tert-butyl (S)-(1-((6-chloro-5-(3-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)pyridin-3-yl)oxy)-3-(1H-indol-3-yl)propan-2-yl)carbamate | 864776-00-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: tert-butyl (S)-(1-((6-chloro-5-(3-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)pyridin-3-yl)oxy)-3-(1H-indol-3-yl)propan-2-yl)carbamate
• CAS: 864776-00-1
• 化学式: C₂₈H₂₉ClN₆O₃
• 分子量: 533.03
• InChiKey: PAMBKWYALCABTH-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.98
• 重原子数：
  38.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  117.81
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-呋喃硼酸 、 tert-butyl (S)-(1-((6-chloro-5-(3-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)pyridin-3-yl)oxy)-3-(1H-indol-3-yl)propan-2-yl)carbamate 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以74%的产率得到tert-butyl (S)-(1-((6-(furan-3-yl)-5-(3-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)pyridin-3-yl)oxy)-3-(1H-indol-3-yl)propan-2-yl)carbamate
  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
• 作为产物：
  描述：

  1,1-dimethylethyl [(1S)-2-[(5-bromo-6-chloro-3-pyridinyl)oxy]-1-(1H-indol-3-ylmethyl)ethyl]carbamate 、 tert-butyl 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazolo[3,4-b]pyridine-1-carboxylate 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 生成 tert-butyl (S)-(1-((6-chloro-5-(3-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)pyridin-3-yl)oxy)-3-(1H-indol-3-yl)propan-2-yl)carbamate
  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