Ligand id: 2717

Name: bardoxolone

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 95.23
Molecular weight 491.3
XLogP 6.3
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

1. Cleasby A, Yon J, Day PJ, Richardson C, Tickle IJ, Williams PA, Callahan JF, Carr R, Concha N, Kerns JK et al.. (2014)
Structure of the BTB domain of Keap1 and its interaction with the triterpenoid antagonist CDDO.
PLoS ONE, 9 (6): e98896. [PMID:24896564]
2. Dinkova-Kostova AT, Liby KT, Stephenson KK, Holtzclaw WD, Gao X, Suh N, Williams C, Risingsong R, Honda T, Gribble GW et al.. (2005)
Extremely potent triterpenoid inducers of the phase 2 response: correlations of protection against oxidant and inflammatory stress.
Proc. Natl. Acad. Sci. U.S.A., 102 (12): 4584-9. [PMID:15767573]
3. Rojas-Rivera J, Ortiz A, Egido J. (2012)
Antioxidants in kidney diseases: the impact of bardoxolone methyl.
Int J Nephrol, 2012: 321714. [PMID:22701794]
4. Wang Y, Porter WW, Suh N, Honda T, Gribble GW, Leesnitzer LM, Plunket KD, Mangelsdorf DJ, Blanchard SG, Willson TM, Sporn MB. (2000)
A synthetic triterpenoid, 2-cyano-3,12-dioxooleana-1,9-dien-28-oic acid (CDDO), is a ligand for the peroxisome proliferator-activated receptor gamma.
Mol. Endocrinol., 14 (10): 1550-6. [PMID:11043571]
5. Wu J, Liu X, Fan J, Chen W, Wang J, Zeng Y, Feng X, Yu X, Yang X. (2014)
Bardoxolone methyl (BARD) ameliorates aristolochic acid (AA)-induced acute kidney injury through Nrf2 pathway.
Toxicology, 318: 22-31. [PMID:24530882]