N4-{[4-(aminomethyl)cyclohexyl]methyl}-N2-[2-(4-fluorophenyl)ethyl]-5-nitropyrimidine-2,4-diamine

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: N4-{[4-(aminomethyl)cyclohexyl]methyl}-N2-[2-(4-fluorophenyl)ethyl]-5-nitropyrimidine-2,4-diamine
• 英文别名: N2-(4-fluorophenethyl)-N4-((4-(aminomethyl)cyclohexyl)methyl)-5-nitropyrimidine-2,4-diamine；4-N-[[4-(aminomethyl)cyclohexyl]methyl]-2-N-[2-(4-fluorophenyl)ethyl]-5-nitropyrimidine-2,4-diamine
• 化学式: C₂₀H₂₇FN₆O₂
• 分子量: 402.472
• InChiKey: AEZKSDQQNDEHNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  122
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  、 1,4-环己烷双(甲基胺) 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 N4-{[4-(aminomethyl)cyclohexyl]methyl}-N2-[2-(4-fluorophenyl)ethyl]-5-nitropyrimidine-2,4-diamine
  参考文献：
  名称：

  Discovery of potent and selective PKC-θ inhibitors

  摘要：

  An uHTS campaign was performed to identify selective inhibitors of PKC-theta. Initial triaging of the hit set based on selectivity and historical analysis led to the identification of 2,4-diamino-5-nitropyrimidines as potent and selective PKC-theta inhibitors. A homology model and initial SAR is presented demonstrating that a 2-arylalkylamino substituent in conjunction with suitable 4-diamino substituent are essential for achieving selectivity over many kinases. Additional hit to lead profiling is presented on selected compounds. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.056

文献信息

• US7550473B2
  申请人：——

  公开号：US7550473B2

  公开（公告）日：2009-06-23
• Discovery of potent and selective PKC-θ inhibitors
  作者：Charles L. Cywin、Georg Dahmann、Anthony S. Prokopowicz、Erick R.R. Young、Ronald L. Magolda、Mario G. Cardozo、Derek A. Cogan、Darren DiSalvo、John D. Ginn、Mohammed A. Kashem、John P. Wolak、Carol A. Homon、Thomas M. Farrell、Heather Grbic、Hanbo Hu、Paul V. Kaplita、Lisa H. Liu、Denice M. Spero、Deborah D. Jeanfavre、Kathy M. O’Shea、Della M. White、Joseph R. Woska、Maryanne L. Brown

  DOI：10.1016/j.bmcl.2006.09.056

  日期：2007.1

  An uHTS campaign was performed to identify selective inhibitors of PKC-theta. Initial triaging of the hit set based on selectivity and historical analysis led to the identification of 2,4-diamino-5-nitropyrimidines as potent and selective PKC-theta inhibitors. A homology model and initial SAR is presented demonstrating that a 2-arylalkylamino substituent in conjunction with suitable 4-diamino substituent are essential for achieving selectivity over many kinases. Additional hit to lead profiling is presented on selected compounds. (c) 2006 Elsevier Ltd. All rights reserved.