3-(4-piperazin-1-ylphenyl)-5-pyrimidin-5-yl-1H-indole | 1345827-98-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3-(4-piperazin-1-ylphenyl)-5-pyrimidin-5-yl-1H-indole
• CAS: 1345827-98-6
• 化学式: C₂₂H₂₁N₅
• 分子量: 355.442
• InChiKey: UJVOMAAEEVUSBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  56.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  tert-butyl 5-bromo-3-(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenyl)-1H-indole-1-carboxylate 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 sodium carbonate 、 三氟乙酸 作用下， 以 乙二醇二甲醚 、 二氯甲烷 为溶剂， 反应 0.17h， 生成 3-(4-piperazin-1-ylphenyl)-5-pyrimidin-5-yl-1H-indole
  参考文献：
  名称：

  Discovery of novel 3,5-disubstituted indole derivatives as potent inhibitors of Pim-1, Pim-2, and Pim-3 protein kinases

  摘要：

  A series of novel 3,5-disubstituted indole derivatives as potent and selective inhibitors of all three members of the Pim kinase family is described. High throughput screen identified a pan-Pim kinase inhibitor with a promiscuous scaffold. Guided by structure-based drug design, SAR of the series afforded a highly selective indole chemotype that was further developed into a potent set of compounds against Pim-1, 2, and 3 (Pim-1 and Pim-3: IC(50) <= 2 nM and Pim-2: IC(50) <= 100 nM). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.105

文献信息

• Discovery of novel 3,5-disubstituted indole derivatives as potent inhibitors of Pim-1, Pim-2, and Pim-3 protein kinases
  作者：Gisele A. Nishiguchi、Gordana Atallah、Cornelia Bellamacina、Matthew T. Burger、Yu Ding、Paul H. Feucht、Pablo D. Garcia、Wooseok Han、Liana Klivansky、Mika Lindvall

  DOI：10.1016/j.bmcl.2011.08.105

  日期：2011.11

  A series of novel 3,5-disubstituted indole derivatives as potent and selective inhibitors of all three members of the Pim kinase family is described. High throughput screen identified a pan-Pim kinase inhibitor with a promiscuous scaffold. Guided by structure-based drug design, SAR of the series afforded a highly selective indole chemotype that was further developed into a potent set of compounds against Pim-1, 2, and 3 (Pim-1 and Pim-3: IC(50) <= 2 nM and Pim-2: IC(50) <= 100 nM). (C) 2011 Elsevier Ltd. All rights reserved.