1-[(2R,4S,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-hydroxyoxolan-2-yl]-4-(ethylamino)-1,2-dihydropyrimidin-2-one

• ChemBase ID: 162360
• Molecular Formular: C32H35N3O6
• Molecular Mass: 557.6368
• Monoisotopic Mass: 557.25258586
• SMILES: [C@@H]1(C[C@@H](O[C@@H]1COC(c1ccc(cc1)OC)(c1ccc(cc1)OC)c1ccccc1)n1c(=O)nc(cc1)NCC)O
• Canonical SMILES: CCNc1ccn(c(=O)n1)[C@H]1C[C@@H]([C@H](O1)COC(c1ccc(cc1)OC)(c1ccc(cc1)OC)c1ccccc1)O
• InChI: InChI=1S/C32H35N3O6/c1-4-33-29-18-19-35(31(37)34-29)30-20-27(36)28(41-30)21-40-32(22-8-6-5-7-9-22,23-10-14-25(38-2)15-11-23)24-12-16-26(39-3)17-13-24/h5-19,27-28,30,36H,4,20-21H2,1-3H3,(H,33,34,37)/t27-,28+,30+/m0/s1
• InChIKey: KMQGVQQVTVATBT-PKZQBKLLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,4S,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-hydroxyoxolan-2-yl]-4-(ethylamino)-1,2-dihydropyrimidin-2-one
• IUPAC Traditional name: 1-[(2R,4S,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-hydroxyoxolan-2-yl]-4-(ethylamino)pyrimidin-2-one
• Synonyms: 5’-O-(4,4'-Dimethoxytriphenylmethyl)-N4-ethyl-2'-deoxycytidine; 5'-O-DMT-2'-deoxy-N-ethyl-cytidine; 5'-O-DMT-N4-ethyl-2'-deoxycytidine; 5'-O-[Bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-N-ethylcytidine

Database IDs

• CAS Number: 195535-75-2
• PubChem SID: 162256495
• PubChem CID: 71314092

CALCULATED PROPERTIES

• Acid pKa: 13.992151
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 4.222276
• LogD (pH = 7.4): 4.222277
• Log P: 4.222277
• Molar Refractivity: 155.2851 cm^3
• Polarizability: 60.01275 Å^3
• Polar Surface Area: 101.85 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - B489910

5'-O-[Bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-N-ethylcytidine is a 5’-O-(4,4'-Dimethoxytriphenylmethy) substitued derivative of the 2’-deoxy N-methyl analogue of Cytidine.

REFERENCES

• Nguyen, H.-K. et al.: Nucleic Acids Res., 25, 3059 (1997)