(R)-6-Cyclohexyl-3-[(S)-2,2-dimethyl-1-((R)-1-phenyl-ethylcarbamoyl)-propylcarbamoyl]-hexanoic acid | 343251-13-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (R)-6-Cyclohexyl-3-[(S)-2,2-dimethyl-1-((R)-1-phenyl-ethylcarbamoyl)-propylcarbamoyl]-hexanoic acid
• CAS: 343251-13-8
• 化学式: C₂₇H₄₂N₂O₄
• 分子量: 458.641
• InChiKey: ZVAOMXGNKHDVEF-ZFJSRUIDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.24
• 重原子数：
  33.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  95.5
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (R)-6-Cyclohexyl-3-[(S)-2,2-dimethyl-1-((R)-1-phenyl-ethylcarbamoyl)-propylcarbamoyl]-hexanoic acid 在 bis(triphenylphosphine) palladium (Il) acetate N-羟基-7-氮杂苯并三氮唑 、 ammonium formate 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 20.0h， 生成 (R)-2-(3-cyclohexylpropyl)-N1-((S)-3,3-dimethyl-1-oxo-1-((R)-1-phenylethylamino)butan-2-yl)-N4-hydroxysuccinamide
  参考文献：
  名称：

  Discovery of potent and selective succinyl hydroxamate inhibitors of matrix metalloprotease-3 (Stromelysin-1)

  摘要：

  Structure-activity relationships are described for a series of succinyl hydroxamic acids 4a-o as potent and selective inhibitors of matrix metalloprotease-3 (stromelysin-1). Optimisation of P1' and P3' groups gave compound 4j (MMP-3 IC50 = 5.9nM) which was >140-fold less potent against MMP-1 (IC50 = 51,000nM), MMP-2 (IC50=1790nM), MMP-9 (IC50 = 840 nM) and MMP-14 (IC50 = 1900 nM). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00720-4
• 作为产物：
  描述：

  (2R)-2-[2-(tert-butoxy)-2-oxoethyl]-5-cyclohexylpentanoic acid 在 N-甲基吗啉 、 盐酸 、 N-羟基-7-氮杂苯并三氮唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 (R)-6-Cyclohexyl-3-[(S)-2,2-dimethyl-1-((R)-1-phenyl-ethylcarbamoyl)-propylcarbamoyl]-hexanoic acid
  参考文献：
  名称：

  Discovery of potent and selective succinyl hydroxamate inhibitors of matrix metalloprotease-3 (Stromelysin-1)

  摘要：

  Structure-activity relationships are described for a series of succinyl hydroxamic acids 4a-o as potent and selective inhibitors of matrix metalloprotease-3 (stromelysin-1). Optimisation of P1' and P3' groups gave compound 4j (MMP-3 IC50 = 5.9nM) which was >140-fold less potent against MMP-1 (IC50 = 51,000nM), MMP-2 (IC50=1790nM), MMP-9 (IC50 = 840 nM) and MMP-14 (IC50 = 1900 nM). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00720-4