9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-pyridin-3-ylmethyl-1,9-dihydro-purin-6-one | 88868-71-7

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: 9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-pyridin-3-ylmethyl-1,9-dihydro-purin-6-one
• 英文别名: (2R,3R,4S,5R)-2-(6-Hydroxy-2-(pyridin-3-ylmethyl)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol；9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-(pyridin-3-ylmethyl)-1H-purin-6-one
• CAS: 88868-71-7
• 化学式: C₁₆H₁₇N₅O₅
• 分子量: 359.341
• InChiKey: QKAPFHBFQAVXOU-RVXWVPLUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  142
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-pyridin-3-ylmethyl-1,9-dihydro-purin-6-one 在 磷酸三甲酯 、 三氯氧磷 作用下， 反应 5.0h， 以17%的产率得到Phosphoric acid mono-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-2-pyridin-3-ylmethyl-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-ylmethyl] ester; compound with ammonia
  参考文献：
  名称：

  Inhibitors of inosinic acid dehydrogenase. 2-Substituted inosinic acids

  摘要：

  A series of 2-substituted inosine monophosphate (IMP) and inosine derivatives were synthesized and tested for inhibitory activity against IMP dehydrogenase from Escherichia coli. All of the IMP analogues that possessed electron-withdrawing substituents on the phenyl ring of a benzylthio group placed at the 2-position of IMP showed strong inhibition, which was competitive with IMP. No evidence of hydrophobic interactions of the 2-substituent with the enzyme was observed.

  DOI：

  10.1021/jm00370a003