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Also known as: Sovleplenib [inn], 9cl6353kho, 1415792-84-5, (s)-7-(4-(1-(methylsulfonyl)piperidin-4-yl)phenyl)-n-(morpholin-2-ylmethyl)pyrido(4,3-b)pyrazin-5-amine, Pyrido[3,4-b]pyrazin-5-amine, 7-[4-[1-(methylsulfonyl)-4-piperidinyl]phenyl]-n-[(2s)-2-morpholinylmethyl]-, Unii-9cl6353kho

Molecular Formula

C₂₄H₃₀N₆O₃S

Molecular Weight

482.6 g/mol

InChI Key

NJIAKNWTIVDSDA-FQEVSTJZSA-N

FDA UNII

9CL6353KHO

Sovleplenib is an orally available inhibitor of spleen tyrosine kinase (Syk), with potential immunomodulating and antineoplastic activities. Upon oral administration of sovleplenib, this agent binds to and inhibits the activity of Syk. This inhibits B-cell receptor (BCR) signaling, which leads to the inhibition of B-cell activation, and prevents tumor cell activation, migration, adhesion and proliferation. Syk, a non-receptor cytoplasmic, BCR-associated tyrosine kinase, is expressed in hematopoietic tissues and is often overexpressed in hematopoietic malignancies; it plays a key role in B-cell receptor signaling.

1 2D Structure

Sovleplenib

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

7-[4-(1-methylsulfonylpiperidin-4-yl)phenyl]-N-[[(2S)-morpholin-2-yl]methyl]pyrido[3,4-b]pyrazin-5-amine

2.1.2 InChI

InChI=1S/C24H30N6O3S/c1-34(31,32)30-11-6-18(7-12-30)17-2-4-19(5-3-17)21-14-22-23(27-9-8-26-22)24(29-21)28-16-20-15-25-10-13-33-20/h2-5,8-9,14,18,20,25H,6-7,10-13,15-16H2,1H3,(H,28,29)/t20-/m0/s1

2.1.3 InChI Key

NJIAKNWTIVDSDA-FQEVSTJZSA-N

2.1.4 Canonical SMILES

CS(=O)(=O)N1CCC(CC1)C2=CC=C(C=C2)C3=CC4=NC=CN=C4C(=N3)NCC5CNCCO5

2.1.5 Isomeric SMILES

CS(=O)(=O)N1CCC(CC1)C2=CC=C(C=C2)C3=CC4=NC=CN=C4C(=N3)NC[C@@H]5CNCCO5

2.2 Other Identifiers

2.2.1 UNII

9CL6353KHO

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. Sovleplenib [inn]

2. 9cl6353kho

3. 1415792-84-5

4. (s)-7-(4-(1-(methylsulfonyl)piperidin-4-yl)phenyl)-n-(morpholin-2-ylmethyl)pyrido(4,3-b)pyrazin-5-amine

5. Pyrido[3,4-b]pyrazin-5-amine, 7-[4-[1-(methylsulfonyl)-4-piperidinyl]phenyl]-n-[(2s)-2-morpholinylmethyl]-

6. Unii-9cl6353kho

7. Hmpl523

8. Hmpl-523

9. Hmpl-523 [who-dd]

10. Schembl14242080

11. Gtpl11886

12. Zinc143715528

13. Compound 225 [wo2012167733a1]

14. Hy-145598

15. Cs-0376654

16. F78019

17. (s)-7-(4-(1-(methylsulfonyl)piperidin-4-yl)phenyl)-n-(morpholin-2-ylmethyl)pyrido[3,4-b]pyrazin-5-amine

2.4 Create Date

2013-03-21

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₃₀N₆O₃S
Molecular Weight	482.6 g/mol
XLogP3	1.2
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	6
Exact Mass	482.21001001 g/mol
Monoisotopic Mass	482.21001001 g/mol
Topological Polar Surface Area	118 Å²
Heavy Atom Count	34
Formal Charge	0
Complexity	748
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1