(S)-2-[(S)-4-[(R)-2-Acetylamino-3-(4-fluoro-phenyl)-propionyl]-3-(3-guanidino-propyl)-2-oxo-piperazin-1-yl]-N-methyl-3-naphthalen-2-yl-propionamide

• 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: (S)-2-[(S)-4-[(R)-2-Acetylamino-3-(4-fluoro-phenyl)-propionyl]-3-(3-guanidino-propyl)-2-oxo-piperazin-1-yl]-N-methyl-3-naphthalen-2-yl-propionamide
• 英文别名: (S)-2-((S)-4-((R)-2-acetamido-3-(4-fluorophenyl)propanoyl)-3-(3-guanidinopropyl)-2-oxopiperazin-1-yl)-N-methyl-3-(naphthalen-2-yl)propanamide；(2S)-2-[(3S)-4-[(2R)-2-acetamido-3-(4-fluorophenyl)propanoyl]-3-[3-(diaminomethylideneamino)propyl]-2-oxopiperazin-1-yl]-N-methyl-3-naphthalen-2-ylpropanamide
• 化学式: C₃₃H₄₀FN₇O₄
• 分子量: 617.724
• InChiKey: YZQBDVJPOXNSJR-ULNSLHSMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  45
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  163
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  {3-[(S)-1-[(R)-2-Acetylamino-3-(4-fluoro-phenyl)-propionyl]-4-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-3-oxo-piperazin-2-yl]-propyl}-carbamic acid benzyl ester 在 palladium on activated charcoal 氢气 、 三乙胺 、 三氟乙酸 、 mercury dichloride 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 (S)-2-[(S)-4-[(R)-2-Acetylamino-3-(4-fluoro-phenyl)-propionyl]-3-(3-guanidino-propyl)-2-oxo-piperazin-1-yl]-N-methyl-3-naphthalen-2-yl-propionamide
  参考文献：
  名称：

  Design and synthesis of potent and selective 1,3,4-trisubstituted-2-oxopiperazine based melanocortin-4 receptor agonists

  摘要：

  The design and synthesis of a series of potent 1,3,4-trisubstituted-2-oxopiperazine based MC4 agonists are described. The tripeptidomimetic analogs (12a,b and 23) and the dipeptidomimetic 27 displayed single-nanomolar binding affinity and agonist potency for MC4,R and excellent selectivity for MC4R relative to MC1R. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.087

文献信息

• Design and synthesis of potent and selective 1,3,4-trisubstituted-2-oxopiperazine based melanocortin-4 receptor agonists
  作者：Xinrong Tian、Rajesh K. Mishra、Adrian G. Switzer、X. Eric Hu、Nick Kim、Adam W. Mazur、Frank H. Ebetino、John A. Wos、Doreen Crossdoersen、Beth B. Pinney、Julie A. Farmer、Russell J. Sheldon

  DOI：10.1016/j.bmcl.2006.05.087

  日期：2006.9

  The design and synthesis of a series of potent 1,3,4-trisubstituted-2-oxopiperazine based MC4 agonists are described. The tripeptidomimetic analogs (12a,b and 23) and the dipeptidomimetic 27 displayed single-nanomolar binding affinity and agonist potency for MC4,R and excellent selectivity for MC4R relative to MC1R. (c) 2006 Elsevier Ltd. All rights reserved.