(5R,8S,11S)-5-methyl-8-propan-2-yl-11-[[5-(2-sulfanylethyl)triazol-1-yl]methyl]-10-oxa-3,17-dithia-7,14,19,20-tetrazatricyclo[14.2.1.12,5]icosa-1(18),2(20),16(19)-triene-6,9,13-trione | 1621325-90-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: (5R,8S,11S)-5-methyl-8-propan-2-yl-11-[[5-(2-sulfanylethyl)triazol-1-yl]methyl]-10-oxa-3,17-dithia-7,14,19,20-tetrazatricyclo[14.2.1.12,5]icosa-1(18),2(20),16(19)-triene-6,9,13-trione
• CAS: 1621325-90-3
• 化学式: C₂₂H₂₉N₇O₄S₃
• 分子量: 551.715
• InChiKey: FEVAXZOJYNSTEI-SDYXESRWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  195
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  在 三异丙基硅烷 、 N,N-二异丙基乙胺 、 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 二氯甲烷 为溶剂， 反应 25.0h， 生成 (5R,8S,11S)-5-methyl-8-propan-2-yl-11-[[5-(2-sulfanylethyl)triazol-1-yl]methyl]-10-oxa-3,17-dithia-7,14,19,20-tetrazatricyclo[14.2.1.12,5]icosa-1(18),2(20),16(19)-triene-6,9,13-trione
  参考文献：
  名称：

  Evaluation of class I HDAC isoform selectivity of largazole analogues

  摘要：

  Largazole is a potent class I selective histone deacetylase (HDAC) inhibitor. The majority of largazole analogues to date have modified the thiazole-thiazoline and the warhead moiety. In order to elucidate class I-specific structure-activity relationships, a series of analogues with modifications in the valine or the linker region were prepared and evaluated for their class I isoform selectivity. The inhibition profile showed that the C2 position of largazole has an optimal steric requirement for efficient HDAC inhibition and that substitution of the trans-alkene in the linker with an aromatic group results in complete loss of activity. This data will aid the design of class I isoform selective HDAC inhibitors.

  DOI：

  10.1016/j.bmcl.2014.07.006

文献信息

• [EN] MACROCYCLIC COMPOUNDS AND METHODS OF TREATMENT<br/>[FR] COMPOSÉS MACROCYCLIQUES ET MÉTHODES DE TRAITEMENT ASSOCIÉES
  申请人：UNIV FLORIDA

  公开号：WO2015200699A3

  公开（公告）日：2016-05-26
• MACROCYCLIC COMPOUNDS AND METHODS OF TREATMENT
  申请人：University of Florida Research Foundation, Inc.

  公开号：US20170197988A1

  公开（公告）日：2017-07-13

  The instant invention describes macrocyclic compounds having therapeutic activity, and methods of treating disorders such as cancer, tumors and cell proliferation related disorders.
• US9815852B2
  申请人：——

  公开号：US9815852B2

  公开（公告）日：2017-11-14