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Also known as: Momelotinib dihydrochloride monohydrate, Ldx8893l5d, Cyt-387 dihydrochloride monohydrate, Cyt-11387 dihydrochloride monohydrate, Momelotinib hydrochloride hydrate (jan), Momelotinib hydrochloride hydrate [jan]

Molecular Formula

C₂₃H₂₆Cl₂N₆O₃

Molecular Weight

505.4 g/mol

InChI Key

RQKCPSIFARJBOR-UHFFFAOYSA-N

FDA UNII

LDX8893L5D

Momelotinib Dihydrochloride Monohydrate is the monohydrate dihydrochloride salt form of momelotinib, an orally bioavailable small molecule inhibitor of wild-type (WT) Janus kinases 1 and 2 (JAK1/2), the JAK2 mutant form JAK2V617F, and activin A receptor type 1 (ACVR1; activin receptor like kinase 2; ALK2), with antineoplastic activity. Upon oral administration, momelotinib competes with JAK1/2 for ATP binding, which results in inhibition of JAK1/2 activation, inhibition of the JAK-STAT signaling pathway, and leads to the induction of apoptosis and a reduction of tumor cell proliferation in JAK1/2-expressing tumor cells. In addition, the inhibition of ALK2 prevents liver hepcidin formation, increases iron availability and increases red blood cell (RBC) production. 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 Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N-(cyanomethyl)-4-[2-(4-morpholin-4-ylanilino)pyrimidin-4-yl]benzamide;hydrate;dihydrochloride

2.1.2 InChI

InChI=1S/C23H22N6O2.2ClH.H2O/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*1H;1H2

2.1.3 InChI Key

RQKCPSIFARJBOR-UHFFFAOYSA-N

2.2 Other Identifiers

2.2.1 UNII

LDX8893L5D

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. Momelotinib Dihydrochloride Monohydrate

2. Ldx8893l5d

3. Cyt-387 Dihydrochloride Monohydrate

4. Cyt-11387 Dihydrochloride Monohydrate

5. Momelotinib Hydrochloride Hydrate (jan)

6. Momelotinib Hydrochloride Hydrate [jan]

7. Benzamide, N-(cyanomethyl)-4-(2-((4-(4-morpholinyl)phenyl)amino)-4-pyrimidinyl)-, Hydrochloride, Hydrate (1:2:1)

8. Benzamide, N-(cyanomethyl)-4-[2-[[4-(4-morpholinyl)phenyl]amino]-4-pyrimidinyl]-, Hydrochloride, Hydrate (1:2:1)

9. N-(cyanomethyl)-4-(2-(4-(morpholin-4-yl)anilino)pyrimidin-4-yl)benzamide Dihydrochloride Monohydrate

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

11. Unii-ldx8893l5d

12. Ojjaara

13. 1841094-17-4

14. Ojjaara (tn)

15. Omjjara (tn)

16. Schembl17333087

17. D10889

2.4 Create Date

2015-12-28

3 Chemical and Physical Properties

Molecular Formula	C₂₃H₂₆Cl₂N₆O₃
Molecular Weight	505.4 g/mol
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	6
Exact Mass	Da
Monoisotopic Mass	Da
Topological Polar Surface Area	104
Heavy Atom Count	34
Formal Charge	0
Complexity	615
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	4