2′,3′-Dehydro-2′,3′-Deoxy-Thymidine 5′-Triphosphate

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as nucleoside and nucleotide analogues. These are analogues of nucleosides and nucleotides. These include phosphonated nucleosides, C-glycosylated nucleoside bases, analogues where the sugar unit is a pyranose, and carbocyclic nucleosides, among others.

Nucleoside and nucleotide analogues

Organic compounds

Nucleosides, nucleotides, and analogues

Nucleoside and nucleotide analogues

Calculated Property

kind Value Source
logP 0.39 ALOGPS
logS -1.9 ALOGPS
Water Solubility 5.45e+00 g/l ALOGPS
logP -1.2 ChemAxon
IUPAC Name {[hydroxy({[hydroxy({[(2S,5R)-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-2,5-dihydrofuran-2-yl]methoxy})phosphoryl]oxy})phosphoryl]oxy}phosphonic acid ChemAxon
Traditional IUPAC Name [hydroxy({hydroxy[(2S,5R)-5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)-2,5-dihydrofuran-2-yl]methoxyphosphoryl}oxy)phosphoryl]oxyphosphonic acid ChemAxon
Molecular Weight 464.153 ChemAxon
Monoisotopic Weight 463.978698112 ChemAxon
SMILES CC1=CN([C@@H]2O[C@H](CO[P@@](O)(=O)O[P@](O)(=O)OP(O)(O)=O)C=C2)C(=O)NC1=O ChemAxon
Molecular Formula C10H15N2O13P3 ChemAxon
InChI InChI=1S/C10H15N2O13P3/c1-6-4-12(10(14)11-9(6)13)8-3-2-7(23-8)5-22-27(18,19)25-28(20,21)24-26(15,16)17/h2-4,7-8H,5H2,1H3,(H,18,19)(H,20,21)(H,11,13,14)(H2,15,16,17)/t7-,8+/m0/s1 ChemAxon
InChIKey InChIKey=ODSQODTUNULBHF-JGVFFNPUSA-N ChemAxon
Polar Surface Area (PSA) 218.46 ChemAxon
Refractivity 87.93 ChemAxon
Polarizability 34.33 ChemAxon
Rotatable Bond Count 8 ChemAxon
H Bond Acceptor Count 10 ChemAxon
H Bond Donor Count 5 ChemAxon
pKa (strongest acidic) 0.9 ChemAxon
pKa (strongest basic) -4.2 ChemAxon
Physiological Charge -3 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

  • Nucleoside diphosphate kinase A : in Human