[4-(5-chloropyridin-2-yl)piperazin-1-yl]-[(1S,2S,4R)-4-[[(1R)-1-phenylethyl]amino]-2-thiophen-3-ylcyclohexyl]methanone | 1357456-12-2

• 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: [4-(5-chloropyridin-2-yl)piperazin-1-yl]-[(1S,2S,4R)-4-[[(1R)-1-phenylethyl]amino]-2-thiophen-3-ylcyclohexyl]methanone
• CAS: 1357456-12-2
• 化学式: C₂₈H₃₃ClN₄OS
• 分子量: 509.115
• InChiKey: LEHHYQLIWLBROC-YEHREXKJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  76.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (3S,4S)-4-(4-(5-chloropyridin-2-yl)piperazine-1-carbonyl)-3-(thiophen-3-yl)cyclohexan-1-one 、 R(+)-alpha-甲基苄胺 在 溶剂黄146 作用下， 以 甲醇 、 1,2-二氯乙烷 为溶剂， 生成 [4-(5-chloropyridin-2-yl)piperazin-1-yl]-[(1S,2S,4R)-4-[[(1R)-1-phenylethyl]amino]-2-thiophen-3-ylcyclohexyl]methanone 、
  参考文献：
  名称：

  The discovery of potent antagonists of NPBWR1 (GPR7)

  摘要：

  The synthesis and evaluation of small molecule antagonists of the G protein-coupled receptor NPBWR1 (GPR7) are reported for the first time. [4-(5-Chloropyridin-2-yl)piperazin-1-yl][(1S,2S,4R)-4-{[(1R)-1-(4-methoxyphenyl)ethyl]amino}-2-(thiophen-3-yl)cyclohexyl]methanone (1) emerged as a hit from a high-throughput screen. Examination of substituents that focused on replacing the 5-chloropyridine and 4-methoxybenzylamino groups of 1 led to the identification of compounds that exhibited subnanomolar potencies as low as 660 pM (9k) in the functional assay and 200 pM in the binding assay (91). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.126

文献信息

• The discovery of potent antagonists of NPBWR1 (GPR7)
  作者：F. Anthony Romero、Nicholas B. Hastings、Remond Moningka、Zhiqiang Guo、Ming Wang、Jerry Di Salvo、Ying Lei、Dorina Trusca、Qiaolin Deng、Vincent Tong、Jenna L. Terebetski、Richard G. Ball、Feroze Ujjainwalla

  DOI：10.1016/j.bmcl.2011.11.126

  日期：2012.1

  The synthesis and evaluation of small molecule antagonists of the G protein-coupled receptor NPBWR1 (GPR7) are reported for the first time. [4-(5-Chloropyridin-2-yl)piperazin-1-yl][(1S,2S,4R)-4-[(1R)-1-(4-methoxyphenyl)ethyl]amino}-2-(thiophen-3-yl)cyclohexyl]methanone (1) emerged as a hit from a high-throughput screen. Examination of substituents that focused on replacing the 5-chloropyridine and 4-methoxybenzylamino groups of 1 led to the identification of compounds that exhibited subnanomolar potencies as low as 660 pM (9k) in the functional assay and 200 pM in the binding assay (91). (C) 2011 Elsevier Ltd. All rights reserved.