4-[(1R,2R,6S,7S)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]-N-(quinolin-8-yl)benzamide

• ChemBase编号: 172007
• 分子式: C25H19N3O3
• 平均质量: 409.43666
• 单一同位素质量: 409.14264148
• SMILES: C1=C[C@H]2[C@H]3[C@@H]([C@@H]1C2)C(=O)N(C3=O)c1ccc(cc1)C(=O)Nc1cccc2c1nccc2
• Canonical SMILES: O=C1N(c2ccc(cc2)C(=O)Nc2cccc3c2nccc3)C(=O)[C@@H]2[C@H]1[C@H]1C=C[C@@H]2C1
• InChI: InChI=1S/C25H19N3O3/c29-23(27-19-5-1-3-14-4-2-12-26-22(14)19)15-8-10-18(11-9-15)28-24(30)20-16-6-7-17(13-16)21(20)25(28)31/h1-12,16-17,20-21H,13H2,(H,27,29)/t16?,17?,20-,21+
• InChIKey: ZGSXEXBYLJIOGF-BOPNQXPFSA-N

名称和登记号

名称

• IUPAC标准名: 4-[(1R,2R,6S,7S)-3,5-dioxo-4-azatricyclo[5.2.1.0^2,^6]dec-8-en-4-yl]-N-(quinolin-8-yl)benzamide
• IUPAC传统名: iwr-1-exo
• 别名: rel-4-[(3aR,4R,7S,7aS)-1,3,3a,4,7,7a-Hexahydro-1,3-dioxo-4,7-methano-2H-isoindol-2-yl]-N-8-quinolinylbenzamide; exo-IWR-1

登记号

• CAS号: 1127442-87-8
• PubChem SID: 164227917
• PubChem CID: 1163034

理论计算性质

• Acid pKa: 10.268023
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 2.9495554
• LogD (pH = 7.4): 2.9523058
• Log P: 2.9529083
• 摩尔折射率: 116.7699 cm^3
• 极化性: 44.96253 Å^3
• 极化表面积: 79.37 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - I941805

exo-IWR-1 is the enantiomer of IWR-1 (I941800). exo-IWR-1 is an SAR anticancer Wnt response inhibitor. Such compounds may be used in the treatment of Wnt protein signaling-related diseases and conditions such as cancer, degenerative diseases, type II diab

参考文献

• Lepourcelet, M., et al.: Cancer Cell, 5, 91 (2004)
• Barker, N., et al.: Nat. Rev. Drug Disc., 5, 997 (2004)
• Clevers, H., et al.: Cell, 127, 469 (2004)
• Jin, G., et al.: Bioorg. Med. Chem. Lett., 19, 606 (2004)