Also known as: Zapnometinib, 303175-44-2, Zapnometinib [inn], Pd-0184264, Atr-002, 4rzd8lk83v

Molecular Formula

C₁₃H₇ClF₂INO₂

Molecular Weight

409.55 g/mol

InChI Key

XCNBGWKQXRQKSA-UHFFFAOYSA-N

FDA UNII

4RZD8LK83V

Zapnometinib is an orally bioavailable, small molecule inhibitor of mitogen-activated protein kinase kinase (MAP2K; MAPK/ERK kinase; MEK), with potential anti-viral and anti-inflammatory activities. Upon oral administration, zapnometinib selectively binds to and inhibits the activity of MEK. This may prevent the export of the viral genome protein complexes from the nucleus to the cytoplasm, thereby inhibiting the formation of new viral particles and the replication of various RNA viruses, including influenza virus, hantavirus, respiratory syncytial virus (RSV) and severe acute respiratory syndrome coronavirus-2 (SARS-CoV-2). In addition, the inhibition of the activity of MEK may also decrease gene expression and inhibit the production of proinflammatory cytokines and chemokines, including tumor necrosis factor-alpha (TNF-alpha), interleukin (IL)-1-beta, IL-8, C-X-C motif chemokine 10 (interferon gamma-induced protein 10; IP-10), C-C motif chemokine 2 (monocyte chemoattractant protein-1; MCP-1) and C-C motif chemokine 3 (macrophage inflammatory protein 1-alpha; MIP-1a), thereby reducing inflammation. MEK, a dual-specificity threonine/tyrosine kinase family, plays a key role in the activation of the RAS/RAF/MEK/ERK signaling pathway. Many RNA viruses rely on this pathway inside human cells to replicate.

1 2D Structure

2D Structure

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-(2-chloro-4-iodoanilino)-3,4-difluorobenzoic acid

2.1.2 InChI

InChI=1S/C13H7ClF2INO2/c14-8-5-6(17)1-4-10(8)18-12-7(13(19)20)2-3-9(15)11(12)16/h1-5,18H,(H,19,20)

2.1.3 InChI Key

XCNBGWKQXRQKSA-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1=CC(=C(C=C1I)Cl)NC2=C(C=CC(=C2F)F)C(=O)O

2.2 Other Identifiers

2.2.1 UNII

4RZD8LK83V

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-(2-chloro-4-iodophenylamino)-n-3,4-difluorobenzoic Acid

2. Atr-002

3. Atr002

2.3.2 Depositor-Supplied Synonyms

1. Zapnometinib

2. 303175-44-2

3. Zapnometinib [inn]

4. Pd-0184264

5. Atr-002

6. 4rzd8lk83v

7. Benzoic Acid, 2-[(2-chloro-4-iodophenyl)amino]-3,4-difluoro-

8. Unii-4rzd8lk83v

9. 2-(2-chloro-4-iodoanilino)-3,4-difluorobenzoic Acid

10. Atr002

11. Chembl481949

12. 2-((2-chloro-4-iodophenyl)amino)-3,4-difluorobenzoic Acid

13. 3,4-difluoro-2-((2-chloro-4-iodophenyl)amino)benzoic Acid

14. Benzoic Acid, 2-((2-chloro-4-iodophenyl)amino)-3,4-difluoro-

15. 2-[(2-chloro-4-iodophenyl)amino]-3,4-difluorobenzoic Acid

16. 3,4-difluoro-2-[(2-chloro-4-iodophenyl)amino]benzoic Acid

17. Zapnometinib [usan]

18. Schembl1488782

19. Atr 002 [who-dd]

20. Gtpl11679

21. Dtxsid80435811

22. Bcp31195

23. Ex-a7557

24. Bdbm50595935

25. Akos027447717

26. Ms-27054

27. Pd0184264; Atr-002

28. Hy-139558

29. Pd0184264

30. Cs-0204157

31. Ft-0664738

32. F77040

33. J-017908

34. 3,4-difluoro-2-(2-chloro-4-iodophenylamino)-benzoic Acid

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₁₃H₇ClF₂INO₂
Molecular Weight	409.55 g/mol
XLogP3	5
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	3
Exact Mass	g/mol
Monoisotopic Mass	g/mol
Topological Polar Surface Area	49.3
Heavy Atom Count	20
Formal Charge	0
Complexity	363
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

Zapnometinib

zapnometinib

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