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Also known as: Dubermatinib, Tp-0903, 1341200-45-0, Tp0903, Tp 0903, Dubermatinib [usan]

Molecular Formula

C₂₄H₃₀ClN₇O₂S

Molecular Weight

516.1 g/mol

InChI Key

YUAALFPUEOYPNX-UHFFFAOYSA-N

FDA UNII

14D65TV20J

Dubermatinib is an orally available and selective inhibitor of the receptor tyrosine kinase AXL (UFO), with potential antineoplastic activity. Upon administration, dubermatinib targets and binds to AXL and prevents its activity. This blocks AXL-mediated signal transduction pathways and inhibits the epithelial-mesenchymal transition (EMT), which, in turn, inhibits tumor cell proliferation and migration. In addition, TP-0903 enhances chemo-sensitivity to certain other chemotherapeutic agents. AXL, a member of the Tyro3, AXL and Mer (TAM) family of receptor tyrosine kinases and overexpressed by many tumor cell types, plays a key role in tumor cell proliferation, survival, invasion and metastasis; its expression is associated with drug resistance and poor prognosis.

1 2D Structure

Dubermatinib

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[[5-chloro-2-[4-[(4-methylpiperazin-1-yl)methyl]anilino]pyrimidin-4-yl]amino]-N,N-dimethylbenzenesulfonamide

2.1.2 InChI

InChI=1S/C24H30ClN7O2S/c1-30(2)35(33,34)22-7-5-4-6-21(22)28-23-20(25)16-26-24(29-23)27-19-10-8-18(9-11-19)17-32-14-12-31(3)13-15-32/h4-11,16H,12-15,17H2,1-3H3,(H2,26,27,28,29)

2.1.3 InChI Key

YUAALFPUEOYPNX-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN1CCN(CC1)CC2=CC=C(C=C2)NC3=NC=C(C(=N3)NC4=CC=CC=C4S(=O)(=O)N(C)C)Cl

2.2 Other Identifiers

2.2.1 UNII

14D65TV20J

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-((5-chloro-2-(4-((4-methylpiperazin-1-yl)methyl)anilino)pyrimidin-4-yl)amino)-n,n-dimethylbenzenesulfonamide

2. Dubermatinib

3. Tp-0903

4. Tp0903

2.3.2 Depositor-Supplied Synonyms

1. Dubermatinib

2. Tp-0903

3. 1341200-45-0

4. Tp0903

5. Tp 0903

6. Dubermatinib [usan]

7. Chembl2022968

8. Hcl-2084

9. Compound 13

10. 14d65tv20j

11. 2-[[5-chloro-2-[4-[(4-methylpiperazin-1-yl)methyl]anilino]pyrimidin-4-yl]amino]-n,n-dimethylbenzenesulfonamide

12. Dubermatinib [inn]

13. Dubermatinib [who-dd]

14. Unii-14d65tv20j

15. Gtpl8863

16. Schembl12813478

17. Ex-a609

18. Amy10826

19. Bcp15884

20. Bdbm50382425

21. Mfcd28502172

22. Nsc798200

23. Who 10925

24. Zinc84617535

25. Akos026750306

26. Ccg-269819

27. Cs-4281

28. Db15187

29. Nsc-798200

30. Sb17174

31. Ncgc00481577-01

32. Ac-30945

33. As-55868

34. Da-45909

35. Hy-12963

36. Ft-0700169

37. S7846

38. A900291

39. J-690134

40. Q27089011

41. 2-{[5-chloro-2-({4-[(4-methylpiperazin-1-yl)methyl]phenyl}amino)pyrimidin-4-yl]amino}-n,n-dimethylbenzene-1-sulfonamide

42. 35-chloro-n,n,74-trimethyl-2,4-diaza-3(4,2)-pyrimidina-7(1)-piperazina-1(1),5(1,4)-dibenzenaheptaphane-12-sulfonamide

43. Benzenesulfonamide, 2-((5-chloro-2-((4-((4-methyl-1-piperazinyl)methyl)phenyl)amino)-4-pyrimidinyl)amino)-n,n-dimethyl-

2.4 Create Date

2012-03-19

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₃₀ClN₇O₂S
Molecular Weight	516.1 g/mol
XLogP3	3.9
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	8
Exact Mass	515.1870221 g/mol
Monoisotopic Mass	515.1870221 g/mol
Topological Polar Surface Area	102 Å²
Heavy Atom Count	35
Formal Charge	0
Complexity	752
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