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Also known as: Hm43239, Hm-43239, 2569527-64-4, 2294874-49-8, 2-pyrimidinamine, 5-chloro-n-(3-cyclopropyl-5-(((3r,5s)-3,5-dimethyl-1-piperazinyl)methyl)phenyl)-4-(6-methyl-1h-indol-3-yl)-, rel-, 5-chloro-n-(3-cyclopropyl-5-(((3r,5s)-3,5-dimethylpiperazine-1-yl) methyl) phenyl)-4-(6-methyl-1hindol-3-yl) pyrimidin-2-amine

Molecular Formula

C₂₉H₃₃ClN₆

Molecular Weight

501.1 g/mol

InChI Key

FZLSDZZNPXXBBB-KDURUIRLSA-N

FDA UNII

C0WUS7XXE9

FLT3 Inhibitor HM43239 is a selective, reversible type I inhibitor of FMS-like tyrosine kinase 3 (FLT3; CD135; STK1; FLK2) with potential antineoplastic activity. Upon administration of FLT3 inhibitor HM43239, it reversibly binds to and inhibits the activity of FLT3. This inhibits the proliferation of FLT3-expressing cancer cells. FLT3, a class III receptor tyrosine kinase (RTK), is overexpressed or mutated in most B-lineage neoplasms and in acute myeloid leukemias.

1 2D Structure

Tuspetinib

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

5-chloro-N-[3-cyclopropyl-5-[[(3R,5S)-3,5-dimethylpiperazin-1-yl]methyl]phenyl]-4-(6-methyl-1H-indol-3-yl)pyrimidin-2-amine

2.1.2 InChI

InChI=1S/C29H33ClN6/c1-17-4-7-24-25(12-31-27(24)8-17)28-26(30)13-32-29(35-28)34-23-10-20(9-22(11-23)21-5-6-21)16-36-14-18(2)33-19(3)15-36/h4,7-13,18-19,21,31,33H,5-6,14-16H2,1-3H3,(H,32,34,35)/t18-,19+

2.1.3 InChI Key

FZLSDZZNPXXBBB-KDURUIRLSA-N

2.1.4 Canonical SMILES

CC1CN(CC(N1)C)CC2=CC(=CC(=C2)NC3=NC=C(C(=N3)C4=CNC5=C4C=CC(=C5)C)Cl)C6CC6

2.1.5 Isomeric SMILES

C[C@@H]1CN(C[C@@H](N1)C)CC2=CC(=CC(=C2)NC3=NC=C(C(=N3)C4=CNC5=C4C=CC(=C5)C)Cl)C6CC6

2.2 Other Identifiers

2.2.1 UNII

C0WUS7XXE9

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. Hm43239

2. Hm-43239

3. 2569527-64-4

4. 2294874-49-8

5. 2-pyrimidinamine, 5-chloro-n-(3-cyclopropyl-5-(((3r,5s)-3,5-dimethyl-1-piperazinyl)methyl)phenyl)-4-(6-methyl-1h-indol-3-yl)-, Rel-

6. 5-chloro-n-(3-cyclopropyl-5-(((3r,5s)-3,5-dimethylpiperazine-1-yl) Methyl) Phenyl)-4-(6-methyl-1hindol-3-yl) Pyrimidin-2-amine

7. Tuspetinib

8. 5-chloro-n-(3-cyclopropyl-5-(((3r,5s)-3,5-dimethylpiperazin-1-yl)methyl)phenyl)-4-(6-methyl-1h-indol-3-yl)pyrimidin-2-amine

9. 5-chloro-n-[3-cyclopropyl-5-[[(3r,5s)-3,5-dimethylpiperazin-1-yl]methyl]phenyl]-4-(6-methyl-1h-indol-3-yl)pyrimidin-2-amine

10. Unii-c0wus7xxe9

11. Schembl21629038

12. Gtpl12010

13. Us10870639, Example 8

14. Bdbm476700

15. Glxc-25333

16. Ex-a5352

17. Example 8 [us10870639b2]

18. Db15343

19. Hy-145015

20. Cs-0312139

21. 5-chloro-n-(3-cyclopropyl-5-(((3r,5s)-3,5-dimethylpiperazine-1-yl)methyl)phenyl)-4-(6-methyl-1h-indole-3-yl)pyrimidine-2-amine

22. 5-chloro-n-(3-cyclopropyl-5-(((3s,5r)-3,5-dimethylpiperazin-1-yl)methyl)phenyl)-4-(6-methyl-1h-indol-3-yl)pyrimidin-2-amine

2.4 Create Date

2018-12-16

3 Chemical and Physical Properties

Molecular Formula	C₂₉H₃₃ClN₆
Molecular Weight	501.1 g/mol
XLogP3	5.8
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	6
Exact Mass	500.2455228 g/mol
Monoisotopic Mass	500.2455228 g/mol
Topological Polar Surface Area	68.9 Å²
Heavy Atom Count	36
Formal Charge	0
Complexity	725
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