3-[(2S)-4-[(2S)-6-amino-1-oxo-1-piperazin-1-ylhexan-2-yl]-1-methyl-3,6-dioxopiperazin-2-yl]propanoic acid | 1192380-41-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 3-[(2S)-4-[(2S)-6-amino-1-oxo-1-piperazin-1-ylhexan-2-yl]-1-methyl-3,6-dioxopiperazin-2-yl]propanoic acid
• CAS: 1192380-41-8
• 化学式: C₁₈H₃₁N₅O₅
• 分子量: 397.475
• InChiKey: KNYZGBDIAKVWEJ-KBPBESRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.3
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  136
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-[(2S)-4-[(2S)-6-amino-1-oxo-1-piperazin-1-ylhexan-2-yl]-1-methyl-3,6-dioxopiperazin-2-yl]propanoic acid 、 3-[(2S)-4-[(2S)-1-[4-[4-[4-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]butylamino]-6-chloro-1,3,5-triazin-2-yl]piperazin-1-yl]-6-amino-1-oxohexan-2-yl]-1-methyl-3,6-dioxopiperazin-2-yl]propanoic acid 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 96.0h， 生成 3-[(2S)-4-[(2S)-1-[4-[4-[4-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]butylamino]-6-[4-[(2S)-6-amino-2-[(3S)-3-(2-carboxyethyl)-4-methyl-2,5-dioxopiperazin-1-yl]hexanoyl]piperazin-1-yl]-1,3,5-triazin-2-yl]piperazin-1-yl]-6-amino-1-oxohexan-2-yl]-1-methyl-3,6-dioxopiperazin-2-yl]propanoic acid
  参考文献：
  名称：

  Bivalent Diketopiperazine-Based Tropomysin Receptor Kinase C (TrkC) Antagonists

  摘要：

  Bivalent molecules containing two beta-turn mimics with side chains that correspond to hot-spots on the neurotrophin NT-3 were prepared. Binding assays showed the mimetics to be selective TrkC ligands, and biological assays showed one mimetic to be an antagonist of the TrkC receptor.

  DOI：

  10.1021/jm100148d
• 作为产物：
  描述：

  tert-butyl 4-[(2S)-2-[(3S)-4-methyl-3-[3-[(2-methylpropan-2-yl)oxy]-3-oxopropyl]-2,5-dioxopiperazin-1-yl]-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoyl]piperazine-1-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 生成 3-[(2S)-4-[(2S)-6-amino-1-oxo-1-piperazin-1-ylhexan-2-yl]-1-methyl-3,6-dioxopiperazin-2-yl]propanoic acid
  参考文献：
  名称：

  Bivalent Diketopiperazine-Based Tropomysin Receptor Kinase C (TrkC) Antagonists

  摘要：

  Bivalent molecules containing two beta-turn mimics with side chains that correspond to hot-spots on the neurotrophin NT-3 were prepared. Binding assays showed the mimetics to be selective TrkC ligands, and biological assays showed one mimetic to be an antagonist of the TrkC receptor.

  DOI：

  10.1021/jm100148d

文献信息

• DIPEPTIDE MIMICS, LIBRARIES COMBINING TWO DIPEPTIDE MIMICS WITH A THIRD GROUP, AND METHODS FOR PRODUCTION THEREOF
  申请人：Burgess Kevin

  公开号：US20090264315A1

  公开（公告）日：2009-10-22

  Monovalent compounds having moieties comprising at least one amino acid side chain are bound to a core molecule, which also comprises a nucleophilic moiety bound to said core molecule. Monovalent compounds also comprise a macrocyclic ring, a nucleophilic moiety, and a spacer group. Monovalent compounds may be combined into bivalent and trivalent compounds, some of which may have a labeling tag. Methods of production of bivalent compounds and contemplated uses thereof are disclosed.
• Bivalent Diketopiperazine-Based Tropomysin Receptor Kinase C (TrkC) Antagonists
  作者：Jing Liu、Fouad Brahimi、H. Uri Saragovi、Kevin Burgess

  DOI：10.1021/jm100148d

  日期：2010.7.8

  Bivalent molecules containing two beta-turn mimics with side chains that correspond to hot-spots on the neurotrophin NT-3 were prepared. Binding assays showed the mimetics to be selective TrkC ligands, and biological assays showed one mimetic to be an antagonist of the TrkC receptor.