(2R,3S,5R)-2-(2-amino-6-sulfanyl-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

• ChemBase ID: 160225
• Molecular Formular: C10H13N5O4S
• Molecular Mass: 299.30632
• Monoisotopic Mass: 299.06882492
• SMILES: [C@@H]1(C([C@H](O[C@H]1n1cnc2c1nc(nc2S)N)CO)O)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@H](C1O)O)n1cnc2c1nc(N)nc2S
• InChI: InChI=1S/C10H13N5O4S/c11-10-13-7-4(8(20)14-10)12-2-15(7)9-6(18)5(17)3(1-16)19-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,20)/t3-,5?,6+,9-/m1/s1
• InChIKey: OTDJAMXESTUWLO-DTUHVUQASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,5R)-2-(2-amino-6-sulfanyl-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: (2R,3S,5R)-2-(2-amino-6-sulfanylpurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• Synonyms: 2-Amino-9-β-D-ribofuranosyl-9H-purine-6-thiol; Thioguanosine; NSC-29422; 2-Amino-9-β-D-ribofuranosylpurine-6-thione; 9-β-D-Ribofuranosylthioguanine; 2-Amino-6-mercaptopurine-9-D-riboside Hydrate

Database IDs

• CAS Number: 85-31-4
• PubChem SID: 162254360
• PubChem CID: 57349092

CALCULATED PROPERTIES

• Acid pKa: 7.4658365
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -1.3234788
• LogD (pH = 7.4): -1.574565
• Log P: -1.3189707
• Molar Refractivity: 71.1514 cm^3
• Polarizability: 27.609694 Å^3
• Polar Surface Area: 139.54 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: Greenish Grey Solid
• Melting Point: 202-205°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under inert atmosphere