methyl 4-(((6-methoxy-6-oxohexyl)(2-((4-phenethylbenzyl)oxy)phenethyl)amino)-methyl)benzoate | 1476774-42-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: methyl 4-(((6-methoxy-6-oxohexyl)(2-((4-phenethylbenzyl)oxy)phenethyl)amino)-methyl)benzoate
• 英文别名: Methyl 4-[[(6-methoxy-6-oxohexyl)-[2-[2-[[4-(2-phenylethyl)phenyl]methoxy]phenyl]ethyl]amino]methyl]benzoate；methyl 4-[[(6-methoxy-6-oxohexyl)-[2-[2-[[4-(2-phenylethyl)phenyl]methoxy]phenyl]ethyl]amino]methyl]benzoate
• CAS: 1476774-42-1
• 化学式: C₃₉H₄₅NO₅
• 分子量: 607.79
• InChiKey: MZCMWDIBCSYFHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  45
• 可旋转键数：
  20
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 4-(((6-methoxy-6-oxohexyl)(2-((4-phenethylbenzyl)oxy)phenethyl)amino)-methyl)benzoate 在 sodium hydroxide 、 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 18.0h， 以87%的产率得到4-(((5-carboxypentyl)(2-((4-phenethylbenzyl)oxy)phenethyl)amino)methyl)benzoic acid hydrochloride
  参考文献：
  名称：

  Insights into Soluble Guanylyl Cyclase Activation Derived from Improved Heme-Mimetics

  摘要：

  Recently, the structure of BAY 58-2667 bound to the Nostoc sp. H-NOX domain was published. On the basis of this structural information, we designed BAY 58-2667 derivatives and tested their effects on soluble guanylyl cyclase (sGC) activity. Derivative 20 activated sGC 4.8-fold more than BAY 58-2667. Co-crystallization of 20 with the Ns H-NOX domain revealed that the increased conformational distortion at the C-terminal region of alpha F helix containing 110-114 residues contributes to the higher activation triggered by 20.

  DOI：

  10.1021/jm400539d
• 作为产物：
  描述：

  methyl 4-(((2-((4-phenethylbenzyl)oxy)phenethyl)amino)methyl)benzoate 在 吡啶 、 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 methyl 4-(((6-methoxy-6-oxohexyl)(2-((4-phenethylbenzyl)oxy)phenethyl)amino)-methyl)benzoate
  参考文献：
  名称：

  Insights into Soluble Guanylyl Cyclase Activation Derived from Improved Heme-Mimetics

  摘要：

  Recently, the structure of BAY 58-2667 bound to the Nostoc sp. H-NOX domain was published. On the basis of this structural information, we designed BAY 58-2667 derivatives and tested their effects on soluble guanylyl cyclase (sGC) activity. Derivative 20 activated sGC 4.8-fold more than BAY 58-2667. Co-crystallization of 20 with the Ns H-NOX domain revealed that the increased conformational distortion at the C-terminal region of alpha F helix containing 110-114 residues contributes to the higher activation triggered by 20.

  DOI：

  10.1021/jm400539d

文献信息

• Insights into Soluble Guanylyl Cyclase Activation Derived from Improved Heme-Mimetics
  作者：Margarete von Wantoch Rekowski、Vijay Kumar、Zongmin Zhou、Johann Moschner、Antonia Marazioti、Marina Bantzi、Georgios A. Spyroulias、Focco van den Akker、Athanassios Giannis、Andreas Papapetropoulos

  DOI：10.1021/jm400539d

  日期：2013.11.14

  Recently, the structure of BAY 58-2667 bound to the Nostoc sp. H-NOX domain was published. On the basis of this structural information, we designed BAY 58-2667 derivatives and tested their effects on soluble guanylyl cyclase (sGC) activity. Derivative 20 activated sGC 4.8-fold more than BAY 58-2667. Co-crystallization of 20 with the Ns H-NOX domain revealed that the increased conformational distortion at the C-terminal region of alpha F helix containing 110-114 residues contributes to the higher activation triggered by 20.