(2S)-2-amino-6-{[(5S)-5-amino-5-carboxypentyl]amino}hexanoic acid

• ChemBase ID: 172457
• Molecular Formular: C12H25N3O4
• Molecular Mass: 275.3446
• Monoisotopic Mass: 275.1845063
• SMILES: [C@@H](CCCCNCCCC[C@H](N)C(=O)O)(N)C(=O)O
• Canonical SMILES: N[C@H](C(=O)O)CCCCNCCCC[C@@H](C(=O)O)N
• InChI: InChI=1S/C12H25N3O4/c13-9(11(16)17)5-1-3-7-15-8-4-2-6-10(14)12(18)19/h9-10,15H,1-8,13-14H2,(H,16,17)(H,18,19)/t9-,10-/m0/s1
• InChIKey: HYLBTMZBXLEVCL-UWVGGRQHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-6-{[(5S)-5-amino-5-carboxypentyl]amino}hexanoic acid
• IUPAC Traditional name: (2S)-2-amino-6-{[(5S)-5-amino-5-carboxypentyl]amino}hexanoic acid
• Synonyms: N6-[(5S)-5-Amino-5-carboxypentyl]-L-lysine; 6,6'-Iminodi-L-norleucine; Lysinonorleucine; Lysino Norleucine

Database IDs

• CAS Number: 25612-46-8
• PubChem SID: 164228367
• PubChem CID: 168398

CALCULATED PROPERTIES

• Acid pKa: 2.3004813
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -8.045925
• LogD (pH = 7.4): -6.882745
• Log P: -5.5304966
• Molar Refractivity: 70.4748 cm^3
• Polarizability: 28.48476 Å^3
• Polar Surface Area: 138.67 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Off-White Solid
• Melting Point: >300°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - L488750

Lysine and hydroxylysine derivatives for treatment of malignant and benign tumors.

REFERENCES

• Brady, J., et al.: J. Bio.l Chem., 276, 18812 (2001)
• Helvering, L., et al.: Mol. Pharmacol.,68, 1225 (2001)