acetyl-5-deoxy-5-(cyclohexyl)(carbamoyl)methyl-2,3-O-diacetyl-D-ribofuranoside | 1543115-03-2

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: acetyl-5-deoxy-5-(cyclohexyl)(carbamoyl)methyl-2,3-O-diacetyl-D-ribofuranoside
• CAS: 1543115-03-2
• 化学式: C₂₉H₃₄N₆O₇
• 分子量: 578.625
• InChiKey: RRLFDMFKTDGDGZ-AIFFBITJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.91
• 重原子数：
  42.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  177.62
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  acetyl-5-deoxy-5-(cyclohexyl)(carbamoyl)methyl-2,3-O-diacetyl-D-ribofuranoside 在 三氟甲磺酸三甲基硅酯 、 [bis(trifluoroacetoxy)iodo]benzene 、 氨 、 三乙胺 作用下， 以 1,4-二氧六环 、 甲醇 、 水 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.92h， 生成 5'-desoxy-5'-(1''-cyclohexyl-1''-aminomethyl)adenosine trifluoroacetate
  参考文献：
  名称：

  Analogues of the Natural Product Sinefungin as Inhibitors of EHMT1 and EHMT2

  摘要：

  A series of analogues of the natural product sinefungin lacking the amino acid moiety was synthesized and probed for their ability to inhibit EHMT1 and EHMT2. This study led to inhibitors 3b and 4d of methyltransferase activity of EHMT1 and EHMT2 and it demonstrates that such analogues constitute an interesting scaffold to develop selective methyltransferase inhibitors. Surprisingly, the inhibition was not competitive toward Ado Met.

  DOI：

  10.1021/ml4002503
• 作为产物：
  描述：

  N6-苯甲酰基腺嘌呤 在 三氟甲磺酸三甲基硅酯 作用下， 以 1,2-二氯乙烷 、 乙腈 为溶剂， 反应 2.33h， 生成 acetyl-5-deoxy-5-(cyclohexyl)(carbamoyl)methyl-2,3-O-diacetyl-D-ribofuranoside
  参考文献：
  名称：

  Analogues of the Natural Product Sinefungin as Inhibitors of EHMT1 and EHMT2

  摘要：

  A series of analogues of the natural product sinefungin lacking the amino acid moiety was synthesized and probed for their ability to inhibit EHMT1 and EHMT2. This study led to inhibitors 3b and 4d of methyltransferase activity of EHMT1 and EHMT2 and it demonstrates that such analogues constitute an interesting scaffold to develop selective methyltransferase inhibitors. Surprisingly, the inhibition was not competitive toward Ado Met.

  DOI：

  10.1021/ml4002503