(S)-(2-amino-5-chlorophenyl)(2,3-dimethoxyphenyl)methanol

• ChemBase ID: 159974
• Molecular Formular: C15H16ClNO3
• Molecular Mass: 293.74544
• Monoisotopic Mass: 293.08187106
• SMILES: c1(cccc(c1OC)[C@H](c1c(ccc(c1)Cl)N)O)OC
• Canonical SMILES: COc1c(OC)cccc1[C@H](c1cc(Cl)ccc1N)O
• InChI: InChI=1S/C15H16ClNO3/c1-19-13-5-3-4-10(15(13)20-2)14(18)11-8-9(16)6-7-12(11)17/h3-8,14,18H,17H2,1-2H3/t14-/m1/s1
• InChIKey: PFYJBTBGYMYLPD-CQSZACIVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (S)-(2-amino-5-chlorophenyl)(2,3-dimethoxyphenyl)methanol
• IUPAC Traditional name: (S)-(2-amino-5-chlorophenyl)(2,3-dimethoxyphenyl)methanol
• Synonyms: (αS)-α-(2-Amino-5-chlorophenyl)-2,3-dimethoxybenzenemethanol; (S)-α-(2-Amino-5-chlorophenyl)-2,3-dimethoxybenzenemethanol

Database IDs

• CAS Number: 189059-58-3
• PubChem SID: 162254109
• PubChem CID: 11833265

CALCULATED PROPERTIES

• Acid pKa: 13.346009
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.4494495
• LogD (pH = 7.4): 2.449906
• Log P: 2.4499123
• Molar Refractivity: 79.5883 cm^3
• Polarizability: 30.413015 Å^3
• Polar Surface Area: 64.71 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A603700

An intermediate of Lapaquistat acetate (L175500).

REFERENCES

• Miki, T., et al.: J. Med. Chem., 45, 4571 (2002)
• Miki, T., et al.: Bioorg. Med. Chem., 10, 385 (2002)