(2S)-2-amino-6-[5-(dimethylamino)naphthalene-1-sulfonamido]hexanoic acid

• ChemBase ID: 4231
• Molecular Formular: C18H25N3O4S
• Molecular Mass: 379.4738
• Monoisotopic Mass: 379.1565773
• SMILES: CN(C)c1cccc2c1cccc2S(=O)(=O)NCCCC[C@H](N)C(=O)O
• Canonical SMILES: OC(=O)[C@H](CCCCNS(=O)(=O)c1cccc2c1cccc2N(C)C)N
• InChI: InChI=1S/C18H25N3O4S/c1-21(2)16-10-5-8-14-13(16)7-6-11-17(14)26(24,25)20-12-4-3-9-15(19)18(22)23/h5-8,10-11,15,20H,3-4,9,12,19H2,1-2H3,(H,22,23)/t15-/m0/s1
• InChIKey: VQPRNSWQIAHPMS-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-6-[5-(dimethylamino)naphthalene-1-sulfonamido]hexanoic acid
• IUPAC Traditional name: (2S)-2-amino-6-[5-(dimethylamino)naphthalene-1-sulfonamido]hexanoic acid; dansyllysine
• Synonyms: DNS-lysine; Nepsilon-Dansyl-L-lysine; N(epsilon)-Dansyl-L-lysine; DNS; Dansyllysine; Nε-Dansyl-L-lysine

Database IDs

• CAS Number: 1101-84-4
• MDL Number: MFCD00069541
• PubChem SID: 160967663; 24894239; 46504663
• PubChem CID: 121945

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.5436481
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.5020257
• LogD (pH = 7.4): -0.45215145
• Log P: -0.45071456
• Molar Refractivity: 101.8821 cm^3
• Polarizability: 41.01601 Å^3
• Polar Surface Area: 112.73 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.68
• LOG S: -3.69
• Solubility (Water): 7.82e-02 g/l

PROPERTIES

Safety Information

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

Product Information

• Empirical Formula (Hill Notation): C18H25N3O4S

DETAILS

DrugBank - DB04676

Drug information: experimental

Sigma Aldrich - D9006

Biochem/physiol Actions
Nepsilon-Dansyl-L-lysine is used to study binding conformations of drugs to human serum albumin. Nepsilon-Dansyl-L-lysine is used as the template molecule to form molecularly imprinted monolayers (MIMs) useful to produce optical biosensor recognition elements