2-[5-(dimethylamino)naphthalene-1-sulfonamido]-3-(1H-indol-3-yl)propanoic acid

• ChemBase ID: 133983
• Molecular Formular: C23H23N3O4S
• Molecular Mass: 437.51142
• Monoisotopic Mass: 437.14092723
• SMILES: CN(C)c1cccc2c1cccc2S(=O)(=O)NC(Cc1c[nH]c2c1cccc2)C(=O)O
• Canonical SMILES: OC(=O)C(NS(=O)(=O)c1cccc2c1cccc2N(C)C)Cc1c[nH]c2c1cccc2
• InChI: InChI=1S/C23H23N3O4S/c1-26(2)21-11-5-9-18-17(21)8-6-12-22(18)31(29,30)25-20(23(27)28)13-15-14-24-19-10-4-3-7-16(15)19/h3-12,14,20,24-25H,13H2,1-2H3,(H,27,28)
• InChIKey: XESDLBBWXMRQDN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[5-(dimethylamino)naphthalene-1-sulfonamido]-3-(1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: 2-[5-(dimethylamino)naphthalene-1-sulfonamido]-3-(1H-indol-3-yl)propanoic acid
• Synonyms: Nα-Dansyl-L-tryptophan cyclohexylammonium salt

Database IDs

• CAS Number: 19461-29-1
• MDL Number: MFCD00069706
• PubChem SID: 162228260; 24893668
• PubChem CID: 582460

CALCULATED PROPERTIES

• Acid pKa: 3.5398564
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.754266
• LogD (pH = 7.4): 0.35798827
• Log P: 2.446529
• Molar Refractivity: 120.2754 cm^3
• Polarizability: 48.76234 Å^3
• Polar Surface Area: 102.5 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C