2-({2-[bis(carboxymethyl)amino]ethyl}({[2-(pyridin-2-yldisulfanyl)ethyl]carbamoyl}methyl)amino)acetic acid

• ChemBase ID: 177207
• Molecular Formular: C17H24N4O7S2
• Molecular Mass: 460.52506
• Monoisotopic Mass: 460.10864113
• SMILES: c1cnc(cc1)SSCCNC(=O)CN(CC(=O)O)CCN(CC(=O)O)CC(=O)O
• Canonical SMILES: O=C(CN(CC(=O)O)CCN(CC(=O)O)CC(=O)O)NCCSSc1ccccn1
• InChI: InChI=1S/C17H24N4O7S2/c22-13(18-5-8-29-30-14-3-1-2-4-19-14)9-20(10-15(23)24)6-7-21(11-16(25)26)12-17(27)28/h1-4H,5-12H2,(H,18,22)(H,23,24)(H,25,26)(H,27,28)
• InChIKey: NBUUZMAGWSBIBL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({2-[bis(carboxymethyl)amino]ethyl}({[2-(pyridin-2-yldisulfanyl)ethyl]carbamoyl}methyl)amino)acetic acid
• IUPAC Traditional name: ({2-[bis(carboxymethyl)amino]ethyl}({[2-(pyridin-2-yldisulfanyl)ethyl]carbamoyl}methyl)amino)acetic acid
• Synonyms: N-[2-[Bis(carboxymethyl)amino]ethyl]-N-[2-oxo-2-[[2-(2-pyridinyldithio)ethyl]amino]ethyl]glycine; N-[S-(2-Pyridylthio)cysteaminyl]ethylenediamine-N,N,N',N'-tetraacetic Acid, Monoamide, Technical grade 90%

Database IDs

• CAS Number: 143541-95-1
• PubChem SID: 164233117
• PubChem CID: 5173732

CALCULATED PROPERTIES

• Acid pKa: 1.3845482
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -7.04591
• LogD (pH = 7.4): -10.144301
• Log P: -3.5985909
• Molar Refractivity: 110.1384 cm^3
• Polarizability: 43.692154 Å^3
• Polar Surface Area: 160.37 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Pale Yellow Solid
• Melting Point: 99-118°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - P996250

A useful ligand for incorporation of EDTA-metal complexes into proteins particularly for investigating orientation of DNA binding proteins.

REFERENCES

• Ebright, Y.W., et al.: Biochemistry, 31, 10664 (1992)
• Flaus, A. and Owen-Hughes, T.: Mol. and Cell. Biology, 23, 21, 7677 (1992)
• Bruno, M., et al.: Methods Enzymol, 375, 211 (2004)