[2-(3,5-Difluoro-2-methylphenoxy)-1-phenylpyrrolo[3,2-b]pyridin-3-yl]-piperazin-1-ylmethanone | 1175013-61-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: [2-(3,5-Difluoro-2-methylphenoxy)-1-phenylpyrrolo[3,2-b]pyridin-3-yl]-piperazin-1-ylmethanone
• CAS: 1175013-61-2
• 化学式: C₂₅H₂₂F₂N₄O₂
• 分子量: 448.472
• InChiKey: LIMOPKQJPURYKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  59.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-chloro-1-phenyl-1H-pyrrolo[3,2-b]pyridine-3-carboxylic acid 在 N-甲基吗啉 、 O-<[cyano(ethoxycarbonyl)methylene]amino>-1,1,3,3-tetramethyluronium tetrafluoroborate 、 sodium hydride 、 三氟乙酸 作用下， 以 N-甲基吡咯烷酮 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 [2-(3,5-Difluoro-2-methylphenoxy)-1-phenylpyrrolo[3,2-b]pyridin-3-yl]-piperazin-1-ylmethanone
  参考文献：
  名称：

  Structure-based optimization of potent 4- and 6-azaindole-3-carboxamides as renin inhibitors

  摘要：

  The control of hypertension and associated cardiovascular risk factors is possible by selective inhibition of the aspartyl protease renin due to its unique position in the renin-angiotensin system. Starting from a previously disclosed series of potent and nonchiral indole-3-carboxamides, we further explored this motif by structure-based drug design guided by X-ray crystallography in combination with efficient parallel synthesis. This resulted in the discovery of 4- or 6-azaindole derivatives with remarkable potency for renin inhibition. The best compound from these series showed an IC(50) value of 1.3 nM. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2011.06.114

文献信息

• Structure-based optimization of potent 4- and 6-azaindole-3-carboxamides as renin inhibitors
  作者：Bodo Scheiper、Hans Matter、Henning Steinhagen、Zsolt Böcskei、Valérie Fleury、Gary McCort

  DOI：10.1016/j.bmcl.2011.06.114

  日期：2011.9

  The control of hypertension and associated cardiovascular risk factors is possible by selective inhibition of the aspartyl protease renin due to its unique position in the renin-angiotensin system. Starting from a previously disclosed series of potent and nonchiral indole-3-carboxamides, we further explored this motif by structure-based drug design guided by X-ray crystallography in combination with efficient parallel synthesis. This resulted in the discovery of 4- or 6-azaindole derivatives with remarkable potency for renin inhibition. The best compound from these series showed an IC(50) value of 1.3 nM. (C) 2011 Published by Elsevier Ltd.