[(2R,3S,5R)-5-[5-(2H3)methyl-2-oxo-4-(1H-1,2,4-triazol-1-yl)-1,2-dihydropyrimidin-1-yl]-3-(4-methylbenzoyloxy)oxolan-2-yl]methyl 4-methylbenzoate

• ChemBase ID: 178893
• Molecular Formular: C28H27N5O6
• Molecular Mass: 529.54388
• Monoisotopic Mass: 529.19613361
• SMILES: [C@@H]1(OC(=O)c2ccc(cc2)C)[C@@H](COC(=O)c2ccc(cc2)C)O[C@@H](n2cc(c(nc2=O)n2ncnc2)C)C1
• Canonical SMILES: Cc1ccc(cc1)C(=O)O[C@H]1C[C@@H](O[C@@H]1COC(=O)c1ccc(cc1)C)n1cc(C)c(nc1=O)n1cncn1
• InChI: InChI=1S/C28H27N5O6/c1-17-4-8-20(9-5-17)26(34)37-14-23-22(39-27(35)21-10-6-18(2)7-11-21)12-24(38-23)32-13-19(3)25(31-28(32)36)33-16-29-15-30-33/h4-11,13,15-16,22-24H,12,14H2,1-3H3/t22-,23+,24+/m0/s1
• InChIKey: GWVTWMRVTOWMMV-RBZQAINGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,5R)-5-[5-(^2H₃)methyl-2-oxo-4-(1H-1,2,4-triazol-1-yl)-1,2-dihydropyrimidin-1-yl]-3-(4-methylbenzoyloxy)oxolan-2-yl]methyl 4-methylbenzoate
• IUPAC Traditional name: [(2R,3S,5R)-5-[5-(^2H₃)methyl-2-oxo-4-(1,2,4-triazol-1-yl)pyrimidin-1-yl]-3-(4-methylbenzoyloxy)oxolan-2-yl]methyl 4-methylbenzoate
• Synonyms: 1-[2-Deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-4-(1H-1,2,4-triazol-1-yl)-5-methyl-2(1H)-pyrimidinone-d3; 4-(1,2,4-Triazolyl)-3'5'-di-O-4-toluoyl-5-methyl-2'-deoxycytidine-d3; 4-(1,2,4-Triazolyl)-1-(3’,5’-di-O-p-toluoyl-2’-deoxyribosyl)-5-methyl-1H-pyrimidin-2-one-d3

Database IDs

• PubChem SID: 164234803
• PubChem CID: 71752675

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 4.457487
• LogD (pH = 7.4): 4.457488
• Log P: 4.457488
• Molar Refractivity: 151.3343 cm^3
• Polarizability: 53.539883 Å^3
• Polar Surface Area: 125.21 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - T767583

An intermediate in the preparation of deuterated cytidine derivatives