2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2-isobutyl-1H-indol-4-yloxy)acetic acid | 383860-19-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2-isobutyl-1H-indol-4-yloxy)acetic acid
• 英文别名: 2-[1-benzyl-2-(2-methylpropyl)-3-oxamoylindol-4-yl]oxyacetic acid
• CAS: 383860-19-3
• 化学式: C₂₃H₂₄N₂O₅
• 分子量: 408.454
• InChiKey: WCOSWMKQOOTINK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  tert-butyl 2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2-isobutyl-1H-indol-4-yloxy)acetate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以11.3 mg的产率得到2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2-isobutyl-1H-indol-4-yloxy)acetic acid
  参考文献：
  名称：

  Highly Specific and Broadly Potent Inhibitors of Mammalian Secreted Phospholipases A₂

  摘要：

  We report a series of inhibitors of secreted phospholipases A(2) (sPLA(2)S) based on substituted indoles, 6,7-benzoindoles, and indolizines derived from LY315920, a well-known indole-based sPLA(2) inhibitor. Using the human group X sPLA2 crystal structure, we prepared a highly potent and selective indole-based inhibitor of this enzyme. Also, we report human and mouse group IIA and HE specific inhibitors and a substituted 6,7-benzoindole that inhibits nearly all human and mouse sPLAs in the low nanomolar range.

  DOI：

  10.1021/jm800422v

文献信息

• Compounds exhibiting type X sPLA2 inhibiting effect
  申请人：Ogawa Tomoyuki

  公开号：US20090286796A1

  公开（公告）日：2009-11-19

  A compound represented by the general formula: wherein R 20 is —CH 2 COOH and the like; R 21 is —COCONH 2 and the like; R 22 is C4-C6 alkyl; and the like; R 23 is —CH 2 —R 18 wherein R 18 is aryl and the like; R 24 is hydrogen or C1-C6 alkyl and the like; an optical active compound, a prodrug thereof, or a pharmaceutically acceptable salt, or a solvate having type X sPLA 2 inhibitory effect was found.
• Highly Specific and Broadly Potent Inhibitors of Mammalian Secreted Phospholipases A₂
  作者：Rob C. Oslund、Nathan Cermak、Michael H. Gelb

  DOI：10.1021/jm800422v

  日期：2008.8.1

  We report a series of inhibitors of secreted phospholipases A(2) (sPLA(2)S) based on substituted indoles, 6,7-benzoindoles, and indolizines derived from LY315920, a well-known indole-based sPLA(2) inhibitor. Using the human group X sPLA2 crystal structure, we prepared a highly potent and selective indole-based inhibitor of this enzyme. Also, we report human and mouse group IIA and HE specific inhibitors and a substituted 6,7-benzoindole that inhibits nearly all human and mouse sPLAs in the low nanomolar range.