(2,5-Dioxopyrrolidin-1-yl) 6-[[6-(2,5-dioxopyrrolidin-1-yl)oxy-6-oxohexyl]-[(2-methylpropan-2-yl)oxycarbonyl]amino]hexanoate | 203114-48-1

• 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: (2,5-Dioxopyrrolidin-1-yl) 6-[[6-(2,5-dioxopyrrolidin-1-yl)oxy-6-oxohexyl]-[(2-methylpropan-2-yl)oxycarbonyl]amino]hexanoate
• 英文别名: (2,5-dioxopyrrolidin-1-yl) 6-[[6-(2,5-dioxopyrrolidin-1-yl)oxy-6-oxohexyl]-[(2-methylpropan-2-yl)oxycarbonyl]amino]hexanoate
• CAS: 203114-48-1
• 化学式: C₂₅H₃₇N₃O₁₀
• 分子量: 539.583
• InChiKey: DUBRDEOLZSMCCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  38
• 可旋转键数：
  18
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  157
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (S)-2-((S)-2-{(S)-2-[(2S,3R)-2-((S)-2-Amino-3-hydroxy-propionylamino)-3-hydroxy-butyrylamino]-4-methyl-pentanoylamino}-3-carbamoyl-propionylamino)-3-phenyl-propionic acid 、 HNPro-Gln-Ile-Thr-Leu-Trp-OH 、 (2,5-Dioxopyrrolidin-1-yl) 6-[[6-(2,5-dioxopyrrolidin-1-yl)oxy-6-oxohexyl]-[(2-methylpropan-2-yl)oxycarbonyl]amino]hexanoate 在 N,N-二异丙基乙胺 作用下， 以 二甲基亚砜 为溶剂， 反应 48.0h， 以17%的产率得到(2S)-2-[[(2S)-4-amino-2-[[(2S)-2-[[(2S,3R)-2-[[(2S)-2-[6-[[6-[(2S)-2-[[(2S)-5-amino-1-[[(2S,3S)-1-[[(2S,3R)-1-[[(2S)-1-[[(1S)-1-carboxy-2-(1H-indol-3-yl)ethyl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxobutan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-1,5-dioxopentan-2-yl]carbamoyl]pyrrolidin-1-yl]-6-oxohexyl]-[(2-methylpropan-2-yl)oxycarbonyl]amino]hexanoylamino]-3-hydroxypropanoyl]amino]-3-hydroxybutanoyl]amino]-4-methylpentanoyl]amino]-4-oxobutanoyl]amino]-3-phenylpropanoic acid
  参考文献：
  名称：

  Hydrophobicity versus activity in crosslinked interfacial peptide inhibitors of HIV-1 protease

  摘要：

  Crosslinked peptides with amino functionality incorporated within the tethering moiety 2a-c, 3a-c were synthesized and tested as interfacial inhibitors of HIV-1 protease. As part of a strategy to develop the novel method of dissociative inhibition as a viable pharmacological approach, compounds were made to test hydrophobicity and size requirements of the tethering moiety. In the case of crosslinked interfacial peptide inhibitors of HIV-1 protease, hydrophilic 2a-c and bulky hydrophobic 3a-c tethers decreased effectiveness by approximately 10- and 2-fold, respectively. (C) 1997 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(97)00572-7
• 作为产物：
  描述：

  6-溴己酸乙酯 在 4-二甲氨基吡啶 、 sodium hydroxide 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 1,4-二氧六环 、 乙醇 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 98.0h， 生成 (2,5-Dioxopyrrolidin-1-yl) 6-[[6-(2,5-dioxopyrrolidin-1-yl)oxy-6-oxohexyl]-[(2-methylpropan-2-yl)oxycarbonyl]amino]hexanoate
  参考文献：
  名称：

  Hydrophobicity versus activity in crosslinked interfacial peptide inhibitors of HIV-1 protease

  摘要：

  Crosslinked peptides with amino functionality incorporated within the tethering moiety 2a-c, 3a-c were synthesized and tested as interfacial inhibitors of HIV-1 protease. As part of a strategy to develop the novel method of dissociative inhibition as a viable pharmacological approach, compounds were made to test hydrophobicity and size requirements of the tethering moiety. In the case of crosslinked interfacial peptide inhibitors of HIV-1 protease, hydrophilic 2a-c and bulky hydrophobic 3a-c tethers decreased effectiveness by approximately 10- and 2-fold, respectively. (C) 1997 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(97)00572-7

文献信息

• Antibody targeting compounds
  申请人：THE SCRIPPS RESEARCH INSTITUTE

  公开号：EP2428226A1

  公开（公告）日：2012-03-14

  The present invention provides antibody targeting compounds in which the specificity of the antibody has been reprogrammed by covalently or noncovalently linking a targeting agent to the combining site of an antibody. By this approach, the covalently modified antibody takes on the binding specificity of the targeting agent. The compound may have biological activity provided by the targeting agent or by a separate biological agent. Various uses of the invention compounds are provided.

  本发明提供了抗体靶向化合物，通过共价或非共价方式将靶向制剂与抗体的结合位点连接，对抗体的特异性进行了重新编程。通过这种方法，共价修饰的抗体具有了靶向制剂的结合特异性。化合物的生物活性可由靶向药剂或单独的生物药剂提供。本发明化合物有多种用途。
• ANTIBODY TARGETING COMPOUNDS
  申请人：THE SCRIPPS RESEARCH INSTITUTE

  公开号：EP1443963B1

  公开（公告）日：2014-05-21
• US8252902B2
  申请人：——

  公开号：US8252902B2

  公开（公告）日：2012-08-28
• Hydrophobicity versus activity in crosslinked interfacial peptide inhibitors of HIV-1 protease
  作者：Michael D. Shultz、Jean Chmielewski

  DOI：10.1016/s0957-4166(97)00572-7

  日期：1997.12

  Crosslinked peptides with amino functionality incorporated within the tethering moiety 2a-c, 3a-c were synthesized and tested as interfacial inhibitors of HIV-1 protease. As part of a strategy to develop the novel method of dissociative inhibition as a viable pharmacological approach, compounds were made to test hydrophobicity and size requirements of the tethering moiety. In the case of crosslinked interfacial peptide inhibitors of HIV-1 protease, hydrophilic 2a-c and bulky hydrophobic 3a-c tethers decreased effectiveness by approximately 10- and 2-fold, respectively. (C) 1997 Published by Elsevier Science Ltd. All rights reserved.