(2R,3S,4R,5R)-2-(hydroxymethyl)-5-{6-[(2-phenylethyl)amino]-9H-purin-9-yl}oxolane-3,4-diol

• ChemBase ID: 103991
• Molecular Formular: C18H21N5O4
• Molecular Mass: 371.39044
• Monoisotopic Mass: 371.15935418
• SMILES: OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(NCCc3ccccc3)ncnc12
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2NCCc1ccccc1
• InChI: InChI=1S/C18H21N5O4/c24-8-12-14(25)15(26)18(27-12)23-10-22-13-16(20-9-21-17(13)23)19-7-6-11-4-2-1-3-5-11/h1-5,9-10,12,14-15,18,24-26H,6-8H2,(H,19,20,21)/t12-,14-,15-,18-/m1/s1
• InChIKey: LGZYEDZSPHLISU-SCFUHWHPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R,5R)-2-(hydroxymethyl)-5-{6-[(2-phenylethyl)amino]-9H-purin-9-yl}oxolane-3,4-diol
• IUPAC Traditional name: (2R,3S,4R,5R)-2-(hydroxymethyl)-5-{6-[(2-phenylethyl)amino]purin-9-yl}oxolane-3,4-diol
• Synonyms: N^6-(2-PHENYLETHYL)-ADENOSINE

Database IDs

• CAS Number: 20125-39-7
• PubChem SID: 162090738
• PubChem CID: 9929340

CALCULATED PROPERTIES

• Acid pKa: 12.4539995
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 0.13369192
• LogD (pH = 7.4): 0.2226077
• Log P: 0.22387454
• Molar Refractivity: 98.0566 cm^3
• Polarizability: 37.620228 Å^3
• Polar Surface Area: 125.55 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 02153793

A1 adenosine receptor agonist