NAV

2'-deoxyuridine 5'-alpha,beta-imido-diphosphate

Identification

Generic Name
2'-deoxyuridine 5'-alpha,beta-imido-diphosphate
DrugBank Accession Number
DB03641
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 387.177
Monoisotopic: 387.023266739
Chemical Formula
C9H15N3O10P2
Synonyms
  • 2'-Deoxy-5'-O-[(R)-hydroxy(phosphonoamino)phosphoryl]uridine
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UDUTPaseNot AvailableCampylobacter jejuni subsp. jejuni serotype O:2 (strain NCTC 11168)
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'-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
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Substituents
Alcohol / Aromatic heteromonocyclic compound / Azacycle / Heteroaromatic compound / Hydrocarbon derivative / Hydropyrimidine / Lactam / Organic nitrogen compound / Organic oxide / Organic oxygen compound
show 14 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
phosphoramidate ester, pyrimidine 2'-deoxyribonucleoside 5'-monophosphate, deoxyuridine phosphate (CHEBI:42308)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
COFNIXBQVWFHTR-SHYZEUOFSA-N
InChI
InChI=1S/C9H15N3O10P2/c13-5-3-8(12-2-1-7(14)10-9(12)15)22-6(5)4-21-24(19,20)11-23(16,17)18/h1-2,5-6,8,13H,3-4H2,(H,10,14,15)(H4,11,16,17,18,19,20)/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)amino]phosphonic acid
SMILES
[H]N(P(O)(O)=O)P(O)(=O)OC[C@H]1O[C@H](C[C@@H]1O)N1C=CC(=O)N([H])C1=O

References

General References
Not Available
PubChem Compound
449098
PubChem Substance
46506709
ChemSpider
395721
PDBe Ligand
DUN
PDB Entries
1w2y / 2cje / 4dk4 / 4dkb

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 Solubility7.58 mg/mLALOGPS
logP-1.3ALOGPS
logP-2.8Chemaxon
logS-1.7ALOGPS
pKa (Strongest Acidic)1.06Chemaxon
pKa (Strongest Basic)-3.2Chemaxon
Physiological Charge-3Chemaxon
Hydrogen Acceptor Count9Chemaxon
Hydrogen Donor Count6Chemaxon
Polar Surface Area194.96 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity74.75 m3·mol-1Chemaxon
Polarizability30.69 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
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/MSsplash10-000i-0029000000-7c956730dc1af0872613
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0009000000-a8def91380351a61c115
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-2930000000-c5b13eea0944d1620931
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9012000000-27520c4f411b5077a40e
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-03dr-1910000000-81511590cc9dbb729fd3
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9001000000-7551a346b9fbd7b7c26e
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]-170.01332
predicted
DeepCCS 1.0 (2019)
[M+H]+172.4089
predicted
DeepCCS 1.0 (2019)
[M+Na]+179.65858
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. DUTPase
Kind
Protein
Organism
Campylobacter jejuni subsp. jejuni serotype O:2 (strain NCTC 11168)
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Not Available
Gene Name
dut
Uniprot ID
Q0P8G4
Uniprot Name
DUTPase
Molecular Weight
27021.56 Da

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