(2S)-1-[2-[[(2S)-2-[[2-[[(2S)-1-[2-[[(2S)-2-acetamido-4-methylpentanoyl]amino]-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-2-methylpropanoyl]amino]-4-methylpentanoyl]amino]-2-methylpropanoyl]-N-[(2S)-1-[[1-[(2S)-2-[[(2S)-1-[[(2S)-1-hydroxy-4-methylpentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]carbamoyl]pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]pyrrolidine-2-carboxamide

• 分子结构分类: 有机化合物 - 有机聚合物 - 多肽
• 英文名称: (2S)-1-[2-[[(2S)-2-[[2-[[(2S)-1-[2-[[(2S)-2-acetamido-4-methylpentanoyl]amino]-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-2-methylpropanoyl]amino]-4-methylpentanoyl]amino]-2-methylpropanoyl]-N-[(2S)-1-[[1-[(2S)-2-[[(2S)-1-[[(2S)-1-hydroxy-4-methylpentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]carbamoyl]pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]pyrrolidine-2-carboxamide
• 化学式: C₇₁H₁₀₇ClN₁₁O₁₃Pol
• InChiKey: UDYHMBXAJRPIAR-IMJZZGAESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  84
• 可旋转键数：
  28
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  343
• 氢给体数：
  10
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  (2S)-1-[2-[[(2S)-2-[[2-[[(2S)-1-[2-[[(2S)-2-acetamido-4-methylpentanoyl]amino]-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-2-methylpropanoyl]amino]-4-methylpentanoyl]amino]-2-methylpropanoyl]-N-[(2S)-1-[[1-[(2S)-2-[[(2S)-1-[[(2S)-1-hydroxy-4-methylpentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]carbamoyl]pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]pyrrolidine-2-carboxamide 在 三异丙基硅烷 、 水 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以25.4 mg的产率得到8-hydroxy-N-[1-[[2-[[(2S)-1-[[1-[[2-[[2-[[(2S)-1-[[1-[[2-[[(2S,3S)-1-[[(2S)-1-hydroxy-4-methylpentan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-2-methyl-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-2-oxoethyl]amino]-2-methyl-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-2-methyl-1-oxopropan-2-yl]octanamide
  参考文献：
  名称：

  An Automatic Solid-Phase Synthesis of Peptaibols

  摘要：

  An automated approach to peptaibols using microwave-assisted solid-phase peptide synthesis is demonstrated with a combination of HBTU and acid fluoride mediated couplings for normal and alpha,alpha-dialkylated amino acids, respectively. The method is utilized for the automated synthesis of several full-length peptaibols, including alamethicin, tylopeptin, ampullosporin, bergofungin, cervinin, trikoningin, trichogin, and peptaibolin, reducing both synthesis time and costs significantly as compared to other approaches. Furthermore, the use of noncommercially available reagents is minimized.

  DOI：

  10.1021/jo802058x
• 作为产物：
  描述：

  8-羟基辛酸 、 8-hydroxy-N-[1-[[2-[[(2S)-1-[[1-[[2-[[2-[[(2S)-1-[[1-[[2-[[(2S,3S)-1-[[(2S)-1-hydroxy-4-methylpentan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-2-methyl-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-2-oxoethyl]amino]-2-methyl-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-2-methyl-1-oxopropan-2-yl]octanamide 在 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 (2S)-1-[2-[[(2S)-2-[[2-[[(2S)-1-[2-[[(2S)-2-acetamido-4-methylpentanoyl]amino]-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-2-methylpropanoyl]amino]-4-methylpentanoyl]amino]-2-methylpropanoyl]-N-[(2S)-1-[[1-[(2S)-2-[[(2S)-1-[[(2S)-1-hydroxy-4-methylpentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]carbamoyl]pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]pyrrolidine-2-carboxamide
  参考文献：
  名称：

  An Automatic Solid-Phase Synthesis of Peptaibols

  摘要：

  An automated approach to peptaibols using microwave-assisted solid-phase peptide synthesis is demonstrated with a combination of HBTU and acid fluoride mediated couplings for normal and alpha,alpha-dialkylated amino acids, respectively. The method is utilized for the automated synthesis of several full-length peptaibols, including alamethicin, tylopeptin, ampullosporin, bergofungin, cervinin, trikoningin, trichogin, and peptaibolin, reducing both synthesis time and costs significantly as compared to other approaches. Furthermore, the use of noncommercially available reagents is minimized.

  DOI：

  10.1021/jo802058x

文献信息

• PEPTIDE ANALOGUES
  申请人：Barber Christopher Gordon

  公开号：US20110207654A1

  公开（公告）日：2011-08-25

  The present invention relates to compounds of Formula (I) and their pharmaceutically acceptable salts, wherein the substituents are as described herein, and their use in medicine, in particular as opioid agonists.

  本发明涉及式（I）化合物及其药用可接受盐，其中取代基如本文所述，并且它们在医学上的用途，特别是作为阿片受体激动剂。
• Enkephalin Analogues
  申请人：Owen Dafydd Rhys

  公开号：US20140121279A1

  公开（公告）日：2014-05-01

  The present invention relates to dipeptide enkephalin analogues of Formula (I) and their tautomers, ionic forms and pharmaceutically acceptable salts, and their use in medicine, in particular as opioid agonists.

  本发明涉及公式（I）的二肽恩啡啉类似物及其互变异构体、离子形式和药用可接受盐，并且其在医学上的应用，特别是作为阿片受体激动剂。
• ENKEPHALIN ANALOGUES
  申请人：Pfizer Limited

  公开号：EP2731959A1

  公开（公告）日：2014-05-21
• PEPTIDE THERAPEUTIC CONJUGATES AND USES THEREOF
  申请人：Angiochem Inc.

  公开号：EP2794663A1

  公开（公告）日：2014-10-29
• US8598123B2
  申请人：——

  公开号：US8598123B2

  公开（公告）日：2013-12-03