pioglitazone

Ligand id: 2694

Name: pioglitazone

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 93.59
Molecular weight 356.12
XLogP 3.66
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

References
1. Henke BR, Blanchard SG, Brackeen MF, Brown KK, Cobb JE, Collins JL, Harrington WW, Hashim MA, Hull-Ryde EA, Kaldor I, Kliewer SA, Lake DH, Leesnitzer LM, Lehmann JM, Lenhard JM, Orband-Miller LA, Miller JF, Mook RA, Noble SA, Oliver W, Parks DJ, Plunket KD, Szewczyk JR, Willson TM. (1998)
N-(2-Benzoylphenyl)-L-tyrosine PPARgamma agonists. 1. Discovery of a novel series of potent antihyperglycemic and antihyperlipidemic agents.
J. Med. Chem.41 (25): 5020-36. [PMID:9836620]
2. Majeed Y, Bahnasi Y, Seymour VA, Wilson LA, Milligan CJ, Agarwal AK, Sukumar P, Naylor J, Beech DJ. (2011)
Rapid and contrasting effects of rosiglitazone on transient receptor potential TRPM3 and TRPC5 channels.
Mol. Pharmacol.79 (6): 1023-30. [PMID:21406603]
3. Morató L, Galino J, Ruiz M, Calingasan NY, Starkov AA, Dumont M, Naudí A, Martínez JJ, Aubourg P, Portero-Otín M et al.. (2013)
Pioglitazone halts axonal degeneration in a mouse model of X-linked adrenoleukodystrophy.
Brain136 (Pt 8): 2432-43. [PMID:23794606]
4. Sakamoto J, Kimura H, Moriyama S, Odaka H, Momose Y, Sugiyama Y, Sawada H. (2000)
Activation of human peroxisome proliferator-activated receptor (PPAR) subtypes by pioglitazone.
Biochem. Biophys. Res. Commun.278 (3): 704-11. [PMID:11095972]
5. Young PW, Buckle DR, Cantello BC, Chapman H, Clapham JC, Coyle PJ, Haigh D, Hindley RM, Holder JC, Kallender H, Latter AJ, Lawrie KW, Mossakowska D, Murphy GJ, Roxbee Cox L, Smith SA. (1998)
Identification of high-affinity binding sites for the insulin sensitizer rosiglitazone (BRL-49653) in rodent and human adipocytes using a radioiodinated ligand for peroxisomal proliferator-activated receptor gamma.
J. Pharmacol. Exp. Ther.284 (2): 751-9. [PMID:9454824]