Also known as: Ptc596, 1610964-64-1, Unesbulin, Ptc-596, Bmi1 inhibitor ptc596, Unesbulin [usan]

Molecular Formula

C₁₉H₁₃F₅N₆

Molecular Weight

420.3 g/mol

InChI Key

TWLWOOPCEXYVBE-UHFFFAOYSA-N

FDA UNII

Z4HZ70S62Q

Unesbulin is an orally active inhibitor of the polycomb ring finger oncogene BMI1 (B-cell-specific Moloney murine leukemia virus integration site 1), with potential antineoplastic activity. Upon oral administration, unesbulin targets BMI1 expressed by both tumor cells and cancer stem cells (CSCs), and induces hyper-phosphorylation of BMI1 leading to its degradation. This inhibits BMI1-mediated signal transduction pathways and results in a reduction of proliferation of BMI1-expressing tumor cells. BMI1, a key protein in the polycomb repressive complex 1 (PRC1), is overexpressed in certain tumor cell types, and plays a key role in CSC survival, proliferation and resistance to chemotherapeutics; its expression is associated with increased tumor aggressiveness and a poor prognosis.

1 2D Structure

2D Structure

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

5-fluoro-2-(6-fluoro-2-methylbenzimidazol-1-yl)-4-N-[4-(trifluoromethyl)phenyl]pyrimidine-4,6-diamine

2.1.2 InChI

InChI=1S/C19H13F5N6/c1-9-26-13-7-4-11(20)8-14(13)30(9)18-28-16(25)15(21)17(29-18)27-12-5-2-10(3-6-12)19(22,23)24/h2-8H,1H3,(H3,25,27,28,29)

2.1.3 InChI Key

TWLWOOPCEXYVBE-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=NC2=C(N1C3=NC(=C(C(=N3)NC4=CC=C(C=C4)C(F)(F)F)F)N)C=C(C=C2)F

2.2 Other Identifiers

2.2.1 UNII

Z4HZ70S62Q

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 5-fluoro-2-(6-fluoro-2-methyl-1h-benzo(d)imidazol-1-yl)-n4-(4-(trifluoromethyl)phenyl)pyrimidine-4,6-diamine

2. Ptc596

2.3.2 Depositor-Supplied Synonyms

1. Ptc596

2. 1610964-64-1

3. Unesbulin

4. Ptc-596

5. Bmi1 Inhibitor Ptc596

6. Unesbulin [usan]

7. Z4hz70s62q

8. Ptc 596

9. Polycomb Ring Finger Oncogene Inhibitor Ptc596

10. 5-fluoro-2-(6-fluoro-2-methylbenzimidazol-1-yl)-4-n-[4-(trifluoromethyl)phenyl]pyrimidine-4,6-diamine

11. 5-fluoro-2-(6-fluoro-2-methyl-1h-benzo(d)imidazole-1-yl)-n4-(4-(trifluoromethyl)phenyl)pyrimidine-4,6-diamine

12. 5-fluoro-2-(6-fluoro-2-methyl-1h-benzimidazol-1-yl)-n4-(4-(trifluoromethyl)phenyl)-4,6-pyrimidinediamine

13. 5-fluoro-2-(6-fluoro-2-methyl-1h-benzimidazol-1-yl)-n4-[4-(trifluoromethyl)phenyl]-4,6-pyrimidinediamine

14. Unesbulin [inn]

15. Unesbulin [who-dd]

16. Unii-z4hz70s62q

17. Chembl4594353

18. Schembl15741319

19. Bcp33231

20. Ex-a3263

21. Ptc-596; Ptc 596

22. S8820

23. Who 11570

24. Ac-32587

25. Bs-15871

26. Hy-112041

27. Cs-0042474

28. D83695

29. 4,6-pyrimidinediamine, 5-fluoro-2-(6-fluoro-2-methyl-1h-benzimidazol-1-yl)-n4-(4-(trifluoromethyl)phenyl)-

2.4 Create Date

2014-06-09

3 Chemical and Physical Properties

Molecular Formula	C₁₉H₁₃F₅N₆
Molecular Weight	420.3 g/mol
XLogP3	4.7
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	3
Exact Mass	420.11218525 g/mol
Monoisotopic Mass	420.11218525 g/mol
Topological Polar Surface Area	81.6 Å²
Heavy Atom Count	30
Formal Charge	0
Complexity	586
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

PTC-596; PTC 596

PTC-596; PTC 596

ACCESS ALL DATA

Browse all information

CHEMISTRY

Discover Molecule Insights

DEVELOPMENTS

2 Drugs in Development

Filters