| 1619230-23-7

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物
• CAS: 1619230-23-7
• 化学式: C₁₄H₂₂N₃O₇P
• 分子量: 375.318
• InChiKey: RWGGQYGQNBZAJT-DMDPSCGWSA-N

物化性质

• 密度：
  1.52±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.91
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  134.09
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  在 tri-n-butylamine pyrophosphate 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以4.1 mg的产率得到({[({2-[(2R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]ethyl}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
  参考文献：
  名称：

  Small Molecule Inhibition of SAMHD1 dNTPase by Tetramer Destabilization

  摘要：

  SAMHD1 is a GTP-activated nonspecific dNTP triphosphohydrolase that depletes dNTP pools in resting CD4+ T cells and macrophages and effectively restricts infection by HIV-1. We have designed a nonsubstrate dUTP analogue with a methylene bridge connecting the a phosphate and 5' carbon that potently inhibits SAMHD1. Although pppCH(2)dU shows apparent competitive inhibition, it acts by a surprising allosteric mechanism that destabilizes active enzyme tetramer.

  DOI：

  10.1021/ja5035717
• 作为产物：
  描述：

  吗啉 、 {2-[(5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]ethyl}phosphonic acid 在 N,N'-二环己基碳二亚胺 作用下， 以 水 、 叔丁醇 为溶剂， 反应 6.67h， 生成
  参考文献：
  名称：

  Small Molecule Inhibition of SAMHD1 dNTPase by Tetramer Destabilization

  摘要：

  SAMHD1 is a GTP-activated nonspecific dNTP triphosphohydrolase that depletes dNTP pools in resting CD4+ T cells and macrophages and effectively restricts infection by HIV-1. We have designed a nonsubstrate dUTP analogue with a methylene bridge connecting the a phosphate and 5' carbon that potently inhibits SAMHD1. Although pppCH(2)dU shows apparent competitive inhibition, it acts by a surprising allosteric mechanism that destabilizes active enzyme tetramer.

  DOI：

  10.1021/ja5035717