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2 Drugs in Development

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Also known as: 2521285-05-0, 2a7vpm5rwh, Refchem:1098492, Bay-2927088, Bay2927088, Sevabertinib (usan)

Molecular Formula

C₂₄H₂₅ClN₄O₅

Molecular Weight

484.9 g/mol

InChI Key

VYQVHWNNPKOJEA-AWEZNQCLSA-N

FDA UNII

2A7VPM5RWH

Sevabertinib is an orally bioavailable, mutant-selective, dual kinase inhibitor of epidermal growth factor receptor (EGFR) and human epidermal growth factor receptor 2 (HER2), with potential antineoplastic activity. Upon oral administration, sevabertinib targets, binds to, and inhibits the activity of EGFR and HER2 with exon20 insertion mutations, as well as EGFR with C797X mutations, thereby preventing EGFR- and HER2-mediated signaling. This may result in the inhibition of tumor growth and angiogenesis, and tumor regression in EGFR/HER2-expressing tumors. EGFR and HER2 are receptor tyrosine kinases that play major roles in tumor cell proliferation and tumor vascularization.

1 2D Structure

Sevabertinib

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

3-(3-chloro-2-methoxyanilino)-2-[3-[[(2S)-1,4-dioxan-2-yl]methoxy]-4-pyridinyl]-1,5,6,7-tetrahydropyrrolo[3,2-c]pyridin-4-one

2.1.2 InChI

InChI=1S/C24H25ClN4O5/c1-31-23-16(25)3-2-4-18(23)29-22-20-17(6-8-27-24(20)30)28-21(22)15-5-7-26-11-19(15)34-13-14-12-32-9-10-33-14/h2-5,7,11,14,28-29H,6,8-10,12-13H2,1H3,(H,27,30)/t14-/m0/s1

2.1.3 InChI Key

VYQVHWNNPKOJEA-AWEZNQCLSA-N

2.2 Other Identifiers

2.2.1 UNII

2A7VPM5RWH

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 2521285-05-0

2. 2a7vpm5rwh

3. Refchem:1098492

4. Bay-2927088

5. Bay2927088

6. Sevabertinib (usan)

7. Bay 2927088

8. Sevabertinib [usan]

9. Sevabertinib [inn]

10. Orb2695587

11. Chembl6068074

12. Schembl22588603

13. Gtpl13491

14. Yqf2592

15. Ex-a12844

16. Nsc857380

17. Example 2 [wo2020216781]

18. Nsc-857380

19. (s)-2-(3-((1,4-dioxan-2-yl)methoxy)pyridin-4-yl)-3-((3-chloro-2-methoxyphenyl)amino)-1,5,6,7-tetrahydro-4h-pyrrolo[3,2-c]pyridin-4-one

20. Sy458337

21. D13098

22. H50182

23. (s)-2-[3-[(1,4-dioxan-2-yl)methoxy]-4-pyridyl]-3-[(3-chloro-2-methoxyphenyl)amino]-6,7-dihydro-1h-pyrrolo[3,2-c]pyridin-4(5h)-one

24. 3-(3-chloro-2-methoxyanilino)-2-(3-{[(2s)-1,4-dioxan-2-yl]methoxy}pyridin-4-yl)-1,5,6,7-tetrahydro-4h-pyrrolo[3,2-c]pyridin-4-one

25. 3-(3-chloro-2-methoxyanilino)-2-[3-[[(2s)-1,4-dioxan-2-yl]methoxy]pyridin-4-yl]-1,5,6,7-tetrahydropyrrolo[3,2-c]pyridin-4-one

26. 3-[(3-chloro-2-methoxyphenyl)amino]-2-(3-{[(2s)-1,4-dioxan-2-yl]methoxy}pyridin-4-yl)-1,5,6,7-tetrahydro-4h-pyrrolo[3,2-c]pyridin-4-one

27. 3-[(3-chloro-2-methoxyphenyl)amino]-2-[3-[(2s)-1,4-dioxan-2-yl Methoxy]-4-pyridinyl]-1,5,6,7-tetrahydro-4h-pyrrolo[3,2-c]pyridin-4-one

28. 4h-pyrrolo[3,2-c]pyridin-4-one, 3-[(3-chloro-2-methoxyphenyl)amino]-2-[3-[(2s)-1,4-dioxan-2-ylmethoxy]-4-pyridinyl]-1,5,6,7-tetrahydro-

2.4 Create Date

2020-12-19

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₂₅ClN₄O₅
Molecular Weight	484.9 g/mol
XLogP3	2.9
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	7
Exact Mass	Da
Monoisotopic Mass	Da
Topological Polar Surface Area	107
Heavy Atom Count	34
Formal Charge	0
Complexity	690
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1