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

Status : experimental

Chemical Classification

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.

Pyrimidine 2′-deoxyribonucleosides

Organic compounds

Nucleosides, nucleotides, and analogues

Pyrimidine nucleosides

Pyrimidine 2′-deoxyribonucleosides

Calculated Property

kind Value Source
logP -0.36 ALOGPS
logS -1.8 ALOGPS
Water Solubility 8.34e+00 g/l ALOGPS
logP -3.2 ChemAxon
IUPAC Name ({[({[(2S,3R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)amino](hydroxy)phosphoryl}oxy)phosphonic acid ChemAxon
Traditional IUPAC Name ({[(2S,3R,5R)-5-(2,4-dioxo-3H-pyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}amino(hydroxy)phosphoryl)oxyphosphonic acid ChemAxon
Molecular Weight 467.1569 ChemAxon
Monoisotopic Weight 466.989597149 ChemAxon
SMILES O[C@@H]1C[C@@H](O[C@H]1CO[P@@](O)(=O)N[P@](O)(=O)OP(O)(O)=O)N1C=CC(=O)NC1=O ChemAxon
Molecular Formula C9H16N3O13P3 ChemAxon
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-/m1/s1 ChemAxon
InChIKey InChIKey=XZLLMTSKYYYJLH-GKROBHDKSA-N ChemAxon
Polar Surface Area (PSA) 241.49 ChemAxon
Refractivity 85.62 ChemAxon
Polarizability 35.18 ChemAxon
Rotatable Bond Count 8 ChemAxon
H Bond Acceptor Count 11 ChemAxon
H Bond Donor Count 7 ChemAxon
pKa (strongest acidic) 0.58 ChemAxon
pKa (strongest basic) -3.2 ChemAxon
Physiological Charge -4 ChemAxon
Number of Rings 2 ChemAxon
Bioavailability 0 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Deoxyuridine 5′-triphosphate nucleotidohydrolase : in Mycobacterium tuberculosis
  • Deoxyuridine 5′-triphosphate nucleotidohydrolase : in Escherichia coli (strain K12)