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Chemistry

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Also known as: Cyt387, 1056634-68-4, Cyt-387, Cyt 387, N-(cyanomethyl)-4-(2-((4-morpholinophenyl)amino)pyrimidin-4-yl)benzamide, Cyt 11387
Molecular Formula
C23H22N6O2
Molecular Weight
414.5  g/mol
InChI Key
ZVHNDZWQTBEVRY-UHFFFAOYSA-N
FDA UNII
6O01GMS00P

Momelotinib
Momelotinib is an orally bioavailable small-molecule inhibitor of Janus kinases 1 and 2 (JAK1/2) with potential antineoplastic activity. JAK1/2 inhibitor CYT387 competes with JAK1/2 for ATP binding, which may result in inhibition of JAK1/2 activation, inhibition of the JAK-STAT signaling pathway, and so the induction of apoptosis and a reduction of tumor cell proliferation in JAK1/2-expressing tumor cells. JAK2 is the most common mutated gene in bcr-abl-negative myeloproliferative disorders; the JAK2V617F gain-of-function mutation involves a valine-to-phenylalanine modification at position 617. The JAK-STAT signaling pathway is a major mediator of cytokine activity and is often dysregulated in a variety of tumor cell types.
1 2D Structure

Momelotinib

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-(cyanomethyl)-4-[2-(4-morpholin-4-ylanilino)pyrimidin-4-yl]benzamide
2.1.2 InChI
InChI=1S/C23H22N6O2/c24-10-12-25-22(30)18-3-1-17(2-4-18)21-9-11-26-23(28-21)27-19-5-7-20(8-6-19)29-13-15-31-16-14-29/h1-9,11H,12-16H2,(H,25,30)(H,26,27,28)
2.1.3 InChI Key
ZVHNDZWQTBEVRY-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1COCCN1C2=CC=C(C=C2)NC3=NC=CC(=N3)C4=CC=C(C=C4)C(=O)NCC#N
2.2 Other Identifiers
2.2.1 UNII
6O01GMS00P
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Cyt 387

