(1R,2S,3S,5S)-5-({2-amino-5-[(E)-2-(4-chlorophenyl)(1-15N)diazen-1-yl]-6-methoxy(4,6-13C2)pyrimidin-4-yl}amino)-3-(benzyloxy)-2-[(benzyloxy)methyl]cyclopentan-1-ol

• ChemBase ID: 159813
• Molecular Formular: C31H33ClN6O4
• Molecular Mass: 592.06323857
• Monoisotopic Mass: 591.22892582
• SMILES: n1c(n[13c](c([13c]1OC)/[15N]=N/c1ccc(cc1)Cl)N[C@H]1C[C@@H]([C@H]([C@H]1O)COCc1ccccc1)OCc1ccccc1)N
• Canonical SMILES: CO[13c]1nc(N)n[13c](c1/[15N]=N/c1ccc(cc1)Cl)N[C@H]1C[C@@H]([C@H]([C@H]1O)COCc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C31H33ClN6O4/c1-40-30-27(38-37-23-14-12-22(32)13-15-23)29(35-31(33)36-30)34-25-16-26(42-18-21-10-6-3-7-11-21)24(28(25)39)19-41-17-20-8-4-2-5-9-20/h2-15,24-26,28,39H,16-19H2,1H3,(H3,33,34,35,36)/b38-37+/t24-,25+,26+,28-/m1/s1/i29+1,30+1,38+1
• InChIKey: PRAOZPJHZMJWHN-LIUGVQBFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,3S,5S)-5-({2-amino-5-[(E)-2-(4-chlorophenyl)(1-^1^5N)diazen-1-yl]-6-methoxy(4,6-^1^3C₂)pyrimidin-4-yl}amino)-3-(benzyloxy)-2-[(benzyloxy)methyl]cyclopentan-1-ol
• IUPAC Traditional name: (1R,2S,3S,5S)-5-({2-amino-5-[(E)-2-(4-chlorophenyl)(1-^1^5N)diazen-1-yl]-6-methoxy(4,6-^1^3C₂)pyrimidin-4-yl}amino)-3-(benzyloxy)-2-[(benzyloxy)methyl]cyclopentan-1-ol
• Synonyms: (1S,2S,3S,5S)-5-[[2-Amino-5-[2-(4-chlorophenyl)diazenyl]-6-methoxy-4-pyrimidinyl]amino-13C2,15N]-3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]-cyclopentanol; 5-[[2-Amino-5-[2-(4-chlorophenyl)diazenyl]-6-methoxy-4-pyrimidinyl]amino-13C2, 15N]-3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]-cyclopentanol

Database IDs

• PubChem SID: 162253948
• PubChem CID: 71313147

CALCULATED PROPERTIES

• Acid pKa: 14.003885
• H Acceptors: 10
• H Donor: 3
• LogD (pH = 5.5): 5.9445496
• LogD (pH = 7.4): 6.1955786
• Log P: 6.1999707
• Molar Refractivity: 167.8454 cm^3
• Polarizability: 61.65134 Å^3
• Polar Surface Area: 136.47 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - A603342

Intermediate in the synthesis of Entecavir (E558902).