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

• ChemBase ID: 3322
• Molecular Formular: C10H14N5O7P
• Molecular Mass: 347.221221
• Monoisotopic Mass: 347.06308444
• SMILES: Cc1cn([C@H]2C[C@@H](N=[N+]=[N-])[C@H](COP(=O)(O)O)O2)c(=O)[nH]c1=O
• Canonical SMILES: [N-]=[N+]=N[C@@H]1C[C@@H](O[C@H]1COP(=O)(O)O)n1cc(C)c(=O)[nH]c1=O
• InChI: InChI=1S/C10H14N5O7P/c1-5-3-15(10(17)12-9(5)16)8-2-6(13-14-11)7(22-8)4-21-23(18,19)20/h3,6-8H,2,4H2,1H3,(H,12,16,17)(H2,18,19,20)/t6-,7+,8-/m1/s1
• InChIKey: OIFWQOKDSPDILA-GJMOJQLCSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 160966763; 46506173
• PubChem CID: 46936750

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2287312
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -2.9609718
• LogD (pH = 7.4): -4.06413
• Log P: -0.4222752
• Molar Refractivity: 72.5774 cm^3
• Polarizability: 28.27125 Å^3
• Polar Surface Area: 154.83 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.04
• LOG S: -2.09
• Solubility (Water): 2.84e+00 g/l

DETAILS

DrugBank - DB03666

Drug information: experimental