RWJ54003

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: RWJ54003
• 英文别名: 1-(1-(2,6-dichlorobenzyl)-3-(pyrrolidin-1-ylmethyl)-1H-indol-6-yl)-3-((S)-1-((S)-1-(benzylamino)-5-guanidino-1-oxopentan-2-ylamino)-3-(4-methoxyphenyl)-1-oxopropan-2-yl)urea；(2S)-N-benzyl-5-(diaminomethylideneamino)-2-[[(2S)-2-[[1-[(2,6-dichlorophenyl)methyl]-3-(pyrrolidin-1-ylmethyl)indol-6-yl]carbamoylamino]-3-(4-methoxyphenyl)propanoyl]amino]pentanamide
• 化学式: C₄₄H₅₁Cl₂N₉O₄
• 分子量: 840.853
• InChiKey: BCXNFSKGOXTNLM-YDAXCOIMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  59
• 可旋转键数：
  18
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  181
• 氢给体数：
  6
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-(2,6-dichlorobenzyl)-6-nitro-1H-indole 在 三氯化铁 、 甲烷 、 偏二甲肼 作用下， 以 甲醇 为溶剂， 反应 6.0h， 生成 RWJ54003
  参考文献：
  名称：

  Thrombin receptor (PAR-1) antagonists. Solid-Phase synthesis of indole-Based peptide mimetics by anchoring to a secondary amide

  摘要：

  A novel, 10-step, solid-phase method, based on a secondary amide linker, was developed to construct a diverse library of indole-based SFLLR peptide mimetics as thrombin receptor (protease-activated receptor 1, PAR-I) antagonists. The key steps include stepwise reductive alkylation, urea formation, and Mannich reaction. Screening of the library led to a quick development of the SAR and the significant improvement of PAR-1 activity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00378-x

文献信息

• Thrombin receptor (PAR-1) antagonists. Solid-Phase synthesis of indole-Based peptide mimetics by anchoring to a secondary amide
  作者：Han-Cheng Zhang、David F McComsey、Kimberly B White、Michael F Addo、Patricia Andrade-Gordon、Claudia K Derian、Donna Oksenberg、Bruce E Maryanoff

  DOI：10.1016/s0960-894x(01)00378-x

  日期：2001.8

  A novel, 10-step, solid-phase method, based on a secondary amide linker, was developed to construct a diverse library of indole-based SFLLR peptide mimetics as thrombin receptor (protease-activated receptor 1, PAR-I) antagonists. The key steps include stepwise reductive alkylation, urea formation, and Mannich reaction. Screening of the library led to a quick development of the SAR and the significant improvement of PAR-1 activity. (C) 2001 Elsevier Science Ltd. All rights reserved.