2-{[4-(hydroxymethyl)-6-(2H3)methylpyrimidin-2-yl]oxy}-3-methoxy-3,3-diphenylpropanoic acid

• ChemBase ID: 170837
• Molecular Formular: C22H22N2O5
• Molecular Mass: 394.42048
• Monoisotopic Mass: 394.15287181
• SMILES: c1(cc(nc(n1)OC(C(c1ccccc1)(c1ccccc1)OC)C(=O)O)CO)C
• Canonical SMILES: OCc1nc(nc(c1)C)OC(C(c1ccccc1)(c1ccccc1)OC)C(=O)O
• InChI: InChI=1S/C22H22N2O5/c1-15-13-18(14-25)24-21(23-15)29-19(20(26)27)22(28-2,16-9-5-3-6-10-16)17-11-7-4-8-12-17/h3-13,19,25H,14H2,1-2H3,(H,26,27)
• InChIKey: PDUAYPFMBRYSNN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[4-(hydroxymethyl)-6-(^2H₃)methylpyrimidin-2-yl]oxy}-3-methoxy-3,3-diphenylpropanoic acid
• IUPAC Traditional name: 2-{[4-(hydroxymethyl)-6-(^2H₃)methylpyrimidin-2-yl]oxy}-3-methoxy-3,3-diphenylpropanoic acid
• Synonyms: α-[[4-(Hydroxymethyl)-6-(methyl-d3)-2-pyrimidinyl]oxy]-β-methoxy-β-phenylbenzenepropanoic Acid; rac 4-Hydroxymethyl Ambrisentan-d3

Database IDs

• PubChem SID: 164226747
• PubChem CID: 71749154

CALCULATED PROPERTIES

• Acid pKa: 3.4095864
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 0.8675849
• LogD (pH = 7.4): -0.44927013
• Log P: 2.953069
• Molar Refractivity: 105.8761 cm^3
• Polarizability: 41.28293 Å^3
• Polar Surface Area: 101.77 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H947817

A labelled metabolite of Ambrisentan (A575860).