Uridine-5′-Diphosphate-2-Deoxy-2-Fluoro-Alpha-D-Galactose

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Pyrimidine nucleotide sugars

Organic compounds

Nucleosides, nucleotides, and analogues

Pyrimidine nucleotides

Pyrimidine nucleotide sugars

Calculated Property

kind Value Source
logP -0.94 ALOGPS
logS -1.4 ALOGPS
Water Solubility 2.17e+01 g/l ALOGPS
logP -4.1 ChemAxon
IUPAC Name [({[(2S,3R,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2S,3R,4S,5S,6R)-3-fluoro-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid ChemAxon
Traditional IUPAC Name {[(2S,3R,4R,5R)-5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy[(2S,3R,4S,5S,6R)-3-fluoro-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphosphinic acid ChemAxon
Molecular Weight 568.2928 ChemAxon
Monoisotopic Weight 568.050683927 ChemAxon
SMILES OC[C@H]1O[C@@H](O[P@](O)(=O)O[P@@](O)(=O)OC[C@@H]2O[C@H]([C@H](O)[C@H]2O)N2C=CC(=O)NC2=O)[C@H](F)[C@@H](O)[C@@H]1O ChemAxon
Molecular Formula C15H23FN2O16P2 ChemAxon
InChI InChI=1S/C15H23FN2O16P2/c16-8-11(23)9(21)5(3-19)32-14(8)33-36(28,29)34-35(26,27)30-4-6-10(22)12(24)13(31-6)18-2-1-7(20)17-15(18)25/h1-2,5-6,8-14,19,21-24H,3-4H2,(H,26,27)(H,28,29)(H,17,20,25)/t5-,6+,8-,9-,10+,11-,12-,13-,14+/m1/s1 ChemAxon
InChIKey InChIKey=NGTCPFGWXMBZEP-IRCXUGDUSA-N ChemAxon
Polar Surface Area (PSA) 271.31 ChemAxon
Refractivity 104.76 ChemAxon
Polarizability 45.75 ChemAxon
Rotatable Bond Count 9 ChemAxon
H Bond Acceptor Count 13 ChemAxon
H Bond Donor Count 8 ChemAxon
pKa (strongest acidic) 1.73 ChemAxon
pKa (strongest basic) -3 ChemAxon
Physiological Charge -2 ChemAxon
Number of Rings 3 ChemAxon
Bioavailability 0 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 1 ChemAxon

Target within organism

  • Alpha,alpha-trehalose-phosphate synthase [UDP-forming] : in Escherichia coli (strain K12)