(2S)-2-[[(8S,11S,14S,17S,20S)-20-[[(2S)-2-[[(2S,3R)-2-[[(2S)-2-acetamido-4-methylpentanoyl]amino]-3-hydroxybutanoyl]amino]-3-phenylpropanoyl]amino]-14-[(4-hydroxyphenyl)methyl]-17-(1H-imidazol-5-ylmethyl)-11-(1H-indol-3-ylmethyl)-28-(4-methoxyphenyl)-27-methyl-2,10,13,16,19,26-hexaoxo-3,9,12,15,18,25,28,29-octazabicyclo[25.2.1]triacont-1(29)-ene-8-carbonyl]amino]-N-[(2S)-1-[[(2S,3R)-1-[[(2S)-1-amino-3-hydroxy-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]pentanediamide | 1218775-53-1

• 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: (2S)-2-[[(8S,11S,14S,17S,20S)-20-[[(2S)-2-[[(2S,3R)-2-[[(2S)-2-acetamido-4-methylpentanoyl]amino]-3-hydroxybutanoyl]amino]-3-phenylpropanoyl]amino]-14-[(4-hydroxyphenyl)methyl]-17-(1H-imidazol-5-ylmethyl)-11-(1H-indol-3-ylmethyl)-28-(4-methoxyphenyl)-27-methyl-2,10,13,16,19,26-hexaoxo-3,9,12,15,18,25,28,29-octazabicyclo[25.2.1]triacont-1(29)-ene-8-carbonyl]amino]-N-[(2S)-1-[[(2S,3R)-1-[[(2S)-1-amino-3-hydroxy-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]pentanediamide
• CAS: 1218775-53-1
• 化学式: C₉₀H₁₂₃N₂₁O₂₁
• 分子量: 1835.09
• InChiKey: VNNWJAVPNJUCCJ-JFKDMOTFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  132
• 可旋转键数：
  36
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  644
• 氢给体数：
  22
• 氢受体数：
  24

反应信息

• 作为产物：
  描述：

  以 水 、 乙腈 为溶剂， 反应 2.0h， 生成 (2S)-2-[[(8S,11S,14S,17S,20S)-20-[[(2S)-2-[[(2S,3R)-2-[[(2S)-2-acetamido-4-methylpentanoyl]amino]-3-hydroxybutanoyl]amino]-3-phenylpropanoyl]amino]-14-[(4-hydroxyphenyl)methyl]-17-(1H-imidazol-5-ylmethyl)-11-(1H-indol-3-ylmethyl)-28-(4-methoxyphenyl)-27-methyl-2,10,13,16,19,26-hexaoxo-3,9,12,15,18,25,28,29-octazabicyclo[25.2.1]triacont-1(29)-ene-8-carbonyl]amino]-N-[(2S)-1-[[(2S,3R)-1-[[(2S)-1-amino-3-hydroxy-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]pentanediamide
  参考文献：
  名称：

  Synthesis of cell-permeable stapled peptide dual inhibitors of the p53-Mdm2/Mdmx interactions via photoinduced cycloaddition

  摘要：

  We report the first application of a photoinduced 1,3-dipolar cycloaddition reaction to 'staple' a peptide dual inhibitor of the p53-Mdm2/Mdmx interactions. A series of stapled peptide inhibitors were efficiently synthesized and showed excellent dual inhibitory activity in ELISA assay. Furthermore, the positively charged, stapled peptides showed enhanced cellular uptake along with modest in vivo activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.004