N-{1-[(2R,3R,4S,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-3,4-dihydroxyoxolan-2-yl]-2-oxo-1,2-dihydropyrimidin-4-yl}benzamide

• ChemBase ID: 161299
• Molecular Formular: C37H35N3O8
• Molecular Mass: 649.6891
• Monoisotopic Mass: 649.2424151
• SMILES: [C@@H]1([C@H]([C@@H](O[C@@H]1COC(c1ccc(cc1)OC)(c1ccc(cc1)OC)c1ccccc1)n1c(=O)nc(cc1)NC(=O)c1ccccc1)O)O
• Canonical SMILES: COc1ccc(cc1)C(c1ccc(cc1)OC)(c1ccccc1)OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc(nc1=O)NC(=O)c1ccccc1
• InChI: InChI=1S/C37H35N3O8/c1-45-28-17-13-26(14-18-28)37(25-11-7-4-8-12-25,27-15-19-29(46-2)20-16-27)47-23-30-32(41)33(42)35(48-30)40-22-21-31(39-36(40)44)38-34(43)24-9-5-3-6-10-24/h3-22,30,32-33,35,41-42H,23H2,1-2H3,(H,38,39,43,44)/t30-,32-,33-,35-/m1/s1
• InChIKey: KCLOEKUQZJAMFG-NHASGABXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{1-[(2R,3R,4S,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-3,4-dihydroxyoxolan-2-yl]-2-oxo-1,2-dihydropyrimidin-4-yl}benzamide
• IUPAC Traditional name: N-{1-[(2R,3R,4S,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-3,4-dihydroxyoxolan-2-yl]-2-oxopyrimidin-4-yl}benzamide
• Synonyms: N-Benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]cytidine; N-Benzoyl-5'-(di-p-methoxytrityl)cytidine

Database IDs

• CAS Number: 81246-76-6
• PubChem SID: 162255434
• PubChem CID: 13168511

CALCULATED PROPERTIES

• Acid pKa: 12.406612
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): 4.472838
• LogD (pH = 7.4): 4.4728336
• Log P: 4.472838
• Molar Refractivity: 177.3869 cm^3
• Polarizability: 68.255424 Å^3
• Polar Surface Area: 139.15 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO; Methanol
• Apperance: Yellow Solid
• Melting Point: 132-135°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B208095

A useful building block for oligoribonucleotide synthesis.

REFERENCES

• Zlatev, I., et al.: J. Med. Chem., 51, 5745 (2008)