4-(cyclopentylamino)-2-((2,5-dichlorobenzyl)amino)-N-(3-(2-oxopyrrolidin-1-yl)propyl)pyrimidine-5-carboxamide | 1421367-66-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-(cyclopentylamino)-2-((2,5-dichlorobenzyl)amino)-N-(3-(2-oxopyrrolidin-1-yl)propyl)pyrimidine-5-carboxamide
• 英文别名: 4-(cyclopentylamino)-2-[(2,5-dichlorophenyl)methylamino]-N-[3-(2-oxopyrrolidin-1-yl)propyl]pyrimidine-5-carboxamide
• CAS: 1421367-66-9
• 化学式: C₂₄H₃₀Cl₂N₆O₂
• 分子量: 505.447
• InChiKey: VDKBGBCLPKTOGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  99.2
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-Chloro-2-(methylthio)-N-[3-(2-oxo-1-pyrrolidinyl)propyl]-5-pyrimidinecarboxamide 在 三乙胺 、 间氯过氧苯甲酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 乙腈 为溶剂， 生成 4-(cyclopentylamino)-2-((2,5-dichlorobenzyl)amino)-N-(3-(2-oxopyrrolidin-1-yl)propyl)pyrimidine-5-carboxamide
  参考文献：
  名称：

  Highly selective 2,4-diaminopyrimidine-5-carboxamide inhibitors of Sky kinase

  摘要：

  We report the SAR around a series of 2,4-diaminopyrimidine-5-carboxamide inhibitors of Sky kinase. 2-Aminophenethyl analogs demonstrate excellent potency but moderate kinase selectivity, while 2-aminobenzyl analogs that fill the Ala571 subpocket exhibit good inhibition activity and excellent kinase selectivity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.013

文献信息

• Optimization of highly selective 2,4-diaminopyrimidine-5-carboxamide inhibitors of Sky kinase
  作者：Noel A. Powell、Jennifer K. Hoffman、Fred L. Ciske、Jeffrey T. Kohrt、Sangita M. Baxi、Yun-Wen Peng、Min Zhong、Cornel Catana、Jeff Ohren、Lisa A. Perrin、Jeremy J. Edmunds

  DOI：10.1016/j.bmcl.2012.12.028

  日期：2013.2

  Optimization of the ADME properties of a series of 2,4-diaminopyrimidine-5-carboxamide inhibitors of Sky kinase resulted in the identification of highly selective compounds with properties suitable for use as in vitro and in vivo tools to probe the effects of Sky inhibition.

  对一系列Sky激酶的2,4-二氨基嘧啶-5-羧酰胺抑制剂的ADME性质进行优化，从而鉴定出具有适合用作体外和体内工具来探测Sky抑制作用的特性的高选择性化合物。
• Design and Development of a Chemical Probe for Pseudokinase Ca²⁺/calmodulin-Dependent Ser/Thr Kinase
  作者：Nadine Russ、Martin Schröder、Benedict-Tilman Berger、Sebastian Mandel、Yagmur Aydogan、Sandy Mauer、Christian Pohl、David H. Drewry、Apirat Chaikuad、Susanne Müller、Stefan Knapp

  DOI：10.1021/acs.jmedchem.1c00845

  日期：2021.10.14
• Highly selective 2,4-diaminopyrimidine-5-carboxamide inhibitors of Sky kinase
  作者：Noel A. Powell、Jennifer K. Hoffman、Fred L. Ciske、Michael D. Kaufman、Jeffrey T. Kohrt、John Quin、Derek J. Sheehan、Amy Delaney、Sangita M. Baxi、Cornel Catana、Patrick McConnell、Jeff Ohren、Lisa A. Perrin、Jeremy J. Edmunds

  DOI：10.1016/j.bmcl.2012.12.013

  日期：2013.2

  We report the SAR around a series of 2,4-diaminopyrimidine-5-carboxamide inhibitors of Sky kinase. 2-Aminophenethyl analogs demonstrate excellent potency but moderate kinase selectivity, while 2-aminobenzyl analogs that fill the Ala571 subpocket exhibit good inhibition activity and excellent kinase selectivity. (C) 2012 Elsevier Ltd. All rights reserved.