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Identification
Name3-Deoxyguanosine
Accession NumberDB03609  (EXPT00167)
Typesmall molecule
Groupsexperimental
Description

3-deoxyguanosine is a solid. This compound belongs to the purine nucleosides and analogues. These are compounds comprising a purine base attached to a sugar. This medication targets the protein purine nucleoside phosphorylase.

Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 267.2413
Monoisotopic: 267.096753929
Chemical FormulaC10H13N5O4
InChI KeyOROIAVZITJBGSM-PJPYAQQDSA-N
InChI
InChI=1S/C10H13N5O4/c11-10-13-7-6(8(18)14-10)12-3-15(7)9-5(17)1-4(2-16)19-9/h3-5,9,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5-,9-/m0/s1
IUPAC Name
2-amino-9-[(2S,3S,5S)-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one
SMILES
NC1=NC2=C(N=CN2[C@H]2O[C@H](CO)C[C@@H]2O)C(=O)N1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganooxygen Compounds
ClassCarbohydrates and Carbohydrate Conjugates
SubclassGlycosyl Compounds
Direct parentPurine Nucleosides and Analogues
Alternative parentsHypoxanthines; Pentoses; Pyrimidones; N-substituted Imidazoles; Primary Aromatic Amines; Tetrahydrofurans; Oxolanes; Secondary Alcohols; Polyamines; Primary Alcohols; Ethers
Substituentspentose monosaccharide; hypoxanthine; purinone; imidazopyrimidine; purine; pyrimidone; primary aromatic amine; n-substituted imidazole; monosaccharide; pyrimidine; tetrahydrofuran; oxolane; azole; imidazole; secondary alcohol; polyamine; primary alcohol; ether; alcohol; amine; organonitrogen compound; primary amine
Classification descriptionThis compound belongs to the purine nucleosides and analogues. These are compounds comprising a purine base attached to a sugar.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9974
Blood Brain Barrier + 0.9621
Caco-2 permeable - 0.8757
P-glycoprotein substrate Non-substrate 0.6331
P-glycoprotein inhibitor I Non-inhibitor 0.9637
P-glycoprotein inhibitor II Non-inhibitor 0.9353
Renal organic cation transporter Non-inhibitor 0.9336
CYP450 2C9 substrate Non-substrate 0.8606
CYP450 2D6 substrate Non-substrate 0.8345
CYP450 3A4 substrate Non-substrate 0.5919
CYP450 1A2 substrate Non-inhibitor 0.8165
CYP450 2C9 substrate Non-inhibitor 0.9408
CYP450 2D6 substrate Non-inhibitor 0.9559
CYP450 2C19 substrate Non-inhibitor 0.9594
CYP450 3A4 substrate Non-inhibitor 0.9725
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9879
Ames test Non AMES toxic 0.6292
Carcinogenicity Non-carcinogens 0.8629
Biodegradation Not ready biodegradable 0.9496
Rat acute toxicity 1.9353 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9852
hERG inhibition (predictor II) Non-inhibitor 0.9622
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility1.19e+01 g/lALOGPS
logP-1.7ALOGPS
logP-2ChemAxon
logS-1.4ALOGPS
pKa (strongest acidic)10.16ChemAxon
pKa (strongest basic)1.83ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count7ChemAxon
hydrogen donor count4ChemAxon
polar surface area134.99ChemAxon
rotatable bond count2ChemAxon
refractivity63.52ChemAxon
polarizability25.37ChemAxon
number of rings3ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis Reference

Tetsuro Fujishima, “Process for producing 3-deoxyguanosine.” U.S. Patent US4594320, issued April, 1983.

US4594320
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound6541399
PubChem Substance46508922
BindingDB50144937
HET3DG
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Purine nucleoside phosphorylase

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Purine nucleoside phosphorylase P00491 Details

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
  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

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Drug created on June 13, 2005 07:24 / Updated on September 23, 2014 15:06