3-cyanobenzoyl-D-tryptophan methyl ester | 410527-84-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-cyanobenzoyl-D-tryptophan methyl ester
• 英文别名: methyl (2R)-2-[(3-cyanobenzoyl)amino]-3-(1H-indol-3-yl)propanoate
• CAS: 410527-84-3
• 化学式: C₂₀H₁₇N₃O₃
• 分子量: 347.373
• InChiKey: RVGMKWYLJHNFPP-GOSISDBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  95
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-cyanobenzoyl-D-tryptophan methyl ester 在 盐酸 、 乙醇 、 氨 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以11 mg的产率得到3-amidinobenzoyl-D-tryptophan
  参考文献：
  名称：

  PRO_SELECT:  Combining Structure-Based Drug Design and Array-Based Chemistry for Rapid Lead Discovery. 2. The Development of a Series of Highly Potent and Selective Factor Xa Inhibitors

  摘要：

  In silico screening of combinatorial libraries prior to synthesis promises to be a valuable aid to lead discovery. PRO-SELECT, a tool for the virtual screening of libraries for fit to a protein active site, has been used to find novel leads against the serine protease factor Xa. A small seed template was built upon using three iterations of library design, virtual screening, synthesis, and biological testing. Highly potent molecules with selectivity for factor Xa over other serine proteases were rapidly obtained.

  DOI：

  10.1021/jm010944e
• 作为产物：
  描述：

  3-氰基苯甲酸 、 D-色氨酸甲酯盐酸盐 在 1-羟基苯并三唑 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以81%的产率得到3-cyanobenzoyl-D-tryptophan methyl ester
  参考文献：
  名称：

  PRO_SELECT:  Combining Structure-Based Drug Design and Array-Based Chemistry for Rapid Lead Discovery. 2. The Development of a Series of Highly Potent and Selective Factor Xa Inhibitors

  摘要：

  In silico screening of combinatorial libraries prior to synthesis promises to be a valuable aid to lead discovery. PRO-SELECT, a tool for the virtual screening of libraries for fit to a protein active site, has been used to find novel leads against the serine protease factor Xa. A small seed template was built upon using three iterations of library design, virtual screening, synthesis, and biological testing. Highly potent molecules with selectivity for factor Xa over other serine proteases were rapidly obtained.

  DOI：

  10.1021/jm010944e

文献信息

• PRO_SELECT:  Combining Structure-Based Drug Design and Array-Based Chemistry for Rapid Lead Discovery. 2. The Development of a Series of Highly Potent and Selective Factor Xa Inhibitors
  作者：John W. Liebeschuetz、Stuart D. Jones、Phillip J. Morgan、Chris W. Murray、Andrew D. Rimmer、Jonathan M. E. Roscoe、Bohdan Waszkowycz、Pauline M. Welsh、William A. Wylie、Stephen C. Young、Harry Martin、Jacqui Mahler、Leo Brady、Kay Wilkinson

  DOI：10.1021/jm010944e

  日期：2002.3.1

  In silico screening of combinatorial libraries prior to synthesis promises to be a valuable aid to lead discovery. PRO-SELECT, a tool for the virtual screening of libraries for fit to a protein active site, has been used to find novel leads against the serine protease factor Xa. A small seed template was built upon using three iterations of library design, virtual screening, synthesis, and biological testing. Highly potent molecules with selectivity for factor Xa over other serine proteases were rapidly obtained.