(2S)-2-[[(2R)-3-[2-[2-[2-[(2R)-3-[[(1S)-1-[[(1S)-2-amino-1-benzyl-2-oxo-ethyl]carbamoyl]-3-methyl-butyl]amino]-2-(3-cyclohexylpropanoylamino)-3-oxo-propyl]sulfanylethoxy]ethoxy]ethylsulfanyl]-2-(3-cyclohexylpropanoylamino)propanoyl]amino]-3-phenyl-propanoic acid | 1138243-16-9

• 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: (2S)-2-[[(2R)-3-[2-[2-[2-[(2R)-3-[[(1S)-1-[[(1S)-2-amino-1-benzyl-2-oxo-ethyl]carbamoyl]-3-methyl-butyl]amino]-2-(3-cyclohexylpropanoylamino)-3-oxo-propyl]sulfanylethoxy]ethoxy]ethylsulfanyl]-2-(3-cyclohexylpropanoylamino)propanoyl]amino]-3-phenyl-propanoic acid
• 英文别名: (2S)-2-[[(2R)-3-[2-[2-[2-[(2R)-3-[[(2S)-1-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-(3-cyclohexylpropanoylamino)-3-oxopropyl]sulfanylethoxy]ethoxy]ethylsulfanyl]-2-(3-cyclohexylpropanoylamino)propanoyl]amino]-3-phenylpropanoic acid
• CAS: 1138243-16-9
• 化学式: C₅₄H₈₂N₆O₁₀S₂
• 分子量: 1039.41
• InChiKey: DHKATXRIFVGDIU-RGZYMCLJSA-N

物化性质

• 沸点：
  1253.9±65.0 °C(predicted)
• 密度：
  1.183±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  72
• 可旋转键数：
  35
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  295
• 氢给体数：
  7
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  tert-butyl ((6R,19R)-6-(((S)-1-(((S)-1-amino-1-oxo-3-phenylpropan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)carbamoyl)-19-((tert-butoxycarbonyl)amino)-2,2-dimethyl-4-oxo-3,11,14-trioxa-8,17-dithia-5-azaicosan-20-oyl)-L-phenylalaninate 、 3-环己基丙酰氯 在 三异丙基硅烷 、 三氟乙酸 、 1-羟基苯并三唑 、 三乙胺 作用下， 以 水 、 乙腈 为溶剂， 反应 4.0h， 生成 (2S)-2-[[(2R)-3-[2-[2-[2-[(2R)-3-[[(1S)-1-[[(1S)-2-amino-1-benzyl-2-oxo-ethyl]carbamoyl]-3-methyl-butyl]amino]-2-(3-cyclohexylpropanoylamino)-3-oxo-propyl]sulfanylethoxy]ethoxy]ethylsulfanyl]-2-(3-cyclohexylpropanoylamino)propanoyl]amino]-3-phenyl-propanoic acid
  参考文献：
  名称：

  Sidechain-linked inhibitors of HIV-1 protease dimerization

  摘要：

  There is a great need for alternative modes of inhibition for the design of anti-HIV therapies, due to the increased resistance of HIV to currently approved drugs. A novel strategy for generating potent dimerization inhibitors of HIV-1 protease is described based on sidechain-linked interfacial peptides. In a number of cases the activity of these agents against HIV-1 protease was found to be among the most potent reported, with inhibitory constants in the low nM range. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.02.060

文献信息

• Sidechain-linked inhibitors of HIV-1 protease dimerization
  作者：Michael J. Bowman、Jean Chmielewski

  DOI：10.1016/j.bmc.2008.02.060

  日期：2009.2

  There is a great need for alternative modes of inhibition for the design of anti-HIV therapies, due to the increased resistance of HIV to currently approved drugs. A novel strategy for generating potent dimerization inhibitors of HIV-1 protease is described based on sidechain-linked interfacial peptides. In a number of cases the activity of these agents against HIV-1 protease was found to be among the most potent reported, with inhibitory constants in the low nM range. (C) 2008 Elsevier Ltd. All rights reserved.