{[(2S,5R)-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 2849
• Molecular Formular: C10H15N2O7P
• Molecular Mass: 306.209061
• Monoisotopic Mass: 306.06168746
• SMILES: Cc1cn([C@H]2CC[C@@H](COP(=O)(O)O)O2)c(=O)[nH]c1=O
• Canonical SMILES: O=c1[nH]c(=O)n(cc1C)[C@H]1CC[C@H](O1)COP(=O)(O)O
• InChI: InChI=1S/C10H15N2O7P/c1-6-4-12(10(14)11-9(6)13)8-3-2-7(19-8)5-18-20(15,16)17/h4,7-8H,2-3,5H2,1H3,(H,11,13,14)(H2,15,16,17)/t7-,8+/m0/s1
• InChIKey: WVNRRNJFRREKAR-JGVFFNPUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,5R)-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [(2S,5R)-5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)oxolan-2-yl]methoxyphosphonic acid
• Synonyms: 2',3'-Dideoxythymidine-5'-Monophosphate

Database IDs

• PubChem SID: 160966296; 46508108
• PubChem CID: 165151

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.3117827
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -2.9624457
• LogD (pH = 7.4): -3.9894483
• Log P: -0.53396684
• Molar Refractivity: 65.491 cm^3
• Polarizability: 25.846992 Å^3
• Polar Surface Area: 125.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.1
• LOG S: -1.67
• Solubility (Water): 6.52e+00 g/l

DETAILS

DrugBank - DB03150

Drug information: experimental