(2S,3R,5S)-5-{[2-amino-6-chloro(4,6-13C2)pyrimidin-4-yl]amino}-3-(benzyloxy)-2-[(benzyloxy)methyl]cyclopentan-1-ol

• ChemBase ID: 159814
• Molecular Formular: C24H27ClN4O3
• Molecular Mass: 456.93448968
• Monoisotopic Mass: 456.1838781
• SMILES: n1c(n[13c](c[13c]1Cl)N[C@H]1C[C@H]([C@H](C1O)COCc1ccccc1)OCc1ccccc1)N
• Canonical SMILES: Cl[13c]1nc(N)n[13c](c1)N[C@H]1C[C@H]([C@H](C1O)COCc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C24H27ClN4O3/c25-21-12-22(29-24(26)28-21)27-19-11-20(32-14-17-9-5-2-6-10-17)18(23(19)30)15-31-13-16-7-3-1-4-8-16/h1-10,12,18-20,23,30H,11,13-15H2,(H3,26,27,28,29)/t18-,19+,20-,23?/m1/s1/i21+1,22+1
• InChIKey: RIJWOHFFCUHPAT-ODKJXCNJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,5S)-5-{[2-amino-6-chloro(4,6-^1^3C₂)pyrimidin-4-yl]amino}-3-(benzyloxy)-2-[(benzyloxy)methyl]cyclopentan-1-ol
• IUPAC Traditional name: (2S,3R,5S)-5-{[2-amino-6-chloro(4,6-^1^3C₂)pyrimidin-4-yl]amino}-3-(benzyloxy)-2-[(benzyloxy)methyl]cyclopentan-1-ol
• Synonyms: (1S,2S,3S,5S)-5-[(2-Amino-6-chloro-4-pyrimidinyl-13C2)amino]-3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]cyclopentanol; 5-[(2-Amino-6-chloro-4-pyrimidinyl-13C2)amino]-3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]cyclopentanol

Database IDs

• PubChem SID: 162253949
• PubChem CID: 71313148

CALCULATED PROPERTIES

• Acid pKa: 14.173666
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 3.43826
• LogD (pH = 7.4): 3.5753987
• Log P: 3.5774682
• Molar Refractivity: 127.811 cm^3
• Polarizability: 47.949738 Å^3
• Polar Surface Area: 102.52 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - A603347

Intermediate in the synthesis of labelled Entecavir (E558902).