(2S)-N-{2-methyl-4-[(4-(2-oxo-2H-3,1-benzoxazin-1(4H)-yl)-piperidin-1-yl)carbonyl]benzyl}-2-[(4-methyl-1,4-diazepan-1-yl)-carbonothioyl]pyrrolidine-1-carboxamide | 1209963-30-3

• 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: (2S)-N-{2-methyl-4-[(4-(2-oxo-2H-3,1-benzoxazin-1(4H)-yl)-piperidin-1-yl)carbonyl]benzyl}-2-[(4-methyl-1,4-diazepan-1-yl)-carbonothioyl]pyrrolidine-1-carboxamide
• 英文别名: (2S)-2-(4-methyl-1,4-diazepane-1-carbothioyl)-N-[[2-methyl-4-[4-(2-oxo-4H-3,1-benzoxazin-1-yl)piperidine-1-carbonyl]phenyl]methyl]pyrrolidine-1-carboxamide
• CAS: 1209963-30-3
• 化学式: C₃₄H₄₄N₆O₄S
• 分子量: 632.827
• InChiKey: DSXLXIPPBYSPSK-PMERELPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  45
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  121
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-{2-methyl-4-[(4-(2-oxo-2H-3,1-benzoxazin-1(4H)-yl)piperidin-1-yl)carbonyl]phenyl}methanamine 、 N,N'-羰基二咪唑 、 (S)-(4-methyl-1,4-diazepan-1-yl)(pyrrolidin-2-yl)methanethione 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以74%的产率得到(2S)-N-{2-methyl-4-[(4-(2-oxo-2H-3,1-benzoxazin-1(4H)-yl)-piperidin-1-yl)carbonyl]benzyl}-2-[(4-methyl-1,4-diazepan-1-yl)-carbonothioyl]pyrrolidine-1-carboxamide
  参考文献：
  名称：

  Subtlety of the Structure−Affinity and Structure−Efficacy Relationships around a Nonpeptide Oxytocin Receptor Agonist

  摘要：

  Very Few nonpeptide oxytocin agonists have currently been reported, and none of them seem suitable for the in vivo investigation of the oxytocin mediated functions. In all attempt to rationalize the design of better tools, we have systematically studied the structural determinants of the affinity and efficacy of representative ligands of the V-1a, V-2, and OT receptor subtypes. Despite apparently obvious similarity between the ligand structures on one hand, and between the receptor subtypes on the other hand, the binding affinity and the functional activity profiles of truncated and hybrid ligands highlight the subtlety of ligand-receptor interactions for obtaining nonpeptide OT receptor agonists.

  DOI：

  10.1021/jm901084f

文献信息

• Subtlety of the Structure−Affinity and Structure−Efficacy Relationships around a Nonpeptide Oxytocin Receptor Agonist
  作者：Marie-Céline Frantz、Jordi Rodrigo、Laure Boudier、Thierry Durroux、Bernard Mouillac、Marcel Hibert

  DOI：10.1021/jm901084f

  日期：2010.2.25

  Very Few nonpeptide oxytocin agonists have currently been reported, and none of them seem suitable for the in vivo investigation of the oxytocin mediated functions. In all attempt to rationalize the design of better tools, we have systematically studied the structural determinants of the affinity and efficacy of representative ligands of the V-1a, V-2, and OT receptor subtypes. Despite apparently obvious similarity between the ligand structures on one hand, and between the receptor subtypes on the other hand, the binding affinity and the functional activity profiles of truncated and hybrid ligands highlight the subtlety of ligand-receptor interactions for obtaining nonpeptide OT receptor agonists.