4-aminopiperidine-4-carboxylic acid

• ChemBase ID: 160436
• Molecular Formular: C6H12N2O2
• Molecular Mass: 144.17168
• Monoisotopic Mass: 144.08987763
• SMILES: C1(CCNCC1)(N)C(=O)O
• Canonical SMILES: OC(=O)C1(N)CCNCC1
• InChI: InChI=1S/C6H12N2O2/c7-6(5(9)10)1-3-8-4-2-6/h8H,1-4,7H2,(H,9,10)
• InChIKey: KHABBYNLBYZCKP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-aminopiperidine-4-carboxylic acid
• IUPAC Traditional name: 4-aminopiperidine-4-carboxylic acid
• Synonyms: 4-Aminonipecotic Acid; 4-Amino-4-piperidinecarboxylic Acid; 4-Aminopiperidine-4-carboxylic Acid

Database IDs

• CAS Number: 40951-39-1
• PubChem SID: 162254571
• PubChem CID: 1514306

CALCULATED PROPERTIES

• Acid pKa: 2.375552
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -5.929484
• LogD (pH = 7.4): -4.239064
• Log P: -3.731731
• Molar Refractivity: 36.1996 cm^3
• Polarizability: 14.650133 Å^3
• Polar Surface Area: 75.35 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Powder
• Melting Point: 305-308°C

DETAILS

Toronto Research Chemicals - A627925

A cyclic α,α-disubstituted amino acid for preparation of water-soluble highly helical peptides.

REFERENCES

• Wysong, C.L., et al.: J. Org. Chem., 61, 7650 (1996)