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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
Prescription ProductsNot Available
Generic Prescription ProductsNot Available
Over the Counter ProductsNot Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot 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
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as indoles. These are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndoles
Direct ParentIndoles
Alternative Parents
Substituents
  • Indole
  • Monoalkyl phosphate
  • Benzenoid
  • Alkyl phosphate
  • Substituted pyrrole
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Organic phosphate
  • Saccharide
  • Heteroaromatic compound
  • Pyrrole
  • Oxolane
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
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
PropertyValueProbability
Human Intestinal Absorption+0.9444
Blood Brain Barrier+0.9281
Caco-2 permeable-0.6501
P-glycoprotein substrateNon-substrate0.7265
P-glycoprotein inhibitor INon-inhibitor0.7913
P-glycoprotein inhibitor IINon-inhibitor0.9468
Renal organic cation transporterNon-inhibitor0.9028
CYP450 2C9 substrateNon-substrate0.7617
CYP450 2D6 substrateNon-substrate0.7987
CYP450 3A4 substrateSubstrate0.6055
CYP450 1A2 substrateNon-inhibitor0.8128
CYP450 2C9 substrateNon-inhibitor0.8317
CYP450 2D6 substrateNon-inhibitor0.8971
CYP450 2C19 substrateNon-inhibitor0.7824
CYP450 3A4 substrateNon-inhibitor0.9414
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8103
Ames testNon AMES toxic0.6206
CarcinogenicityNon-carcinogens0.8354
BiodegradationNot ready biodegradable0.9358
Rat acute toxicity2.4263 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9354
hERG inhibition (predictor II)Non-inhibitor0.7603
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.15 mg/mLALOGPS
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 Area101.15 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity78.14 m3·mol-1ChemAxon
Polarizability31.52 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
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