2. Cyt-387

3. Cyt387

4. N-(cyanomethyl)-4-(2-((4-(4-morpholinyl)phenyl)amino)-4-pyrimidinyl)benzamide

2.3.2 Depositor-Supplied Synonyms

1. Cyt387

2. 1056634-68-4

3. Cyt-387

4. Cyt 387

5. N-(cyanomethyl)-4-(2-((4-morpholinophenyl)amino)pyrimidin-4-yl)benzamide

6. Cyt 11387

7. N-(cyanomethyl)-4-(2-(4-morpholinophenylamino)pyrimidin-4-yl)benzamide

8. Gs-0387

9. Momelotinib (cyt387)

10. Cyt-11387

11. N-(cyanomethyl)-4-(2-((4-morpholinophenyl)-amino)pyrimidin-4-yl)benzamide

12. N-(cyanomethyl)-4-(2-((4-(4-morpholinyl)phenyl)amino)-4-pyrimidinyl)benzamide

13. N-(cyanomethyl)-4-[2-[[4-(4-morpholinyl)phenyl]amino]-4-pyrimidinyl]benzamide

14. 6o01gms00p

15. Chembl1078178

16. Cyt-0387

17. Cyt11387

18. Mfcd16038899

19. Lm-1149

20. N-(cyanomethyl)-4-(2-((4-(morpholin-4-yl)phenyl)amino)pyrimidin-4-yl)benzamide

21. N-(cyanomethyl)-4-(2-{[4-(morpholin-4-yl)phenyl]amino}pyrimidin-4-yl)benzamide

22. Benzamide, N-(cyanomethyl)-4-(2-((4-(4-morpholinyl)phenyl)amino)-4-pyrimidinyl)-

23. Momelotinib [usan]

24. Momelotinib [usan:inn]

25. Momelotinibum

26. Unii-6o01gms00p

27. Benzamide, N-(cyanomethyl)-4-[2-[[4-(4-morpholinyl)phenyl]amino]-4-pyrimidinyl]-

28. C87

29. Momelotinib [inn]

30. Momelotinib (usan/inn)

31. Momelotinib [who-dd]

32. Mls006011154

33. Gtpl7791

34. Schembl2237234

35. Chebi:91407

36. Ex-a260

37. Dtxsid801026049

38. Hms3244k19

39. Hms3244k20

40. Hms3244l19

41. Hms3295i01

42. Hms3655d12

43. Hms3744c15

44. Bcp02328

45. Cyt387, Cyt11387

46. Cyt387,cyt 11387

47. Momelotinib (cyt387,cyt-387)

48. Bdbm50311017

49. Nsc767598

50. Nsc800800

51. S2219

52. Zinc43199890

53. Akos015904624

54. N-(cyanomethyl)-4-[2-[(4-morpholinophenyl)amino]-4-pyrimidinyl]benzamide

55. Bcp9000570

56. Ccg-264946

57. Cs-0053

58. Db11763

59. Nsc-767598

60. Nsc-800800

61. Sb14602

62. Ncgc00244257-01

63. Ncgc00244257-08

64. Ac-23162

65. As-19389

66. Hy-10961

67. Smr004702928

68. Sy060668

69. Ft-0755949

70. Sw219679-1

71. D10315

72. A857769

73. Q252602

74. J-001468

75. J-523159

76. Brd-k87737963-001-01-1

77. N-(cyanomethyl)-4-(2-(4-morpholinoanilino)pyrimidin-4-yl)benzamide

78. N-(cyanomethyl)-4-[2-(4-morpholin-4-ylanilino)pyrimidin-4-yl]benzamide

79. N-(cyanomethyl)-4-[2-[4-(4-morpholinyl)anilino]-4-pyrimidinyl]benzamide

80. N-(cyanomethyl)-4-{2-[4-(morpholin-4-yl)anilino]pyrimidin-4-yl}benzamide

81. Benzamide,n-(cyanomethyl)-4-[2-[[4-(4-morpholinyl)phenyl]amino]-4-pyrimidinyl]-

82. N-(cyanomethyl)-4-[2-[[4-(4-morpholinyl)phenyl]amino]-4-pyrimidinyl]benzamide;cyt387

83. Cyt 11387, Cyt-387, N-(cyanomethyl)-4-[2-[[4-(4-morpholinyl)phenyl]amino]-4-pyrimidinyl]benzamide

2.4 Create Date
2008-12-01
3 Chemical and Physical Properties
Molecular Weight 414.5 g/mol
Molecular Formula C23H22N6O2
XLogP32.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count6
Exact Mass414.18042397 g/mol
Monoisotopic Mass414.18042397 g/mol
Topological Polar Surface Area103 Ų
Heavy Atom Count31
Formal Charge0
Complexity615
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Treatment of myelofibrosis


Treatment of post-polycythaemia vera myelofibrosis, Treatment of polycythaemia vera, Treatment of post-essential thrombocythaemia myelofibrosis, Treatment of essential thrombocythaemia, Treatment of acute lymphoblastic leukaemia


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Protein Kinase Inhibitors

Agents that inhibit PROTEIN KINASES. (See all compounds classified as Protein Kinase Inhibitors.)


Drugs in Development

read-more
read-more
  • Development Update

Details:

Omjjara (momelotinib) is a once-a-day, oral JAK1/JAK2 and activin A receptor type 1 (ACVR1) inhibitor. It is indicated for the treatment of myelofibrosis.


Lead Product(s): Momelotinib

Therapeutic Area: Oncology Brand Name: Omjjara

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable June 25, 2024

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01

GSK

United Kingdom
arrow
Antibody Engineering
Not Confirmed

GSK

United Kingdom
arrow
Antibody Engineering
Not Confirmed

Details : Omjjara (momelotinib) is a once-a-day, oral JAK1/JAK2 and activin A receptor type 1 (ACVR1) inhibitor. It is indicated for the treatment of myelofibrosis.

Brand Name : Omjjara

Molecule Type : Small molecule

Upfront Cash : Not Applicable

June 25, 2024

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  • Development Update

Details:

Omjjara (momelotinib) is an oral JAK1/JAK2 and ACVR1 inhibitor for treating splenomegaly and symptoms in adult myelofibrosis patients with moderate to severe anemia.


