2-(4-{[4-hydroxy-3-(propan-2-yl)phenyl]methyl}-3,5-dimethylphenoxy)acetic acid

• ChemBase ID: 5073
• Molecular Formular: C20H24O4
• Molecular Mass: 328.40216
• Monoisotopic Mass: 328.16745925
• SMILES: OC(=O)COc1cc(C)c(c(c1)C)Cc1cc(C(C)C)c(O)cc1
• Canonical SMILES: OC(=O)COc1cc(C)c(c(c1)C)Cc1ccc(c(c1)C(C)C)O
• InChI: InChI=1S/C20H24O4/c1-12(2)17-9-15(5-6-19(17)21)10-18-13(3)7-16(8-14(18)4)24-11-20(22)23/h5-9,12,21H,10-11H2,1-4H3,(H,22,23)
• InChIKey: QNAZTOHXCZPOSA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-{[4-hydroxy-3-(propan-2-yl)phenyl]methyl}-3,5-dimethylphenoxy)acetic acid
• IUPAC Traditional name: 4-[(4-hydroxy-3-isopropylphenyl)methyl]-3,5-dimethylphenoxyacetic acid
• Synonyms: {4-[4-hydroxy-3-(1-methylethyl)benzyl]-3,5-dimethylphenoxy}acetic acid

Database IDs

• PubChem SID: 99443896; 160968504
• PubChem CID: 9862248

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.925452
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.7724626
• LogD (pH = 7.4): 2.1531231
• Log P: 5.3536386
• Molar Refractivity: 94.5971 cm^3
• Polarizability: 36.13179 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.23
• LOG S: -5.1
• Solubility (Water): 2.61e-03 g/l

DETAILS

DrugBank - DB07425

Drug information: experimental