3′-O-Acetylthymidine-5′-Diphosphate

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as pyrimidine 2′-deoxyribonucleoside diphosphates. These are pyrimidine nucleotides with a diphosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.

Pyrimidine 2′-deoxyribonucleoside diphosphates

Organic compounds

Nucleosides, nucleotides, and analogues

Pyrimidine nucleotides

Pyrimidine deoxyribonucleotides

Calculated Property

kind Value Source
logP -0.41 ALOGPS
logS -1.9 ALOGPS
Water Solubility 5.43e+00 g/l ALOGPS
logP -1.2 ChemAxon
IUPAC Name [({[(2R,3S,5S)-3-(acetyloxy)-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid ChemAxon
Traditional IUPAC Name {[(2R,3S,5S)-3-(acetyloxy)-5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxyphosphonic acid ChemAxon
Molecular Weight 444.225 ChemAxon
Monoisotopic Weight 444.033497074 ChemAxon
SMILES CC(=O)O[C@H]1C[C@H](O[C@@H]1CO[P@](O)(=O)OP(O)(O)=O)N1C=C(C)C(=O)NC1=O ChemAxon
Molecular Formula C12H18N2O12P2 ChemAxon
InChI InChI=1S/C12H18N2O12P2/c1-6-4-14(12(17)13-11(6)16)10-3-8(24-7(2)15)9(25-10)5-23-28(21,22)26-27(18,19)20/h4,8-10H,3,5H2,1-2H3,(H,21,22)(H,13,16,17)(H2,18,19,20)/t8-,9+,10-/m0/s1 ChemAxon
InChIKey InChIKey=UWSIAAWKEICIJY-AEJSXWLSSA-N ChemAxon
Polar Surface Area (PSA) 198.23 ChemAxon
Refractivity 86.31 ChemAxon
Polarizability 36.47 ChemAxon
Rotatable Bond Count 8 ChemAxon
H Bond Acceptor Count 9 ChemAxon
H Bond Donor Count 4 ChemAxon
pKa (strongest acidic) 1.77 ChemAxon
pKa (strongest basic) -4.2 ChemAxon
Physiological Charge -2 ChemAxon
Number of Rings 2 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • dTDP-4-dehydrorhamnose 3,5-epimerase : in Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)