Lead Product(s): Momelotinib

Therapeutic Area: Hematology Brand Name: Omjjara

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable January 29, 2024

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02

GSK

United Kingdom
arrow
Antibody Engineering
Not Confirmed

GSK

United Kingdom
arrow
Antibody Engineering
Not Confirmed

Details : Omjjara (momelotinib) is an oral JAK1/JAK2 and ACVR1 inhibitor for treating splenomegaly and symptoms in adult myelofibrosis patients with moderate to severe anemia.

Brand Name : Omjjara

Molecule Type : Small molecule

Upfront Cash : Not Applicable

January 29, 2024

blank
  • Development Update

Details:

GS-0387 (momelotinib) has a differentiated mechanism of action, with inhibitory ability along three key signalling pathways: Janus kinase (JAK) 1, JAK2, and activin A receptor, type I (ACVR1). It is being evaluated for the treatment of myelofibrosis patients with anaemia.


Lead Product(s): Momelotinib

Therapeutic Area: Oncology Brand Name: GS-0387

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable November 13, 2023

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03

GSK

United Kingdom
arrow
Antibody Engineering
Not Confirmed

GSK

United Kingdom
arrow
Antibody Engineering
Not Confirmed

Details : GS-0387 (momelotinib) has a differentiated mechanism of action, with inhibitory ability along three key signalling pathways: Janus kinase (JAK) 1, JAK2, and activin A receptor, type I (ACVR1). It is being evaluated for the treatment of myelofibrosis pati...

Brand Name : GS-0387

Molecule Type : Small molecule

Upfront Cash : Not Applicable

November 13, 2023

blank
  • Development Update

Details:

Ojjaara (momelotinib) has a novel mechanism of action, with inhibitory ability along three key signalling pathways: Janus kinase (JAK) 1, JAK2, and activin A receptor, type I (ACVR1), which is approved for myelofibrosis and contributes to anaemia.


Lead Product(s): Momelotinib

Therapeutic Area: Oncology Brand Name: Ojjaara

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable September 15, 2023

blank

04

GSK

United Kingdom
arrow
Antibody Engineering
Not Confirmed

GSK

United Kingdom
arrow
Antibody Engineering
Not Confirmed

Details : Ojjaara (momelotinib) has a novel mechanism of action, with inhibitory ability along three key signalling pathways: Janus kinase (JAK) 1, JAK2, and activin A receptor, type I (ACVR1), which is approved for myelofibrosis and contributes to anaemia.

Brand Name : Ojjaara

Molecule Type : Small molecule

Upfront Cash : Not Applicable

September 15, 2023

blank
  • Development Update

Details:

GS-0387 (momelotinib) has a novel mechanism of action, with inhibitory ability along three key signalling pathways: Janus kinase (JAK) 1, JAK2, and activin A receptor, type I (ACVR1), which is investicated for myelofibrosis and contributes to anaemia.


Lead Product(s): Momelotinib

Therapeutic Area: Oncology Brand Name: GS-0387

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable September 11, 2023

blank

05

GSK

United Kingdom
arrow
Antibody Engineering
Not Confirmed

GSK

United Kingdom
arrow
Antibody Engineering
Not Confirmed

Details : GS-0387 (momelotinib) has a novel mechanism of action, with inhibitory ability along three key signalling pathways: Janus kinase (JAK) 1, JAK2, and activin A receptor, type I (ACVR1), which is investicated for myelofibrosis and contributes to anaemia.

Brand Name : GS-0387

Molecule Type : Small molecule

Upfront Cash : Not Applicable

September 11, 2023

blank
  • Development Update

Details:

GS-0387 (momelotinib) has a novel mechanism of action, with inhibitory ability along three key signalling pathways: Janus kinase (JAK) 1, JAK2, and activin A receptor, type I (ACVR1), which is investicated for myelofibrosis and contributes to anaemia.


Lead Product(s): Momelotinib

Therapeutic Area: Oncology Brand Name: GS-0387

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable June 16, 2023

blank

06

GSK

United Kingdom
arrow
Antibody Engineering
Not Confirmed

GSK

United Kingdom
arrow
Antibody Engineering
Not Confirmed

Details : GS-0387 (momelotinib) has a novel mechanism of action, with inhibitory ability along three key signalling pathways: Janus kinase (JAK) 1, JAK2, and activin A receptor, type I (ACVR1), which is investicated for myelofibrosis and contributes to anaemia.

