benzyl N-[2-[(2S)-2-[[(2S,3S,4S,6R)-3-hydroxy-2-methyl-6-[[(1S,3S)-3,5,12-trihydroxy-3-(2-hydroxyacetyl)-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]oxan-4-yl]carbamoyl]pyrrolidin-1-yl]-2-oxoethyl]carbamate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 蒽环类药物
• 英文名称: benzyl N-[2-[(2S)-2-[[(2S,3S,4S,6R)-3-hydroxy-2-methyl-6-[[(1S,3S)-3,5,12-trihydroxy-3-(2-hydroxyacetyl)-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]oxan-4-yl]carbamoyl]pyrrolidin-1-yl]-2-oxoethyl]carbamate
• 化学式: C₄₂H₄₅N₃O₁₅
• 分子量: 831.8
• InChiKey: XODLUEHOKXEROD-NJFDBMKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  60
• 可旋转键数：
  12
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  268
• 氢给体数：
  7
• 氢受体数：
  15

文献信息

• [EN] FAP-ACTIVATED THERAPEUTIC AGENTS, AND USES RELATED THERETO<br/>[FR] AGENTS THÉRAPEUTIQUES ACTIVÉS PAR FAP, ET UTILISATIONS ASSOCIÉES
  申请人：TUFTS COLLEGE

  公开号：WO2015192123A1

  公开（公告）日：2015-12-17

  Disclosed are prodrugs of cytotoxic anthracyclines (such as doxorubicin) and other therapeutic agents that are selectively cleaved and activated by fibroblast activating protein (FAP). The prodrugs are useful for targeted delivery of cytotoxic and other agents to FAP- expressing tissues, including cancer (e.g., solid tumors). Also provided are pharmaceutical compounds comprising the prodrugs, as well as methods of using the prodrugs to treat a disorder characterized by FAP upregulation, e.g., cancer, fibrosis, and inflammation.

  本文披露了细胞毒性蒽环类似物（如阿霉素）和其他治疗剂的前药，这些前药通过成纤维细胞激活蛋白（FAP）选择性地被切割和激活。这些前药可用于将细胞毒性和其他药物靶向输送至表达FAP的组织，包括癌症（如实体肿瘤）。还提供了包含这些前药的药物化合物，以及使用这些前药治疗由FAP上调引起的疾病的方法，例如癌症、纤维化和炎症。
• FAP-activated therapeutic agents, and uses related thereto
  申请人：BACH BIOSCIENCES, LLC

  公开号：US10709722B2

  公开（公告）日：2020-07-14

  Disclosed are prodrugs of anthracyclines (such as doxorubicin) and derivatives thereof that are selectively cleaved and activated by fibroblast activating protein (FAP). The prodrugs are useful for targeted delivery of “warhead” anthracycline or anthracycline derivative to FAP-expressing tissues, including cancer (e.g., solid tumors). Also provided are pharmaceutical compounds comprising the prodrugs, as well as methods of using the prodrugs to treat a disorder characterized by FAP upregulation, e.g., cancer, undesirable fibrosis, and undesirable inflammation.

  所公开的是蒽环类（如多柔比星）及其衍生物的原药，它们可被成纤维细胞活化蛋白（FAP）选择性裂解和激活。这些原药可用于将 "弹头 "蒽环类或蒽环类衍生物靶向递送至表达 FAP 的组织，包括癌症（如实体瘤）。还提供了包含原药的药物化合物，以及使用原药治疗以 FAP 上调为特征的疾病（如癌症、不良纤维化和不良炎症）的方法。
• Fap-activated therapeutic agents, and uses related thereto
  申请人：BACH BIOSCIENCES, LLC

  公开号：US11033525B2

  公开（公告）日：2021-06-15

  Disclosed are prodrugs of cytotoxic anthracyclines (such as doxorubicin) and other therapeutic agents that are selectively cleaved and activated by fibroblast activating protein (FAP). The prodrugs are useful for targeted delivery of cytotoxic and other agents to FAP-expressing tissues, including cancer (e.g., solid tumors). Also provided are pharmaceutical compounds comprising the prodrugs, as well as methods of using the prodrugs to treat a disorder characterized by FAP upregulation, e.g., cancer, fibrosis, and inflammation.

  所公开的是细胞毒性蒽环类（如多柔比星）和其他治疗剂的原药，它们可被成纤维细胞活化蛋白（FAP）选择性地裂解和激活。这些原药可用于向表达 FAP 的组织（包括癌症（如实体瘤））靶向输送细胞毒性药物和其他药物。此外，还提供了包含这些原药的药物化合物，以及使用这些原药治疗以 FAP 上调为特征的疾病（如癌症、纤维化和炎症）的方法。
• FAP-Activated Therapeutic Agents, and Uses Related Thereto
  申请人：TRUSTEES OF TUFTS COLLEGE

  公开号：US20170128476A1

  公开（公告）日：2017-05-11

  Disclosed are prodrugs of anthracyclines (such as doxorubicin) and derivatives thereof that are selectively cleaved and activated by fibroblast activating protein (FAP). The prodrugs are useful for targeted delivery of “warhead” anthracycline or anthracycline derivative to FAP-expressing tissues, including cancer (e.g., solid tumors). Also provided are pharmaceutical compositions comprising the prodrugs, as well as methods of using the prodrugs to treat a disorder characterized by FAP upregulation, e.g., cancer, undesirable fibrosis, and undesirable inflammation.
• FAP-ACTIVATED THERAPEUTIC AGENTS, AND USES RELATED THERETO
  申请人：BACH BIOSCIENCES, LLC

  公开号：US20210275491A1

  公开（公告）日：2021-09-09

  Disclosed are prodrugs of cytotoxic anthracyclines (such as doxorubicin) and other therapeutic agents that are selectively cleaved and activated by fibroblast activating protein (FAP). The prodrugs are useful for targeted delivery of cytotoxic and other agents to FAP-expressing tissues, including cancer (e.g., solid tumors). Also provided are pharmaceutical compounds comprising the prodrugs, as well as methods of using the prodrugs to treat a disorder characterized by FAP upregulation, e.g., cancer, fibrosis, and inflammation.