(2S)-2-[bis(carboxymethyl)amino]-6-{[(tert-butoxy)carbonyl]amino}hexanoic acid

• ChemBase ID: 162235
• Molecular Formular: C15H26N2O8
• Molecular Mass: 362.37554
• Monoisotopic Mass: 362.1689158
• SMILES: C(CCC[C@H](N(CC(=O)O)CC(=O)O)C(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: OC(=O)CN([C@H](C(=O)O)CCCCNC(=O)OC(C)(C)C)CC(=O)O
• InChI: InChI=1S/C15H26N2O8/c1-15(2,3)25-14(24)16-7-5-4-6-10(13(22)23)17(8-11(18)19)9-12(20)21/h10H,4-9H2,1-3H3,(H,16,24)(H,18,19)(H,20,21)(H,22,23)/t10-/m0/s1
• InChIKey: KLJVHTFKVKHTIN-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[bis(carboxymethyl)amino]-6-{[(tert-butoxy)carbonyl]amino}hexanoic acid
• IUPAC Traditional name: (2S)-2-[bis(carboxymethyl)amino]-6-[(tert-butoxycarbonyl)amino]hexanoic acid
• Synonyms: N2,N2-Bis(carboxymethyl)-N6-[(1,1-dimethylethoxy)carbonyl]-L-lysine; N2,N2-Bis(carboxymethyl) N6-Boc-L-lysine

Database IDs

• CAS Number: 752200-93-4
• PubChem SID: 162256370
• PubChem CID: 56647692

CALCULATED PROPERTIES

• Acid pKa: 3.0061226
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -4.682642
• LogD (pH = 7.4): -8.984592
• Log P: -0.4724201
• Molar Refractivity: 84.921 cm^3
• Polarizability: 33.60116 Å^3
• Polar Surface Area: 153.47 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B416810

Used for the preparation of amino acid derivatives as metal ion chelating agents.

REFERENCES

• Loyevsky, M., et al.: Biochem. Pharmacol., 54, 451 (1997)