methyl (6S,7S)-7-(hydroxycarbamoyl)-6-(4-phenylpiperazine-1-carbonyl)-5-azaspiro[2.5]octane-5-carboxylate

• ChemBase编号: 159576
• 分子式: C21H28N4O5
• 平均质量: 416.47082
• 单一同位素质量: 416.20597002
• SMILES: [C@@H]1(N(CC2(C[C@@H]1C(=O)NO)CC2)C(=O)OC)C(=O)N1CCN(CC1)c1ccccc1
• Canonical SMILES: ONC(=O)[C@H]1CC2(CC2)CN([C@@H]1C(=O)N1CCN(CC1)c1ccccc1)C(=O)OC
• InChI: InChI=1S/C21H28N4O5/c1-30-20(28)25-14-21(7-8-21)13-16(18(26)22-29)17(25)19(27)24-11-9-23(10-12-24)15-5-3-2-4-6-15/h2-6,16-17,29H,7-14H2,1H3,(H,22,26)/t16-,17-/m0/s1
• InChIKey: DJXMSZSZEIKLQZ-IRXDYDNUSA-N

名称和登记号

名称

• IUPAC标准名: methyl (6S,7S)-7-(hydroxycarbamoyl)-6-(4-phenylpiperazine-1-carbonyl)-5-azaspiro[2.5]octane-5-carboxylate
• IUPAC传统名: methyl (6S,7S)-7-(hydroxycarbamoyl)-6-(4-phenylpiperazine-1-carbonyl)-5-azaspiro[2.5]octane-5-carboxylate
• 别名: (6S,7S)-7-[(Hydroxyamino)carbonyl]-6-[(4-phenyl-1-piperazinyl)carbonyl]-5-azaspiro[2.5]octane-5-carboxylic Acid Methyl Ester; INCB 007839; Aderbasib

登记号

• CAS号: 791828-58-5
• PubChem SID: 162253711
• PubChem CID: 16070111

理论计算性质

• Acid pKa: 8.851051
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 0.7992476
• LogD (pH = 7.4): 0.78800523
• Log P: 0.8030854
• 摩尔折射率: 108.7592 cm^3
• 极化性: 41.932076 Å^3
• 极化表面积: 102.42 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - A291560

Aderbasib is a azaspiro[2.5]octanehydroxamide derivative as inhibitor of metalloproteases for the treatment of disorders such as cancer, arthritis, cardiovascular or skin disorders.

参考文献

• Kuipers, W., et al.: J. Med. Chem., 38, 1942 (1995)
• Molina, M.A., et al.: Clin. Cancer Res., 8, 347 (1995)
• Moss, M.L., et al.: Biochemistry, 43, 7227 (1995)