(S)-1-(1-Ethyl-propylcarbamoyl)-piperidine-2-carboxylic acid (R)-1-(3-carboxymethoxy-phenyl)-3-(3,4-dimethoxy-phenyl)-propyl ester | 195514-45-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (S)-1-(1-Ethyl-propylcarbamoyl)-piperidine-2-carboxylic acid (R)-1-(3-carboxymethoxy-phenyl)-3-(3,4-dimethoxy-phenyl)-propyl ester
• 英文别名: 1-(1-Ethyl-propylcarbamoyl)-piperidine-2-carboxylic acid 1-(3-carboxymethoxy-phenyl)-3-(3,4-dimethoxy-phenyl)-propyl ester；2-[3-[(1R)-3-(3,4-dimethoxyphenyl)-1-[(2S)-1-(pentan-3-ylcarbamoyl)piperidine-2-carbonyl]oxypropyl]phenoxy]acetic acid
• CAS: 195514-45-5
• 化学式: C₃₁H₄₂N₂O₈
• 分子量: 570.683
• InChiKey: NRFRYKMMKRWFSU-IZZNHLLZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  41
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  124
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  乙二胺 、 (S)-1-(1-Ethyl-propylcarbamoyl)-piperidine-2-carboxylic acid (R)-1-(3-carboxymethoxy-phenyl)-3-(3,4-dimethoxy-phenyl)-propyl ester 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 生成 [(1R)-3-(3,4-dimethoxyphenyl)-1-[3-[2-[2-[[2-[3-[(1R)-3-(3,4-dimethoxyphenyl)-1-[(2S)-1-(pentan-3-ylcarbamoyl)piperidine-2-carbonyl]oxypropyl]phenoxy]acetyl]amino]ethylamino]-2-oxoethoxy]phenyl]propyl] (2S)-1-(pentan-3-ylcarbamoyl)piperidine-2-carboxylate
  参考文献：
  名称：

  Regulation of gene expression by synthetic dimerizers with novel specificity

  摘要：

  New synthetic chemical inducers of dimerization, comprising homodimeric FKBP ligands with engineered specificity for the designed point mutant F36V, have been evaluated for inducing targeted gene expression in mammalian cells. Structure-activity studies indicated that high-affinity dimerizers such as AP1903 are ineffective, perhaps due to kinetic trapping of non-productive dimers, whereas lower-affinity molecules, exemplified by AP1889 and AP1966, potently activate transcription. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00707-8
• 作为产物：
  描述：

  3-氨基戊烷 在 TEA 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-1-(1-Ethyl-propylcarbamoyl)-piperidine-2-carboxylic acid (R)-1-(3-carboxymethoxy-phenyl)-3-(3,4-dimethoxy-phenyl)-propyl ester
  参考文献：
  名称：

  Regulation of gene expression by synthetic dimerizers with novel specificity

  摘要：

  New synthetic chemical inducers of dimerization, comprising homodimeric FKBP ligands with engineered specificity for the designed point mutant F36V, have been evaluated for inducing targeted gene expression in mammalian cells. Structure-activity studies indicated that high-affinity dimerizers such as AP1903 are ineffective, perhaps due to kinetic trapping of non-productive dimers, whereas lower-affinity molecules, exemplified by AP1889 and AP1966, potently activate transcription. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00707-8

文献信息

• US8106191B2
  申请人：——

  公开号：US8106191B2

  公开（公告）日：2012-01-31
• US8436183B2
  申请人：——

  公开号：US8436183B2

  公开（公告）日：2013-05-07
• Regulation of gene expression by synthetic dimerizers with novel specificity
  作者：Wu Yang、Terence P. Keenan、Leonard W. Rozamus、Xiurong Wang、Victor M. Rivera、Carl T. Rollins、Tim Clackson、Dennis A. Holt

  DOI：10.1016/s0960-894x(03)00707-8

  日期：2003.10

  New synthetic chemical inducers of dimerization, comprising homodimeric FKBP ligands with engineered specificity for the designed point mutant F36V, have been evaluated for inducing targeted gene expression in mammalian cells. Structure-activity studies indicated that high-affinity dimerizers such as AP1903 are ineffective, perhaps due to kinetic trapping of non-productive dimers, whereas lower-affinity molecules, exemplified by AP1889 and AP1966, potently activate transcription. (C) 2003 Elsevier Ltd. All rights reserved.