Compound Detail

CHEMBL4650323

TOLEBRUTINIB

🧪 Phase III

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🧪 Phase III

C=CC(=O)N1CCC[C@@H](n2c(=O)n(-c3ccc(Oc4ccccc4)cc3)c3c(N)nccc32)C1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4650323
Name	TOLEBRUTINIB
Phase	Phase III
Structure Type	MOL
InChI Key	KOEUOFPEZFUWRF-LJQANCHMSA-N

Known Names

PRN-2246 PRN2246 SAR-442168 Sar442168 Tolebrutinib

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

455.5

MW (Da)

3.91

ALogP

HBA

HBD

95.4

PSA (Å²)

0.46

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

USAN Stem	-tinib
USAN Year	2021

Extended Properties

Molecular Formula	C26H25N5O3
MW	455.52
Aromatic Rings	4
Heavy Atoms	34
NP-Likeness	-0.59

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Tyrosine-protein kinase BTK inhibitor	INHIBITOR	Tyrosine-protein kinase BTK	✓	✓

Indications

Multiple Sclerosis Multiple Sclerosis, Chronic Progressive Multiple Sclerosis, Chronic Progressive Kidney Diseases

Activity Summary

IC50 7 meas. best 9.15

Kd 2 meas. best 8.85

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase BTK CHEMBL5251	IC50	9.15	8.82	0.7	4
Tyrosine-protein kinase BTK CHEMBL5251	Kd	8.85	8.85	1.4	2
Tyrosine-protein kinase Tec CHEMBL4246	IC50	8.11	8.11	7.8	1
Epidermal growth factor receptor CHEMBL203	IC50	7.13	7.13	74.0	1
Early activation antigen CD69 CHEMBL3308911	IC50	6.7	6.7	200.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase BTK	IC50	=	0.7	nM	9.15	Inhibition of human BTK in human microglia cells	33609659
Tyrosine-protein kinase BTK	IC50	=	1.0	nM	9.0	Inhibition of human BTK using fluorescein-labeled polyGAT peptide as substrate i...	34734694
Tyrosine-protein kinase BTK	IC50	=	1.2	nM	8.92	Inhibition of BTK (unknown origin)	33481605
Tyrosine-protein kinase BTK	Kd	=	1.4	nM	8.85	Binding affinity to wild-type human full length BTK (M1 to S659 residues) expres...	34734694
Tyrosine-protein kinase BTK	Kd	=	1.4	nM	8.85	Inhibition of human full-length wild type BTK (M1 to S659 residues) expressed in...	38712838
Tyrosine-protein kinase BTK	IC50	=	6.2	nM	8.21	Inhibition of BTK phosphorylation at Tyr 223 residue in human Ramos cell incubat...	36912866
Tyrosine-protein kinase Tec	IC50	=	7.8	nM	8.11	Inhibition of FLAG-tagged TEC autophosphorylation in HEK293 cells incubated for ...	36912866
Epidermal growth factor receptor	IC50	=	74.0	nM	7.13	Inhibition of EGFR autophosphorylation at Tyr1068 residue in EGFR-amplified huma...	36912866
Early activation antigen CD69	IC50	=	200.0	nM	6.7	Inhibition of CD69 in human whole blood preincubated for 30 mins followed by ant...	34734694

Literature References

PubMed	DOI	Target Context	# Activities
34734694	10.1021/acs.jmedchem.1c00926	Unchecked	9
38712838	10.1021/acs.jmedchem.4c00220	Unchecked	9
34734694	10.1021/acs.jmedchem.1c00926	Tyrosine-protein kinase BTK	3
36912866	10.1021/acs.jmedchem.2c01938	Unchecked	2
33609659	10.1016/j.bmcl.2021.127862	Tyrosine-protein kinase BTK	1
34734694	10.1021/acs.jmedchem.1c00926	Early activation antigen CD69	1
33481605	10.1021/acs.jmedchem.0c01511	Tyrosine-protein kinase BTK	1
36912866	10.1021/acs.jmedchem.2c01938	Tyrosine-protein kinase BTK	1
36912866	10.1021/acs.jmedchem.2c01938	Epidermal growth factor receptor	1
36912866	10.1021/acs.jmedchem.2c01938	Tyrosine-protein kinase Tec	1
38712838	10.1021/acs.jmedchem.4c00220	Tyrosine-protein kinase BTK	1

Data from ChEMBL 36 via Core Engine