2-(2-amino-3-methylbutanamido)-4-methyl-N-phenylpentanamide

• ChemBase ID: 179431
• Molecular Formular: C17H27N3O2
• Molecular Mass: 305.41518
• Monoisotopic Mass: 305.21032712
• SMILES: N(C(=O)C(NC(=O)C(N)C(C)C)CC(C)C)c1ccccc1
• Canonical SMILES: CC(CC(C(=O)Nc1ccccc1)NC(=O)C(C(C)C)N)C
• InChI: InChI=1S/C17H27N3O2/c1-11(2)10-14(20-17(22)15(18)12(3)4)16(21)19-13-8-6-5-7-9-13/h5-9,11-12,14-15H,10,18H2,1-4H3,(H,19,21)(H,20,22)
• InChIKey: LODYUHYUFPJMPF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-amino-3-methylbutanamido)-4-methyl-N-phenylpentanamide
• IUPAC Traditional name: 2-(2-amino-3-methylbutanamido)-4-methyl-N-phenylpentanamide
• Synonyms: Val-L-leu-anilide; L-Valyl-N-phenyl-L-leucinamide; L-Valinyl-L-leucinyl Anilide

Database IDs

• CAS Number: 874945-31-0
• PubChem SID: 164235341
• PubChem CID: 45040677

CALCULATED PROPERTIES

• Acid pKa: 12.705665
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.083740674
• LogD (pH = 7.4): 1.5876331
• Log P: 2.460677
• Molar Refractivity: 88.7412 cm^3
• Polarizability: 34.51623 Å^3
• Polar Surface Area: 84.22 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO
• Apperance: Tan Solid

DETAILS

Toronto Research Chemicals - V094350

Used as biomarkers for the quantification of hemoglobin adducts to toxic electrophiles.

REFERENCES

• Tates, A., et al.: Mutat. Res., 250, 483 (1991)
• Landin, H., et al.: Anal. Biochem., 240, 1 (1991)
• Rydberg, P., et al.: Chem. Res. Toxicol., 15, 570 (1991)