(S)-1-(6-(furan-3-yl)-5-(3-methyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)pyridin-3-yloxy)-3-(1H-indol-3-yl)propan-2-amine | 1208863-77-7

• 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: (S)-1-(6-(furan-3-yl)-5-(3-methyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)pyridin-3-yloxy)-3-(1H-indol-3-yl)propan-2-amine
• 英文别名: (2S)-1-[6-(furan-3-yl)-5-(3-methyl-2H-pyrazolo[4,3-d]pyrimidin-5-yl)pyridin-3-yl]oxy-3-(1H-indol-3-yl)propan-2-amine
• CAS: 1208863-77-7
• 化学式: C₂₆H₂₃N₇O₂
• 分子量: 465.514
• InChiKey: ZUFPYCGWUXYDBH-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  132
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  tert-butyl N-[(2S)-1-[6-chloro-5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)pyridin-3-yl]oxy-3-(1H-indol-3-yl)propan-2-yl]carbamate 、 3-呋喃硼酸 、 5-chloro-3-methyl-1H-pyrazolo[4,3-d]pyrimidine 在 四(三苯基膦)钯 、 sodium carbonate 、 三氟乙酸 作用下， 以 水 、 二氯甲烷 为溶剂， 生成 (S)-1-(6-(furan-3-yl)-5-(3-methyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)pyridin-3-yloxy)-3-(1H-indol-3-yl)propan-2-amine
  参考文献：
  名称：

  2,3,5-Trisubstituted pyridines as selective AKT inhibitors. Part II: Improved drug-like properties and kinase selectivity from azaindazoles

  摘要：

  A novel series of AKT inhibitors containing 2,3,5-trisubstituted pyridines with novel azaindazoles as hinge binding elements are described. Among these, the 4,7-diazaindazole compound 2c has improved drug-like properties and kinase selectivity than those of indazole 1, and displays greater than 80% inhibition of GSK3b phosphorylation in a BT474 tumor xenograft model in mice. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.060

文献信息

• 2,3,5-Trisubstituted pyridines as selective AKT inhibitors. Part II: Improved drug-like properties and kinase selectivity from azaindazoles
  作者：Hong Lin、Dennis S. Yamashita、Jin Zeng、Ren Xie、Sharad Verma、Juan I. Luengo、Nelson Rhodes、Shuyun Zhang、Kimberly A. Robell、Anthony E. Choudhry、Zhihong Lai、Rakesh Kumar、Elisabeth A. Minthorn、Kristin K. Brown、Dirk A. Heerding

  DOI：10.1016/j.bmcl.2009.11.060

  日期：2010.1

  A novel series of AKT inhibitors containing 2,3,5-trisubstituted pyridines with novel azaindazoles as hinge binding elements are described. Among these, the 4,7-diazaindazole compound 2c has improved drug-like properties and kinase selectivity than those of indazole 1, and displays greater than 80% inhibition of GSK3b phosphorylation in a BT474 tumor xenograft model in mice. (C) 2009 Elsevier Ltd. All rights reserved.