Brand Name : GS-0387

Molecule Type : Small molecule

Upfront Cash : Not Applicable

June 16, 2023

blank
  • Development Update

Details:

GS-0387 (momelotinib) is a potential new medicine with a differentiated mechanism of action, with inhibitory ability along three key signalling pathways: Janus kinase (JAK) 1 and JAK2 and activin A receptor type I (ACVR1).


Lead Product(s): Momelotinib

Therapeutic Area: Oncology Brand Name: GS-0387

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable December 02, 2022

blank

07

GSK

United Kingdom
arrow
Antibody Engineering
Not Confirmed

GSK

United Kingdom
arrow
Antibody Engineering
Not Confirmed

Details : GS-0387 (momelotinib) is a potential new medicine with a differentiated mechanism of action, with inhibitory ability along three key signalling pathways: Janus kinase (JAK) 1 and JAK2 and activin A receptor type I (ACVR1).

Brand Name : GS-0387

Molecule Type : Small molecule

Upfront Cash : Not Applicable

December 02, 2022

blank
  • Development Update

Details:

GS-0387 (momelotinib) is a potential new medicine with a differentiated mechanism of action, with inhibitory ability along three key signalling pathways: Janus kinase (JAK) 1, and JAK2 and activin A receptor, type I (ACVR1).


Lead Product(s): Momelotinib

Therapeutic Area: Oncology Brand Name: GS-0387

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable August 17, 2022

blank

08

GSK

United Kingdom
arrow
Antibody Engineering
Not Confirmed

GSK

United Kingdom
arrow
Antibody Engineering
Not Confirmed

Details : GS-0387 (momelotinib) is a potential new medicine with a differentiated mechanism of action, with inhibitory ability along three key signalling pathways: Janus kinase (JAK) 1, and JAK2 and activin A receptor, type I (ACVR1).

Brand Name : GS-0387

Molecule Type : Small molecule

Upfront Cash : Not Applicable

August 17, 2022

blank
  • Deals

Details:

Momelotinib (GS-0387), has a differentiated mode of action with inhibitory ability along three key signalling pathways: activin A receptor, type I (ACVR1)/activin receptor-like kinase-2 (ALK2), Janus kinase (JAK) 1, and JAK2.


Lead Product(s): Momelotinib

Therapeutic Area: Oncology Brand Name: GS-0387

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: GSK

Deal Size: $1,900.0 million Upfront Cash: $1,900.0 million

Deal Type: Acquisition July 01, 2022

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09

GSK

United Kingdom
arrow
Antibody Engineering
Not Confirmed

GSK

United Kingdom
arrow
Antibody Engineering
Not Confirmed

Details : Momelotinib (GS-0387), has a differentiated mode of action with inhibitory ability along three key signalling pathways: activin A receptor, type I (ACVR1)/activin receptor-like kinase-2 (ALK2), Janus kinase (JAK) 1, and JAK2.

Brand Name : GS-0387

Molecule Type : Small molecule

Upfront Cash : $1,900.0 million

July 01, 2022

blank
  • Development Update

Details:

GS-0387 (momelotinib) is a potent, selective and orally bioavailable ACVR1 / ALK2, JAK1, JAK2 inhibitor under investigation for the treatment of myelofibrosis in symptomatic, anemic patients previously treated with an approved JAK inhibitor.


Lead Product(s): Momelotinib

Therapeutic Area: Oncology Brand Name: GS-0387

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable June 17, 2022

blank

10

GSK

United Kingdom
arrow
Antibody Engineering
Not Confirmed

GSK

United Kingdom
arrow
Antibody Engineering
Not Confirmed

Details : GS-0387 (momelotinib) is a potent, selective and orally bioavailable ACVR1 / ALK2, JAK1, JAK2 inhibitor under investigation for the treatment of myelofibrosis in symptomatic, anemic patients previously treated with an approved JAK inhibitor.

Brand Name : GS-0387

Molecule Type : Small molecule

Upfront Cash : Not Applicable

June 17, 2022

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