({[({[(2S,3R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)amino](hydroxy)phosphoryl}oxy)phosphonic acid

• ChemBase ID: 1732
• Molecular Formular: C9H16N3O13P3
• Molecular Mass: 467.156923
• Monoisotopic Mass: 466.98959748
• SMILES: O[C@@H]1C[C@@H](O[C@H]1CO[P@](=O)(O)N[P@@](=O)(O)OP(=O)(O)O)n1ccc(=O)[nH]c1=O
• Canonical SMILES: O[C@@H]1C[C@@H](O[C@H]1CO[P@@](=O)(N[P@](=O)(OP(=O)(O)O)O)O)n1ccc(=O)[nH]c1=O
• InChI: InChI=1S/C9H16N3O13P3/c13-5-3-8(12-2-1-7(14)10-9(12)15)24-6(5)4-23-26(16,17)11-27(18,19)25-28(20,21)22/h1-2,5-6,8,13H,3-4H2,(H,10,14,15)(H2,20,21,22)(H3,11,16,17,18,19)/t5-,6+,8-/m1/s1
• InChIKey: XZLLMTSKYYYJLH-GKROBHDKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ({[({[(2S,3R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)amino](hydroxy)phosphoryl}oxy)phosphonic acid
• IUPAC Traditional name: ({[(2S,3R,5R)-5-(2,4-dioxo-3H-pyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}amino(hydroxy)phosphoryl)oxyphosphonic acid
• Synonyms: 2'-Deoxyuridine 5'-Alpha,Beta-Imido-Triphosphate

Database IDs

• PubChem SID: 160965188; 46504919
• PubChem CID: 46936269

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.5816027
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -9.578152
• LogD (pH = 7.4): -11.478732
• Log P: -3.2109277
• Molar Refractivity: 85.6234 cm^3
• Polarizability: 34.756393 Å^3
• Polar Surface Area: 241.49 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.36
• LOG S: -1.75
• Solubility (Water): 8.34e+00 g/l

DETAILS

DrugBank - DB01965

Drug information: experimental