5-{[4-(2-{[5-(benzyloxy)pyridin-2-yl](methyl)amino}ethoxy)phenyl]methyl}-1,3-thiazolidine-2,4-dione

• ChemBase ID: 161885
• Molecular Formular: C25H25N3O4S
• Molecular Mass: 463.5487
• Monoisotopic Mass: 463.1565773
• SMILES: c1c(ccc(c1)CC1SC(=O)NC1=O)OCCN(c1ncc(cc1)OCc1ccccc1)C
• Canonical SMILES: O=C1NC(=O)C(S1)Cc1ccc(cc1)OCCN(c1ccc(cn1)OCc1ccccc1)C
• InChI: InChI=1S/C25H25N3O4S/c1-28(23-12-11-21(16-26-23)32-17-19-5-3-2-4-6-19)13-14-31-20-9-7-18(8-10-20)15-22-24(29)27-25(30)33-22/h2-12,16,22H,13-15,17H2,1H3,(H,27,29,30)
• InChIKey: LGGXYHHMXZGCQF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{[4-(2-{[5-(benzyloxy)pyridin-2-yl](methyl)amino}ethoxy)phenyl]methyl}-1,3-thiazolidine-2,4-dione
• IUPAC Traditional name: 5-{[4-(2-{[5-(benzyloxy)pyridin-2-yl](methyl)amino}ethoxy)phenyl]methyl}-1,3-thiazolidine-2,4-dione
• Synonyms: 5-[[3-[2-[Methyl[5-(phenylmethoxy)-2-pyridinyl]amino]ethoxy]phenyl]methyl]-2,4-thiazolidinedione; 5-Benzyloxy Rosiglitazone; 5-{4-[2-[(5-Benzyloxypyridin-2-yl)methylamino]ethoxy]benzyl}thiazolidine-2,4-dione

Database IDs

• CAS Number: 326496-05-3
• PubChem SID: 162256020
• PubChem CID: 71313907

CALCULATED PROPERTIES

• Acid pKa: 6.670158
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 4.187568
• LogD (pH = 7.4): 3.8106441
• Log P: 4.3612247
• Molar Refractivity: 128.8657 cm^3
• Polarizability: 49.503033 Å^3
• Polar Surface Area: 80.76 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Dimethylformamide