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Chemistry

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Also known as: E5501 maleate, 677007-74-8, Avatrombopag maleate [usan], Avatrombopag meleate, Avatrombopag (maleate), Gdw7m2p1is

Molecular Formula

C₃₃H₃₈Cl₂N₆O₇S₂

Molecular Weight

765.7 g/mol

InChI Key

MISPBGHDNZYFNM-BTJKTKAUSA-N

FDA UNII

GDW7M2P1IS

Avatrombopag Maleate is the maleate salt form of avatrombopag, an orally available platelet thrombopoietin receptor (TPOR; MPL) agonist, with potential megakaryopoiesis stimulating activity. Upon administration, avatrombopag binds to and stimulates TPOR, which may lead to the proliferation and differentiation of megakaryocytes from bone marrow progenitor cells. This increases the production of platelets and may prevent chemotherapy-induced thrombocytopenia (CIT). TPOR is a cytokine receptor and member of the hematopoietin receptor superfamily.

1 2D Structure

Avatrombopag Maleate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(Z)-but-2-enedioic acid;1-[3-chloro-5-[[4-(4-chlorothiophen-2-yl)-5-(4-cyclohexylpiperazin-1-yl)-1,3-thiazol-2-yl]carbamoyl]pyridin-2-yl]piperidine-4-carboxylic acid

2.1.2 InChI

InChI=1S/C29H34Cl2N6O3S2.C4H4O4/c30-20-15-23(41-17-20)24-27(37-12-10-35(11-13-37)21-4-2-1-3-5-21)42-29(33-24)34-26(38)19-14-22(31)25(32-16-19)36-8-6-18(7-9-36)28(39)40;5-3(6)1-2-4(7)8/h14-18,21H,1-13H2,(H,39,40)(H,33,34,38);1-2H,(H,5,6)(H,7,8)/b;2-1-

2.1.3 InChI Key

MISPBGHDNZYFNM-BTJKTKAUSA-N

2.1.4 Canonical SMILES

C1CCC(CC1)N2CCN(CC2)C3=C(N=C(S3)NC(=O)C4=CC(=C(N=C4)N5CCC(CC5)C(=O)O)Cl)C6=CC(=CS6)Cl.C(=CC(=O)O)C(=O)O

2.1.5 Isomeric SMILES

C1CCC(CC1)N2CCN(CC2)C3=C(N=C(S3)NC(=O)C4=CC(=C(N=C4)N5CCC(CC5)C(=O)O)Cl)C6=CC(=CS6)Cl.C(=C\C(=O)O)\C(=O)O

2.2 Other Identifiers

2.2.1 UNII

GDW7M2P1IS

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. E5501 Maleate

2. 677007-74-8

3. Avatrombopag Maleate [usan]

4. Avatrombopag Meleate

5. Avatrombopag (maleate)

6. Gdw7m2p1is

7. E-5501 Maleate

8. (z)-but-2-enedioic Acid;1-[3-chloro-5-[[4-(4-chlorothiophen-2-yl)-5-(4-cyclohexylpiperazin-1-yl)-1,3-thiazol-2-yl]carbamoyl]pyridin-2-yl]piperidine-4-carboxylic Acid

9. 4-piperidinecarboxylic Acid, 1-(3-chloro-5-(((4-(4-chloro-2-thienyl)-5-(4-cyclohexyl-1- Piperazinyl)-2-thiazolyl)amino)carbonyl)-2-pyridinyl)-, (2z)-2-butenedioate (1:1)

10. Unii-gdw7m2p1is

11. Doptelet (tn)

12. Akr-501 Monomaleate

13. Chembl2105758

14. Schembl19610454

15. Avatrombopag Maleate [mi]

16. Avatrombopag Maleate (jan/usan)

17. Avatrombopag Maleate [jan]

18. Dtxsid001027855

19. 677007-74-8 (maleate)

20. Hy-13463a

21. Avatrombopag Maleate [who-dd]

22. Avatrombopag Maleate [orange Book]

23. Cs-0025423

24. D10307

25. A902459

26. Q27279052

27. 1-(3-chloro-5-((4-(4-chlorothiophen-2-yl)-5-(4-cyclohexylpiperazin-1-yl)thiazol-2- Yl)carbamoyl)pyridin-2-yl)piperidine-4-carboxylic Acid Mono-(2z)-but-2-enedioate

28. 1-[3-chloro-5-[[4-(4-chlorothiophen-2-yl)-5-(4-cyclohexylpiperazin-1-yl)-1,3-thiazol-2-yl]carbamoyl]pyridin-2-yl]piperidine-4-carboxylic Acid;avatrombopag

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₃₃H₃₈Cl₂N₆O₇S₂
Molecular Weight	765.7 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	14
Rotatable Bond Count	9
Exact Mass	764.1620453 g/mol
Monoisotopic Mass	764.1620453 g/mol
Topological Polar Surface Area	233 Å²
Heavy Atom Count	50
Formal Charge	0
Complexity	1050
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Indication

Doptelet is indicated for the treatment of severe thrombocytopenia in adult patients with chronic liver disease who are scheduled to undergo an invasive procedure.

Doptelet is indicated for the treatment of primary chronic immune thrombocytopenia (ITP) in adult patients who are refractory to other treatments (e. g. corticosteroids, immunoglobulins).

Treatment of Idiopathic Thrombocytopenia Purpura (ITP), Treatment of Thrombocytopenic Purpura Secondary to Liver Disease

5 Pharmacology and Biochemistry

5.1 ATC Code

B02BX

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