2-amino-3-(benzyloxy)propanenitrile

• ChemBase ID: 161686
• Molecular Formular: C10H12N2O
• Molecular Mass: 176.21508
• Monoisotopic Mass: 176.09496301
• SMILES: c1(COCC(N)C#N)ccccc1
• Canonical SMILES: NC(C#N)COCc1ccccc1
• InChI: InChI=1S/C10H12N2O/c11-6-10(12)8-13-7-9-4-2-1-3-5-9/h1-5,10H,7-8,12H2
• InChIKey: IZOAOGCQBHGHCD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(benzyloxy)propanenitrile
• IUPAC Traditional name: 2-amino-3-(benzyloxy)propanenitrile
• Synonyms: 2-Amino-3-benzyloxypropionitrile; 3-Benzyloxy-α-aminopropionitrile; 2-Amino-3-(phenylmethoxy)propanenitrile

Database IDs

• PubChem SID: 162255821
• PubChem CID: 55276489

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.1805489
• LogD (pH = 7.4): 0.7829222
• Log P: 0.79992723
• Molar Refractivity: 50.3841 cm^3
• Polarizability: 19.74955 Å^3
• Polar Surface Area: 59.04 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Ethanol; Methanol
• Apperance: Red Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B285855

N-Arylaminonitriles as bioavailable peptidomimetic inhibitors of cathepsin B.

REFERENCES

• Balaji, K., et al.: J. Exp. Med., 196, 493 (2002)
• Buttle, D., et al.: J. Arthritis Rheum., 36, 1709 (2002)
• Guicciardi, M., et al.: J. Clin. Invest., 106, 1127 (2002)