5,5,9-Trimethyl-7-oxo-16-oxa-2,13,19-triazatetracyclo[18.3.1.02,10.03,8]tetracosa-1(24),3(8),9,20,22-pentaene-21-carboxamide | 1301177-89-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5,5,9-Trimethyl-7-oxo-16-oxa-2,13,19-triazatetracyclo[18.3.1.02,10.03,8]tetracosa-1(24),3(8),9,20,22-pentaene-21-carboxamide
• CAS: 1301177-89-8
• 化学式: C₂₄H₃₂N₄O₃
• 分子量: 424.543
• InChiKey: LHSUFRLOYYYVOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  31
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  98.4
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 sodium tetrahydroborate 、 tris-(dibenzylideneacetone)dipalladium(0) 、 双氧水 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 三乙胺 、 sodium hydroxide 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 、 二甲基亚砜 、 甲苯 为溶剂， 生成 5,5,9-Trimethyl-7-oxo-16-oxa-2,13,19-triazatetracyclo[18.3.1.02,10.03,8]tetracosa-1(24),3(8),9,20,22-pentaene-21-carboxamide
  参考文献：
  名称：

  Design and SAR of macrocyclic Hsp90 inhibitors with increased metabolic stability and potent cell-proliferation activity

  摘要：

  A novel series of macrocyclic ortho-aminobenzamide Hsp90 inhibitors is reported. A basic nitrogen within the tether linking the aniline nitrogen atom to a tetrahydroindolone moiety allowed access to compounds with good physical properties. Important structure-activity relationship information was obtained from this series which led to the discovery of a soluble and stable compound which is potent in an Hsp90 binding and cell-proliferation assay. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.101

文献信息

• Design and SAR of macrocyclic Hsp90 inhibitors with increased metabolic stability and potent cell-proliferation activity
  作者：Christoph W. Zapf、Jonathan D. Bloom、Jamie L. McBean、Russell G. Dushin、Thomas Nittoli、Charles Ingalls、Alan G. Sutherland、John P. Sonye、Clark N. Eid、Jennifer Golas、Hao Liu、Frank Boschelli、Yongbo Hu、Erik Vogan、Jeremy I. Levin

  DOI：10.1016/j.bmcl.2011.02.101

  日期：2011.4

  A novel series of macrocyclic ortho-aminobenzamide Hsp90 inhibitors is reported. A basic nitrogen within the tether linking the aniline nitrogen atom to a tetrahydroindolone moiety allowed access to compounds with good physical properties. Important structure-activity relationship information was obtained from this series which led to the discovery of a soluble and stable compound which is potent in an Hsp90 binding and cell-proliferation assay. (C) 2011 Elsevier Ltd. All rights reserved.