(R)-1-((7-methoxy-1-methyl-2-(3-methyl-1,2,4-oxadiazol-5-yl)-1H-indol-4-yl)oxy)-3-phenylpropan-2-amine hydrochloride | 1431633-59-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-1-((7-methoxy-1-methyl-2-(3-methyl-1,2,4-oxadiazol-5-yl)-1H-indol-4-yl)oxy)-3-phenylpropan-2-amine hydrochloride
• 英文别名: (2R)-1-[7-methoxy-1-methyl-2-(3-methyl-1,2,4-oxadiazol-5-yl)indol-4-yl]oxy-3-phenylpropan-2-amine;hydrochloride
• CAS: 1431633-59-8
• 化学式: C₂₂H₂₄N₄O₃*ClH
• 分子量: 428.918
• InChiKey: NEFDPGFXSNQBRA-PKLMIRHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.92
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  88.3
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  在 盐酸 、 水 作用下， 以 乙酸乙酯 为溶剂， 反应 1.0h， 生成 (R)-1-((7-methoxy-1-methyl-2-(3-methyl-1,2,4-oxadiazol-5-yl)-1H-indol-4-yl)oxy)-3-phenylpropan-2-amine hydrochloride
  参考文献：
  名称：

  Design, synthesis and evaluation of novel indole derivatives as AKT inhibitors

  摘要：

  Herein, we describe the discovery and synthesis of a new series of 1,2,4,7-tetra-substituted indole derivatives as novel AKT inhibitors by optimization of a weak hit methyl 4-(2-aminoethoxy)-1H-indole-2-carboxylate (1). Both representative compounds 6a and 6o exhibited the most potent inhibitory activities against AKT1, with inhibition rates of 72.5% and 78.6%, respectively, at concentrations of 10 nM. In addition, compounds 6a and 6o also potently inhibited the phosphorylation of the downstream GSK3 protein and displayed slightly better anti-proliferative activities in a prostate cancer cell line. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.11.022

文献信息

• Design, synthesis and evaluation of novel indole derivatives as AKT inhibitors
  作者：Dezhi Yang、Peng Wang、Jianzhen Liu、Hualu Xing、Yang Liu、Wencheng Xie、Guisen Zhao

  DOI：10.1016/j.bmc.2013.11.022

  日期：2014.1

  Herein, we describe the discovery and synthesis of a new series of 1,2,4,7-tetra-substituted indole derivatives as novel AKT inhibitors by optimization of a weak hit methyl 4-(2-aminoethoxy)-1H-indole-2-carboxylate (1). Both representative compounds 6a and 6o exhibited the most potent inhibitory activities against AKT1, with inhibition rates of 72.5% and 78.6%, respectively, at concentrations of 10 nM. In addition, compounds 6a and 6o also potently inhibited the phosphorylation of the downstream GSK3 protein and displayed slightly better anti-proliferative activities in a prostate cancer cell line. (C) 2013 Elsevier Ltd. All rights reserved.