2'-Deoxyuridine 5'-Alpha,Beta-Imido-Triphosphate

Identification

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Name
2'-Deoxyuridine 5'-Alpha,Beta-Imido-Triphosphate
Accession Number
DB01965  (EXPT01299)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 467.1569
Monoisotopic: 466.989597149
Chemical Formula
C9H16N3O13P3
InChI Key
XZLLMTSKYYYJLH-SHYZEUOFSA-N
InChI
InChI=1S/C9H16N3O13P3/c13-5-3-8(12-2-1-7(14)10-9(12)15)24-6(5)4-23-26(16,17)11-27(18,19)25-28(20,21)22/h1-2,5-6,8,13H,3-4H2,(H,10,14,15)(H2,20,21,22)(H3,11,16,17,18,19)/t5-,6+,8+/m0/s1
IUPAC Name
{[hydroxy({[hydroxy({[(2R,3S,5R)-3-hydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphoryl]amino})phosphoryl]oxy}phosphonic acid
SMILES
[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP(O)(=O)NP(O)(=O)OP(O)(O)=O)N1C=CC(O)=NC1=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UDeoxyuridine 5'-triphosphate nucleotidohydrolaseNot AvailableMycobacterium tuberculosis
UDeoxyuridine 5'-triphosphate nucleotidohydrolaseNot AvailableEscherichia coli (strain K12)
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
448381
PubChem Substance
46504919
ChemSpider
395199
BindingDB
50386619
ChEMBL
CHEMBL1232397
HET
DUP
PDB Entries
1rn8 / 1rnj / 1six / 1sjn / 2bt1 / 2cic / 2d4n / 2fmq / 2fms / 2hqu
show 74 more

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility10.6 mg/mLALOGPS
logP-0.57ALOGPS
logP-2.8ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)0.58ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area244.98 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity85.95 m3·mol-1ChemAxon
Polarizability34.67 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.6689
Blood Brain Barrier+0.7622
Caco-2 permeable-0.7704
P-glycoprotein substrateNon-substrate0.6678
P-glycoprotein inhibitor INon-inhibitor0.7441
P-glycoprotein inhibitor IINon-inhibitor0.9199
Renal organic cation transporterNon-inhibitor0.9194
CYP450 2C9 substrateNon-substrate0.7139
CYP450 2D6 substrateNon-substrate0.8488
CYP450 3A4 substrateSubstrate0.5157
CYP450 1A2 substrateNon-inhibitor0.8713
CYP450 2C9 inhibitorNon-inhibitor0.8687
CYP450 2D6 inhibitorNon-inhibitor0.907
CYP450 2C19 inhibitorNon-inhibitor0.8486
CYP450 3A4 inhibitorNon-inhibitor0.7029
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.913
Ames testAMES toxic0.5149
CarcinogenicityNon-carcinogens0.8272
BiodegradationReady biodegradable0.6178
Rat acute toxicity2.3903 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9304
hERG inhibition (predictor II)Non-inhibitor0.7874
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. These are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2.
Kingdom
Organic compounds
Super Class
Nucleosides, nucleotides, and analogues
Class
Pyrimidine nucleosides
Sub Class
Pyrimidine 2'-deoxyribonucleosides
Direct Parent
Pyrimidine 2'-deoxyribonucleosides
Alternative Parents
Pyrimidones / Phosphate esters / Hydropyrimidines / Vinylogous amides / Tetrahydrofurans / Heteroaromatic compounds / Ureas / Secondary alcohols / Lactams / Oxacyclic compounds
show 5 more
Substituents
Pyrimidine 2'-deoxyribonucleoside / Pyrimidone / Hydropyrimidine / Organic phosphoric acid derivative / Phosphoric acid ester / Pyrimidine / Heteroaromatic compound / Tetrahydrofuran / Vinylogous amide / Urea
show 14 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Mycobacterium tuberculosis
Pharmacological action
Unknown
General Function
This enzyme is involved in nucleotide metabolism: it produces dUMP, the immediate precursor of thymidine nucleotides and it decreases the intracellular concentration of dUTP so that uracil cannot be incorporated into DNA.
Specific Function
Dutp diphosphatase activity
Gene Name
dut
Uniprot ID
P9WNS5
Uniprot Name
Deoxyuridine 5'-triphosphate nucleotidohydrolase
Molecular Weight
15802.815 Da
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:17139284]
  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:17016423]
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Magnesium ion binding
Specific Function
This enzyme is involved in nucleotide metabolism: it produces dUMP, the immediate precursor of thymidine nucleotides and it decreases the intracellular concentration of dUTP so that uracil cannot b...
Gene Name
dut
Uniprot ID
P06968
Uniprot Name
Deoxyuridine 5'-triphosphate nucleotidohydrolase
Molecular Weight
16155.34 Da
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:17139284]
  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:17016423]

Drug created on June 13, 2005 07:24 / Updated on August 02, 2019 06:57