(S)-5-((5S,7R,8S,9R)-8,9-Dihydroxy-2,4-dioxo-7-phosphonooxymethyl-6-oxa-1,3-diaza-spiro[4.4]non-3-yl)-2-(formyl-hydroxy-amino)-pentanoic acid

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-5-((5S,7R,8S,9R)-8,9-Dihydroxy-2,4-dioxo-7-phosphonooxymethyl-6-oxa-1,3-diaza-spiro[4.4]non-3-yl)-2-(formyl-hydroxy-amino)-pentanoic acid
• 英文别名: 5-((1R,5S,7R,8S,9R)-8,9-Dihydroxy-2,4-dioxo-7-phosphonooxymethyl-6-oxa-1,3-diaza-spiro[4.4]non-3-yl)-2-((S)-formyl-hydroxy-amino)-pentanoic acid；(2S)-5-[(5S,7R,8S,9R)-8,9-dihydroxy-2,4-dioxo-7-(phosphonooxymethyl)-6-oxa-1,3-diazaspiro[4.4]nonan-3-yl]-2-[formyl(hydroxy)amino]pentanoic acid
• 化学式: C₁₃H₂₀N₃O₁₃P
• 分子量: 457.288
• InChiKey: XXEYMOUSTWPDDB-FUIMDIGMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.9
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  244
• 氢给体数：
  7
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  在 palladium on activated charcoal 9-borabicyclo[3.3.1]nonane dimer 、 甲酸 、 偶氮二甲酸二异丙酯 、 氢气 、 乙酸酐 、 三苯基膦 、 锌 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 生成 (S)-5-((5S,7R,8S,9R)-8,9-Dihydroxy-2,4-dioxo-7-phosphonooxymethyl-6-oxa-1,3-diaza-spiro[4.4]non-3-yl)-2-(formyl-hydroxy-amino)-pentanoic acid
  参考文献：
  名称：

  An Enzyme-Bound Bisubstrate Hybrid Inhibitor of Adenylosuccinate Synthetase

  摘要：

  Two relatively weak herbicides, hydantocidin phosphate and hadacidin were linked by a C(3) chain to afford a potent inhibitor (the 2S hybrid is shown) of the enzyme adenylosuccinate synthetase. The crystal structures of the bisubstrate-enzyme complexes were determined.

  DOI：

  10.1002/(sici)1521-3773(19991102)38:21<3159::aid-anie3159>3.0.co;2-2

文献信息

• An Enzyme-Bound Bisubstrate Hybrid Inhibitor of Adenylosuccinate Synthetase
  作者：Stephen Hanessian、Pu-Ping Lu、Jean-Yves Sancéau、Philippe Chemla、Keigo Gohda、Raymonde Fonne-Pfister、Lars Prade、Sandra W. Cowan-Jacob

  DOI：10.1002/(sici)1521-3773(19991102)38:21<3159::aid-anie3159>3.0.co;2-2

  日期：1999.11.2

  Two relatively weak herbicides, hydantocidin phosphate and hadacidin were linked by a C(3) chain to afford a potent inhibitor (the 2S hybrid is shown) of the enzyme adenylosuccinate synthetase. The crystal structures of the bisubstrate-enzyme complexes were determined.