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

• ChemBase编号: 102093
• 分子式: C21H22N2O4S
• 平均质量: 398.47538
• 单一同位素质量: 398.13002819
• SMILES: OC(=O)[C@H](Cc1ccccc1)NS(=O)(=O)c1cccc2c(cccc12)N(C)C
• 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-/m0/s1
• InChIKey: GPIOGTIFRDHWSB-SFHVURJKSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-[5-(dimethylamino)naphthalene-1-sulfonamido]-3-phenylpropanoic acid
• IUPAC传统名: (2S)-2-[5-(dimethylamino)naphthalene-1-sulfonamido]-3-phenylpropanoic acid
• 别名: N-[[5-(Dimethylamino)-1-naphthalenyl]sulfonyl]-L-phenylalanine; N-[[5-(Dimethylamino)-1-naphthyl]sulfonyl]-3-phenylalanine; 1-Dimethylaminonaphthalene-5-sulfonyl-L-phenylalanine; DNS-phenylalanine; Dansyl-(S)-phenylalanine; Dansyl-L-phenylalanine; Dansylphenylalanine; L-Dansylphenylalanine; N-Dansylphenylalanine; Nα-Dansyl-L-phenylalanine; N-Dansyl-L-phenylalanine; DANSYL-L-PHENYLALANINE; Dansyl-L-phenylalanine

登记号

• CAS号: 1104-36-5
• EC号: 214-165-3
• MDL号: MFCD00037730
• PubChem SID: 162088733; 24893532
• PubChem CID: 13734199

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

分子性质

安全信息

• 德国WGK号: 3
• 保存温度: -20°C

详细说明

Toronto Research Chemicals - D180505

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)