(2R,3R,5R)-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-2-[(triphenylmethoxy)methyl]oxolan-3-yl 4-nitrobenzene-1-sulfonate

• ChemBase ID: 175741
• Molecular Formular: C35H31N3O9S
• Molecular Mass: 669.70034
• Monoisotopic Mass: 669.17810059
• SMILES: C1[C@@H]([C@H](O[C@H]1n1cc(c(=O)[nH]c1=O)C)COC(c1ccccc1)(c1ccccc1)c1ccccc1)OS(=O)(=O)c1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1ccc(cc1)S(=O)(=O)O[C@H]1C[C@@H](O[C@@H]1COC(c1ccccc1)(c1ccccc1)c1ccccc1)n1cc(C)c(=O)[nH]c1=O
• InChI: InChI=1S/C35H31N3O9S/c1-24-22-37(34(40)36-33(24)39)32-21-30(47-48(43,44)29-19-17-28(18-20-29)38(41)42)31(46-32)23-45-35(25-11-5-2-6-12-25,26-13-7-3-8-14-26)27-15-9-4-10-16-27/h2-20,22,30-32H,21,23H2,1H3,(H,36,39,40)/t30-,31-,32-/m1/s1
• InChIKey: KDSFSPCVOCJHID-XWHIBYANSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,5R)-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-2-[(triphenylmethoxy)methyl]oxolan-3-yl 4-nitrobenzene-1-sulfonate
• IUPAC Traditional name: (2R,3R,5R)-5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)-2-[(triphenylmethoxy)methyl]oxolan-3-yl 4-nitrobenzenesulfonate
• Synonyms: 1-[2-Deoxy-3-O-[(4-nitrophenyl)sulfonyl]-5-O-(triphenylmethyl)-β-D-threo-pentofuranosyl]-5-methyl-2,4(1H,3H)-pyrimidinedione; 1-(3-O-Nosyl-5-O-trityl-2-deoxy-β-D-lyxofuranosyl)thymine

Database IDs

• CAS Number: 471854-53-2
• PubChem SID: 164231651
• PubChem CID: 71751264

CALCULATED PROPERTIES

• Acid pKa: 9.960324
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 6.6716876
• LogD (pH = 7.4): 6.6705227
• Log P: 6.6717024
• Molar Refractivity: 175.4396 cm^3
• Polarizability: 68.19153 Å^3
• Polar Surface Area: 157.06 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: White Solid