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Identification
Name2,6-Diamino-(S)-9-[2-(Phosphonomethoxy)Propyl]Purine
Accession NumberDB02222  (EXPT00361)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 300.2111
Monoisotopic: 300.073589446
Chemical FormulaC9H13N6O4P
InChI KeyLWEKFDHXJHJYGB-YFKPBYRVSA-L
InChI
InChI=1S/C9H15N6O4P/c1-5(19-4-20(16,17)18)2-15-3-12-6-7(10)13-9(11)14-8(6)15/h3,5H,2,4H2,1H3,(H2,16,17,18)(H4,10,11,13,14)/p-2/t5-/m0/s1
IUPAC Name
({[(2S)-1-(2,6-diamino-9H-purin-9-yl)propan-2-yl]oxy}methyl)phosphonate
SMILES
C[C@@H](CN1C=NC2=C1N=C(N)N=C2N)OCP([O-])([O-])=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassHeterocyclic Compounds
ClassImidazopyrimidines
SubclassPurines and Purine Derivatives
Direct parentPurines and Purine Derivatives
Alternative parentsAminopyrimidines and Derivatives; Primary Aromatic Amines; N-substituted Imidazoles; Organic Phosphonic Acids and Derivatives; Ethers; Polyamines
Substituentsaminopyrimidine; n-substituted imidazole; pyrimidine; primary aromatic amine; azole; phosphonic acid derivative; imidazole; ether; polyamine; primary amine; amine; organonitrogen compound
Classification descriptionThis compound belongs to the purines and purine derivatives. These are aromatic heterocyclic compounds containing a purine moiety, which is formed a pyrimidine-ring ring fused to an imidazole ring.
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 + 0.6523
Blood Brain Barrier + 0.9295
Caco-2 permeable - 0.5928
P-glycoprotein substrate Substrate 0.6705
P-glycoprotein inhibitor I Non-inhibitor 0.856
P-glycoprotein inhibitor II Non-inhibitor 0.8552
Renal organic cation transporter Non-inhibitor 0.8563
CYP450 2C9 substrate Non-substrate 0.911
CYP450 2D6 substrate Non-substrate 0.866
CYP450 3A4 substrate Non-substrate 0.5854
CYP450 1A2 substrate Non-inhibitor 0.6662
CYP450 2C9 substrate Non-inhibitor 0.7477
CYP450 2D6 substrate Non-inhibitor 0.8265
CYP450 2C19 substrate Non-inhibitor 0.7375
CYP450 3A4 substrate Non-inhibitor 0.8492
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8252
Ames test Non AMES toxic 0.5
Carcinogenicity Non-carcinogens 0.8283
Biodegradation Not ready biodegradable 0.9587
Rat acute toxicity 2.5351 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.813
hERG inhibition (predictor II) Non-inhibitor 0.7321
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.72ALOGPS
logP-0.49ALOGPS
logP-3.6ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)1.36ChemAxon
pKa (Strongest Basic)6.01ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area168.06 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity69.94 m3·mol-1ChemAxon
Polarizability26.83 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound5287571
PubChem Substance46506418
ChemSpider21239542
HET9PP
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
  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