Ligand id: 8287

Name: EPZ015666

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 99.61
Molecular weight 383.2
XLogP 1.31
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

1. Alinari L, Mahasenan KV, Yan F, Karkhanis V, Chung JH, Smith EM, Quinion C, Smith PL, Kim L, Patton JT et al.. (2015)
Selective inhibition of protein arginine methyltransferase 5 blocks initiation and maintenance of B-cell transformation.
Blood, 125 (16): 2530-43. [PMID:25742700]
2. Branscombe TL, Frankel A, Lee JH, Cook JR, Yang Z, Pestka S, Clarke S. (2001)
PRMT5 (Janus kinase-binding protein 1) catalyzes the formation of symmetric dimethylarginine residues in proteins.
J. Biol. Chem., 276 (35): 32971-6. [PMID:11413150]
3. Chung J, Karkhanis V, Tae S, Yan F, Smith P, Ayers LW, Agostinelli C, Pileri S, Denis GV, Baiocchi RA et al.. (2013)
Protein arginine methyltransferase 5 (PRMT5) inhibition induces lymphoma cell death through reactivation of the retinoblastoma tumor suppressor pathway and polycomb repressor complex 2 (PRC2) silencing.
J. Biol. Chem., 288 (49): 35534-47. [PMID:24189068]
4. Copeland RA. (2013)
Molecular pathways: protein methyltransferases in cancer.
Clin. Cancer Res., 19 (23): 6344-50. [PMID:23958745]
5. Duncan KW, Chesworth R, Boriack-Sjodin PA, Munchhof MJ, Jin L. (2014)
Prmt5 inhibitors and uses thereof.
Patent number: WO2014100719. Assignee: Epizyme, Inc.. Priority date: 21/12/2012. Publication date: 26/06/2014.
6. Li Y, Chitnis N, Nakagawa H, Kita Y, Natsugoe S, Yang Y, Li Z, Wasik M, Klein-Szanto AJ, Rustgi AK et al.. (2015)
PRMT5 Is Required for Lymphomagenesis Triggered by Multiple Oncogenic Drivers.
Cancer Discov, 5 (3): 288-303. [PMID:25582697]
7. Pal S, Baiocchi RA, Byrd JC, Grever MR, Jacob ST, Sif S. (2007)
Low levels of miR-92b/96 induce PRMT5 translation and H3R8/H4R3 methylation in mantle cell lymphoma.
EMBO J., 26 (15): 3558-69. [PMID:17627275]
8. Park JH, Szemes M, Vieira GC, Melegh Z, Malik S, Heesom KJ, Von Wallwitz-Freitas L, Greenhough A, Brown KW, Zheng YG et al.. (2015)
Protein arginine methyltransferase 5 is a key regulator of the MYCN oncoprotein in neuroblastoma cells.
Mol Oncol, 9 (3): 617-27. [PMID:25475372]
9. Stopa N, Krebs JE, Shechter D. (2015)
The PRMT5 arginine methyltransferase: many roles in development, cancer and beyond.
Cell. Mol. Life Sci., 72 (11): 2041-59. [PMID:25662273]
10. Yang F, Wang J, Ren HY, Jin J, Wang AL, Sun LL, Diao KX, Wang EH, Mi XY. (2015)
Proliferative role of TRAF4 in breast cancer by upregulating PRMT5 nuclear expression.
Tumour Biol., 36 (8): 5901-11. [PMID:25704480]