2-hydroxy-2-phenethylpentanedioic acid 5-[((S)-1-benzylcarbamoyl-2-methylpropyl)amide] 1-{[3-[(R)-1-(4-fluorophenyl)ethylcarbamoyl]-5-(methanesulfonyl(methyl)amino)phenyl]amide} | 1187975-77-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-hydroxy-2-phenethylpentanedioic acid 5-[((S)-1-benzylcarbamoyl-2-methylpropyl)amide] 1-{[3-[(R)-1-(4-fluorophenyl)ethylcarbamoyl]-5-(methanesulfonyl(methyl)amino)phenyl]amide}
• 英文别名: N'-[(2S)-1-(benzylamino)-3-methyl-1-oxobutan-2-yl]-N-[3-[[(1R)-1-(4-fluorophenyl)ethyl]carbamoyl]-5-[methyl(methylsulfonyl)amino]phenyl]-2-hydroxy-2-(2-phenylethyl)pentanediamide
• CAS: 1187975-77-4
• 化学式: C₄₂H₅₀FN₅O₇S
• 分子量: 787.953
• InChiKey: QPJTWJJNHNQFTH-PWUMAZPOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  56
• 可旋转键数：
  18
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  182
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  (S)-2-amino-N-benzyl-3-methylbutyramide hydrochloride 、 5-oxo-2-phenethyltetrahydrofuran-2-carboxylic acid [3-[(R)-1-(4-fluorophenyl)ethylcarbamoyl]-5-(methanesulfonylmethylamino)phenyl]amide 在 2-羟基吡啶 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以72%的产率得到2-hydroxy-2-phenethylpentanedioic acid 5-[((S)-1-benzylcarbamoyl-2-methylpropyl)amide] 1-{[3-[(R)-1-(4-fluorophenyl)ethylcarbamoyl]-5-(methanesulfonyl(methyl)amino)phenyl]amide}
  参考文献：
  名称：

  Design and synthesis of BACE-1 inhibitors utilizing a tertiary hydroxyl motif as the transition state mimic

  摘要：

  Two series of drug-like BACE-1 inhibitors with a shielded tertiary hydroxyl as transition state isostere have been synthesized. The most potent inhibitor exhibited a BACE-1 IC50 value of 0.23 mu M. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.065

文献信息

• Design and synthesis of BACE-1 inhibitors utilizing a tertiary hydroxyl motif as the transition state mimic
  作者：Fredrik Wångsell、Francesco Russo、Jonas Sävmarker、Åsa Rosenquist、Bertil Samuelsson、Mats Larhed

  DOI：10.1016/j.bmcl.2009.06.065

  日期：2009.8

  Two series of drug-like BACE-1 inhibitors with a shielded tertiary hydroxyl as transition state isostere have been synthesized. The most potent inhibitor exhibited a BACE-1 IC50 value of 0.23 mu M. (C) 2009 Elsevier Ltd. All rights reserved.