2-hexanamidoacetic acid

• ChemBase ID: 169876
• Molecular Formular: C8H15NO3
• Molecular Mass: 173.2096
• Monoisotopic Mass: 173.10519335
• SMILES: C(NC(=O)CCCCC)C(=O)O
• Canonical SMILES: CCCCCC(=O)NCC(=O)O
• InChI: InChI=1S/C8H15NO3/c1-2-3-4-5-7(10)9-6-8(11)12/h2-6H2,1H3,(H,9,10)(H,11,12)
• InChIKey: UPCKIPHSXMXJOX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hexanamidoacetic acid
• IUPAC Traditional name: hexanoylglycine
• Synonyms: N-(1-Oxohexyl)glycine; Caproylglycine; N-Caproylglycine; NSC 224460; n-Hexanoylglycine; Hexanoyl Glycine

Database IDs

• CAS Number: 24003-67-6
• PubChem SID: 162264008
• PubChem CID: 99463

CALCULATED PROPERTIES

• Acid pKa: 4.251622
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.5643471
• LogD (pH = 7.4): -2.2920659
• Log P: 0.7056129
• Molar Refractivity: 43.8771 cm^3
• Polarizability: 17.246698 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid
• Melting Point: 90-92°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H281200

An acylaminoacid derivative as antipsychotic drug.

REFERENCES

• Willard, H., et al.: J. Clin. Invest., 65, 690 (1980)
• Huang, S., et al.: J. Pharm. Exp. Therap., 298, 264 (1980)
• Reihl, P., et al.: J. Biol. Chem., 280, 39809 (1980)