4-{[(tert-butoxy)carbonyl]amino}pentanoic acid

• ChemBase ID: 162523
• Molecular Formular: C10H19NO4
• Molecular Mass: 217.26216
• Monoisotopic Mass: 217.13140809
• SMILES: C(CCC(=O)O)(NC(=O)OC(C)(C)C)C
• Canonical SMILES: CC(NC(=O)OC(C)(C)C)CCC(=O)O
• InChI: InChI=1S/C10H19NO4/c1-7(5-6-8(12)13)11-9(14)15-10(2,3)4/h7H,5-6H2,1-4H3,(H,11,14)(H,12,13)
• InChIKey: CVYVXURBKURNKE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(tert-butoxy)carbonyl]amino}pentanoic acid
• IUPAC Traditional name: 4-[(tert-butoxycarbonyl)amino]pentanoic acid
• Synonyms: 4-[[(1,1-Dimethylethoxy)carbonyl]amino]pentanoic Acid; 4-[(tert-Butoxycarbonyl)amino]pentanoic Acid; (R,S)-Boc-4-aminopentanoic Acid; N-Boc-4-aminopentanoic Acid

Database IDs

• CAS Number: 172833-22-6
• PubChem SID: 162256658
• PubChem CID: 4712490

CALCULATED PROPERTIES

• Acid pKa: 4.6130857
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.34796444
• LogD (pH = 7.4): -1.4285381
• Log P: 1.2868708
• Molar Refractivity: 54.7496 cm^3
• Polarizability: 21.639687 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B621000

Used in the preparation of L-N6-(1-iminoethyl)lysine derivatives useful as nitric oxide synthase inhibitors.

REFERENCES

• Proudfoot., et al.: J. Bio. Chem., 264, 8764 (1989)
• Knowles., et al.: Biochem. J., 269, 207 (1989)
• Rees., et al.: Br. J. Pharmacol., 101, 746 (1989)