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Chemistry

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Also known as: Kpt-8602, 1642300-52-4, Eltanexor [inn], Eltanexor [usan], Eltanexor [who-dd], (e)-3-(3-(3,5-bis(trifluoromethyl)phenyl)-1h-1,2,4-triazol-1-yl)-2-(pyrimidin-5-yl)acrylamide
Molecular Formula
C17H10F6N6O
Molecular Weight
428.29  g/mol
InChI Key
JFBAVWVBLRIWHM-AWNIVKPZSA-N
FDA UNII
Q59IQJ9NTK

Eltanexor
Eltanexor is an orally bioavailable inhibitor of exportin-1 (XPO1; chromosome region maintenance 1 protein homolog; CRM1), with potential antineoplastic activity. Upon administration, eltanexor binds to the XPO1 cargo binding site, which prevents the XPO1-mediated nuclear export of cargo proteins such as tumor suppressor proteins (TSPs), including p53, p73, BRCA1/2, pRB, FOXO, and other growth regulatory proteins and leads to their selective accumulation in the nuclei of tumor cells. As a selective inhibitor of nuclear export (SINE), KPT-8602 restores the nuclear localization and function of tumor suppressing proteins which leads to the induction of apoptosis in tumor cells. XPO1, the major export factor that transports proteins from the nucleus to the cytoplasm, is overexpressed in a variety of cancer cell types while minimally expressed in normal, healthy cells. The export of tumor suppressor proteins into the cytoplasm prevents them from initiating apoptosis and leads to uncontrolled tumor cell proliferation.
1 2D Structure

Eltanexor

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(E)-3-[3-[3,5-bis(trifluoromethyl)phenyl]-1,2,4-triazol-1-yl]-2-pyrimidin-5-ylprop-2-enamide
2.1.2 InChI
InChI=1S/C17H10F6N6O/c18-16(19,20)11-1-9(2-12(3-11)17(21,22)23)15-27-8-29(28-15)6-13(14(24)30)10-4-25-7-26-5-10/h1-8H,(H2,24,30)/b13-6+
2.1.3 InChI Key
JFBAVWVBLRIWHM-AWNIVKPZSA-N
2.1.4 Canonical SMILES
C1=C(C=C(C=C1C(F)(F)F)C(F)(F)F)C2=NN(C=N2)C=C(C3=CN=CN=C3)C(=O)N
2.1.5 Isomeric SMILES
C1=C(C=C(C=C1C(F)(F)F)C(F)(F)F)C2=NN(C=N2)/C=C(\C3=CN=CN=C3)/C(=O)N
2.2 Other Identifiers
2.2.1 UNII
Q59IQJ9NTK
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (e)-3-(3-(3,5-bis(trifluoromethyl)phenyl)-1,2,4-triazol-1-yl)-2-pyrimidin-5-ylprop-2-enamide

2. Kpt-8602

2.3.2 Depositor-Supplied Synonyms

1. Kpt-8602

2. 1642300-52-4

3. Eltanexor [inn]

4. Eltanexor [usan]

5. Eltanexor [who-dd]

6. (e)-3-(3-(3,5-bis(trifluoromethyl)phenyl)-1h-1,2,4-triazol-1-yl)-2-(pyrimidin-5-yl)acrylamide

7. Q59iqj9ntk

8. Kpt8602

9. (e)-3-[3-[3,5-bis(trifluoromethyl)phenyl]-1,2,4-triazol-1-yl]-2-pyrimidin-5-ylprop-2-enamide

10. (2e)-3-(3-(3,5-bis(trifluoromethyl)phenyl)-1h-1,2,4-triazol-1-yl)-2-(pyrimidin-5-yl)prop-2-enamide

11. Eltanexor (usan/inn)

12. Eltanexor [usan:inn]

13. Unii-q59iqj9ntk

14. Kpt-8602; Eltanexor

15. Chembl4297623

16. Schembl16324809

17. Gtpl10037

18. Ex-a2433

19. Nsc794443

20. S8397

21. Who 10496

22. Ccg-268977

23. Cs-5947

24. Nsc-794443

25. Ac-36070

26. Bs-15585

27. Hy-100423

28. C73170

29. D11499

30. 5-pyrimidineacetamide, .alpha.-((3-(3,5-bis(trifluoromethyl)phenyl)-1h-1,2,4-triazol-1-yl)methylene)-, (.alpha.e)-

31. 5-pyrimidineacetamide, Alpha-((3-(3,5-bis(trifluoromethyl)phenyl)-1h-1,2,4-triazol-1-yl)methylene)-, (alphae)-

2.4 Create Date
2015-01-12
3 Chemical and Physical Properties
Molecular Weight 428.29 g/mol
Molecular Formula C17H10F6N6O
XLogP32.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count11
Rotatable Bond Count4
Exact Mass428.08202794 g/mol
Monoisotopic Mass428.08202794 g/mol
Topological Polar Surface Area99.6 Ų
Heavy Atom Count30
Formal Charge0
Complexity626
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

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