Ligand id: 7432

Name: birinapant

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 14
Hydrogen bond donors 8
Rotatable bonds 19
Topological polar surface area 194.92
Molecular weight 806.43
XLogP 2.47
No. Lipinski's rules broken 3

Molecular properties generated using the CDK

1. Allensworth JL, Sauer SJ, Lyerly HK, Morse MA, Devi GR. (2013)
Smac mimetic Birinapant induces apoptosis and enhances TRAIL potency in inflammatory breast cancer cells in an IAP-dependent and TNF-α-independent mechanism.
Breast Cancer Res. Treat., 137 (2): 359-71. [PMID:23225169]
2. Benetatos CA, Mitsuuchi Y, Burns JM, Neiman EM, Condon SM, Yu G, Seipel ME, Kapoor GS, Laporte MG, Rippin SR et al.. (2014)
Birinapant (TL32711), a bivalent SMAC mimetic, targets TRAF2-associated cIAPs, abrogates TNF-induced NF-κB activation, and is active in patient-derived xenograft models.
Mol. Cancer Ther., 13 (4): 867-79. [PMID:24563541]
3. Fulda S. (2014)
Molecular pathways: targeting inhibitor of apoptosis proteins in cancer--from molecular mechanism to therapeutic application.
Clin. Cancer Res., 20 (2): 289-95. [PMID:24270683]
4. Krepler C, Chunduru SK, Halloran MB, He X, Xiao M, Vultur A, Villanueva J, Mitsuuchi Y, Neiman EM, Benetatos C et al.. (2013)
The novel SMAC mimetic birinapant exhibits potent activity against human melanoma cells.
Clin. Cancer Res., 19 (7): 1784-94. [PMID:23403634]