Phosphoric acid mono-{(2R,3S,4R,5R)-5-[2-(3,5-dinitro-benzylsulfanyl)-6-oxo-1,6-dihydro-purin-9-yl]-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl} ester; compound with ammonia | 88868-93-3

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷酸
• 英文名称: Phosphoric acid mono-{(2R,3S,4R,5R)-5-[2-(3,5-dinitro-benzylsulfanyl)-6-oxo-1,6-dihydro-purin-9-yl]-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl} ester; compound with ammonia
• CAS: 88868-93-3
• 化学式: C₁₇H₁₇N₆O₁₂PS*H₃N
• 分子量: 577.425
• InChiKey: WQIBWGKGUDDOHA-KHXPSBENSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.12
• 重原子数：
  38.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  301.3
• 氢给体数：
  6.0
• 氢受体数：
  15.0

反应信息

• 作为产物：
  描述：

  Xanthosine, 2-S-[(3,5-dinitrophenyl)methyl]-2-thio- 在 磷酸三甲酯 、 三氯氧磷 作用下， 反应 5.0h， 以11%的产率得到Phosphoric acid mono-{(2R,3S,4R,5R)-5-[2-(3,5-dinitro-benzylsulfanyl)-6-oxo-1,6-dihydro-purin-9-yl]-3,4-dihydroxy-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