(2S)-2-(2,5-dioxopyrrol-1-yl)-2-(1H-indol-3-yl)acetic acid | 1217312-30-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (2S)-2-(2,5-dioxopyrrol-1-yl)-2-(1H-indol-3-yl)acetic acid
• CAS: 1217312-30-5
• 化学式: C₁₄H₁₀N₂O₄
• 分子量: 270.244
• InChiKey: FKKZZPXAGVPJCJ-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  90.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2S)-2-(2,5-dioxopyrrol-1-yl)-2-(1H-indol-3-yl)acetic acid 在 1% Pd/C 、 氢气 作用下， 以 甲醇 为溶剂， 以78%的产率得到(S)-2-(2,5-dioxo-pyrrolidin-1-yl)-3-(1H-indol-3-yl)-propionic acid
  参考文献：
  名称：

  Design, synthesis, inhibitory activity, and binding mode study of novel DNA methyltransferase 1 inhibitors

  摘要：

  To identify novel non-nucleoside DNA methyltransferase (DNMT) inhibitors, we designed and synthesized a series of maleimide derivatives. Among this series, compounds 5-8 were found to be more potent DNMT1 inhibitors than RG108, a DNMT1 inhibitor reported previously by Siedlecki et al. The binding mode analysis of compound 5 is also reported. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.12.016
• 作为产物：
  描述：

  马来酸酐 、 (S)-氨基-(1H-吲哚-3-基)-乙酸 在 溶剂黄146 作用下， 生成 (2S)-2-(2,5-dioxopyrrol-1-yl)-2-(1H-indol-3-yl)acetic acid
  参考文献：
  名称：

  Design, synthesis, inhibitory activity, and binding mode study of novel DNA methyltransferase 1 inhibitors

  摘要：

  To identify novel non-nucleoside DNA methyltransferase (DNMT) inhibitors, we designed and synthesized a series of maleimide derivatives. Among this series, compounds 5-8 were found to be more potent DNMT1 inhibitors than RG108, a DNMT1 inhibitor reported previously by Siedlecki et al. The binding mode analysis of compound 5 is also reported. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.12.016

文献信息

• Design, synthesis, inhibitory activity, and binding mode study of novel DNA methyltransferase 1 inhibitors
  作者：Takayoshi Suzuki、Rikako Tanaka、Shohei Hamada、Hidehiko Nakagawa、Naoki Miyata

  DOI：10.1016/j.bmcl.2009.12.016

  日期：2010.2

  To identify novel non-nucleoside DNA methyltransferase (DNMT) inhibitors, we designed and synthesized a series of maleimide derivatives. Among this series, compounds 5-8 were found to be more potent DNMT1 inhibitors than RG108, a DNMT1 inhibitor reported previously by Siedlecki et al. The binding mode analysis of compound 5 is also reported. (C) 2009 Elsevier Ltd. All rights reserved.