5'-O-(L-Threonylsulfamoyl)adenosine

Identification

Name
5'-O-(L-Threonylsulfamoyl)adenosine
Accession Number
DB03355
Description
Not Available
Type
Small Molecule
Groups
Experimental
Structure
Thumb
Weight
Average: 447.424
Monoisotopic: 447.117231373
Chemical Formula
C14H21N7O8S
Synonyms
Not Available

Pharmacology

Indication
Not Available
Contraindications & Blackbox Warnings
Learn about our commercial Contraindications & Blackbox Warnings data.
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Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UThreonine--tRNA ligaseNot AvailableShigella flexneri
UThreonine--tRNA ligaseNot AvailableStaphylococcus 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
Learn about our commercial Adverse Effects data.
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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 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

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
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

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
logP-4.5ChemAxon
pKa (Strongest Acidic)2.69ChemAxon
pKa (Strongest Basic)6.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count13ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area238.03 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity98.1 m3·mol-1ChemAxon
Polarizability42.31 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9629
Blood Brain Barrier+0.5288
Caco-2 permeable-0.6492
P-glycoprotein substrateNon-substrate0.6751
P-glycoprotein inhibitor INon-inhibitor0.7917
P-glycoprotein inhibitor IINon-inhibitor0.9506
Renal organic cation transporterNon-inhibitor0.9593
CYP450 2C9 substrateNon-substrate0.8449
CYP450 2D6 substrateNon-substrate0.812
CYP450 3A4 substrateNon-substrate0.5615
CYP450 1A2 substrateNon-inhibitor0.807
CYP450 2C9 inhibitorNon-inhibitor0.8329
CYP450 2D6 inhibitorNon-inhibitor0.8669
CYP450 2C19 inhibitorNon-inhibitor0.8378
CYP450 3A4 inhibitorNon-inhibitor0.897
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9541
Ames testNon AMES toxic0.6647
CarcinogenicityNon-carcinogens0.6132
BiodegradationNot ready biodegradable0.9748
Rat acute toxicity2.4847 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9594
hERG inhibition (predictor II)Non-inhibitor0.706
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 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
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
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
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
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on June 12, 2020 10:52