5'-O-(L-Threonylsulfamoyl)adenosine
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Identification
- Generic Name
- 5'-O-(L-Threonylsulfamoyl)adenosine
- DrugBank Accession Number
- DB03355
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 447.424
Monoisotopic: 447.117231373 - Chemical Formula
- C14H21N7O8S
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UThreonine--tRNA ligase Not Available Shigella flexneri UThreonine--tRNA ligase Not Available Staphylococcus aureus (strain MW2) - 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 purine nucleosides. These are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.
- Kingdom
- Organic compounds
- Super Class
- Nucleosides, nucleotides, and analogues
- Class
- Purine nucleosides
- Sub Class
- Not Available
- Direct Parent
- Purine nucleosides
- Alternative Parents
- Glycosylamines / Pentoses / 6-aminopurines / Alpha amino acids and derivatives / Aminopyrimidines and derivatives / N-substituted imidazoles / Imidolactams / Tetrahydrofurans / Organic sulfuric acids and derivatives / Heteroaromatic compounds show 8 more
- Substituents
- 6-aminopurine / Alcohol / Alpha-amino acid or derivatives / Amine / Amino acid or derivatives / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle / Azole / Carbonyl group show 27 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- UPVAPSGKXAAHBG-CKTDUXNWSA-N
- InChI
- InChI=1S/C14H21N7O8S/c1-5(22)7(15)13(25)20-30(26,27)28-2-6-9(23)10(24)14(29-6)21-4-19-8-11(16)17-3-18-12(8)21/h3-7,9-10,14,22-24H,2,15H2,1H3,(H,20,25)(H2,16,17,18)/t5-,6-,7+,9-,10-,14-/m1/s1
- IUPAC Name
- (2S,3R)-2-amino-1-[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}sulfonyl)amino]-3-hydroxybutan-1-one
- SMILES
- [H]N([H])[C@@H]([C@@H](C)O)C(=O)N([H])S(=O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C(N=CN=C12)N([H])[H]
References
- General References
- Not Available
- External Links
- PubChem Compound
- 445439
- PubChem Substance
- 46506859
- ChemSpider
- 393081
- BindingDB
- 50366646
- ChEMBL
- CHEMBL1163068
- ZINC
- ZINC000015524571
- PDBe Ligand
- TSB
- PDB Entries
- 1evl / 1kog / 1nyq / 1wk9 / 3pd5 / 3uh0 / 4yye
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 logP -4.5 Chemaxon pKa (Strongest Acidic) 2.69 Chemaxon pKa (Strongest Basic) 6.3 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 13 Chemaxon Hydrogen Donor Count 6 Chemaxon Polar Surface Area 238.03 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 98.1 m3·mol-1 Chemaxon Polarizability 42.31 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9629 Blood Brain Barrier + 0.5288 Caco-2 permeable - 0.6492 P-glycoprotein substrate Non-substrate 0.6751 P-glycoprotein inhibitor I Non-inhibitor 0.7917 P-glycoprotein inhibitor II Non-inhibitor 0.9506 Renal organic cation transporter Non-inhibitor 0.9593 CYP450 2C9 substrate Non-substrate 0.8449 CYP450 2D6 substrate Non-substrate 0.812 CYP450 3A4 substrate Non-substrate 0.5615 CYP450 1A2 substrate Non-inhibitor 0.807 CYP450 2C9 inhibitor Non-inhibitor 0.8329 CYP450 2D6 inhibitor Non-inhibitor 0.8669 CYP450 2C19 inhibitor Non-inhibitor 0.8378 CYP450 3A4 inhibitor Non-inhibitor 0.897 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9541 Ames test Non AMES toxic 0.6647 Carcinogenicity Non-carcinogens 0.6132 Biodegradation Not ready biodegradable 0.9748 Rat acute toxicity 2.4847 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9594 hERG inhibition (predictor II) Non-inhibitor 0.706
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0002-4003900000-6ef97a28f20636bf5ce5 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0002-1303900000-47889ff11048bc13c231 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-000i-1950100000-ae4d64682ddf08e7246f Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0005-9314100000-b011d682a111ffb1e893 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0f79-2900000000-8ec893a8c2184750c9a2 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-001i-5921100000-e656441c2be9ca768878 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]- 179.41142 predictedDeepCCS 1.0 (2019) [M+H]+ 181.29904 predictedDeepCCS 1.0 (2019) [M+Na]+ 187.10962 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsThreonine--tRNA ligase
- Kind
- Protein
- Organism
- Shigella flexneri
- Pharmacological action
- Unknown
- General Function
- Threonine-trna ligase activity
- Specific Function
- ThrS is also a translational repressor protein, it controls the translation of its own gene by binding to its mRNA.
- Gene Name
- thrS
- Uniprot ID
- P0A8M5
- Uniprot Name
- Threonine--tRNA ligase
- Molecular Weight
- 74013.765 Da
References
2. DetailsThreonine--tRNA ligase
- Kind
- Protein
- Organism
- Staphylococcus aureus (strain MW2)
- Pharmacological action
- Unknown
- General Function
- Threonine-trna ligase activity
- Specific Function
- Not Available
- Gene Name
- thrS
- Uniprot ID
- Q8NW68
- Uniprot Name
- Threonine--tRNA ligase
- Molecular Weight
- 74459.78 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52