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

• ChemBase ID: 178756
• Molecular Formular: C23H22BN5O6S
• Molecular Mass: 507.32668
• Monoisotopic Mass: 507.13838485
• SMILES: [C@H]12C([C@H](O[C@H]1n1c3c(nc1)c(ncn3)N)COS(=O)(=O)c1ccc(cc1)C)OB(O2)c1ccccc1
• Canonical SMILES: Cc1ccc(cc1)S(=O)(=O)OC[C@H]1O[C@H]([C@@H]2C1OB(O2)c1ccccc1)n1cnc2c1ncnc2N
• InChI: InChI=1S/C23H22BN5O6S/c1-14-7-9-16(10-8-14)36(30,31)32-11-17-19-20(35-24(34-19)15-5-3-2-4-6-15)23(33-17)29-13-28-18-21(25)26-12-27-22(18)29/h2-10,12-13,17,19-20,23H,11H2,1H3,(H2,25,26,27)/t17-,19?,20+,23-/m1/s1
• InChIKey: IWMSPUDWXWZADL-NWYAXVINSA-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]methyl 4-methylbenzene-1-sulfonate
• IUPAC Traditional name: [(4R,6R,6aS)-6-(6-aminopurin-9-yl)-2-phenyl-tetrahydrofuro[3,4-d][1,3,2]dioxaborol-4-yl]methyl 4-methylbenzenesulfonate
• Synonyms: Adenosine Cyclic 2',3'-(phenylboronate) 5'-(4-Methylbenzenesulfonate); 2',3'-O-(Phenylboronate)-5'-O-tosyladenosine; 5'-Tosyladenosine-2',3'-O-phenylboronate

Database IDs

• CAS Number: 23312-76-7
• PubChem SID: 164234666
• PubChem CID: 71752634

CALCULATED PROPERTIES

• Acid pKa: 18.535643
• H Acceptors: 9
• H Donor: 1
• LogD (pH = 5.5): 4.401365
• LogD (pH = 7.4): 4.515628
• Log P: 4.5173
• Molar Refractivity: 124.1838 cm^3
• Polarizability: 50.968285 Å^3
• Polar Surface Area: 140.68 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Pyridine
• Apperance: White Semi-Solid