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Identification
Name5--Monophosphate-9-Beta-D-Ribofuranosyl Xanthine
Accession NumberDB02309  (EXPT03260)
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 365.2133
Monoisotopic: 365.049839578
Chemical FormulaC10H14N4O9P
InChI KeyDCTLYFZHFGENCW-BZKDHIKHSA-O
InChI
InChI=1S/C10H13N4O9P/c15-5-3(1-22-24(19,20)21)23-9(6(5)16)14-2-11-4-7(14)12-10(18)13-8(4)17/h2-3,5-6,9,15-16H,1H2,(H2,19,20,21)(H2,12,13,17,18)/p+1/t3-,5-,6+,9+/m0/s1
IUPAC Name
9-[(2R,3R,4R,5S)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-2,6-dioxo-2,3,6,9-tetrahydro-1H-purin-7-ium
SMILES
O[C@H]1[C@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=[NH+]C2=C1NC(=O)NC2=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganooxygen Compounds
ClassCarbohydrates and Carbohydrate Conjugates
SubclassGlycosyl Compounds
Direct parentPurine Ribonucleoside Monophosphates
Alternative parentsPentose Phosphates; Xanthines; Monosaccharide Phosphates; Purinones; Pyrimidones; Organic Phosphoric Acids; N-substituted Imidazoles; Organophosphate Esters; Tetrahydrofurans; Oxolanes; Secondary Alcohols; 1,2-Diols; Ethers; Polyamines
Substituentspentose-5-phosphate; pentose phosphate; xanthine; monosaccharide phosphate; purinone; pentose monosaccharide; purine; imidazopyrimidine; pyrimidone; n-substituted imidazole; monosaccharide; phosphoric acid ester; organic phosphate; pyrimidine; tetrahydrofuran; imidazole; oxolane; azole; secondary alcohol; 1,2-diol; polyamine; ether; organonitrogen compound; alcohol; amine
Classification descriptionThis compound belongs to the purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.
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 - 0.9761
Blood Brain Barrier + 0.8245
Caco-2 permeable - 0.7539
P-glycoprotein substrate Non-substrate 0.641
P-glycoprotein inhibitor I Non-inhibitor 0.9362
P-glycoprotein inhibitor II Non-inhibitor 0.9664
Renal organic cation transporter Non-inhibitor 0.961
CYP450 2C9 substrate Non-substrate 0.7283
CYP450 2D6 substrate Non-substrate 0.8372
CYP450 3A4 substrate Non-substrate 0.5456
CYP450 1A2 substrate Non-inhibitor 0.8405
CYP450 2C9 substrate Non-inhibitor 0.9368
CYP450 2D6 substrate Non-inhibitor 0.8923
CYP450 2C19 substrate Non-inhibitor 0.9179
CYP450 3A4 substrate Non-inhibitor 0.9767
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9744
Ames test Non AMES toxic 0.9075
Carcinogenicity Non-carcinogens 0.906
Biodegradation Ready biodegradable 0.5344
Rat acute toxicity 2.2549 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.944
hERG inhibition (predictor II) Non-inhibitor 0.768
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility1.80e+00 g/lALOGPS
logP-1.2ALOGPS
logP-2.2ChemAxon
logS-2.4ALOGPS
pKa (strongest acidic)1.26ChemAxon
pKa (strongest basic)0.069ChemAxon
physiological charge-2ChemAxon
hydrogen acceptor count8ChemAxon
hydrogen donor count7ChemAxon
polar surface area193.72ChemAxon
rotatable bond count4ChemAxon
refractivity73.38ChemAxon
polarizability30.35ChemAxon
number of rings3ChemAxon
bioavailability1ChemAxon
rule of fiveNoChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound46936344
PubChem Substance46504859
HETXMP
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Bifunctional purine biosynthesis protein PURH

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Bifunctional purine biosynthesis protein PURH P31939 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
  3. 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. Pubmed

2. Hypoxanthine-guanine phosphoribosyltransferase

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Hypoxanthine-guanine phosphoribosyltransferase P00492 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
  3. 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. Pubmed

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:17