Also known as: Bdtx-189, 2414572-47-5, Bdtx189, Tuxobertinib [inn], 6ce2107j4t, N-[4-[3-chloro-4-(pyridin-2-ylmethoxy)anilino]-7-(2-morpholin-4-ylethoxy)quinazolin-6-yl]prop-2-enamide

Molecular Formula

C₂₉H₂₉ClN₆O₄

Molecular Weight

561.0 g/mol

InChI Key

HIBPKFXWOPYJPZ-UHFFFAOYSA-N

FDA UNII

6CE2107J4T

Tuxobertinib is an orally bioavailable, irreversible, selective, small-molecule inhibitor of certain oncogenic driver, allosteric mutations of the ErbB receptor tyrosine kinases epidermal growth factor receptor (EGFR/ErbB1) and human epidermal growth factor receptor 2 (HER2/neu or ErbB2), including extracellular domain allosteric mutations of HER2, and EGFR and HER2 exon 20 insertion mutations, with potential antineoplastic activity. Upon oral administration, tuxobertinib selectively binds to and inhibits these allosteric ErbB mutants while sparing wild-type EGFR, which may result in the selective inhibition of cellular proliferation and angiogenesis in tumor cells and tumors expressing these allosteric ErbB mutations. EGFR and HER2, ErbB receptor tyrosine kinases mutated or overexpressed in many tumor cell types, play a key role in tumor cell proliferation and tumor vascularization.

1 2D Structure

2D Structure

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N-[4-[3-chloro-4-(pyridin-2-ylmethoxy)anilino]-7-(2-morpholin-4-ylethoxy)quinazolin-6-yl]prop-2-enamide

2.1.2 InChI

InChI=1S/C29H29ClN6O4/c1-2-28(37)35-25-16-22-24(17-27(25)39-14-11-36-9-12-38-13-10-36)32-19-33-29(22)34-20-6-7-26(23(30)15-20)40-18-21-5-3-4-8-31-21/h2-8,15-17,19H,1,9-14,18H2,(H,35,37)(H,32,33,34)

2.1.3 InChI Key

HIBPKFXWOPYJPZ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C=CC(=O)NC1=C(C=C2C(=C1)C(=NC=N2)NC3=CC(=C(C=C3)OCC4=CC=CC=N4)Cl)OCCN5CCOCC5

2.2 Other Identifiers

2.2.1 UNII

6CE2107J4T

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. Bdtx-189

2. 2414572-47-5

3. Bdtx189

4. Tuxobertinib [inn]

5. 6ce2107j4t

6. N-[4-[3-chloro-4-(pyridin-2-ylmethoxy)anilino]-7-(2-morpholin-4-ylethoxy)quinazolin-6-yl]prop-2-enamide

7. Tuxobertinib [usan]

8. Unii-6ce2107j4t

9. Bdtx-189 [who-dd]

10. Chembl4650279

11. Schembl23450829

12. Gtpl11676

13. Ex-a4379

14. Example 8 [us11034672b1]

15. Nsc828939

16. S9786

17. Who 11817

18. Nsc-828939

19. Ac-36700

20. Hy-136789

21. Cs-0133688

22. E80424

23. N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-(2-morpholinoethoxy)quinazolin-6-yl)acrylamide

2.4 Create Date

2020-12-01

3 Chemical and Physical Properties

Molecular Formula	C₂₉H₂₉ClN₆O₄
Molecular Weight	561.0 g/mol
XLogP3	3.9
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	11
Exact Mass	560.1938811 g/mol
Monoisotopic Mass	560.1938811 g/mol
Topological Polar Surface Area	111 Å²
Heavy Atom Count	40
Formal Charge	0
Complexity	805
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

BDTX-189

BDTX-189

ACCESS ALL DATA

Browse all information

CHEMISTRY

Discover Molecule Insights

DEVELOPMENTS

8 Drugs in Development

Filters