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 -1.2 ALOGPS
logS -1.7 ALOGPS
Water Solubility 1.12e+01 g/l ALOGPS
logP -3.7 ChemAxon
IUPAC Name {[hydroxy({[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphoryl]oxy}({[(2S,3R,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphinic acid ChemAxon
Traditional IUPAC Name [(2S,3R,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)oxolan-2-yl]methoxy({hydroxy[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphosphoryl}oxy)phosphinic acid ChemAxon
Molecular Weight 564.329 ChemAxon
Monoisotopic Weight 564.075755818 ChemAxon
SMILES CC1=CN([C@H]2C[C@@H](O)[C@H](CO[P@](O)(=O)O[P@@](O)(=O)O[C@H]3O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]3O)O2)C(=O)NC1=O ChemAxon
Molecular Formula C16H26N2O16P2 ChemAxon
InChI InChI=1S/C16H26N2O16P2/c1-6-3-18(16(25)17-14(6)24)10-2-7(20)9(31-10)5-30-35(26,27)34-36(28,29)33-15-13(23)12(22)11(21)8(4-19)32-15/h3,7-13,15,19-23H,2,4-5H2,1H3,(H,26,27)(H,28,29)(H,17,24,25)/t7-,8+,9+,10-,11+,12-,13+,15-/m1/s1 ChemAxon
Polar Surface Area (PSA) 271.31 ChemAxon
Refractivity 109.3 ChemAxon
Polarizability 47.25 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

  • DTDP-4-dehydrorhamnose 3,5-epimerase : in Streptococcus suis
  • dTDP-glucose 4,6-dehydratase : in Streptococcus mutans serotype c (strain ATCC 700610 / UA159)
  • Glucose-1-phosphate thymidylyltransferase : in Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)
  • dTDP-glucose 4,6-dehydratase : in Streptomyces venezuelae
  • dTDP-glucose 4,6-dehydratase : in Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)