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Also known as: Blu-554, 1707289-21-1, Blu554, N-((3s,4s)-3-((6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl)amino)tetrahydro-2h-pyran-4-yl)acrylamide, Blu111362, Fisogatinib [inn]

Molecular Formula

C₂₄H₂₄Cl₂N₄O₄

Molecular Weight

503.4 g/mol

InChI Key

MGZKYOAQVGSSGC-DLBZAZTESA-N

FDA UNII

5Q7R99CKV2

Fisogatinib is an orally bioavailable inhibitor of human fibroblast growth factor receptor 4 (FGFR4), with potential antineoplastic activity. Upon oral administration, fisogatinib specifically binds to and blocks the binding of the ligand FGF19 to FGFR4. This prevents the activation of FGFR4, inhibits FGFR4-mediated signaling and leads to an inhibition of tumor cell proliferation in FGFR4-overexpressing cells. FGFR4 is a receptor tyrosine kinase and is involved in tumor cell proliferation, differentiation, angiogenesis, and survival. FGF19 is overexpressed by certain tumor cell types.

1 2D Structure

Fisogatinib

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N-[(3S,4S)-3-[[6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl]amino]oxan-4-yl]prop-2-enamide

2.1.2 InChI

InChI=1S/C24H24Cl2N4O4/c1-4-20(31)28-16-7-8-34-12-17(16)30-24-27-11-14-9-13(5-6-15(14)29-24)21-22(25)18(32-2)10-19(33-3)23(21)26/h4-6,9-11,16-17H,1,7-8,12H2,2-3H3,(H,28,31)(H,27,29,30)/t16-,17+/m0/s1

2.1.3 InChI Key

MGZKYOAQVGSSGC-DLBZAZTESA-N

2.1.4 Canonical SMILES

COC1=CC(=C(C(=C1Cl)C2=CC3=CN=C(N=C3C=C2)NC4COCCC4NC(=O)C=C)Cl)OC

2.1.5 Isomeric SMILES

COC1=CC(=C(C(=C1Cl)C2=CC3=CN=C(N=C3C=C2)N[C@@H]4COCC[C@@H]4NC(=O)C=C)Cl)OC

2.2 Other Identifiers

2.2.1 UNII

5Q7R99CKV2

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-propenamide, N-((3s,4s)-3-((6-(2,6-dichloro-3,5-dimethoxyphenyl)-2-quinazolinyl)amino)tetrahydro-2h-pyran-4-yl)-

2. Blu-554

3. N-((3s,4s)-3-((6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl)amino)oxan-4-yl)prop-2-enamide

4. N-((3s,4s)-3-((6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl)amino)tetrahydro-2h-pyran-4-yl)acrylamide

2.3.2 Depositor-Supplied Synonyms

1. Blu-554

2. 1707289-21-1

3. Blu554

4. N-((3s,4s)-3-((6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl)amino)tetrahydro-2h-pyran-4-yl)acrylamide

5. Blu111362

6. Fisogatinib [inn]

7. Fisogatinib [usan]

8. X439161

9. Blu-111362

10. 5q7r99ckv2

11. Blu 554

12. X-439161

13. 2-propenamide, N-((3s,4s)-3-((6-(2,6-dichloro-3,5-dimethoxyphenyl)-2-quinazolinyl)amino)tetrahydro-2h-pyran-4-yl)-

14. N-((3s,4s)-3-((6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl)amino)oxan-4-yl)prop-2-enamide

15. N-[(3s,4s)-3-[[6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl]amino]oxan-4-yl]prop-2-enamide

16. Blu554(fisogatinib)

17. Fisogatinib (usan/inn)

18. Unii-5q7r99ckv2

19. Fisogatinib [who-dd]

20. Blu 554 [who-dd]

21. Chembl4514636

22. Schembl16668287

23. Gtpl10220

24. Ex-a841

25. Amy16699

26. Bdbm50575072

27. Cs3008

28. Mfcd30496704

29. Nsc795718

30. S8503

31. Who 10947

32. Akos030632994

33. Ccg-269714

34. Cs-5986

35. Nsc-795718

36. Ac-29871

37. As-55934

38. Bb160379

39. Hy-100492

40. D11737

41. Q29209801

42. N-[(3s,4s)-3-[[6-(2,6-dichloro-3,5-dimethoxyphenyl)-2-quinazolinyl]amino]tetrahydro-2h-pyran-4-yl]-2-propenamide

2.4 Create Date

2015-09-28

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₂₄Cl₂N₄O₄
Molecular Weight	503.4 g/mol
XLogP3	4.7
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	7
Exact Mass	502.1174606 g/mol
Monoisotopic Mass	502.1174606 g/mol
Topological Polar Surface Area	94.6 Å²
Heavy Atom Count	34
Formal Charge	0
Complexity	688
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1