1-{5-hydroxy-2-[(2R)-2-hydroxy-3-(propylamino)propoxy]phenyl}-3-phenylpropan-1-one hydrochloride

• ChemBase ID: 171191
• Molecular Formular: C21H28ClNO4
• Molecular Mass: 393.90432
• Monoisotopic Mass: 393.17068606
• SMILES: c1c(ccc(c1C(=O)CCc1ccccc1)OC[C@@H](CNCCC)O)O.Cl
• Canonical SMILES: CCCNC[C@H](COc1ccc(cc1C(=O)CCc1ccccc1)O)O.Cl
• InChI: InChI=1S/C21H27NO4.ClH/c1-2-12-22-14-18(24)15-26-21-11-9-17(23)13-19(21)20(25)10-8-16-6-4-3-5-7-16;/h3-7,9,11,13,18,22-24H,2,8,10,12,14-15H2,1H3;1H/t18-;/m1./s1
• InChIKey: FAYLNKVZLXBDBE-GMUIIQOCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{5-hydroxy-2-[(2R)-2-hydroxy-3-(propylamino)propoxy]phenyl}-3-phenylpropan-1-one hydrochloride
• IUPAC Traditional name: 1-{5-hydroxy-2-[(2R)-2-hydroxy-3-(propylamino)propoxy]phenyl}-3-phenylpropan-1-one hydrochloride
• Synonyms: (R)-1-[5-Hydroxy-2-[2-hydroxy-3-(propylamino)propoxy]phenyl]-3-phenyl-1-propanoneHydrochloride; Lu 49911; (R)-5-Hydroxy Propafenone Hydrochloride

Database IDs

• CAS Number: 158080-72-9
• PubChem SID: 164227101
• PubChem CID: 71433726

CALCULATED PROPERTIES

• Acid pKa: 9.191972
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.049350906
• LogD (pH = 7.4): 1.0780416
• Log P: 2.4282143
• Molar Refractivity: 102.1873 cm^3
• Polarizability: 39.974453 Å^3
• Polar Surface Area: 78.79 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H952455

The (R)-enantiomer metabolite of Propafenone.

REFERENCES

• Hege, H.G., et al.: Eur. J. Drug Metab. Pharmacokinet., 9, 41 (1984)