Cbz-Gly-Nle-Ala(2-oxopyrrolidin-3-yl)-OMe | 1350624-53-1

• 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: Cbz-Gly-Nle-Ala(2-oxopyrrolidin-3-yl)-OMe
• 英文别名: methyl (2S)-3-(2-oxopyrrolidin-3-yl)-2-[[(2S)-2-[[2-(phenylmethoxycarbonylamino)acetyl]amino]hexanoyl]amino]propanoate
• CAS: 1350624-53-1
• 化学式: C₂₄H₃₄N₄O₇
• 分子量: 490.557
• InChiKey: FQYVWNHMQPRUSS-MNNMKWMVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  35
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  152
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Cbz-Gly-Nle-Ala(2-oxopyrrolidin-3-yl)-OMe 在 锂硼氢 作用下， 生成 Cbz-Gly-Nle-Ala(2-oxopyrrolidin-3-yl)(2-oxopyrrolidin-3-yl)-ol
  参考文献：
  名称：

  Design, synthesis, and evaluation of inhibitors of Norwalk virus 3C protease

  摘要：

  The first series of peptidyl aldehyde inhibitors that incorporate in their structure a glutamine surrogate has been designed and synthesized based on the known substrate specificity of Norwalk virus 3C protease. The inhibitory activity of the compounds with the protease and with a norovirus cell-based replicon system was investigated. Members of this class of compounds exhibited noteworthy activity both in vitro and in a cell-based replicon system. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.016
• 作为产物：
  描述：

  (2S)-2-((叔丁氧基羰基)氨基)-3-(2-氧代吡咯烷-3-基)丙酸甲酯 在 N-甲基吗啉 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 Cbz-Gly-Nle-Ala(2-oxopyrrolidin-3-yl)-OMe
  参考文献：
  名称：

  Design, synthesis, and evaluation of inhibitors of Norwalk virus 3C protease

  摘要：

  The first series of peptidyl aldehyde inhibitors that incorporate in their structure a glutamine surrogate has been designed and synthesized based on the known substrate specificity of Norwalk virus 3C protease. The inhibitory activity of the compounds with the protease and with a norovirus cell-based replicon system was investigated. Members of this class of compounds exhibited noteworthy activity both in vitro and in a cell-based replicon system. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.016

文献信息

• BROAD-SPECTRUM ANTIVIRALS AGAINST 3C OR 3C-LIKE PROTEASES OF PICORNAVIRUS-LIKE SUPERCLUSTER: PICORNAVIRUSES, CALICIVIRUSES AND CORONAVIRUSES
  申请人：Kansas State University Research Foundation

  公开号：US20140243341A1

  公开（公告）日：2014-08-28

  Antiviral protease inhibitors, including peptidyl aldehydes, peptidyl α-ketoamides, peptidyl bisulfite salts, and peptidyl heterocycles, are disclosed, along with related antiviral compounds, and methods of using the same to treat or prevent viral infection and disease. The compounds possess broad-spectrum activity against viruses that belong to the picornavirus-like supercluster, which include important human and animal pathogens including noroviruses, enteroviruses, poliovirus, foot-and-mouth disease virus, hepatitis A virus, human rhinovirus (cause of common cold), human coronavirus (another cause of common cold), transmissible gastroenteritis virus, murine hepatitis virus, feline infectious peritonitis virus, and severe acute respiratory syndrome coronavirus.
• US9474759B2
  申请人：——

  公开号：US9474759B2

  公开（公告）日：2016-10-25
• [EN] BROAD-SPECTRUM ANTIVIRALS AGAINST 3C OR 3C-LIKE PROTEASES OF PICORNAVIRUS-LIKE SUPERCLUSTER: PICORNAVIRUSES, CALICIVIRUSES AND CORONAVIRUSES<br/>[FR] ANTIVIRAUX À LARGE SPECTRE CONTRE DES PROTÉASES 3C OU 3C-ASSOCIÉES DU SUPER-GROUPE DES PICORNAVIRUS-ASSOCIÉS : PICORNAVIRUS, CALICIVIRUS ET CORONAVIRUS
  申请人：UNIV KANSAS STATE

  公开号：WO2013049382A2

  公开（公告）日：2013-04-04

  Antiviral protease inhibitors, including peptidyl aldehydes, peptidyl α-ketoamides, peptidyl bisulfite salts, and peptidyl heterocycles, are disclosed, along with related antiviral compounds, and methods of using the same to treat or prevent viral infection and disease. The compounds possess broad-spectrum activity against viruses that belong to the picornavirus-like supercluster, which include important human and animal pathogens including noroviruses, enteroviruses, poliovirus, foot-and-mouth disease virus, hepatitis A virus, human rhinovirus (cause of common cold), human coronavirus (another cause of common cold), transmissible gastroenteritis virus, murine hepatitis virus, feline infectious peritonitis virus, and severe acute respiratory syndrome coronavirus.
• Design, synthesis, and evaluation of inhibitors of Norwalk virus 3C protease
  作者：Kok-Chuan Tiew、Guijia He、Sridhar Aravapalli、Sivakoteswara Rao Mandadapu、Mallikarjuna Reddy Gunnam、Kevin R. Alliston、Gerald H. Lushington、Yunjeong Kim、Kyeong-Ok Chang、William C. Groutas

  DOI：10.1016/j.bmcl.2011.07.016

  日期：2011.9

  The first series of peptidyl aldehyde inhibitors that incorporate in their structure a glutamine surrogate has been designed and synthesized based on the known substrate specificity of Norwalk virus 3C protease. The inhibitory activity of the compounds with the protease and with a norovirus cell-based replicon system was investigated. Members of this class of compounds exhibited noteworthy activity both in vitro and in a cell-based replicon system. (C) 2011 Elsevier Ltd. All rights reserved.