(2R)-2-{[6-(benzyloxy)-9-(propan-2-yl)-9H-purin-2-yl]amino}butan-1-ol

• ChemBase ID: 4316
• Molecular Formular: C19H25N5O2
• Molecular Mass: 355.4341
• Monoisotopic Mass: 355.20082507
• SMILES: OC[C@@H](CC)Nc1nc2n(C(C)C)cnc2c(n1)OCc1ccccc1
• Canonical SMILES: CC[C@@H](Nc1nc(OCc2ccccc2)c2c(n1)n(cn2)C(C)C)CO
• InChI: InChI=1S/C19H25N5O2/c1-4-15(10-25)21-19-22-17-16(20-12-24(17)13(2)3)18(23-19)26-11-14-8-6-5-7-9-14/h5-9,12-13,15,25H,4,10-11H2,1-3H3,(H,21,22,23)/t15-/m1/s1
• InChIKey: HGADNQLEUZSUEJ-OAHLLOKOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[6-(benzyloxy)-9-(propan-2-yl)-9H-purin-2-yl]amino}butan-1-ol
• IUPAC Traditional name: (2R)-2-{[6-(benzyloxy)-9-isopropylpurin-2-yl]amino}butan-1-ol
• Synonyms: O6-(R)-ROSCOVITINE, R-2-(6-BENZYLOXY-9-ISOPROPYL-9H-PURIN-2-YLAMINO)-BUTAN-1-OL

Database IDs

• PubChem SID: 160967748; 46508756
• PubChem CID: 4369502

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.000174
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 3.1458635
• LogD (pH = 7.4): 3.2605894
• Log P: 3.2623336
• Molar Refractivity: 102.4137 cm^3
• Polarizability: 38.883385 Å^3
• Polar Surface Area: 85.09 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.23
• LOG S: -3.32
• Solubility (Water): 1.70e-01 g/l

DETAILS

DrugBank - DB04770

Drug information: experimental