4-(Dimethylamino)-N-[5-(1h-Indol-4-Yl)pyridin-3-Yl]butanamide

• 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: 4-(Dimethylamino)-N-[5-(1h-Indol-4-Yl)pyridin-3-Yl]butanamide
• 英文别名: 4-(dimethylamino)-N-[5-(1H-indol-4-yl)pyridin-3-yl]butanamide
• 化学式: C₁₉H₂₂N₄O
• 分子量: 322.41
• InChiKey: QVBOWRMZONBBIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  61
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-吲哚硼酸频那醇酯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 4-(Dimethylamino)-N-[5-(1h-Indol-4-Yl)pyridin-3-Yl]butanamide
  参考文献：
  名称：

  Identification of indole inhibitors of human hematopoietic prostaglandin D2 synthase (hH-PGDS)

  摘要：

  Human H-PGDS has shown promise as a potential target for anti-allergic and anti-inflammatory drugs. Here we describe the discovery of a novel class of indole inhibitors, identified through focused screening of 42,000 compounds and evaluated using a series of hit validation assays that included fluorescence polarization binding, 1D NMR, ITC and chromogenic enzymatic assays. Compounds with low nanomolar potency, favorable physico-chemical properties and inhibitory activity in human mast cells have been identified. In addition, our studies suggest that the active site of hH-PGDS can accommodate larger structural diversity than previously thought, such as the introduction of polar groups in the inner part of the binding pocket. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.04.065

文献信息

• Identification of indole inhibitors of human hematopoietic prostaglandin D2 synthase (hH-PGDS)
  作者：Fredrik Edfeldt、Johan Evenäs、Matti Lepistö、Alison Ward、Jens Petersen、Lisa Wissler、Mattias Rohman、Ulf Sivars、Karin Svensson、Matthew Perry、Isabella Feierberg、Xiao-Hong Zhou、Thomas Hansson、Frank Narjes

  DOI：10.1016/j.bmcl.2015.04.065

  日期：2015.6

  Human H-PGDS has shown promise as a potential target for anti-allergic and anti-inflammatory drugs. Here we describe the discovery of a novel class of indole inhibitors, identified through focused screening of 42,000 compounds and evaluated using a series of hit validation assays that included fluorescence polarization binding, 1D NMR, ITC and chromogenic enzymatic assays. Compounds with low nanomolar potency, favorable physico-chemical properties and inhibitory activity in human mast cells have been identified. In addition, our studies suggest that the active site of hH-PGDS can accommodate larger structural diversity than previously thought, such as the introduction of polar groups in the inner part of the binding pocket. (C) 2015 Elsevier Ltd. All rights reserved.