S-[2-[[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methoxy-(tert-butylamino)phosphoryl]oxyethyl] 2,2-dimethylpropanethioate

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: S-[2-[[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methoxy-(tert-butylamino)phosphoryl]oxyethyl] 2,2-dimethylpropanethioate
• 英文别名: S-[2-[[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-(tert-butylamino)phosphoryl]oxyethyl] 2,2-dimethylpropanethioate
• 化学式: C₂₁H₃₅N₆O₇PS
• 分子量: 546.585
• InChiKey: GKCXAGLMNXLBRO-YQUAMGCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  36
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  163
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  叔丁胺 、 3'-azido-3'-deoxythymidin-5'-yl S-pivaloyl-2-thioethyl hydrogenphosphonate 在 吡啶 、 四氯化碳 作用下， 生成 S-[2-[[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methoxy-(tert-butylamino)phosphoryl]oxyethyl] 2,2-dimethylpropanethioate
  参考文献：
  名称：

  Rational design of a new series of pronucleotide

  摘要：

  A new pronucleotide series is described involving a two-step degradation process mediated by. respectively, carboxylesterase and phosphoramidase. Taking AZT as nucleosidyl moiety, it is shown that most of the compounds inhibit HIV replication in TK- cell line, which proves 5'-AZTMP delivery. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00299-2