[(4R,6R,6aS)-6-(6-amino-9H-purin-9-yl)-2-phenyl-tetrahydro-2H-furo[3,4-d][1,3,2]dioxaborol-4-yl]methanol

• ChemBase ID: 159569
• Molecular Formular: C16H16BN5O4
• Molecular Mass: 353.14034
• Monoisotopic Mass: 353.12953442
• SMILES: [C@H]12C([C@H](O[C@H]1n1c3c(nc1)c(ncn3)N)CO)OB(O2)c1ccccc1
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]2C1OB(O2)c1ccccc1)n1cnc2c1ncnc2N
• InChI: InChI=1S/C16H16BN5O4/c18-14-11-15(20-7-19-14)22(8-21-11)16-13-12(10(6-23)24-16)25-17(26-13)9-4-2-1-3-5-9/h1-5,7-8,10,12-13,16,23H,6H2,(H2,18,19,20)/t10-,12?,13+,16-/m1/s1
• InChIKey: AUYKHPDTEBVOAG-ZIWBQIBKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(4R,6R,6aS)-6-(6-amino-9H-purin-9-yl)-2-phenyl-tetrahydro-2H-furo[3,4-d][1,3,2]dioxaborol-4-yl]methanol
• IUPAC Traditional name: [(4R,6R,6aS)-6-(6-aminopurin-9-yl)-2-phenyl-tetrahydrofuro[3,4-d][1,3,2]dioxaborol-4-yl]methanol
• Synonyms: Adenosine Cyclic 2',3'-(phenylboronate); Adenosine-2',3'-O-phenylboronate

Database IDs

• CAS Number: 4710-68-3
• PubChem SID: 162253704
• PubChem CID: 46780088

CALCULATED PROPERTIES

• Acid pKa: 14.586952
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 1.792565
• LogD (pH = 7.4): 1.9068277
• Log P: 1.9085
• Molar Refractivity: 86.2411 cm^3
• Polarizability: 35.39193 Å^3
• Polar Surface Area: 117.54 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Pyridine
• Apperance: White Solid
• Melting Point: 221-223°C