N-[2-[[2-[[3-[[[2-[[2-[(3,5-dinitrobenzoyl)amino]acetyl]amino]acetyl]amino]methyl]phenyl]methylamino]-2-oxoethyl]amino]-2-oxoethyl]-3,5-dinitrobenzamide | 1037569-88-2

• 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: N-[2-[[2-[[3-[[[2-[[2-[(3,5-dinitrobenzoyl)amino]acetyl]amino]acetyl]amino]methyl]phenyl]methylamino]-2-oxoethyl]amino]-2-oxoethyl]-3,5-dinitrobenzamide
• CAS: 1037569-88-2
• 化学式: C₃₀H₂₈N₁₀O₁₄
• 分子量: 752.611
• InChiKey: AKDNPMRWTATWPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  54
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  358
• 氢给体数：
  6
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  间苯二甲胺 、 N-[N-(3,5-dinitro-benzoyl)-glycyl]-glycine 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 以67%的产率得到N-[2-[[2-[[3-[[[2-[[2-[(3,5-dinitrobenzoyl)amino]acetyl]amino]acetyl]amino]methyl]phenyl]methylamino]-2-oxoethyl]amino]-2-oxoethyl]-3,5-dinitrobenzamide
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of glycine-based molecular tongs as inhibitors of Aβ1–40 aggregation in vitro

  摘要：

  A series of N-terminus benzamides of glycine-based symmetric peptides, linked to m-xylylenediamine and 3,4'-oxydianiline spacers, were prepared and tested as inhibitors of beta-amyloid peptide A beta(1 - 40) aggregation in vitro. Compounds with good anti-aggregating activity were detected. Polyphenolic amides showed the highest anti-aggregating activity, with IC50 values in the micromolar range. Structure - activity relationships suggested that pi - pi stacking and hydrogen-bonding interactions play a key role in the inhibition of A beta(1 - 40) self-assembly leading to amyloid fibrils. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.03.052

文献信息

• Design, synthesis, and biological evaluation of glycine-based molecular tongs as inhibitors of Aβ1–40 aggregation in vitro
  作者：Saverio Cellamare、Angela Stefanachi、Diana A. Stolfa、Teodora Basile、Marco Catto、Francesco Campagna、Eddy Sotelo、Pasquale Acquafredda、Angelo Carotti

  DOI：10.1016/j.bmc.2008.03.052

  日期：2008.5

  A series of N-terminus benzamides of glycine-based symmetric peptides, linked to m-xylylenediamine and 3,4'-oxydianiline spacers, were prepared and tested as inhibitors of beta-amyloid peptide A beta(1 - 40) aggregation in vitro. Compounds with good anti-aggregating activity were detected. Polyphenolic amides showed the highest anti-aggregating activity, with IC50 values in the micromolar range. Structure - activity relationships suggested that pi - pi stacking and hydrogen-bonding interactions play a key role in the inhibition of A beta(1 - 40) self-assembly leading to amyloid fibrils. (c) 2008 Elsevier Ltd. All rights reserved.