5-{2-hydroxy-3-[(propan-2-yl)amino](2H5)propoxy}naphthalen-1-ol

• ChemBase ID: 171208
• Molecular Formular: C16H21NO3
• Molecular Mass: 275.34284
• Monoisotopic Mass: 275.15214354
• SMILES: c1ccc(c2c1c(ccc2)OCC(CNC(C)C)O)O
• Canonical SMILES: OC(COc1cccc2c1cccc2O)CNC(C)C
• InChI: InChI=1S/C16H21NO3/c1-11(2)17-9-12(18)10-20-16-8-4-5-13-14(16)6-3-7-15(13)19/h3-8,11-12,17-19H,9-10H2,1-2H3
• InChIKey: WMYPGILKDMWISO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{2-hydroxy-3-[(propan-2-yl)amino](^2H₅)propoxy}naphthalen-1-ol
• IUPAC Traditional name: 5-[2-hydroxy-3-(isopropylamino)(^2H₅)propoxy]naphthalen-1-ol
• Synonyms: 5-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]-1-naphthalenol-d5; 5'-Hydroxypropranolol-d5; 5-Hydroxy Propranolol-d5

Database IDs

• PubChem SID: 164227118
• PubChem CID: 46781880

CALCULATED PROPERTIES

• Acid pKa: 9.279517
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.9084232
• LogD (pH = 7.4): 0.09014452
• Log P: 1.5519636
• Molar Refractivity: 78.8066 cm^3
• Polarizability: 32.33162 Å^3
• Polar Surface Area: 61.72 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H952542

A labelled metabolite of Propranolol.

REFERENCES

• Otton, S., et al.: Br. J. Clin. Pharmacol., 30, 751 (1990)
• Fujita, S., et al.: J. Pharmacol. Exp. Ther., 264, 226 (1990)
• Bichara, N., et al.: Drug Metab. Dispos., 24, 112 (1990)
• Tasaki, T., et al.: J. Biochem., 123, 162 (1990)