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

• ChemBase编号: 2607
• 分子式: C11H14N4O4S
• 平均质量: 298.31826
• 单一同位素质量: 298.07357595
• SMILES: CSc1ncnc2c1ncn2[C@@H]1O[C@@H](CO)[C@H](O)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)n1cnc2c1ncnc2SC
• InChI: InChI=1S/C11H14N4O4S/c1-20-10-6-9(12-3-13-10)15(4-14-6)11-8(18)7(17)5(2-16)19-11/h3-5,7-8,11,16-18H,2H2,1H3/t5-,7-,8+,11+/m0/s1
• InChIKey: ZDRFDHHANOYUTE-WOIOKPISSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3R,4R,5R)-2-(hydroxymethyl)-5-[6-(methylsulfanyl)-9H-purin-9-yl]oxolane-3,4-diol
• IUPAC传统名: methylthioinosine
• 别名: 6-Methylthioinosine; MMPR; Me6MPR; 6-Methylmercaptopurine; 6-Methyl MP riboside; 6-Methyl MP-riboside; 6-MMPR; 6-Methylthiopurine riboside; Methylmercaptopurine riboside; 6-Methylmercaptopurine riboside; beta-D-Ribosyl-6-methylthiopurine; 6-(Methylthio)purine ribonucleoside; 6-Methylmercaptopurine ribonucleoside; 6-Methyl-9-ribofuranosylpurine-6-thiol; 6-methyl-9-ribofuranosyl-purine-6-thiol; 6-(methylthio)-9-beta-d-ribofuranosyl-9H-purine; Methylthioinosine

登记号

• CAS号: 342-69-8
• PubChem SID: 160966056; 46505005
• PubChem CID: 46936521

理论计算性质

JChem

• Acid pKa: 12.454004
• 质子受体: 7
• 质子供体: 3
• LogD (pH = 5.5): -0.6790425
• LogD (pH = 7.4): -0.63442546
• Log P: -0.6338208
• 摩尔折射率: 71.2541 cm^3
• 极化性: 28.271502 Å^3
• 极化表面积: 113.52 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -0.4
• LOG S: -1.56
• 溶解度: 8.21e+00 g/l

分子性质

理化性质

• 疏水性(logP): 0.09 [SANGSTER (1994)]

详细说明

DrugBank - DB02896

• Drug Groups: experimental
• Description: An analog of inosine with a methylthio group replacing the hydroxyl group in the 6-position. [PubChem]
• Toxicity: IPR-RAT LD₅₀: 65 mg/kg