propan-2-yl (2S)-2-[(2S)-2-{[(2S,3R)-2-{[(2R)-2-amino-3-sulfanylpropyl]amino}-3-methylpentyl]oxy}-3-phenylpropanamido]-4-methanesulfonylbutanoate

• ChemBase编号: 172464
• 分子式: C26H45N3O6S2
• 平均质量: 559.782
• 单一同位素质量: 559.27497818
• SMILES: N[C@H](CN[C@H](CO[C@H](C(=O)N[C@H](C(=O)OC(C)C)CCS(=O)(=O)C)Cc1ccccc1)[C@H](C)CC)CS
• Canonical SMILES: CC[C@H]([C@H](NC[C@H](CS)N)CO[C@H](C(=O)N[C@H](C(=O)OC(C)C)CCS(=O)(=O)C)Cc1ccccc1)C
• InChI: InChI=1S/C26H45N3O6S2/c1-6-19(4)23(28-15-21(27)17-36)16-34-24(14-20-10-8-7-9-11-20)25(30)29-22(12-13-37(5,32)33)26(31)35-18(2)3/h7-11,18-19,21-24,28,36H,6,12-17,27H2,1-5H3,(H,29,30)/t19-,21-,22+,23-,24+/m1/s1
• InChIKey: PGOKBMWPBDRDGN-ZXGKGEBGSA-N

名称和登记号

名称

• IUPAC标准名: propan-2-yl (2S)-2-[(2S)-2-{[(2S,3R)-2-{[(2R)-2-amino-3-sulfanylpropyl]amino}-3-methylpentyl]oxy}-3-phenylpropanamido]-4-methanesulfonylbutanoate
• IUPAC传统名: isopropyl (2S)-2-[(2S)-2-{[(2S,3R)-2-{[(2R)-2-amino-3-sulfanylpropyl]amino}-3-methylpentyl]oxy}-3-phenylpropanamido]-4-methanesulfonylbutanoate
• 别名: (2S)-[(2S)-[(2R)-Amino-3-mercapto]-propylamino-(3S)-methyl]pentyloxy-3-phenylpropionyl-methionine Sulfone Isopropyl Ester Bis Hydrchloride; L-744832

登记号

• CAS号: 1177806-11-9
• PubChem SID: 164228374
• PubChem CID: 16760043

理论计算性质

• Acid pKa: 10.252534
• 质子受体: 7
• 质子供体: 4
• LogD (pH = 5.5): -2.9976766
• LogD (pH = 7.4): -0.5411499
• Log P: 1.378605
• 摩尔折射率: 148.8764 cm^3
• 极化性: 60.129036 Å^3
• 极化表面积: 136.82 Å^2
• 可自由旋转的化学键: 19
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Acetonitrile; Methanol
• 外观: White Solid
• 熔点: 165-168°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - L744832

Ras farnesyltransferase inhibitor. Induces tumor regression in transgenic mice with multiple oncogenic mutations by mediating alterations in both cell cycle control and apoptosis. Induces p21 expressoin and arrests cells at G1. Causes enhanced mitotic

参考文献

• Barrington, R.E., et al.: Mol. Cell. Biol., 18, 85 (1998, Sepp-Lorenzo, L. and Rosen, N.: J. Biol. Chem., 273, 20243 (1998)
• Moasser, M.M., et al.: Proc. Natl. Acad. Sci. USA, 95, 1369 (1998)
• Law, B.K., et al.: J. Biol. Chem., 275, 10796 (1998)