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2D Structure
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

2D Structure

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 Weight 765.7 g/mol
Molecular Formula C33H38Cl2N6O7S2
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count14
Rotatable Bond Count9
Exact Mass764.1620453 g/mol
Monoisotopic Mass764.1620453 g/mol
Topological Polar Surface Area233 Ų
Heavy Atom Count50
Formal Charge0
Complexity1050
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
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