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Identification
Name1-(2-DEOXY-5-O-PHOSPHONO-BETA-D-ERYTHRO-PENTOFURANOSYL)-4-METHYL-1H-INDOLE
Accession NumberDB07116
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 327.2696
Monoisotopic: 327.087173825
Chemical FormulaC14H18NO6P
InChI KeyUXXYPWCUINVUHL-BFHYXJOUSA-N
InChI
InChI=1S/C14H18NO6P/c1-9-3-2-4-11-10(9)5-6-15(11)14-7-12(16)13(21-14)8-20-22(17,18)19/h2-6,12-14,16H,7-8H2,1H3,(H2,17,18,19)/t12-,13+,14+/m0/s1
IUPAC Name
{[(2R,3S,5R)-3-hydroxy-5-(4-methyl-1H-indol-1-yl)oxolan-2-yl]methoxy}phosphonic acid
SMILES
[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP(O)(O)=O)N1C=CC2=C(C)C=CC=C12
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganooxygen Compounds
ClassCarbohydrates and Carbohydrate Conjugates
SubclassGlycosyl Compounds
Direct parentIndole Nucleosides and Nucleotides
Alternative parentsIndoles; Toluenes; N-substituted Pyrroles; Organic Phosphoric Acids; Organophosphate Esters; Oxolanes; Tetrahydrofurans; Secondary Alcohols; Polyamines; Ethers
Substituentsindole or derivative; indole; toluene; organic phosphate; phosphoric acid ester; benzene; substituted pyrrole; n-substituted pyrrole; tetrahydrofuran; oxolane; pyrrole; secondary alcohol; polyamine; ether; amine; organonitrogen compound; alcohol
Classification descriptionThis compound belongs to the indole nucleosides and nucleotides. These are compounds in which the C-1 of a ribosyl moiety is N-linked to the pyrrole ring of an indole.
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 + 0.9444
Blood Brain Barrier + 0.9281
Caco-2 permeable - 0.6501
P-glycoprotein substrate Non-substrate 0.7265
P-glycoprotein inhibitor I Non-inhibitor 0.7913
P-glycoprotein inhibitor II Non-inhibitor 0.9468
Renal organic cation transporter Non-inhibitor 0.9028
CYP450 2C9 substrate Non-substrate 0.7617
CYP450 2D6 substrate Non-substrate 0.7987
CYP450 3A4 substrate Substrate 0.6055
CYP450 1A2 substrate Non-inhibitor 0.8128
CYP450 2C9 substrate Non-inhibitor 0.8317
CYP450 2D6 substrate Non-inhibitor 0.8971
CYP450 2C19 substrate Non-inhibitor 0.7824
CYP450 3A4 substrate Non-inhibitor 0.9414
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8103
Ames test Non AMES toxic 0.6206
Carcinogenicity Non-carcinogens 0.8354
Biodegradation Not ready biodegradable 0.9358
Rat acute toxicity 2.4263 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9354
hERG inhibition (predictor II) Non-inhibitor 0.7603
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility1.15e+00 g/lALOGPS
logP0.69ALOGPS
logP1.8ChemAxon
logS-2.5ALOGPS
pKa (strongest acidic)1.23ChemAxon
pKa (strongest basic)-3.2ChemAxon
physiological charge-2ChemAxon
hydrogen acceptor count5ChemAxon
hydrogen donor count3ChemAxon
polar surface area101.15ChemAxon
rotatable bond count4ChemAxon
refractivity78.14ChemAxon
polarizability31.52ChemAxon
number of rings3ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterYesChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound46937051
PubChem Substance99443587
HET4MF
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Uracil-DNA glycosylase

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Uracil-DNA glycosylase P13051 Details

References:

  1. 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 September 15, 2010 15:19 / Updated on September 16, 2013 18:05