2-amino-9-[(2R,3R,4S,5S)-3,4-dihydroxy-5-(sulfanylmethyl)oxolan-2-yl]-7-methyl-1,8-dihydropurin-6-one

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 5'-脱氧核糖核苷
• 英文名称: 2-amino-9-[(2R,3R,4S,5S)-3,4-dihydroxy-5-(sulfanylmethyl)oxolan-2-yl]-7-methyl-1,8-dihydropurin-6-one
• 化学式: C₁₁H₁₇N₅O₄S
• 分子量: 315.35
• InChiKey: SXACLULVOOZXCV-KQYNXXCUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  125
• 氢给体数：
  5
• 氢受体数：
  7

文献信息

• ADENYLATION ENZYME INHIBITORS
  申请人：Stichting Het Nederlands Kanker Instituut- Antoni van Leeuwenhoek Ziekenhuis

  公开号：EP3185879A1

  公开（公告）日：2017-07-05
• Adenylation Enzyme Inhibitors
  申请人：Stichting Het Nederlands Kanker Instituut - antoni van Leeuwenhoek Ziekenhuis

  公开号：US20170327549A1

  公开（公告）日：2017-11-16

  The present invention concerns compounds that are capable of covalently entrapping adenylating enzymes. The present invention is essentially based on the discovery that analogues of adenylating enzyme (AE) substrates, wherein a methylene group has been incorporated at the carbon atom in the α-position relative to the carboxylate group involved in the adenylation, are capable of undergoing the adenylation reaction, thereby creating an activated methylene group in situ. The resulting ‘armed’ acyladenylate can interact with the enzyme resulting in covalent entrapment. Interestingly, the acyladenylate can alternatively be transferred to the next step in the enzyme cascade, following which the activated methylene group can interact with the next (active site cysteine containing) enzyme in the enzymatic cascade. The AE substrate analogues, based on their capability of ‘entrapping’ the respective enzymes, will have utility as activity based probes in biological research and also as diagnostic and/or therapeutic agents.
• [EN] ADENYLATION ENZYME INHIBITORS<br/>[FR] INHIBITEURS D'ENZYMES D'ADÉNYLATION
  申请人：STICHTING HET NL KANKER INST ANTONI VAN LEEUWENHOEK ZIEKENHUIS

  公开号：WO2016032332A1

  公开（公告）日：2016-03-03

  The present invention concerns compounds that are capable of covalently entrapping adenylatingenzymes. The present inventionis essentially based on the discovery that analogues of adenylating enzyme (AE) substrates, wherein a methylene group has been incorporated at the carbon atom in the α-position relative to the carboxylate group involved in the adenylation, are capable of undergoing the adenylation reaction, thereby creating an activated methylene group in situ. The resulting 'armed' acyladenylate can interact with the enzyme resulting in covalent entrapment. Interestingly, the acyladenylate can alternatively be transferredto the next step in the enzyme cascade, followingwhich the activated methylene group can interact with thenext(active site cysteine containing) enzyme in theenzymatic cascade. The AE substrate analogues, based on their capability of 'entrapping' the respective enzymes, will have utility as activity based probes in biological research and also as diagnostic and/or therapeutic agents.