Identification
Name5'-O-(N-(L-Seryl)-Sulfamoyl)Adenosine
Accession NumberDB03869  (EXPT02955)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 433.397
Monoisotopic: 433.101581309
Chemical FormulaC13H19N7O8S
InChI KeyHQXFJGONGJPTLZ-YTMOPEAISA-N
InChI
InChI=1S/C13H19N7O8S/c14-5(1-21)12(24)19-29(25,26)27-2-6-8(22)9(23)13(28-6)20-4-18-7-10(15)16-3-17-11(7)20/h3-6,8-9,13,21-23H,1-2,14H2,(H,19,24)(H2,15,16,17)/t5-,6+,8+,9+,13+/m0/s1
IUPAC Name
(2S)-2-amino-N-({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}sulfonyl)-3-hydroxypropanimidic acid
SMILES
[H][[email protected]](N)(CO)C(O)=NS(=O)(=O)OC[[email protected]@]1([H])O[[email protected]@]([H])(N2C=NC3=C(N)N=CN=C23)[[email protected]]([H])(O)[[email protected]]1([H])O
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Threonine--tRNA ligaseProteinunknownNot AvailableShigella flexneriP0A8M5 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility6.98 mg/mLALOGPS
logP-1.7ALOGPS
logP-5.8ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)5.34ChemAxon
pKa (Strongest Basic)8.42ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count13ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area241.52 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity94.01 m3·mol-1ChemAxon
Polarizability39.57 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9576
Blood Brain Barrier+0.5369
Caco-2 permeable-0.6554
P-glycoprotein substrateNon-substrate0.6293
P-glycoprotein inhibitor INon-inhibitor0.816
P-glycoprotein inhibitor IINon-inhibitor0.9598
Renal organic cation transporterNon-inhibitor0.9483
CYP450 2C9 substrateNon-substrate0.8792
CYP450 2D6 substrateNon-substrate0.8026
CYP450 3A4 substrateNon-substrate0.5448
CYP450 1A2 substrateNon-inhibitor0.8027
CYP450 2C9 inhibitorNon-inhibitor0.8143
CYP450 2D6 inhibitorNon-inhibitor0.8709
CYP450 2C19 inhibitorNon-inhibitor0.8158
CYP450 3A4 inhibitorNon-inhibitor0.767
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9395
Ames testNon AMES toxic0.6434
CarcinogenicityNon-carcinogens0.5536
BiodegradationNot ready biodegradable0.9273
Rat acute toxicity2.5079 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9446
hERG inhibition (predictor II)Non-inhibitor0.6879
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as purine nucleosides. These are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.
KingdomChemical entities
Super ClassOrganic compounds
ClassNucleosides, nucleotides, and analogues
Sub ClassPurine nucleosides
Direct ParentPurine nucleosides
Alternative ParentsSerine and derivatives / Glycosylamines / 6-aminopurines / Aminopyrimidines and derivatives / Primary aromatic amines / Imidolactams / Monosaccharides / N-substituted imidazoles / Oxolanes / Heteroaromatic compounds
SubstituentsPurine nucleoside / Serine or derivatives / Glycosyl compound / N-glycosyl compound / 6-aminopurine / Alpha-amino acid or derivatives / Imidazopyrimidine / Purine / Aminopyrimidine / N-substituted imidazole
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot 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 ]
Drug created on June 13, 2005 07:24 / Updated on September 01, 2017 11:10