glycolic acid-(2-chloro-anilide) | 99419-60-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: glycolic acid-(2-chloro-anilide)
• 英文别名: Glykolsaeure-(2-chlor-anilid)；N-(2-chlorophenyl)-2-hydroxyacetamide
• CAS: 99419-60-0
• 化学式: C₈H₈ClNO₂
• mdl: MFCD00046744
• 分子量: 185.61
• InChiKey: FVDBLBVYFVWIGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-氯苯甲酰氨基乙酸 、 glycolic acid-(2-chloro-anilide) 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 生成 2-(2-chlorophenylamino)-2-oxoethyl 2-(2-chlorobenzamido)acetate
  参考文献：
  名称：

  Complementarity Between a Docking and a High-Throughput Screen in Discovering New Cruzain Inhibitors

  摘要：

  Virtual and high-throughput screens (HTS) should have complementary strengths and weaknesses, but studies that prospectively and comprehensively compare them are rare. We undertook a parallel docking and HTS screen of 197861 compounds against cruzain, a thiol protease target for Chagas disease, looking for reversible, competitive inhibitors. On work up, 99% of the hits were eliminated as false positives, yielding 146 well-behaved, competitive ligands. These fell into five chemotypes: two were prioritized by scoring among the top 0.1% of the docking-ranked library, two were prioritized by behavior in the HTS and by clustering, and one chemotype was prioritized by both approaches. Determination of an inhibitor/cruzain crystal structure and comparison of the high-scoring docking hits to experiment illuminated the origins of docking false-negatives and false-positives. Prioritizing molecules that are both predicted by docking and are HTS-active yields well-behaved molecules, relatively unobscured by the Use-positives to which both techniques are individually prone.

  DOI：

  10.1021/jm100488w
• 作为产物：
  描述：

  [2-(2-Chloroanilino)-2-oxoethyl] acetate 在 甲醇 、 potassium carbonate 作用下， 生成 glycolic acid-(2-chloro-anilide)
  参考文献：
  名称：

  Complementarity Between a Docking and a High-Throughput Screen in Discovering New Cruzain Inhibitors

  摘要：

  Virtual and high-throughput screens (HTS) should have complementary strengths and weaknesses, but studies that prospectively and comprehensively compare them are rare. We undertook a parallel docking and HTS screen of 197861 compounds against cruzain, a thiol protease target for Chagas disease, looking for reversible, competitive inhibitors. On work up, 99% of the hits were eliminated as false positives, yielding 146 well-behaved, competitive ligands. These fell into five chemotypes: two were prioritized by scoring among the top 0.1% of the docking-ranked library, two were prioritized by behavior in the HTS and by clustering, and one chemotype was prioritized by both approaches. Determination of an inhibitor/cruzain crystal structure and comparison of the high-scoring docking hits to experiment illuminated the origins of docking false-negatives and false-positives. Prioritizing molecules that are both predicted by docking and are HTS-active yields well-behaved molecules, relatively unobscured by the Use-positives to which both techniques are individually prone.

  DOI：

  10.1021/jm100488w

文献信息

• Tachykinin receptor antagonists
  申请人：Amegadzie Kudzovi Albert

  公开号：US20060160794A1

  公开（公告）日：2006-07-20

  The present invention relates to selective NK-1 receptor antagonists of Formula (I) or a pharmaceutically acceptable salt thereof, for the treatment of disorders associated with an excess of tachykinins.

  本发明涉及公式(I)或其药学上可接受的盐的选择性NK-1受体拮抗剂，用于治疗与过量Tachykinins相关的疾病。
• α-Hydroxy Amides and Related Compounds
  作者：Seymour L. Shapiro、Ira M. Rose、Louis Freedman

  DOI：10.1021/ja01532a052

  日期：1959.12
• Complementarity Between a Docking and a High-Throughput Screen in Discovering New Cruzain Inhibitors
  作者：Rafaela S. Ferreira、Anton Simeonov、Ajit Jadhav、Oliv Eidam、Bryan T. Mott、Michael J. Keiser、James H. McKerrow、David J. Maloney、John J. Irwin、Brian K. Shoichet

  DOI：10.1021/jm100488w

  日期：2010.7.8

  Virtual and high-throughput screens (HTS) should have complementary strengths and weaknesses, but studies that prospectively and comprehensively compare them are rare. We undertook a parallel docking and HTS screen of 197861 compounds against cruzain, a thiol protease target for Chagas disease, looking for reversible, competitive inhibitors. On work up, 99% of the hits were eliminated as false positives, yielding 146 well-behaved, competitive ligands. These fell into five chemotypes: two were prioritized by scoring among the top 0.1% of the docking-ranked library, two were prioritized by behavior in the HTS and by clustering, and one chemotype was prioritized by both approaches. Determination of an inhibitor/cruzain crystal structure and comparison of the high-scoring docking hits to experiment illuminated the origins of docking false-negatives and false-positives. Prioritizing molecules that are both predicted by docking and are HTS-active yields well-behaved molecules, relatively unobscured by the Use-positives to which both techniques are individually prone.