benzyl N-[(2S)-1-[[(2S)-1-[[(3R)-3-benzyl-2-oxoazetidin-3-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxo-3-(2,3,4-trimethoxyphenyl)propan-2-yl]carbamate | 928824-24-2

• 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: benzyl N-[(2S)-1-[[(2S)-1-[[(3R)-3-benzyl-2-oxoazetidin-3-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxo-3-(2,3,4-trimethoxyphenyl)propan-2-yl]carbamate
• CAS: 928824-24-2
• 化学式: C₃₅H₄₂N₄O₈
• 分子量: 646.74
• InChiKey: XQCKQIXKPAKNJS-DZSWEVNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  47
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  153
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  benzyl N-[(2S)-1-[[(2S)-1-[[(3R)-3-benzyl-2-oxoazetidin-3-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxo-3-(2,3,4-trimethoxyphenyl)propan-2-yl]carbamate 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Novel β-lactam derivatives: Potent and selective inhibitors of the chymotrypsin-like activity of the human 20S proteasome

  摘要：

  A series of beta-lactam derivatives has been designed and synthesized to inhibit the chymotrypsin-like activity of the human 20S proteasome. The most potent compounds of this new structural class of beta-subunit selective 20S proteasome inhibitors exhibit IC50 values in the low-nanomolar range and show good selectivity over the trypsin-like and post-glutamyl-peptide hydrolytic activities of the enzyme. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.10.047
• 作为产物：
  描述：

  CBZ-L-缬氨酸 在 palladium on activated charcoal disodium hydrogenphosphate 、 dipotassium peroxodisulfate 、 氢气 、 O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 benzyl N-[(2S)-1-[[(2S)-1-[[(3R)-3-benzyl-2-oxoazetidin-3-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxo-3-(2,3,4-trimethoxyphenyl)propan-2-yl]carbamate
  参考文献：
  名称：

  Novel β-lactam derivatives: Potent and selective inhibitors of the chymotrypsin-like activity of the human 20S proteasome

  摘要：

  A series of beta-lactam derivatives has been designed and synthesized to inhibit the chymotrypsin-like activity of the human 20S proteasome. The most potent compounds of this new structural class of beta-subunit selective 20S proteasome inhibitors exhibit IC50 values in the low-nanomolar range and show good selectivity over the trypsin-like and post-glutamyl-peptide hydrolytic activities of the enzyme. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.10.047

文献信息

• Novel β-lactam derivatives: Potent and selective inhibitors of the chymotrypsin-like activity of the human 20S proteasome
  作者：Patricia Imbach、Marc Lang、Carlos García-Echeverría、Vito Guagnano、Maria Noorani、Johannes Roesel、Francis Bitsch、Grety Rihs、Pascal Furet

  DOI：10.1016/j.bmcl.2006.10.047

  日期：2007.1

  A series of beta-lactam derivatives has been designed and synthesized to inhibit the chymotrypsin-like activity of the human 20S proteasome. The most potent compounds of this new structural class of beta-subunit selective 20S proteasome inhibitors exhibit IC50 values in the low-nanomolar range and show good selectivity over the trypsin-like and post-glutamyl-peptide hydrolytic activities of the enzyme. (c) 2006 Elsevier Ltd. All rights reserved.