disodium (2S)-2-amino-6-{[(5S)-5-amino-5-carboxylatopentyl]amino}hexanoate

• ChemBase ID: 172458
• Molecular Formular: C12H23N3Na2O4
• Molecular Mass: 319.30826
• Monoisotopic Mass: 319.14839479
• SMILES: [C@@H](CCCCNCCCC[C@H](N)C(=O)[O-])(N)C(=O)[O-].[Na+].[Na+]
• Canonical SMILES: N[C@H](C(=O)[O-])CCCCNCCCC[C@@H](C(=O)[O-])N.[Na+].[Na+]
• InChI: InChI=1S/C12H25N3O4.2Na/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);;/q;2*+1/p-2/t9-,10-;;/m0../s1
• InChIKey: QYRTVSOBRHVYBJ-BZDVOYDHSA-L

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164228368
• PubChem CID: 45039672

CALCULATED PROPERTIES

• Acid pKa: 2.3004813
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -8.045925
• LogD (pH = 7.4): -6.882745
• Log P: -5.5304966
• Molar Refractivity: 92.149 cm^3
• Polarizability: 28.25817 Å^3
• Polar Surface Area: 144.33 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - L488755

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)