(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-[(methylsulfanyl)methyl]oxolane-3,4-diol

• ChemBase ID: 2030
• Molecular Formular: C11H15N5O3S
• Molecular Mass: 297.3335
• Monoisotopic Mass: 297.08956037
• SMILES: CSC[C@@H]1O[C@H]([C@H](O)[C@H]1O)n1cnc2c1ncnc2N
• Canonical SMILES: CSC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C11H15N5O3S/c1-20-2-5-7(17)8(18)11(19-5)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H2,12,13,14)/t5-,7-,8+,11+/m0/s1
• InChIKey: WUUGFSXJNOTRMR-WOIOKPISSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-[(methylsulfanyl)methyl]oxolane-3,4-diol
• IUPAC Traditional name: (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-[(methylsulfanyl)methyl]oxolane-3,4-diol
• Synonyms: 5'-Deoxy-5'-Methylthioadenosine

Database IDs

• PubChem SID: 160965485; 46508330
• PubChem CID: 688097

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.471831
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -0.7543228
• LogD (pH = 7.4): -0.610703
• Log P: -0.60849273
• Molar Refractivity: 74.0292 cm^3
• Polarizability: 28.74894 Å^3
• Polar Surface Area: 119.31 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.14
• LOG S: -1.66
• Solubility (Water): 6.50e+00 g/l

DETAILS

DrugBank - DB02282

Drug information: experimental