4-(2-chloro-phenyl)-9-methoxy-6-methyl-1,3-dioxo-1,2,3,6-tetrahydro-pyrrolo[3,4-c]carbazole-8-carboxylic acid (2-pyrrolidin-1-yl-ethyl)-amide | 622859-21-6

• 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: 4-(2-chloro-phenyl)-9-methoxy-6-methyl-1,3-dioxo-1,2,3,6-tetrahydro-pyrrolo[3,4-c]carbazole-8-carboxylic acid (2-pyrrolidin-1-yl-ethyl)-amide
• 英文别名: 4-(2-chlorophenyl)-9-methoxy-6-methyl-1,3-dioxo-N-(2-pyrrolidin-1-ylethyl)pyrrolo[3,4-g]carbazole-8-carboxamide
• CAS: 622859-21-6
• 化学式: C₂₉H₂₇ClN₄O₄
• 分子量: 531.011
• InChiKey: UZLMRIMKPBWJML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  38
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  92.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(2-chloro-phenyl)-9-methoxy-6-methyl-1,3-dioxo-1,2,3,6-tetrahydro-pyrrolo[3,4-c]carbazole-8-carboxylic acid (2-pyrrolidin-1-yl-ethyl)-amide 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 4-(2-chloro-phenyl)-9-hydroxy-6-methyl-1,3-dioxo-1,2,3,6-tetrahydro-pyrrolo[3,4-c]carbazole-8-carboxylic acid (2-pyrrolidin-1-yl-ethyl)-amide
  参考文献：
  名称：

  Synthesis and structure–activity relationships of soluble 8-substituted 4-(2-chlorophenyl)-9-hydroxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-diones as inhibitors of the Wee1 and Chk1 checkpoint kinases

  摘要：

  Pyrrolo[3,4-c]carbazoles bearing solubilising basic side chains at the 8-position retain potent Weel and Chk1 inhibitory properties in isolated enzyme assays, and evidence of G2/M checkpoint abrogation in several cellular assays. Co-crystal structure studies confirm that the primary binding to the Weel enzyme is as described previously, with the C-8 side chains residing in an area of bulk tolerance. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.12.046
• 作为产物：
  描述：

  1-(2-氨乙基)吡咯烷 、 以 四氢呋喃 为溶剂， 生成 4-(2-chloro-phenyl)-9-methoxy-6-methyl-1,3-dioxo-1,2,3,6-tetrahydro-pyrrolo[3,4-c]carbazole-8-carboxylic acid (2-pyrrolidin-1-yl-ethyl)-amide
  参考文献：
  名称：

  Synthesis and structure–activity relationships of soluble 8-substituted 4-(2-chlorophenyl)-9-hydroxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-diones as inhibitors of the Wee1 and Chk1 checkpoint kinases

  摘要：

  Pyrrolo[3,4-c]carbazoles bearing solubilising basic side chains at the 8-position retain potent Weel and Chk1 inhibitory properties in isolated enzyme assays, and evidence of G2/M checkpoint abrogation in several cellular assays. Co-crystal structure studies confirm that the primary binding to the Weel enzyme is as described previously, with the C-8 side chains residing in an area of bulk tolerance. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.12.046