{(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 | 908140-85-2

• 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]-propionylamino}-acetic acid
• CAS: 908140-85-2
• 化学式: C₃₆H₄₇N₅O₁₁S₂
• 分子量: 789.928
• InChiKey: PHMAZLGEGBWCRL-PZOFJGTJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.92
• 重原子数：
  54.0
• 可旋转键数：
  14.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  225.66
• 氢给体数：
  4.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  三氟乙酸 、 {(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 在 甲烷磺酸 、 茴香硫醚 作用下， 以26%的产率得到
  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：

  (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