(2S)-2-[(2-cyanoethyl)amino]-3-methylbutanoic acid

• ChemBase ID: 165095
• Molecular Formular: C8H14N2O2
• Molecular Mass: 170.20896
• Monoisotopic Mass: 170.1055277
• SMILES: C([C@H](NCCC#N)C(=O)O)(C)C
• Canonical SMILES: CC([C@@H](C(=O)O)NCCC#N)C
• InChI: InChI=1S/C8H14N2O2/c1-6(2)7(8(11)12)10-5-3-4-9/h6-7,10H,3,5H2,1-2H3,(H,11,12)/t7-/m0/s1
• InChIKey: RXNXODTWPQTIHO-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2-cyanoethyl)amino]-3-methylbutanoic acid
• IUPAC Traditional name: (2S)-2-[(2-cyanoethyl)amino]-3-methylbutanoic acid
• Synonyms: N-(2-Cyanoethyl)valine; N-(2-Cyanoethyl)-L-valine

Database IDs

• CAS Number: 51078-49-0
• PubChem SID: 162259228
• PubChem CID: 11665476

CALCULATED PROPERTIES

• Acid pKa: 0.43404812
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.9573377
• LogD (pH = 7.4): -1.9930596
• Log P: -1.9569688
• Molar Refractivity: 44.0308 cm^3
• Polarizability: 17.379133 Å^3
• Polar Surface Area: 73.12 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Aqueous acid; DMSO
• Apperance: White Solid
• Melting Point: 245-247°C (Sublime)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C981080

A metabolite of Acrylonitrile.

REFERENCES

• Peter, H., et al.: Carcinogenesis, 4, 235 (1983)
• Fennell, T., et al.: Chem. Res. Toxicol., 4, 678 (1983)
• Kedderis, G., et al.: Toxicol. Appl. Pharmacol., 120, 288 (1983)