(S)-2-(benzoylamino)-3-phenylpropyl thioacetate | 676457-73-1

• 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: (S)-2-(benzoylamino)-3-phenylpropyl thioacetate
• CAS: 676457-73-1
• 化学式: C₁₈H₁₉NO₂S
• 分子量: 313.42
• InChiKey: VWPVYGWNHAAQAG-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.31
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  46.17
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (S)-2-(benzoylamino)-3-phenylpropyl thioacetate 在 potassium carbonate 作用下， 以 甲醇 、 水 为溶剂， 以59%的产率得到N-((S)-1-Mercaptomethyl-2-phenyl-ethyl)-benzamide
  参考文献：
  名称：

  Inhibition of α-chymotrypsin with thiol-bearing substrate analogues in the presence of zinc ion

  摘要：

  We have demonstrated that thiol-bearing analogues of alpha-chymotrysin (alpha-CT) substrates such as (S)-(1-benzyl-2-thiolethyl)-carbamic acid, benzyl ester (3) inhibits (alpha-CT, a prototypical serine protease, in the presence of Zn(II) ion. They constitute a novel class of small molecule inhibitors for alpha-CT believed to inhibit the enzyme by forming a ternary complex consisting of alpha-CT, Zn(II) ion, and the inhibitor. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.058
• 作为产物：
  描述：

  (S)-2-<(tert-Butoxycarbonyl)amino>-3-phenylpropyl thioacetate 在 盐酸 、 三乙胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 (S)-2-(benzoylamino)-3-phenylpropyl thioacetate
  参考文献：
  名称：

  Inhibition of α-chymotrypsin with thiol-bearing substrate analogues in the presence of zinc ion

  摘要：

  We have demonstrated that thiol-bearing analogues of alpha-chymotrysin (alpha-CT) substrates such as (S)-(1-benzyl-2-thiolethyl)-carbamic acid, benzyl ester (3) inhibits (alpha-CT, a prototypical serine protease, in the presence of Zn(II) ion. They constitute a novel class of small molecule inhibitors for alpha-CT believed to inhibit the enzyme by forming a ternary complex consisting of alpha-CT, Zn(II) ion, and the inhibitor. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.058