(S)-3-[4-(4-Methoxy-2,3,6-trimethyl-benzenesulfonylamino)-cyclohexyl]-2-oxo-3-[((6S,8aS)-4-oxo-2-phenylmethanesulfonyl-octahydro-pyrrolo[1,2-a]pyrazine-6-carbonyl)-amino]-propionic acid methyl ester | 336870-03-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-3-[4-(4-Methoxy-2,3,6-trimethyl-benzenesulfonylamino)-cyclohexyl]-2-oxo-3-[((6S,8aS)-4-oxo-2-phenylmethanesulfonyl-octahydro-pyrrolo[1,2-a]pyrazine-6-carbonyl)-amino]-propionic acid methyl ester
• CAS: 336870-03-2
• 化学式: C₃₅H₄₆N₄O₁₀S₂
• 分子量: 746.903
• InChiKey: NMJGYRKHKJEMJT-RIOXTBHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.89
• 重原子数：
  51.0
• 可旋转键数：
  12.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  185.56
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (S)-3-[4-(4-Methoxy-2,3,6-trimethyl-benzenesulfonylamino)-cyclohexyl]-2-oxo-3-[((6S,8aS)-4-oxo-2-phenylmethanesulfonyl-octahydro-pyrrolo[1,2-a]pyrazine-6-carbonyl)-amino]-propionic acid methyl ester 在 palladium on activated charcoal 2,4,6-三甲基吡啶 、 氢气 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 甲醇 为溶剂， 生成 {(S)-3-[4-(4-Methoxy-2,3,6-trimethyl-benzenesulfonylamino)-cyclohexyl]-2-oxo-3-[((6S,8aS)-4-oxo-2-phenylmethanesulfonyl-octahydro-pyrrolo[1,2-a]pyrazine-6-carbonyl)-amino]-propionylamino}-acetic acid
  参考文献：
  名称：

  Potent and selective bicyclic lactam inhibitors of thrombin. Part 4: transition state inhibitors

  摘要：

  Bicyclic piperazinone based thrombin inhibitors of general structure 2 were prepared and evaluated in vitro and in vivo. These inhibitors, having in common an electrophilic basic trans-cyclohexylamine P-1 residue, displayed high thrombin affinity, high selectivity against trypsin and good in vivo efficacy in the rat arterial thrombosis model. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00636-3
• 作为产物：
  描述：

  (6S,8aS)-2-benzylsulfonyl-4-oxo-1,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-6-carboxylic acid 、 在 N-甲基吗啉 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-3-[4-(4-Methoxy-2,3,6-trimethyl-benzenesulfonylamino)-cyclohexyl]-2-oxo-3-[((6S,8aS)-4-oxo-2-phenylmethanesulfonyl-octahydro-pyrrolo[1,2-a]pyrazine-6-carbonyl)-amino]-propionic acid methyl ester
  参考文献：
  名称：

  Potent and selective bicyclic lactam inhibitors of thrombin. Part 4: transition state inhibitors

  摘要：

  Bicyclic piperazinone based thrombin inhibitors of general structure 2 were prepared and evaluated in vitro and in vivo. These inhibitors, having in common an electrophilic basic trans-cyclohexylamine P-1 residue, displayed high thrombin affinity, high selectivity against trypsin and good in vivo efficacy in the rat arterial thrombosis model. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00636-3