Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as pyrimidine 2′-deoxyribonucleosides. These are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2.

Pyrimidine 2′-deoxyribonucleosides

Organic compounds

Nucleosides, nucleotides, and analogues

Pyrimidine nucleosides

Pyrimidine 2′-deoxyribonucleosides

Calculated Property

kind Value Source
logP -0.52 ALOGPS
logS -1.6 ALOGPS
Water Solubility 1.18e+01 g/l ALOGPS
logP -3.6 ChemAxon
IUPAC Name ({[({[(2S,3R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid ChemAxon
Traditional IUPAC Name ({[(2S,3R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxyphosphonic acid ChemAxon
Molecular Weight 467.1569 ChemAxon
Monoisotopic Weight 466.989597149 ChemAxon
SMILES NC1=NC(=O)N(C=C1)[C@H]1C[C@@H](O)[C@H](CO[P@@](O)(=O)O[P@](O)(=O)OP(O)(O)=O)O1 ChemAxon
Molecular Formula C9H16N3O13P3 ChemAxon
InChI InChI=1S/C9H16N3O13P3/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(23-8)4-22-27(18,19)25-28(20,21)24-26(15,16)17/h1-2,5-6,8,13H,3-4H2,(H,18,19)(H,20,21)(H2,10,11,14)(H2,15,16,17)/t5-,6+,8-/m1/s1 ChemAxon
Polar Surface Area (PSA) 247.97 ChemAxon
Refractivity 85.65 ChemAxon
Polarizability 35.29 ChemAxon
Rotatable Bond Count 8 ChemAxon
H Bond Acceptor Count 12 ChemAxon
H Bond Donor Count 6 ChemAxon
pKa (strongest acidic) 0.95 ChemAxon
pKa (strongest basic) -0.05 ChemAxon
Physiological Charge -3 ChemAxon
Number of Rings 2 ChemAxon
Bioavailability 0 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • DNA polymerase I, thermostable : in Thermus aquaticus
  • Ribonucleoside-diphosphate reductase 2 subunit alpha : in Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
  • Anaerobic ribonucleoside-triphosphate reductase : in Enterobacteria phage T4
  • Deoxycytidine triphosphate deaminase : in Escherichia coli (strain K12)