(2S)-2-[(4-methoxy-2,3,6-trimethylphenyl)sulfonylamino]-N-[2-(4-methylpiperazin-1-yl)ethyl]-3-phenylpropanamide | 1314161-92-6

• 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: (2S)-2-[(4-methoxy-2,3,6-trimethylphenyl)sulfonylamino]-N-[2-(4-methylpiperazin-1-yl)ethyl]-3-phenylpropanamide
• CAS: 1314161-92-6
• 化学式: C₂₆H₃₈N₄O₄S
• 分子量: 502.678
• InChiKey: NGYJFOOPIYTQES-QHCPKHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  99.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-甲基-1-哌嗪乙胺 、 3,3,3-trifluoro-N-[(1S)-1-[4-[4-fluoro-3-(trifluoromethyl)phenyl]phenyl]ethyl]-2-hydroxy-2-[4-(1,8-naphthyridin-2-yl)phenyl]propanamide 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 (2S)-2-[(4-methoxy-2,3,6-trimethylphenyl)sulfonylamino]-N-[2-(4-methylpiperazin-1-yl)ethyl]-3-phenylpropanamide
  参考文献：
  名称：

  Identification and optimisation of novel sulfonamide, selective vasopressin V1B receptor antagonists

  摘要：

  The synthesis and preliminary structure-activity relationships (SAR) of a novel class of vasopressin V-1B receptor antagonists are described. Hit compound 5, identified via high throughput screening of the corporate collection, showed good activity in a V-1B binding assay (K-i 63 nM) but did not possess the lead-like physicochemical properties typically required in a hit compound. A 'deletion approach' on the HTS hit 5 was performed, with the focus on improvement of physicochemical properties, yielding the selective V-1B antagonist 9f (K-i 190 nM), with improved druglike characteristics. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.104

文献信息

• Identification and optimisation of novel sulfonamide, selective vasopressin V1B receptor antagonists
  作者：James Baker、Matilda Bingham、Ruth Blackburn-Munro、Jiaqiang Cai、Mark Craighead、Robert Gilfillan、Kate Goan、David Jaap、Rachel Milne、J. Richard Morphy、Susan Napier、Jeremy Presland、Gayle Spinks、Fiona Thomson

  DOI：10.1016/j.bmcl.2011.04.104

  日期：2011.6

  The synthesis and preliminary structure-activity relationships (SAR) of a novel class of vasopressin V-1B receptor antagonists are described. Hit compound 5, identified via high throughput screening of the corporate collection, showed good activity in a V-1B binding assay (K-i 63 nM) but did not possess the lead-like physicochemical properties typically required in a hit compound. A 'deletion approach' on the HTS hit 5 was performed, with the focus on improvement of physicochemical properties, yielding the selective V-1B antagonist 9f (K-i 190 nM), with improved druglike characteristics. (C) 2011 Elsevier Ltd. All rights reserved.