| 139131-90-1

• 分子结构分类: 有机化合物 - 有机杂环化合物
• CAS: 139131-90-1
• 化学式: C₅₈H₄₉N₉O₁₀*ClH
• 分子量: 1068.54
• InChiKey: FENPFBPJDKNSLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.96
• 重原子数：
  78.0
• 可旋转键数：
  12.0
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  241.31
• 氢给体数：
  7.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  、 5-<(Benzyloxycabonyl)amino>-3-(tert-butyloxycarbonyl)-1,2-dihydro-3H-pyrrolo<3,2-e>indole-7-carboxylic Acid 在 碳酸氢钠 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 60.0h， 以72%的产率得到Methyl 5-<(Benzyloxycarbonyl)amino>-3-<<5'-<(benzyloxycarbonyl)amino>-3'-<<5"-<(benzyloxycarbonyl)amino>-3"-<<5"'-<(benzyloxycarbonyl)amino>-3"'-(tert-butyloxycarbonyl)-1"',2"'-dihydro-3"'H-pyrrolo<3"',2"'-e>indol-7"'-yl>carbonyl>-1",2"-dihydro-..>>>>
  参考文献：
  名称：

  CC-1065 partial structures: enhancement of noncovalent affinity for DNA minor groove binding through introduction of stabilizing electrostatic interactions

  摘要：

  The preparation and DNA binding properties of ACDPI(n) (4-7, n = 1-4) and TACDPI(n) (8-10, n = 1-3) are detailed. Comparable to observations made with CDPI(n) (n = 1-5), ACDPI3 proved to be the optimal minor groove binding agent within the ACDPI(n) series, and the agents exhibited a selectivity for AT- versus GC-rich DNA which is most pronounced with ACDPI3. Similarly, TACDPI(n) (n = 1-3) exhibited a substantial AT- versus GC-rich DNA binding selectivity (n = 3, DELTA-DELTA-G-degrees = -2.7 to -3.5 kcal). The direct comparison of CDPI(n) with ACDPI(n) illustrated that the introduction of a C-5 amino substituent onto the peripheral face of the agent reduces the DNA binding affinity presumably through introduction of destabilizing electrostatic interactions. In contrast, the comparison with TACDPI(n) revealed that the introduction of a C-5 quaternary amine substantially enhanced the DNA binding affinity through introduction of stabilizing electrostatic interactions.

  DOI：

  10.1021/jo00030a042
• 作为产物：
  描述：

  Methyl 5-<(Benzyloxycarbonyl)amino>-3-<<5'-<(benzyloxycarbonyl)amino>-3'-<<5"-<(benzyloxycarbonyl)amino>-3"-(tert-butyloxycarbonyl)-1",2"-dihydro-3"H-pyrrolo<3",2"-e>indol-7"-yl>carbonyl>-1',2'-dihydro-3'H-pyrrolo<3',2'-e>indol-7'-yl>carbonyl>-... 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 0.75h， 以100%的产率得到
  参考文献：
  名称：

  CC-1065 partial structures: enhancement of noncovalent affinity for DNA minor groove binding through introduction of stabilizing electrostatic interactions

  摘要：

  The preparation and DNA binding properties of ACDPI(n) (4-7, n = 1-4) and TACDPI(n) (8-10, n = 1-3) are detailed. Comparable to observations made with CDPI(n) (n = 1-5), ACDPI3 proved to be the optimal minor groove binding agent within the ACDPI(n) series, and the agents exhibited a selectivity for AT- versus GC-rich DNA which is most pronounced with ACDPI3. Similarly, TACDPI(n) (n = 1-3) exhibited a substantial AT- versus GC-rich DNA binding selectivity (n = 3, DELTA-DELTA-G-degrees = -2.7 to -3.5 kcal). The direct comparison of CDPI(n) with ACDPI(n) illustrated that the introduction of a C-5 amino substituent onto the peripheral face of the agent reduces the DNA binding affinity presumably through introduction of destabilizing electrostatic interactions. In contrast, the comparison with TACDPI(n) revealed that the introduction of a C-5 quaternary amine substantially enhanced the DNA binding affinity through introduction of stabilizing electrostatic interactions.

  DOI：

  10.1021/jo00030a042