ATP morpholidate | 58078-58-3

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷酸
• 英文名称: ATP morpholidate
• 英文别名: P¹-Adenosyl-(5')-P³-morpholino-triphosphat；Adenosintriphosphat-Morpholid；O^5'-[1,2-dihydroxy-2-(hydroxy-morpholin-4-yl-phosphinoyloxy)-diphosphoryl]-adenosine；[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-morpholin-4-ylphosphinic acid
• CAS: 58078-58-3
• 化学式: C₁₄H₂₃N₆O₁₃P₃
• 分子量: 576.29
• InChiKey: UINSHDNLYQXZGE-IDTAVKCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.4
• 重原子数：
  36
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  271
• 氢给体数：
  6
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  N,N-dioctyloctan-1-amine;[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl phosphono hydrogen phosphate 、 ATP morpholidate 生成 pentasodium;[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl] [[[[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-oxidophosphoryl]oxy-oxidophosphoryl]oxy-oxidophosphoryl] phosphate
  参考文献：
  名称：

  DAVIES, LAWRENCE C.;STOCK, JOHN A.;BARRIE, S. ELAINE;ORR, ROSANNE M.;HARR+, J. MED. CHEM., 31,(1988) N 7, 1305-1308

  摘要：

  DOI：

文献信息

• Dinucleotide analogs as inhibitors of thymidine kinase, thymidylate kinase and ribonucleotide reductase
  作者：Lawrence C. Davies、John A. Stock、S. Elaine Barrie、Rosanne M. Orr、Kenneth R. Harrap

  DOI：10.1021/jm00402a008

  日期：1988.7

  the analogues with a methylene group alpha, beta to the thymidine residue (ApncpT) were synthesized by coupling the appropriate two nucleotides, having activated one by morpholine. These were tested as potential dinucleotide inhibitors of thymidine kinase, thymidylate kinase, and ribonucleotide reductase. All three enzymes bind ATP and thymidine or its nucleotides and therefore might be inhibited by

  合成了P1-（腺苷5'）-Pn-（胸苷5'）三磷酸，四磷酸，五磷酸和六磷酸（ApnT）加上对胸苷残基具有亚甲基α，β的类似物（ApncpT）通过偶联适当的两个核苷酸，已被吗啉激活。这些被测试为胸苷激酶，胸苷酸激酶和核糖核苷酸还原酶的潜在二核苷酸抑制剂。这三种酶均与ATP和胸苷或其核苷酸结合，因此可能被含有腺苷和胸苷的二核苷酸抑制。Ap5T和Ap6T强烈抑制所有这三种酶（IC50 = 2.4-20 microM）。Ap4cpT和Ap5cpT也强烈抑制这两种激酶（IC50 = 4-20 microM），但对还原酶的抑制作用却弱得多（IC50 = 130和230 microM）。