1,1-dimethylethyl [2-phenyl-2-({[5-(1H-pyrrolo[2,3-b]pyridin-4-yl)-2-thienyl]methyl}amino)ethyl]carbamate | 1159682-79-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 1,1-dimethylethyl [2-phenyl-2-({[5-(1H-pyrrolo[2,3-b]pyridin-4-yl)-2-thienyl]methyl}amino)ethyl]carbamate
• 英文别名: tert-butyl N-[2-phenyl-2-[[5-(1H-pyrrolo[2,3-b]pyridin-4-yl)thiophen-2-yl]methylamino]ethyl]carbamate
• CAS: 1159682-79-7
• 化学式: C₂₅H₂₈N₄O₂S
• 分子量: 448.589
• InChiKey: ICVZHBQSLZVFDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  107
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,1-dimethylethyl [2-phenyl-2-({[5-(1H-pyrrolo[2,3-b]pyridin-4-yl)-2-thienyl]methyl}amino)ethyl]carbamate 在 甲醇 、 三氟乙酸 作用下， 反应 0.5h， 生成 (2-amino-1-phenylethyl)-{[5-(1H-pyrrolo[2,3-b]pyridin-4-yl)-2-thienyl]methyl}amine
  参考文献：
  名称：

  WO2007/76423

  摘要：

  公开号：
• 作为产物：
  描述：

  1,1-dimethylethyl {2-phenyl-2-[({5-[1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-2-thienyl}methyl)amino]ethyl}carbamate 在 sodium hydroxide 、 水 作用下， 以 四氢呋喃 为溶剂， 生成 1,1-dimethylethyl [2-phenyl-2-({[5-(1H-pyrrolo[2,3-b]pyridin-4-yl)-2-thienyl]methyl}amino)ethyl]carbamate
  参考文献：
  名称：

  Discovery of 5-pyrrolopyridinyl-2-thiophenecarboxamides as potent AKT kinase inhibitors

  摘要：

  A pyrrolopyridinyl thiophene carboxamide 7 was discovered as a tractable starting point for a lead optimization effort in an AKT kinase inhibition program. SAR studies aided by a co-crystal structure of 7 in AKT2 led to the identification of AKT inhibitors with subnanomolar potency. Representative compounds showed antiproliferative activity as well as inhibition of phosphorylation of the downstream target GSK3 beta. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.094

文献信息

• WO2007/76423
  申请人：——

  公开号：——

  公开（公告）日：——
• Discovery of 5-pyrrolopyridinyl-2-thiophenecarboxamides as potent AKT kinase inhibitors
  作者：Mark A. Seefeld、Meagan B. Rouse、Kenneth C. McNulty、Lihui Sun、Jizhou Wang、Dennis S. Yamashita、Juan I. Luengo、ShuYun Zhang、Elisabeth A. Minthorn、Nestor O. Concha、Dirk A. Heerding

  DOI：10.1016/j.bmcl.2009.02.094

  日期：2009.4

  A pyrrolopyridinyl thiophene carboxamide 7 was discovered as a tractable starting point for a lead optimization effort in an AKT kinase inhibition program. SAR studies aided by a co-crystal structure of 7 in AKT2 led to the identification of AKT inhibitors with subnanomolar potency. Representative compounds showed antiproliferative activity as well as inhibition of phosphorylation of the downstream target GSK3 beta. (c) 2009 Elsevier Ltd. All rights reserved.