5-[4-(aminomethyl)-3,5-dimethoxyphenoxy]pentanoic acid; acetic acid

• ChemBase ID: 160282
• Molecular Formular: C16H25NO7
• Molecular Mass: 343.3722
• Monoisotopic Mass: 343.16310215
• SMILES: c1c(cc(c(c1OC)CN)OC)OCCCCC(=O)O.CC(=O)O
• Canonical SMILES: CC(=O)O.NCc1c(OC)cc(cc1OC)OCCCCC(=O)O
• InChI: InChI=1S/C14H21NO5.C2H4O2/c1-18-12-7-10(8-13(19-2)11(12)9-15)20-6-4-3-5-14(16)17;1-2(3)4/h7-8H,3-6,9,15H2,1-2H3,(H,16,17);1H3,(H,3,4)
• InChIKey: ZHZSJDDTHHYMPA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[4-(aminomethyl)-3,5-dimethoxyphenoxy]pentanoic acid; acetic acid
• IUPAC Traditional name: 5-[4-(aminomethyl)-3,5-dimethoxyphenoxy]pentanoic acid; acetic acid
• Synonyms: 5-[4-(Aminomethyl)-3,5-dimethoxyphenoxy]pentanoic Acid Acetate

Database IDs

• CAS Number: 125666-67-3
• PubChem SID: 162254417
• PubChem CID: 14628134

CALCULATED PROPERTIES

• Acid pKa: 3.2047536
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.1901901
• LogD (pH = 7.4): -1.2243435
• Log P: -1.1899823
• Molar Refractivity: 74.061 cm^3
• Polarizability: 29.162193 Å^3
• Polar Surface Area: 91.01 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A615900

Used in the solid-phase synthesis with tris(alkoxy)benzyl backbone amide linkage (BAL).

REFERENCES

• Merrifield, R., et al.: Science, 232, 341 (1986)
• Johnson, T., et al.: J. Pept. Sci., 1, 11 (1986)
• Songster, M., et al.: Methods Enzymol., 289, 126 (1986)