17³ | 1222370-52-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 17³
• 英文别名: 3-(1-methyl-1H-indol-3-yl)-4-(phenylamino)-1H-pyrrole-2,5-dione；3-anilino-4-(1-methylindol-3-yl)pyrrole-2,5-dione
• CAS: 1222370-52-6
• 化学式: C₁₉H₁₅N₃O₂
• 分子量: 317.347
• InChiKey: JJNQVVXLJXQVLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  63.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(1-methyl-1H-indol-3-yl)-4-(phenylamino)furan-2,5-dione 在 ammonium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 17³
  参考文献：
  名称：

  Discovery of potent and bioavailable GSK-3β inhibitors

  摘要：

  Here we report on the discovery of a series of maleimides which have high potency and good selectivity for GSK-3 beta. The incorporation of polar groups afforded compounds with good bioavailability. The most potent compound 34 has an IC(50) of 0.6 nM for GSK-3 beta, over 100-fold selectivity against a panel of other kinases, and shows efficacy in rat osteoporosis models. The X-ray structure of GSK-3 beta protein with 34 bound revealed the binding mode of the template and provided insights for future optimization opportunities. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.038

文献信息

• Discovery of potent and bioavailable GSK-3β inhibitors
  作者：Leyi Gong、Don Hirschfeld、Yun-Chou Tan、J. Heather Hogg、Gary Peltz、Zafrira Avnur、Pete Dunten

  DOI：10.1016/j.bmcl.2010.01.038

  日期：2010.3

  Here we report on the discovery of a series of maleimides which have high potency and good selectivity for GSK-3 beta. The incorporation of polar groups afforded compounds with good bioavailability. The most potent compound 34 has an IC(50) of 0.6 nM for GSK-3 beta, over 100-fold selectivity against a panel of other kinases, and shows efficacy in rat osteoporosis models. The X-ray structure of GSK-3 beta protein with 34 bound revealed the binding mode of the template and provided insights for future optimization opportunities. (C) 2010 Elsevier Ltd. All rights reserved.