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

• ChemBase ID: 132303
• Molecular Formular: C25H26N4O5S
• Molecular Mass: 494.56274
• Monoisotopic Mass: 494.16239095
• SMILES: CN(C)c1cccc2c1cccc2S(=O)(=O)NCC(=O)NC(Cc1c[nH]c2c1cccc2)C(=O)O
• Canonical SMILES: O=C(NC(C(=O)O)Cc1c[nH]c2c1cccc2)CNS(=O)(=O)c1cccc2c1cccc2N(C)C
• InChI: InChI=1S/C25H26N4O5S/c1-29(2)22-11-5-9-19-18(22)8-6-12-23(19)35(33,34)27-15-24(30)28-21(25(31)32)13-16-14-26-20-10-4-3-7-17(16)20/h3-12,14,21,26-27H,13,15H2,1-2H3,(H,28,30)(H,31,32)
• InChIKey: IXTSSRFZPQPHIE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[5-(dimethylamino)naphthalene-1-sulfonamido]acetamido}-3-(1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: 2-{2-[5-(dimethylamino)naphthalene-1-sulfonamido]acetamido}-3-(1H-indol-3-yl)propanoic acid
• Synonyms: Dansyl-Gly-Trp

Database IDs

• CAS Number: 19461-22-4
• EC Number: 243-080-4
• MDL Number: MFCD00055985
• PubChem SID: 162226580; 24893237
• PubChem CID: 3475779

CALCULATED PROPERTIES

• Acid pKa: 3.5016747
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.6103607
• LogD (pH = 7.4): -0.76098
• Log P: 1.312656
• Molar Refractivity: 133.0789 cm^3
• Polarizability: 53.64695 Å^3
• Polar Surface Area: 131.6 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (TLC)