3-[4-(2-hydroxy-3-{[(2H7)propan-2-yl]amino}propoxy)phenyl]propanoic acid

• ChemBase ID: 168186
• Molecular Formular: C15H23NO4
• Molecular Mass: 281.34742
• Monoisotopic Mass: 281.16270822
• SMILES: c1c(ccc(c1)CCC(=O)O)OCC(CNC(C)C)O
• Canonical SMILES: OC(COc1ccc(cc1)CCC(=O)O)CNC(C)C
• InChI: InChI=1S/C15H23NO4/c1-11(2)16-9-13(17)10-20-14-6-3-12(4-7-14)5-8-15(18)19/h3-4,6-7,11,13,16-17H,5,8-10H2,1-2H3,(H,18,19)
• InChIKey: ILSCWPMGTDPATI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[4-(2-hydroxy-3-{[(^2H₇)propan-2-yl]amino}propoxy)phenyl]propanoic acid
• IUPAC Traditional name: 3-(4-{2-hydroxy-3-[(^2H₇)propan-2-ylamino]propoxy}phenyl)propanoic acid
• Synonyms: 4-[2-Hydroxy-3-[(1-methylethyl-d7)amino]propoxy]benzenepropanoic Acid; 3-(4-(2-Hydroxy-3-(isopropylamino-d7)propoxy)phenyl)propionic Acid; ASL 8123-d7; Esmolol Acid-d7

Database IDs

• PubChem SID: 162262318
• PubChem CID: 71316426

CALCULATED PROPERTIES

• Acid pKa: 3.8448966
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.8026644
• LogD (pH = 7.4): -0.79700065
• Log P: -0.79586524
• Molar Refractivity: 76.2841 cm^3
• Polarizability: 30.24221 Å^3
• Polar Surface Area: 78.79 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E668017

The major labelled metabolite of Esmolol (E668000) in humans.

REFERENCES

• Jahn, P., et al.: Arzneim.Forsch., 45, 536 (1995)
• Nassar, A., et al.: Curr Drug Metab., 4, 259 (1995)