(2R)-2-[5-(dimethylamino)naphthalene-1-sulfonamido]-3-phenylpropanoic acid

• ChemBase编号: 165372
• 分子式: C21H22N2O4S
• 平均质量: 398.47538
• 单一同位素质量: 398.13002819
• SMILES: c1cccc(c1)C[C@@H](NS(=O)(=O)c1c2c(ccc1)c(ccc2)N(C)C)C(=O)O
• Canonical SMILES: OC(=O)[C@H](NS(=O)(=O)c1cccc2c1cccc2N(C)C)Cc1ccccc1
• InChI: InChI=1S/C21H22N2O4S/c1-23(2)19-12-6-11-17-16(19)10-7-13-20(17)28(26,27)22-18(21(24)25)14-15-8-4-3-5-9-15/h3-13,18,22H,14H2,1-2H3,(H,24,25)/t18-/m1/s1
• InChIKey: GPIOGTIFRDHWSB-GOSISDBHSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-2-[5-(dimethylamino)naphthalene-1-sulfonamido]-3-phenylpropanoic acid
• IUPAC传统名: (2R)-2-[5-(dimethylamino)naphthalene-1-sulfonamido]-3-phenylpropanoic acid
• 别名: N-[[5-(Dimethylamino)-1-naphthalenyl]sulfonyl]-D-phenylalanine; D-Dansylphenylalanine; Dansyl-(R)-phenylalanine; Dansyl-D-Phe; Dansyl-D-phenylalanine; N-Dansyl-D-phenylalanine; N-Dansyl-D-phenylalanine

登记号

• CAS号: 56176-31-9
• PubChem SID: 162259505
• PubChem CID: 13734200

理论计算性质

• Acid pKa: 3.4470248
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 1.5647538
• LogD (pH = 7.4): 0.2285311
• Log P: 2.2788696
• 摩尔折射率: 109.1889 cm^3
• 极化性: 43.555206 Å^3
• 极化表面积: 86.71 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - D180500

Used for the preparation of N-sulfonylamino acid derivatives as metalloproteinase inhibitors.

参考文献

• Reed, R., et al.: Biochem. J., 191, 867 (1980)
• Fehske, K., et al.: Biochem. Pharm., 30, 687 (1980)