(2S,5S)-1-(Cyclopentylmethyl)-2,3,5,6-tetrahydro-2-[(4-methoxyphenyl)methyl]-5-(1-methylethyl)-1H-imidazo[1,2-a]imidazole | 1043601-51-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2S,5S)-1-(Cyclopentylmethyl)-2,3,5,6-tetrahydro-2-[(4-methoxyphenyl)methyl]-5-(1-methylethyl)-1H-imidazo[1,2-a]imidazole
• 英文别名: (3S,6S)-7-(cyclopentylmethyl)-6-[(4-methoxyphenyl)methyl]-3-propan-2-yl-2,3,5,6-tetrahydroimidazo[1,2-a]imidazole
• CAS: 1043601-51-9
• 化学式: C₂₂H₃₃N₃O
• 分子量: 355.524
• InChiKey: FGJFHAXXXSPFQQ-PZJWPPBQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  28.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 生成 (2S,5S)-1-(Cyclopentylmethyl)-2,3,5,6-tetrahydro-2-[(4-methoxyphenyl)methyl]-5-(1-methylethyl)-1H-imidazo[1,2-a]imidazole
  参考文献：
  名称：

  Conformation-opioid activity relationships of bicyclic guanidines from 3D similarity analysis

  摘要：

  Conformation of bicyclic guanidines with kappa-opioid receptor activity derived in our laboratory from a positional scanning synthetic combinatorial library is presented in this work. We propose a common bioactive conformation and putative pharmacophoric features by means of 3D similarity methods. Our 'Y' shape molecular binding model explains structure-activity relationships and suggests that the guanidine functionality and a 4-methoxybenzyl group may be involved in key interactions with the receptor. Comparison of our model with known opiates suggest a similar binding mode showing that the bicyclic guanidines presented in this work are suitable scaffolds for further development of new opioid receptors ligands. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.04.061

文献信息

• Conformation-opioid activity relationships of bicyclic guanidines from 3D similarity analysis
  作者：Karina Martínez-Mayorga、Jose L. Medina-Franco、Marc A. Giulianotti、Clemencia Pinilla、Colette T. Dooley、Jon R. Appel、Richard A. Houghten

  DOI：10.1016/j.bmc.2008.04.061

  日期：2008.6

  Conformation of bicyclic guanidines with kappa-opioid receptor activity derived in our laboratory from a positional scanning synthetic combinatorial library is presented in this work. We propose a common bioactive conformation and putative pharmacophoric features by means of 3D similarity methods. Our 'Y' shape molecular binding model explains structure-activity relationships and suggests that the guanidine functionality and a 4-methoxybenzyl group may be involved in key interactions with the receptor. Comparison of our model with known opiates suggest a similar binding mode showing that the bicyclic guanidines presented in this work are suitable scaffolds for further development of new opioid receptors ligands. (C) 2008 Elsevier Ltd. All rights reserved.