NAV

Deoxyuridine-5'-Diphosphate

Identification

Generic Name
Deoxyuridine-5'-Diphosphate
DrugBank Accession Number
DB03413
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 388.1618
Monoisotopic: 388.007282324
Chemical Formula
C9H14N2O11P2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UDeoxyuridine 5'-triphosphate nucleotidohydrolase, mitochondrialNot AvailableHumans
UDeoxyuridine 5'-triphosphate nucleotidohydrolaseNot AvailableEscherichia coli (strain K12)
UDeoxyuridine 5'-triphosphate nucleotidohydrolaseNot AvailableMycobacterium tuberculosis
UDeoxyuridine triphosphataseNot AvailableTrypanosoma cruzi
UPol polyproteinNot AvailableEIAV
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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside diphosphates. These are pyrimidine nucleotides with a diphosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.
Kingdom
Organic compounds
Super Class
Nucleosides, nucleotides, and analogues
Class
Pyrimidine nucleotides
Sub Class
Pyrimidine deoxyribonucleotides
Direct Parent
Pyrimidine 2'-deoxyribonucleoside diphosphates
Alternative Parents
Organic pyrophosphates / Pyrimidones / Monoalkyl phosphates / Hydropyrimidines / Vinylogous amides / Heteroaromatic compounds / Tetrahydrofurans / Ureas / Secondary alcohols / Lactams
show 6 more
Substituents
Alcohol / Alkyl phosphate / Aromatic heteromonocyclic compound / Azacycle / Heteroaromatic compound / Hydrocarbon derivative / Hydropyrimidine / Lactam / Monoalkyl phosphate / Organic nitrogen compound
show 17 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
pyrimidine 2'-deoxyribonucleoside 5'-diphosphate, deoxyuridine phosphate (CHEBI:28850) / Deoxyribonucleotides (C01346)
Affected organisms
Not Available

Chemical Identifiers

UNII
B2SK7999YL
CAS number
Not Available
InChI Key
QHWZTVCCBMIIKE-SHYZEUOFSA-N
InChI
InChI=1S/C9H14N2O11P2/c12-5-3-8(11-2-1-7(13)10-9(11)14)21-6(5)4-20-24(18,19)22-23(15,16)17/h1-2,5-6,8,12H,3-4H2,(H,18,19)(H,10,13,14)(H2,15,16,17)/t5-,6+,8+/m0/s1
IUPAC Name
[({[(2R,3S,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid
SMILES
O[C@H]1C[C@@H](O[C@@H]1COP(O)(=O)OP(O)(O)=O)N1C=CC(=O)NC1=O

References

General References
Not Available
Human Metabolome Database
HMDB0001000
KEGG Compound
C01346
PubChem Compound
145729
PubChem Substance
46508146
ChemSpider
128553
BindingDB
50179185
ChEBI
28850
ChEMBL
CHEMBL9519
ZINC
ZINC000008217150
PDBe Ligand
DUD
PDB Entries
1duc / 1dud / 1ogk / 1q5h / 1slh / 2hr6 / 2ol0 / 2y1t / 2yzj / 3c2t …
show 5 more

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility8.03 mg/mLALOGPS
logP-0.99ALOGPS
logP-2.1Chemaxon
logS-1.7ALOGPS
pKa (Strongest Acidic)1.77Chemaxon
pKa (Strongest Basic)-3.2Chemaxon
Physiological Charge-3Chemaxon
Hydrogen Acceptor Count9Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area192.16 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity72.8 m3·mol-1Chemaxon
Polarizability29.83 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.855
Blood Brain Barrier+0.7879
Caco-2 permeable-0.7855
P-glycoprotein substrateNon-substrate0.6847
P-glycoprotein inhibitor INon-inhibitor0.776
P-glycoprotein inhibitor IINon-inhibitor0.9322
Renal organic cation transporterNon-inhibitor0.912
CYP450 2C9 substrateNon-substrate0.6906
CYP450 2D6 substrateNon-substrate0.849
CYP450 3A4 substrateSubstrate0.506
CYP450 1A2 substrateNon-inhibitor0.8865
CYP450 2C9 inhibitorNon-inhibitor0.8883
CYP450 2D6 inhibitorNon-inhibitor0.9113
CYP450 2C19 inhibitorNon-inhibitor0.8724
CYP450 3A4 inhibitorNon-inhibitor0.847
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.923
Ames testNon AMES toxic0.5733
CarcinogenicityNon-carcinogens0.8324
BiodegradationReady biodegradable0.5184
Rat acute toxicity2.3458 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9514
hERG inhibition (predictor II)Non-inhibitor0.7652
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 GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-004m-6911000000-1f7795debc1eaf0802e6
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-01p9-1229000000-b9867df7b548cdab96ea
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0209000000-b8a58033d317ae03bf66
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00p0-4229000000-e57a727ac1cd0df3861e
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-2941000000-7fde973c0de7d0a7b3d4
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9101000000-34d89d7c66d8c3500975
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-08fr-1910000000-156e2c5a7d7739a9a6a6
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-196.2274557
predicted
DarkChem Lite v0.1.0
[M-H]-195.4099557
predicted
DarkChem Lite v0.1.0
[M-H]-168.36726
predicted
DeepCCS 1.0 (2019)
[M+H]+197.3792557
predicted
DarkChem Lite v0.1.0
[M+H]+199.0658557
predicted
DarkChem Lite v0.1.0
[M+H]+170.72527
predicted
DeepCCS 1.0 (2019)
[M+Na]+197.7096557
predicted
DarkChem Lite v0.1.0
[M+Na]+196.7829557
predicted
DarkChem Lite v0.1.0
[M+Na]+177.87392
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Deoxyuridine 5'-triphosphate nucleotidohydrolase, mitochondrial
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Poly(a) rna 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
P33316
Uniprot Name
Deoxyuridine 5'-triphosphate nucleotidohydrolase, mitochondrial
Molecular Weight
26562.975 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. [Article]
  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. [Article]
Details2. Deoxyuridine 5'-triphosphate nucleotidohydrolase
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. [Article]
  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. [Article]
Details3. Deoxyuridine 5'-triphosphate nucleotidohydrolase
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. [Article]
  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. [Article]
Details4. Deoxyuridine triphosphatase
Kind
Protein
Organism
Trypanosoma cruzi
Pharmacological action
Unknown
General Function
Not Available
Specific Function
Not Available
Gene Name
Tcdut
Uniprot ID
O15923
Uniprot Name
Deoxyuridine triphosphatase
Molecular Weight
32065.1 Da
Details5. Pol polyprotein
Kind
Protein
Organism
EIAV
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
During replicative cycle of retroviruses, the reverse-transcribed viral DNA is integrated into the host chromosome by the viral integrase enzyme. RNase H activity is associated with the reverse tra...
Gene Name
pol
Uniprot ID
P03371
Uniprot Name
Pol polyprotein
Molecular Weight
129518.98 Da

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52