N-(2-methyl-1H-indol-5-yl)nicotinamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-(2-methyl-1H-indol-5-yl)nicotinamide
• 英文别名: N-(2-methyl-1H-indol-5-yl)pyridine-3-carboxamide
• 化学式: C₁₅H₁₃N₃O
• 分子量: 251.288
• InChiKey: ABOAOOBLMMSDKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  57.8
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  烟酸 、 5-氨基-2-甲基吲哚 在 三乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 N-(2-methyl-1H-indol-5-yl)nicotinamide
  参考文献：
  名称：

  Allosteric Indole Amide Inhibitors of p97: Identification of a Novel Probe of the Ubiquitin Pathway

  摘要：

  A high-throughput screen to discover inhibitors of p97 ATPase activity identified an indole amide that bound to an allosteric site of the protein. Medicinal chemistry optimization led to improvements in potency and solubility. Indole amide 3 represents a novel uncompetitive inhibitor with excellent physical and pharmaceutical properties that can be used as a starting point for drug discovery efforts.

  DOI：

  10.1021/acsmedchemlett.5b00396

文献信息

• Allosteric Indole Amide Inhibitors of p97: Identification of a Novel Probe of the Ubiquitin Pathway
  作者：Celeste Alverez、Stacie L. Bulfer、Ramappa Chakrasali、Michael. S. Chimenti、Raymond J. Deshaies、Neal Green、Mark Kelly、Matthew G. LaPorte、Taber S. Lewis、Mary Liang、William J. Moore、R. Jeffrey Neitz、Vsevolod A. Peshkov、Michael A. Walters、Feng Zhang、Michelle R. Arkin、Peter Wipf、Donna M. Huryn

  DOI：10.1021/acsmedchemlett.5b00396

  日期：2016.2.11

  A high-throughput screen to discover inhibitors of p97 ATPase activity identified an indole amide that bound to an allosteric site of the protein. Medicinal chemistry optimization led to improvements in potency and solubility. Indole amide 3 represents a novel uncompetitive inhibitor with excellent physical and pharmaceutical properties that can be used as a starting point for drug discovery efforts.