1-benzyloxycarbonyl-N-[3-spiro(2,3-dihydro-1H-indene-1,4'-piperidine)-1-ylpropyl]-D-prolineamide | 878232-02-1

• 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: 1-benzyloxycarbonyl-N-[3-spiro(2,3-dihydro-1H-indene-1,4'-piperidine)-1-ylpropyl]-D-prolineamide
• 英文别名: benzyl (2R)-2-(3-spiro[1,2-dihydroindene-3,4'-piperidine]-1'-ylpropylcarbamoyl)pyrrolidine-1-carboxylate
• CAS: 878232-02-1
• 化学式: C₂₉H₃₇N₃O₃
• 分子量: 475.631
• InChiKey: GXTWFQTUWJZZNU-AREMUKBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  61.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-benzyloxycarbonyl-N-[3-spiro(2,3-dihydro-1H-indene-1,4'-piperidine)-1-ylpropyl]-D-prolineamide 在 palladium dihydroxide 氢气 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以96.8%的产率得到N-[3-spiro(2,3-dihydro-1H-indene-1,4'-piperidine)-1-ylpropyl]-D-prolineamide
  参考文献：
  名称：

  Identification of a Novel Spiropiperidine Opioid Receptor-like 1 Antagonist Class by a Focused Library Approach Featuring 3D-Pharmacophore Similarity

  摘要：

  A focused library approach identifying novel leads to develop a potent ORL1 antagonist is described. Beginning from a compound identified by random screening, an exploratory library that exhibited a diverse display of pharmacophores was designed. After evaluating ORL1 antagonistic activity, a highly focused library was designed based on 3D-pharmacophore similarity to known actives. A novel D-proline amide class was identified in this library and was found to possess potent ORL1 antagonistic activity.

  DOI：

  10.1021/jm0509851
• 作为产物：
  描述：

  螺[茚-1,4-哌啶] 在 palladium dihydroxide 氢气 、 potassium carbonate 、 1-羟基苯并三唑 、 一水合肼 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.58h， 生成 1-benzyloxycarbonyl-N-[3-spiro(2,3-dihydro-1H-indene-1,4'-piperidine)-1-ylpropyl]-D-prolineamide
  参考文献：
  名称：

  Identification of a Novel Spiropiperidine Opioid Receptor-like 1 Antagonist Class by a Focused Library Approach Featuring 3D-Pharmacophore Similarity

  摘要：

  A focused library approach identifying novel leads to develop a potent ORL1 antagonist is described. Beginning from a compound identified by random screening, an exploratory library that exhibited a diverse display of pharmacophores was designed. After evaluating ORL1 antagonistic activity, a highly focused library was designed based on 3D-pharmacophore similarity to known actives. A novel D-proline amide class was identified in this library and was found to possess potent ORL1 antagonistic activity.

  DOI：

  10.1021/jm0509851

文献信息

• Identification of a Novel Spiropiperidine Opioid Receptor-like 1 Antagonist Class by a Focused Library Approach Featuring 3D-Pharmacophore Similarity
  作者：Yasuhiro Goto、Sachie Arai-Otsuki、Yukari Tachibana、Daisuke Ichikawa、Satoshi Ozaki、Hiroyuki Takahashi、Yoshikazu Iwasawa、Osamu Okamoto、Shoki Okuda、Hisashi Ohta、Takeshi Sagara

  DOI：10.1021/jm0509851

  日期：2006.2.1

  A focused library approach identifying novel leads to develop a potent ORL1 antagonist is described. Beginning from a compound identified by random screening, an exploratory library that exhibited a diverse display of pharmacophores was designed. After evaluating ORL1 antagonistic activity, a highly focused library was designed based on 3D-pharmacophore similarity to known actives. A novel D-proline amide class was identified in this library and was found to possess potent ORL1 antagonistic activity.