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

• ChemBase ID: 245092
• Molecular Formular: C22H23N3O7S
• Molecular Mass: 473.49892
• Monoisotopic Mass: 473.12567109
• SMILES: N1C(=O)SC(C1=O)Cc1ccc(cc1)OCCN(c1ncccc1)C.C(=O)(/C=C/C(=O)O)O
• Canonical SMILES: O=C1NC(=O)C(S1)Cc1ccc(cc1)OCCN(c1ccccn1)C.OC(=O)/C=C/C(=O)O
• InChI: InChI=1S/C18H19N3O3S.C4H4O4/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15;5-3(6)1-2-4(7)8/h2-9,15H,10-12H2,1H3,(H,20,22,23);1-2H,(H,5,6)(H,7,8)
• InChIKey: SUFUKZSWUHZXAV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(4-{2-[methyl(pyridin-2-yl)amino]ethoxy}phenyl)methyl]-1,3-thiazolidine-2,4-dione; but-2-enedioic acid
• IUPAC Traditional name: butenedioic acid; rosiglitazone
• Synonyms: 5-[(4-{2-[methyl(pyridin-2-yl)amino]ethoxy}phenyl)methyl]-1,3-thiazolidine-2,4-dione; but-2-enedioic acid

Database IDs

• MDL Number: MFCD03427306
• PubChem SID: 164301002
• PubChem CID: 6537720

CALCULATED PROPERTIES

• Acid pKa: 6.844312
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.151827
• LogD (pH = 7.4): 2.2077625
• Log P: 2.446348
• Molar Refractivity: 97.7899 cm^3
• Polarizability: 37.403675 Å^3
• Polar Surface Area: 71.53 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Hydrophobicity(logP): 3.02

Product Information

• Purity: 95%