4-(2-hydroxy-3-{[(2H7)propan-2-yl]amino}propoxy)naphthalen-1-ol

• ChemBase ID: 171210
• Molecular Formular: C16H21NO3
• Molecular Mass: 275.34284
• Monoisotopic Mass: 275.15214354
• SMILES: c1(ccc(c2c1cccc2)O)OCC(CNC(C)C)O
• Canonical SMILES: OC(COc1ccc(c2c1cccc2)O)CNC(C)C
• InChI: InChI=1S/C16H21NO3/c1-11(2)17-9-12(18)10-20-16-8-7-15(19)13-5-3-4-6-14(13)16/h3-8,11-12,17-19H,9-10H2,1-2H3
• InChIKey: CWEPACWBWIOYID-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2-hydroxy-3-{[(^2H₇)propan-2-yl]amino}propoxy)naphthalen-1-ol
• IUPAC Traditional name: 4-{2-hydroxy-3-[(^2H₇)propan-2-ylamino]propoxy}naphthalen-1-ol
• Synonyms: 4-[2-Hydroxy-3-[(1-methylethyl-d7)amino]propoxy]-1-naphthalenol Hydrochloride; rac-4-Hydroxy Propranolol-d7 Hydrochloride

Database IDs

• PubChem SID: 164227120
• PubChem CID: 45039505

CALCULATED PROPERTIES

• Acid pKa: 9.301043
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.90915066
• LogD (pH = 7.4): 0.084633276
• Log P: 1.5727339
• Molar Refractivity: 78.8066 cm^3
• Polarizability: 32.33075 Å^3
• Polar Surface Area: 61.72 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H952547

A labelled metabolite of Propranolol.

REFERENCES

• Walle, T., et al.: Drug Metab. Dispos., 13, 204 (1985)
• Mason, R., et al.: J. Med. Chem., 34, 869 (1985)
• Anderson, R., et al.: Biochem. Pharmacol., 52, 341 (1985)
• Hung, D., et al.: J. Pharmacol. Exp. Ther., 297, 780 (1985)