DB08255
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 247.311
Monoisotopic: 247.087828727 - Chemical Formula
- C10H17NO4S
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UO-GlcNAcase BT_4395 Not Available Bacteroides thetaiotaomicron (strain ATCC 29148 / DSM 2079 / NCTC 10582 / E50 / VPI-5482) - 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. View sample adverse effects data in our new Data Library!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 monosaccharides. These are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.
- Kingdom
- Organic compounds
- Super Class
- Organic oxygen compounds
- Class
- Organooxygen compounds
- Sub Class
- Carbohydrates and carbohydrate conjugates
- Direct Parent
- Monosaccharides
- Alternative Parents
- Oxanes / Thiazolines / Monothioacetals / Secondary alcohols / Propargyl-type 1,3-dipolar organic compounds / Oxacyclic compounds / Azacyclic compounds / Primary alcohols / Organopnictogen compounds / Organonitrogen compounds show 1 more
- Substituents
- Alcohol / Aliphatic heteropolycyclic compound / Azacycle / Hydrocarbon derivative / Meta-thiazoline / Monosaccharide / Monothioacetal / Organic 1,3-dipolar compound / Organic nitrogen compound / Organoheterocyclic compound show 7 more
- Molecular Framework
- Aliphatic heteropolycyclic compounds
- External Descriptors
- pyranothiazole (CHEBI:44187)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- QWOPEBCGKASVQP-QXOHVQIXSA-N
- InChI
- InChI=1S/C10H17NO4S/c1-2-3-6-11-7-9(14)8(13)5(4-12)15-10(7)16-6/h5,7-10,12-14H,2-4H2,1H3/t5-,7-,8-,9-,10-/m1/s1
- IUPAC Name
- (3aR,5R,6S,7R,7aR)-5-(hydroxymethyl)-2-propyl-3aH,5H,6H,7H,7aH-pyrano[3,2-d][1,3]thiazole-6,7-diol
- SMILES
- [H][C@]12O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])N=C(CCC)S2
References
- General References
- Not Available
- External Links
- PubChem Compound
- 11507040
- PubChem Substance
- 99444726
- ChemSpider
- 9681837
- BindingDB
- 50323696
- ChEMBL
- CHEMBL1213604
- ZINC
- ZINC000016052203
- PDBe Ligand
- NB1
- PDB Entries
- 2j4g
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 6.23 mg/mL ALOGPS logP -0.2 ALOGPS logP -0.22 Chemaxon logS -1.6 ALOGPS pKa (Strongest Acidic) 12.81 Chemaxon pKa (Strongest Basic) 2.38 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 82.28 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 59.53 m3·mol-1 Chemaxon Polarizability 25.24 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.6934 Blood Brain Barrier - 0.7253 Caco-2 permeable - 0.6624 P-glycoprotein substrate Substrate 0.5353 P-glycoprotein inhibitor I Non-inhibitor 0.9276 P-glycoprotein inhibitor II Non-inhibitor 0.989 Renal organic cation transporter Non-inhibitor 0.7666 CYP450 2C9 substrate Non-substrate 0.782 CYP450 2D6 substrate Non-substrate 0.7643 CYP450 3A4 substrate Non-substrate 0.5 CYP450 1A2 substrate Non-inhibitor 0.6419 CYP450 2C9 inhibitor Non-inhibitor 0.7091 CYP450 2D6 inhibitor Non-inhibitor 0.8787 CYP450 2C19 inhibitor Non-inhibitor 0.7182 CYP450 3A4 inhibitor Non-inhibitor 0.9718 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.7774 Ames test Non AMES toxic 0.5672 Carcinogenicity Non-carcinogens 0.9531 Biodegradation Not ready biodegradable 0.895 Rat acute toxicity 2.3345 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9556 hERG inhibition (predictor II) Non-inhibitor 0.9138
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-05ul-9430000000-6621d1445d43b94c21ea Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0002-0090000000-db0639df7988dce99ca4 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0adi-9610000000-91335c2b4a0758a2ad01 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0032-0790000000-de918f6236d18ef22d9e Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0ab9-8910000000-31cd067abe419109fb93 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0059-1900000000-c5246aa9756112349cca Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0bt9-8910000000-50a7163417a883372077 Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 162.4535 predictedDeepCCS 1.0 (2019) [M+H]+ 164.34892 predictedDeepCCS 1.0 (2019) [M+Na]+ 170.39455 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsO-GlcNAcase BT_4395
- Kind
- Protein
- Organism
- Bacteroides thetaiotaomicron (strain ATCC 29148 / DSM 2079 / NCTC 10582 / E50 / VPI-5482)
- Pharmacological action
- Unknown
- General Function
- Beta-n-acetylglucosaminidase activity
- Specific Function
- Can hydrolyze the glycosidic link of O-GlcNAcylated proteins. Can use p-nitrophenyl-beta-GlcNAc and 4-methylumbelliferone-GlcNAc as substrates (in vitro).
- Gene Name
- Not Available
- Uniprot ID
- Q89ZI2
- Uniprot Name
- O-GlcNAcase BT_4395
- Molecular Weight
- 84484.62 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 21:30 / Updated at June 12, 2020 16:52