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

Synonyms :
2,4(1h,3h)-pyrimidinedione, 1-[2-deoxy-5-o-[hydroxy(phosphonoamino)phosphinyl]-beta-d-erythro-pentofuranosyl]-

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

Chemical Name

2,4(1h,3h)-pyrimidinedione, 1-[2-deoxy-5-o-[hydroxy(phosphonoamino)phosphinyl]-beta-d-erythro-pentofuranosyl]-

Calculated Property

kind Value Source
logP -1.3 ALOGPS
logS -1.7 ALOGPS
Water Solubility 7.58e+00 g/l ALOGPS
logP -2.8 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]phosphonic acid ChemAxon
Traditional IUPAC Name {[(2S,3R,5R)-5-(2,4-dioxo-3H-pyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}aminophosphonic acid ChemAxon
Molecular Weight 387.177 ChemAxon
Monoisotopic Weight 387.023266739 ChemAxon
SMILES O[C@@H]1C[C@@H](O[C@H]1CO[P@@](O)(=O)NP(O)(O)=O)N1C=CC(=O)NC1=O ChemAxon
Molecular Formula C9H15N3O10P2 ChemAxon
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-/m1/s1 ChemAxon
InChIKey InChIKey=COFNIXBQVWFHTR-GKROBHDKSA-N ChemAxon
Polar Surface Area (PSA) 194.96 ChemAxon
Refractivity 74.75 ChemAxon
Polarizability 30.62 ChemAxon
Rotatable Bond Count 6 ChemAxon
H Bond Acceptor Count 9 ChemAxon
H Bond Donor Count 6 ChemAxon
pKa (strongest acidic) 1.06 ChemAxon
pKa (strongest basic) -3.2 ChemAxon
Physiological Charge -3 ChemAxon
Number of Rings 2 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • DUTPase : in Campylobacter jejuni subsp. jejuni serotype O:2 (strain NCTC 11168)