methyl (S)-2-(4-(4-((2-cyclohexyl-4-(hydroxyamino)-4-oxobutanamido)methyl)-1H-[1,2,3]triazol-1-yl)butanamido)-3-(1H-indol-3-yl)propanoate

• 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: methyl (S)-2-(4-(4-((2-cyclohexyl-4-(hydroxyamino)-4-oxobutanamido)methyl)-1H-[1,2,3]triazol-1-yl)butanamido)-3-(1H-indol-3-yl)propanoate
• 英文别名: methyl (2S)-2-[4-[4-[[[2-cyclohexyl-4-(hydroxyamino)-4-oxobutanoyl]amino]methyl]triazol-1-yl]butanoylamino]-3-(1H-indol-3-yl)propanoate
• 化学式: C₂₉H₃₉N₇O₆
• 分子量: 581.672
• InChiKey: QCZOWGOQSPDVTC-YNMFNDETSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  42
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  180
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  环己基乙酸 在 4-二甲氨基吡啶 、 lithium hydroxide 、 三异丙基硅烷 、 双氧水 、 sodium hexamethyldisilazane 、 copper(II) sulfate 、 sodium ascorbate 、 N,N-二异丙基乙胺 、 二乙醇胺 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 1.0h， 生成 methyl (S)-2-(4-(4-((2-cyclohexyl-4-(hydroxyamino)-4-oxobutanamido)methyl)-1H-[1,2,3]triazol-1-yl)butanamido)-3-(1H-indol-3-yl)propanoate
  参考文献：
  名称：

  Rapid Assembly of Matrix Metalloprotease Inhibitors Using Click Chemistry

  摘要：

  A panel of 96 metalloprotease inhibitors was assembled using "click chemistry" by reacting eight zinc-binding hydroxamate warheads with 12 azide building blocks. Screens of the bidentate compounds against representative metalloproteases provided discerning inhibition fingerprints, revealing compounds with low micromolar potency against MMP-7. The relative ease and convenience of the strategy in constructing focused chemical libraries for rapid in situ screening of MMPs is thereby demonstrated.

  DOI：

  10.1021/ol061431a

文献信息

• Rapid Assembly of Matrix Metalloprotease Inhibitors Using Click Chemistry
  作者：Jun Wang、Mahesh Uttamchandani、Junqi Li、Mingyu Hu、Shao Q. Yao

  DOI：10.1021/ol061431a

  日期：2006.8.1

  A panel of 96 metalloprotease inhibitors was assembled using "click chemistry" by reacting eight zinc-binding hydroxamate warheads with 12 azide building blocks. Screens of the bidentate compounds against representative metalloproteases provided discerning inhibition fingerprints, revealing compounds with low micromolar potency against MMP-7. The relative ease and convenience of the strategy in constructing focused chemical libraries for rapid in situ screening of MMPs is thereby demonstrated.