(S)-N-((S)-1-(2-aminoethylamino)-1-oxo-3-phenylpropan-2-yl)-2-(3,4-dichlorophenyl)-5-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro [benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-methylpentanamide dihydrochloride

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: (S)-N-((S)-1-(2-aminoethylamino)-1-oxo-3-phenylpropan-2-yl)-2-(3,4-dichlorophenyl)-5-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro [benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-methylpentanamide dihydrochloride
• 英文别名: (2S)-N-[(2S)-1-(2-aminoethylamino)-1-oxo-3-phenylpropan-2-yl]-2-(3,4-dichlorophenyl)-5-(6-fluoro-1-methyl-2-oxospiro[3,1-benzoxazine-4,4'-piperidine]-1'-yl)-N-methylpentanamide;hydrochloride
• 化学式: C₃₆H₄₂Cl₂FN₅O₄*2ClH
• 分子量: 771.587
• InChiKey: ZXYZSJNZXHJXGN-FHOPPDQQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.14
• 重原子数：
  49
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  108
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-氟苯基氨基甲酸叔丁酯 在 盐酸 、 palladium 10% on activated carbon 、 氢气 、 叔丁基锂 、 caesium carbonate 、 三氟乙酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 、 正戊烷 为溶剂， 反应 86.16h， 生成 (S)-N-((S)-1-(2-aminoethylamino)-1-oxo-3-phenylpropan-2-yl)-2-(3,4-dichlorophenyl)-5-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro [benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-N-methylpentanamide dihydrochloride
  参考文献：
  名称：

  Design, Synthesis, and Optimization of Balanced Dual NK₁/NK₃Receptor Antagonists

  摘要：

  In connection with a program directed at potent and balanced dual NK1/NK3 receptor ligands, a focused exploration of an original class of peptidomimetic derivatives was performed. The rational design and molecular hybridization of a novel phenylalanine core series was achieved to maximize the in vitro affinity and antagonism at both human NK1 and NK3 receptors. This study led to the identification of a new potent dual NK1/NK3 antagonist with pK(i) values of 8.6 and 8.1, respectively.

  DOI：

  10.1021/ml400528y

文献信息

• Design, Synthesis, and Optimization of Balanced Dual NK₁/NK₃Receptor Antagonists
  作者：Stephen Hanessian、Thomas Jennequin、Nicolas Boyer、Vincent Babonneau、Udaykumar Soma、Clotilde Mannoury la Cour、Mark J. Millan、Guillaume De Nanteuil

  DOI：10.1021/ml400528y

  日期：2014.5.8

  In connection with a program directed at potent and balanced dual NK1/NK3 receptor ligands, a focused exploration of an original class of peptidomimetic derivatives was performed. The rational design and molecular hybridization of a novel phenylalanine core series was achieved to maximize the in vitro affinity and antagonism at both human NK1 and NK3 receptors. This study led to the identification of a new potent dual NK1/NK3 antagonist with pK(i) values of 8.6 and 8.1, respectively.