2-苄基-3-巯基丙酰-丙氨酰甘氨酰胺 | 71431-51-1

• 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
• 中文名称: 2-苄基-3-巯基丙酰-丙氨酰甘氨酰胺
• 英文名称: Bmpag
• 英文别名: N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-1-oxopropan-2-yl]-2-benzyl-3-sulfanylpropanamide
• CAS: 71431-51-1
• 化学式: C₁₅H₂₁N₃O₃S
• 分子量: 323.4
• InChiKey: AUJQAKJLNYFOHT-NUHJPDEHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  102
• 氢给体数：
  4
• 氢受体数：
  4

文献信息

• Malonic acid based matrix metalloproteinase inhibitors
  申请人：ROCHE DIAGNOSTICS GMBH

  公开号：US20020049185A1

  公开（公告）日：2002-04-25

  There is described the use of a compound represented by general formulae (I), (II) or (III), for the inhibition of matrix metalloproteinases (MMP), wherein X 1 is oxygen or sulfur, R 1 is OH, SH, CH 2 OH, CH 2 SH or NHOH, R 2 is a residue of 2 to 10 hydrocarbon backbone atoms, which binds to the amino acid 161 of HNC, said residue being saturated or unsaturated, linear or branched, and contains preferably homocyclic or heterocyclic structures, X 2 is oxygen or sulfur and binds as hydrogen acceptor on amino acid 160 of HNC, Y is a residue which binds to the S1′ pocket of HNC and consists of at least 4 backbone atoms Z 1 -Z 2 -Z 3 -Z 4 -R 3 , and R 3 is n-propyl, isopropyl, isobutyl or a residue with at least 4 backbone atoms, which is not larger than a tricyclic ring system. These compounds bind to MMPs in a manner different from the mode of binding of the inhibitors of the state of the art.

  描述了一种化合物的用途，其表示为通用式(I)、(II)或(III)，用于抑制基质金属蛋白酶(MMP)，其中X1是氧或硫，R1是OH、SH、CH2OH、CH2SH或NHOH，R2是由2到10个碳骨架原子组成的残基，该残基与HNC的氨基酸161结合，该残基饱和或不饱和，直链或支链，并且最好包含同环或异环结构，X2是氧或硫，并且作为氢受体结合到HNC的氨基酸160上，Y是一个残基，结合到HNC的S1'口袋，并由至少4个骨架原子Z1-Z2-Z3-Z4-R3组成，R3是正丙基、异丙基、异丁基或具有至少4个骨架原子的残基，不大于三环环系统。这些化合物以一种与现有技术的抑制剂的结合方式不同的方式结合到MMP。
• MALONIC ACID BASED MATRIX METALLOPROTEINASE INHIBITORS
  申请人：BOEHRINGER MANNHEIM GMBH

  公开号：EP0796257A1

  公开（公告）日：1997-09-24
• [EN] MALONIC ACID BASED MATRIX METALLOPROTEINASE INHIBITORS<br/>[FR] INHIBITEURS DE LA METALLOPROTEINASE MATRICIELLE A BASE D'ACIDE MALONIQUE
  申请人：BOEHRINGER MANNHEIM GMBH

  公开号：WO1996017838A1

  公开（公告）日：1996-06-13

  (EN) There is described the use of a compound represented by general formulae (I), (II) or (III), for the inhibition of matrix metalloproteinases (MMP), wherein X1 is oxygen or sulfur, R1 is OH, SH, CH2OH, CH2SH or NHOH, R2 is a residue of 2 to 10 hydrocarbon backbone atoms, which binds to the amino acid 161 of HNC, said residue being saturated or unsaturated, linear or branched, and contains preferably homocyclic or heterocyclic structures, X2 is oxygen or sulfur and binds as hydrogen acceptor on amino acid 160 of HNC, Y is a residue which binds to the S1' pocket of HNC and consists of at least 4 backbone atoms Z1-Z2-Z3-Z4-R3, and R3 is n-propyl, isopropyl, isobutyl or a residue with at least 4 backbone atoms, which is not larger than a tricyclic ring system. These compounds bind to MMPs in a manner different from the mode of binding of the inhibitors of the state of the art.(FR) L'invention concerne l'utilisation d'un composant représenté par les formules générales (I), (II), ou (III), servant à inhiber les métalloprotéinases matricielles (MMP). Dans ces formules, X1 représente oxygène ou soufre; R1 représente OH, SH, CH2OH, CH2SH ou NHOH; R2 représente un radical comportant 2 à 10 atomes du squelette hydrocarboné, qui se fixe à l'acide aminé 161 de HNC, ce radical étant saturé ou non, linéaire ou ramifié, et renfermant de préférence des structures homocycliques ou hétérocycliques; X2 représente oxygène ou soufre et se fixe sous forme d'accepteur d'hydrogène sur l'acide aminé 160 de HNC; Y représente un radical qui se fixe au sous-site S1' de HNC et comporte une structure Z1-Z2-Z3-Z4-R3 à au moins 4 atomes du squelette; et R3 représente n-propyle, isopropyle, isobutyle ou un radical comportant au moins 4 atomes du squelette, de taille inférieure à un système tricyclique. Ces composés se fixent aux MMP selon un mode différent du mode de fixation des inhibiteurs de la technique antérieure.