4-aminohex-5-enoic acid hydrochloride

• ChemBase ID: 179452
• Molecular Formular: C6H12ClNO2
• Molecular Mass: 165.61798
• Monoisotopic Mass: 165.05565631
• SMILES: C(CC(C=C)N)C(=O)O.Cl
• Canonical SMILES: NC(C=C)CCC(=O)O.Cl
• InChI: InChI=1S/C6H11NO2.ClH/c1-2-5(7)3-4-6(8)9;/h2,5H,1,3-4,7H2,(H,8,9);1H
• InChIKey: FBNKOYLPAMUOHS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-aminohex-5-enoic acid hydrochloride
• IUPAC Traditional name: vigabatrin hydrochloride
• Synonyms: 4-Amino-5-hexenoic Acid Hydrochloride; (±)-4-Amino-5-hexenoic Acid Hydrochloride; (±)-γ-Vinyl GABA Hydrochloride; rac-Vigabatrin Hydrochloride

Database IDs

• PubChem SID: 164235362
• PubChem CID: 71666447

CALCULATED PROPERTIES

• Acid pKa: 4.608113
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.1360347
• LogD (pH = 7.4): -2.0948071
• Log P: -2.0949147
• Molar Refractivity: 34.2907 cm^3
• Polarizability: 13.588985 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Pale Beige Thick Oil

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - V253010

A novel antiepileptic drug. Antidepressant; antipsychotic; anxiolytic.

REFERENCES

• Vajda, F., et al.: Clin. Neurosci., 7, 88 (2000)
• Beghi, E., et al.: Lancet. Neurol., 3, 618 (2000)
• Sagirli, O., et al.: J. Pharmaceut. Biomed., 42, 618 (2000)