N-(2-chloro-5-(6-oxo-1-(3-(pyrrolidin-1-yl)propyl)-1,6-dihydropyridazin-3-yl)benzyl)benzamide | 1241946-90-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-chloro-5-(6-oxo-1-(3-(pyrrolidin-1-yl)propyl)-1,6-dihydropyridazin-3-yl)benzyl)benzamide
• 英文别名: N-[[2-chloro-5-[6-oxo-1-(3-pyrrolidin-1-ylpropyl)pyridazin-3-yl]phenyl]methyl]benzamide
• CAS: 1241946-90-6
• 化学式: C₂₅H₂₇ClN₄O₂
• 分子量: 450.968
• InChiKey: YKFRPLLGVLWXCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  、 苯甲酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 N-(2-chloro-5-(6-oxo-1-(3-(pyrrolidin-1-yl)propyl)-1,6-dihydropyridazin-3-yl)benzyl)benzamide
  参考文献：
  名称：

  Diazinones as P2 replacements for pyrazole-based cathepsin S inhibitors

  摘要：

  A pyridazin-4-one fragment 4 (hCatS IC(50) = 170 mu M) discovered through Tethering was modeled into cathepsin S and predicted to overlap in S2 with the tetrahydropyridinepyrazole core of a previously disclosed series of CatS inhibitors. This fragment served as a template to design pyridazin-3-one 12 (hCatS IC(50) = 430 nM), which also incorporates P3 and P5 binding elements. A crystal structure of 12 bound to Cys25Ser CatS led to the synthesis of the potent diazinone isomers 22 (hCatS IC(50) = 60 nM) and 27 (hCatS IC(50) = 40 nM). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.086

文献信息

• Diazinones as P2 replacements for pyrazole-based cathepsin S inhibitors
  作者：Michael K. Ameriks、Scott D. Bembenek、Matthew T. Burdett、Ingrid C. Choong、James P. Edwards、Damara Gebauer、Yin Gu、Lars Karlsson、Hans E. Purkey、Bart L. Staker、Siquan Sun、Robin L. Thurmond、Jian Zhu

  DOI：10.1016/j.bmcl.2010.05.086

  日期：2010.7

  A pyridazin-4-one fragment 4 (hCatS IC(50) = 170 mu M) discovered through Tethering was modeled into cathepsin S and predicted to overlap in S2 with the tetrahydropyridinepyrazole core of a previously disclosed series of CatS inhibitors. This fragment served as a template to design pyridazin-3-one 12 (hCatS IC(50) = 430 nM), which also incorporates P3 and P5 binding elements. A crystal structure of 12 bound to Cys25Ser CatS led to the synthesis of the potent diazinone isomers 22 (hCatS IC(50) = 60 nM) and 27 (hCatS IC(50) = 40 nM). (C) 2010 Elsevier Ltd. All rights reserved.