benzyl 4-[[(2S)-4-amino-1-(3-naphthalen-1-ylpropylamino)-1,4-dioxobutan-2-yl]carbamoyl]-4-[[(2R)-2-[[4-[bis[(2-methylpropan-2-yl)oxy]phosphorylmethyl]phenyl]methyl]-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoyl]amino]piperidine-1-carboxylate | 936633-20-4

• 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: benzyl 4-[[(2S)-4-amino-1-(3-naphthalen-1-ylpropylamino)-1,4-dioxobutan-2-yl]carbamoyl]-4-[[(2R)-2-[[4-[bis[(2-methylpropan-2-yl)oxy]phosphorylmethyl]phenyl]methyl]-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoyl]amino]piperidine-1-carboxylate
• CAS: 936633-20-4
• 化学式: C₅₅H₇₄N₅O₁₁P
• 分子量: 1012.19
• InChiKey: YEZMNAFPKQPPRG-WRAGFZGTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  72
• 可旋转键数：
  26
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  222
• 氢给体数：
  4
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  benzyl 4-[[(2S)-4-amino-1-(3-naphthalen-1-ylpropylamino)-1,4-dioxobutan-2-yl]carbamoyl]-4-[[(2R)-2-[[4-[bis[(2-methylpropan-2-yl)oxy]phosphorylmethyl]phenyl]methyl]-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoyl]amino]piperidine-1-carboxylate 在 palladium on activated charcoal 氢气 、 二异丙胺 作用下， 以 甲醇 为溶剂， 生成 methyl 4-[[(2S)-4-amino-1-(3-naphthalen-1-ylpropylamino)-1,4-dioxobutan-2-yl]carbamoyl]-4-[[(2R)-2-[[4-[bis[(2-methylpropan-2-yl)oxy]phosphorylmethyl]phenyl]methyl]-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoyl]amino]piperidine-1-carboxylate
  参考文献：
  名称：

  Examination of Acylated 4-Aminopiperidine-4-carboxylic Acid Residues in the Phosphotyrosyl+1 Position of Grb2 SH2 Domain-Binding Tripeptides

  摘要：

  A 4-aminopiperidine-4-carboxylic acid residue was placed in the pTyr+1 position of a Grb2 SH2 domain-binding peptide to form a general platform, which was then acylated with a variety of groups to yield a library of compounds designed to explore potential binding interactions, with protein features lying below the beta D strand. The highest affinities were obtained using phenylethyl carbamate and phenylbutyrylamide functionalities.

  DOI：

  10.1021/jm0614073
• 作为产物：
  描述：

  (S)-asparagine-3-((1-naphthyl)propyl)amide 在 4-aza-1-hydroxybenzotriazole 、 N,N′-二叔丁基碳二亚胺 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 二乙胺 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 21.25h， 生成 benzyl 4-[[(2S)-4-amino-1-(3-naphthalen-1-ylpropylamino)-1,4-dioxobutan-2-yl]carbamoyl]-4-[[(2R)-2-[[4-[bis[(2-methylpropan-2-yl)oxy]phosphorylmethyl]phenyl]methyl]-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoyl]amino]piperidine-1-carboxylate
  参考文献：
  名称：

  Examination of Acylated 4-Aminopiperidine-4-carboxylic Acid Residues in the Phosphotyrosyl+1 Position of Grb2 SH2 Domain-Binding Tripeptides

  摘要：

  A 4-aminopiperidine-4-carboxylic acid residue was placed in the pTyr+1 position of a Grb2 SH2 domain-binding peptide to form a general platform, which was then acylated with a variety of groups to yield a library of compounds designed to explore potential binding interactions, with protein features lying below the beta D strand. The highest affinities were obtained using phenylethyl carbamate and phenylbutyrylamide functionalities.

  DOI：

  10.1021/jm0614073

文献信息

• Examination of Acylated 4-Aminopiperidine-4-carboxylic Acid Residues in the Phosphotyrosyl+1 Position of Grb2 SH2 Domain-Binding Tripeptides
  作者：Sang-Uk Kang、Won Jun Choi、Shinya Oishi、Kyeong Lee、Rajeshri G. Karki、Karen M. Worthy、Lakshman K. Bindu、Marc C. Nicklaus、Robert J. Fisher、Terrence R. Burke

  DOI：10.1021/jm0614073

  日期：2007.4.1

  A 4-aminopiperidine-4-carboxylic acid residue was placed in the pTyr+1 position of a Grb2 SH2 domain-binding peptide to form a general platform, which was then acylated with a variety of groups to yield a library of compounds designed to explore potential binding interactions, with protein features lying below the beta D strand. The highest affinities were obtained using phenylethyl carbamate and phenylbutyrylamide functionalities.