tert-butyl N-[(2S)-5-[[amino(nitramido)methylidene]amino]-1-cyano-1-hydroxypentan-2-yl]carbamate | 187740-85-8

• 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: tert-butyl N-[(2S)-5-[[amino(nitramido)methylidene]amino]-1-cyano-1-hydroxypentan-2-yl]carbamate
• CAS: 187740-85-8
• 化学式: C₁₂H₂₂N₆O₅
• 分子量: 330.344
• InChiKey: VZXGLSRCNUATBS-IENPIDJESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.15
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  173.4
• 氢给体数：
  5.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(2S)-5-[[amino(nitramido)methylidene]amino]-1-cyano-1-hydroxypentan-2-yl]carbamate 在 咪唑 、 硫化氢 、 溶剂黄146 、 三乙胺 、 碘甲烷 作用下， 以 吡啶 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  RATIONAL DESIGN, SYNTHESIS, AND SERINE PROTEASE INHIBITORY ACTIVITY OF NOVEL P1-ARGININOYL HETEROCYCLES

  摘要：

  Peptidomimetic derivatives featuring a P-1-argininoyl heterocycle were designed. The preparation of two key building blocks containing benzoxazole or benzimidazole rings and their incorporation into thrombin and factor Xa specific sequences is described. The serine protease inhibitory activity of these targets was evaluated. Molecular modeling of two representative structures is presented. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00227-8
• 作为产物：
  描述：

  氰化钾 、 N-α-Boc-argininal 在 potassium hydrogencarbonate 作用下， 以 四氢呋喃 为溶剂， 生成 tert-butyl N-[(2S)-5-[[amino(nitramido)methylidene]amino]-1-cyano-1-hydroxypentan-2-yl]carbamate
  参考文献：
  名称：

  RATIONAL DESIGN, SYNTHESIS, AND SERINE PROTEASE INHIBITORY ACTIVITY OF NOVEL P1-ARGININOYL HETEROCYCLES

  摘要：

  Peptidomimetic derivatives featuring a P-1-argininoyl heterocycle were designed. The preparation of two key building blocks containing benzoxazole or benzimidazole rings and their incorporation into thrombin and factor Xa specific sequences is described. The serine protease inhibitory activity of these targets was evaluated. Molecular modeling of two representative structures is presented. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00227-8

文献信息

• Peptide inhibitors of dengue virus NS3 protease. Part 1: Warhead
  作者：Zheng Yin、Sejal J. Patel、Wei-Ling Wang、Gang Wang、Wai-Ling Chan、K.R. Ranga Rao、Jenefer Alam、Duraiswamy A. Jeyaraj、Xinyi Ngew、Viral Patel、David Beer、Siew Pheng Lim、Subhash G. Vasudevan、Thomas H. Keller

  DOI：10.1016/j.bmcl.2005.09.062

  日期：2006.1

  Substrate-based tetrapeptide inhibitors with various warheads were designed, synthesized, and evaluated against the Dengue virus NS3 protease. Effective inhibition was achieved by peptide inhibitors with electrophilic warheads such as aldehyde, trifluoromethyl ketone, and boronic acid. A boronic acid has the highest affinity, exhibiting a K-i of 43 nM. (c) 2005 Elsevier Ltd. All rights reserved.