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 -1.1 ALOGPS
logS -1.7 ALOGPS
Water Solubility 1.16e+01 g/l ALOGPS
logP -2.7 ChemAxon
IUPAC Name {[hydroxy({[(2R,3S,5S)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphoryl]oxy}({[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy})phosphinic acid ChemAxon
Traditional IUPAC Name {hydroxy[(2R,3S,5S)-3-hydroxy-5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)oxolan-2-yl]methoxyphosphoryl}oxy[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphosphinic acid ChemAxon
Molecular Weight 548.3296 ChemAxon
Monoisotopic Weight 548.080841196 ChemAxon
SMILES C[C@@H]1O[C@H](O[P@](O)(=O)O[P@@](O)(=O)OC[C@H]2O[C@@H](C[C@@H]2O)N2C=C(C)C(=O)NC2=O)[C@@H](O)[C@H](O)[C@H]1O ChemAxon
Molecular Formula C16H26N2O15P2 ChemAxon
InChI InChI=1S/C16H26N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-13,15,19-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/t7-,8-,9+,10-,11-,12+,13-,15+/m0/s1 ChemAxon
Polar Surface Area (PSA) 251.08 ChemAxon
Refractivity 107.76 ChemAxon
Polarizability 47.28 ChemAxon
Rotatable Bond Count 8 ChemAxon
H Bond Acceptor Count 12 ChemAxon
H Bond Donor Count 7 ChemAxon
pKa (strongest acidic) 1.73 ChemAxon
pKa (strongest basic) -3.2 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

  • Glucose-1-phosphate thymidylyltransferase : in Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)
  • dTDP-4-dehydrorhamnose reductase : in Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)