methyl 6-[(E)-2-[4-{(trans-4-bis-ethoxycarbonylmethyl)cyclohexanecarbonylamino}phenyl]-N-(5-methylhexyl)ethenylsulfonamido]hexanoate | 389140-49-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: methyl 6-[(E)-2-[4-{(trans-4-bis-ethoxycarbonylmethyl)cyclohexanecarbonylamino}phenyl]-N-(5-methylhexyl)ethenylsulfonamido]hexanoate
• CAS: 389140-49-2
• 化学式: C₃₆H₅₆N₂O₉S
• 分子量: 692.915
• InChiKey: LZWRNGKDAQCOLO-USSMJDPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.34
• 重原子数：
  48.0
• 可旋转键数：
  21.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  145.38
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  methyl 6-[(E)-2-[4-{(trans-4-bis-ethoxycarbonylmethyl)cyclohexanecarbonylamino}phenyl]-N-(5-methylhexyl)ethenylsulfonamido]hexanoate 在 sodium hydroxide 作用下， 以 丙醇 、 水 为溶剂， 反应 10.0h， 以44%的产率得到trisodium 6-[(E)-2-[4-{(trans-4-bis-carboxymethyl)cyclohexanecarbonylamino}phenyl]-N-(5-methylhexyl)ethenylsulfonamido]hexanoate
  参考文献：
  名称：

  Design and Synthesis of Non-peptidic Inhibitors for the Syk C-Terminal SH2 Domain Based on Structure-Based In-Silico Screening

  摘要：

  Structure-based in-silico screening was carried out for the Syk C-terminal SH2 domain. Fragments that could interact with the pY or pY+1 pockets were selected by our in-silico screening. After tethering two fragments bound to these pockets, we have designed and synthesized new compounds that show favorable interaction with the pY+3 pocket. One such compound, having a cyclohexylmalonic acid moiety identified as a novel potent phosphotyrosyl mimetic, exhibited an affinity comparable to that of the monophosphorylated ligand peptide.

  DOI：

  10.1021/jm010313k
• 作为产物：
  描述：

  4-羰基环己羧酸 在 palladium on activated charcoal 吡啶 、 氢气 、 四氯化钛 、 potassium carbonate 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 63.0h， 生成 methyl 6-[(E)-2-[4-{(trans-4-bis-ethoxycarbonylmethyl)cyclohexanecarbonylamino}phenyl]-N-(5-methylhexyl)ethenylsulfonamido]hexanoate
  参考文献：
  名称：

  Design and Synthesis of Non-peptidic Inhibitors for the Syk C-Terminal SH2 Domain Based on Structure-Based In-Silico Screening

  摘要：

  Structure-based in-silico screening was carried out for the Syk C-terminal SH2 domain. Fragments that could interact with the pY or pY+1 pockets were selected by our in-silico screening. After tethering two fragments bound to these pockets, we have designed and synthesized new compounds that show favorable interaction with the pY+3 pocket. One such compound, having a cyclohexylmalonic acid moiety identified as a novel potent phosphotyrosyl mimetic, exhibited an affinity comparable to that of the monophosphorylated ligand peptide.

  DOI：

  10.1021/jm010313k