(2S,3S)-N-[(1R)-1-(4-hydroxyphenyl)-[[3-(3-methylbutyl)amino]carbonyl]propyl]-N'-(phenylmethoxy)-2,3-oxiranedicarboxamide

• 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,3S)-N-[(1R)-1-(4-hydroxyphenyl)-[[3-(3-methylbutyl)amino]carbonyl]propyl]-N'-(phenylmethoxy)-2,3-oxiranedicarboxamide
• 英文别名: (2R,3R)-3-N-[(2R)-4-(4-hydroxyphenyl)-1-(3-methylbutylamino)-1-oxobutan-2-yl]-2-N-phenylmethoxyoxirane-2,3-dicarboxamide
• 化学式: C₂₆H₃₃N₃O₆
• 分子量: 483.565
• InChiKey: NXFWASVKLSGRDK-DNVJHFABSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  35
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  129
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (R)-N-(3-methylbutyl)-2-amino-4-(4-hydroxyphenyl)-butyric amide 在 氢氧化钾 、 2-乙氧基-1-乙氧碳酰基-1,2-二氢喹啉 作用下， 以 四氢呋喃 、 乙醇 、 氯仿 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 生成 (2S,3S)-N-[(1R)-1-(4-hydroxyphenyl)-[[3-(3-methylbutyl)amino]carbonyl]propyl]-N'-(phenylmethoxy)-2,3-oxiranedicarboxamide
  参考文献：
  名称：

  Design, Synthesis and Evaluation of d-Homophenylalanyl Epoxysuccinate Inhibitors of the Trypanosomal Cysteine Protease Cruzain

  摘要：

  The binding modes of E-64c to papain combined with molecular modeling and ligand design using the crystal structure of cruzain have been used to develop new, potent D-Homophenylalanyl epoxysuccinate inhibitors of cruzain, the major cysteine protease of Trypanosoma cruzi. The most potent inhibitor 47 contains an O-benzyl hydroxamate unit and is highly specific for cruzain relative to other cysteine proteases tested. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00882-6

文献信息

• Design, Synthesis and Evaluation of d-Homophenylalanyl Epoxysuccinate Inhibitors of the Trypanosomal Cysteine Protease Cruzain
  作者：William R Roush、Alejandro Alvarez Hernandez、James H McKerrow、Paul M Selzer、Elizabeth Hansell、Juan C Engel

  DOI：10.1016/s0040-4020(00)00882-6

  日期：2000.12

  The binding modes of E-64c to papain combined with molecular modeling and ligand design using the crystal structure of cruzain have been used to develop new, potent D-Homophenylalanyl epoxysuccinate inhibitors of cruzain, the major cysteine protease of Trypanosoma cruzi. The most potent inhibitor 47 contains an O-benzyl hydroxamate unit and is highly specific for cruzain relative to other cysteine proteases tested. (C) 2000 Elsevier Science Ltd. All rights reserved.