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Chemistry

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Also known as: 2101938-42-3, M5049, Enpatoran [inn], Enpatoran [usan], Unii-7cz390v26x, 7cz390v26x
Molecular Formula
C16H15F3N4
Molecular Weight
320.31  g/mol
InChI Key
BJXYHBKEQFQVES-NWDGAFQWSA-N
FDA UNII
7CZ390V26X

Enpatoran
ENPATORAN is a small molecule drug with a maximum clinical trial phase of II (across all indications) and has 5 investigational indications.
1 2D Structure

Enpatoran

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
5-[(3R,5S)-3-amino-5-(trifluoromethyl)piperidin-1-yl]quinoline-8-carbonitrile
2.1.2 InChI
InChI=1S/C16H15F3N4/c17-16(18,19)11-6-12(21)9-23(8-11)14-4-3-10(7-20)15-13(14)2-1-5-22-15/h1-5,11-12H,6,8-9,21H2/t11-,12+/m0/s1
2.1.3 InChI Key
BJXYHBKEQFQVES-NWDGAFQWSA-N
2.2 Other Identifiers
2.2.1 UNII
7CZ390V26X
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. 2101938-42-3

2. M5049

3. Enpatoran [inn]

4. Enpatoran [usan]

5. Unii-7cz390v26x

6. 7cz390v26x

7. 5-[(3r,5s)-3-amino-5-(trifluoromethyl)piperidin-1-yl]quinoline-8-carbonitrile

8. M-5049

9. Enpatoran [who-dd]

10. 5-((3r,5s)-3-amino-5-trifluoromethylpiperidin-1-yl)quinoline-8-carbonitrile

11. 8-quinolinecarbonitrile, 5-((3r,5s)-3-amino-5-(trifluoromethyl)-1-piperidinyl)-

12. 5-((3r,5s)-3-amino-5-(trifluoromethyl)piperidin-1-yl)quinoline-8-carbonitrile

13. Refchem:136984

14. Tlr 7/8 Antagonist M5049

15. Tlr 7/8 Inhibitor M5049

16. M 5049

17. Enpatoran [usan:inn]

18. Who 11880

19. 5-[(3~{r},5~{s})-3-azanyl-5-(trifluoromethyl)piperidin-1-yl]quinoline-8-carbonitrile

20. Enpatoran (usan/inn)

21. Orb1298016

22. Chembl4802159

23. Schembl18980030

24. Schembl29722092

25. Gtpl11307

26. Glxc-23927

27. Ex-a5509

28. Mfcd34471096

29. Akos040759872

30. Compound 73 [wo2017106607a1]

31. Ms-24729

32. Hy-134581

33. Cs-0145642

34. D12261

35. F96161

36. Qlh

2.4 Create Date
2017-08-04
3 Chemical and Physical Properties
Molecular Weight 320.31 g/mol
Molecular Formula C16H15F3N4
XLogP32.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count7
Rotatable Bond Count1
Exact Mass Da
Monoisotopic Mass Da
Topological Polar Surface Area65.9
Heavy Atom Count23
Formal Charge0
Complexity472
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 Mechanism of Action

M5049 is a small molecule Toll-like receptor (TLR)7 and TLR8 inhibitor. The drug blocks activation of TLR7/8, thereby stopping immune cell activation, inflammation, and the progression into a cyotkine storm. The drug is currently being investigated against COVID-19.


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