4-(4-(aminomethyl)-1H-1,2,3-triazol-1-yl)benzoic acid | 1254688-09-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(4-(aminomethyl)-1H-1,2,3-triazol-1-yl)benzoic acid
• 英文别名: 4-[4-(aminomethyl)triazol-1-yl]benzoic acid
• CAS: 1254688-09-9
• 化学式: C₁₀H₁₀N₄O₂
• 分子量: 218.215
• InChiKey: WDGAJUXKPLCOPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  94
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  对叠氮苯甲酸 、 炔丙胺 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 、 N,N-二异丙基乙胺 作用下， 以 水 、 叔丁醇 为溶剂， 反应 16.0h， 生成 4-(4-(aminomethyl)-1H-1,2,3-triazol-1-yl)benzoic acid
  参考文献：
  名称：

  Fragment-Based Discovery of a Qualified Hit Targeting the Latency-Associated Nuclear Antigen of the Oncogenic Kaposi’s Sarcoma-Associated Herpesvirus/Human Herpesvirus 8

  摘要：

  The latency-associated nuclear antigen (LANA) is required for latent replication and persistence of Kaposi's sarcoma-associated herpesvirus/human herpesvirus 8. It acts via replicating and tethering the virus episome to the host chromatin and exerts other functions. We conceived a new approach for the discovery of antiviral drugs to inhibit the interaction between LANA and the viral genome. We applied a biophysical screening cascade and identified the first LANA binders from small, structurally diverse compound libraries. Starting from a fragment-sized scaffold, we generated optimized hits via fragment growing using a dedicated fluorescence-polarization-based assay as the structure activity-relationship driver. We improved compound potency to the double-digit micromolar range. Importantly, we qualified the resulting hit through orthogonal methods employing EMSA, STD-NMR, and MST methodologies. This optimized hit provides an ideal starting point for subsequent hit-to-lead campaigns providing evident target-binding, suitable ligand efficiencies, and favorable physicochemical properties.

  DOI：

  10.1021/acs.jmedchem.8b01827

文献信息

• ‘Click’ assembly of selective inhibitors for MAO-A
  作者：Zhao Jia、Qing Zhu

  DOI：10.1016/j.bmcl.2010.08.104

  日期：2010.11

  In this Letter, an efficient strategy for the fast construction of 108 compounds library was developed using click chemistry. The fingerprint of inhibitory activity toward MAO-A/B against this library was obtained, and four hit compounds were identified as selective inhibitors toward MAO-A. Docking study was carried out to demonstrate the binding mode between a9 and MAO-A/B, and the result reveals that a9 localized in the 'aromatic cage' and oriented to establish pi-pi stacking interactions with Tyr407, Tyr444 and FAD in MAO-A rather than in MAO-B. (C) 2010 Elsevier Ltd. All rights reserved.