Compound Detail

CHEMBL1997924

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c1ccc(CNc2nc(Nc3cc(C4CC4)[nH]n3)c3sccc3n2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1997924
Phase	Preclinical
Structure Type	MOL
InChI Key	TVUWQDLBEOZVOU-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

362.5

MW (Da)

4.65

ALogP

HBA

HBD

78.5

PSA (Å²)

0.47

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C19H18N6S
MW	362.46
Aromatic Rings	4
Heavy Atoms	26
NP-Likeness	-1.74

Activity Summary

Ki 37 meas. best 9.0

IC50 22 meas. best 8.66

Kd 2 meas. best 8.71

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Proto-oncogene tyrosine-protein kinase ROS CHEMBL5568	Ki	9.0	9.0	1.0	1
Serine/threonine-protein kinase 3 CHEMBL4708	Ki	8.8	8.8	1.6	1
Glycogen synthase kinase-3 beta CHEMBL262	Kd	8.71	8.71	2.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	Ki	8.7	8.7	2.0	1
Tyrosine-protein kinase Fyn CHEMBL1841	IC50	8.66	7.85	2.2	2
Fibroblast growth factor receptor 3 CHEMBL2742	Ki	8.5	8.5	3.2	1
5'-AMP-activated protein kinase catalytic subunit alpha-1 CHEMBL4045	Ki	8.4	8.4	4.0	1
Dual specificity protein kinase CLK4 CHEMBL4203	Ki	8.4	8.4	4.0	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	8.38	7.9533	4.2	3
Fibroblast growth factor receptor 1 CHEMBL3650	Ki	8.3	8.3	5.0	1
Focal adhesion kinase 1 CHEMBL2695	Ki	8.3	8.3	5.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Ki	8.1	8.1	7.9	1
Glycogen synthase kinase-3 beta CHEMBL262	Ki	8.1	8.1	7.9	1
Tyrosine-protein kinase ABL1 CHEMBL1862	Ki	8.0	8.0	10.0	1
Leucine-rich repeat serine/threonine-protein kinase 2 CHEMBL1075104	Ki	8.0	8.0	10.0	1
Tyrosine-protein kinase Fyn CHEMBL1841	Ki	8.0	8.0	10.0	1
Dual specificity protein kinase CLK1 CHEMBL4224	Kd	7.99	7.99	10.2	1
Tyrosine-protein kinase SYK CHEMBL2599	Ki	7.9	7.9	12.6	1
Vascular endothelial growth factor receptor 2 CHEMBL279	Ki	7.5	7.5	31.6	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	Ki	7.5	7.5	31.6	1
Unchecked CHEMBL612545	IC50	7.42	7.42	38.4	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	Ki	7.4	7.4	39.8	1
Serine/threonine-protein kinase PAK 4 CHEMBL4482	Ki	7.3	7.3	50.1	1
Dual specificity protein kinase CLK4 CHEMBL4203	IC50	7.29	7.29	51.3	1
Dual specificity protein kinase CLK1 CHEMBL4224	IC50	7.25	7.185	56.2	2
ALK tyrosine kinase receptor CHEMBL4247	Ki	7.2	7.2	63.1	1
Mitogen-activated protein kinase kinase kinase kinase 2 CHEMBL5330	Ki	7.2	7.2	63.1	1
Serine/threonine-protein kinase N2 CHEMBL3032	Ki	7.2	7.2	63.1	1
cAMP-dependent protein kinase catalytic subunit alpha CHEMBL4101	Ki	7.2	7.2	63.1	1
Mitogen-activated protein kinase kinase kinase kinase 4 CHEMBL6166	Ki	7.1	7.1	79.4	1
Insulin-like growth factor 1 receptor CHEMBL1957	Ki	7.1	7.1	79.4	1
Dual specificity protein kinase CLK2 CHEMBL4225	IC50	7.08	7.08	82.8	1
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	7.0	7.0	101.1	1
Ribosomal protein S6 kinase alpha-3 CHEMBL2345	Ki	7.0	7.0	100.0	1
Mitogen-activated protein kinase kinase kinase kinase 5 CHEMBL4852	Ki	7.0	7.0	100.0	1
Aurora kinase B CHEMBL2185	Ki	6.9	6.9	125.9	1
Serine/threonine-protein kinase TAO1 CHEMBL5261	Ki	6.9	6.9	125.9	1
Activin receptor type-1 CHEMBL5903	Ki	6.8	6.8	158.5	1
Misshapen-like kinase 1 CHEMBL5518	Ki	6.8	6.8	158.5	1
Serine/threonine-protein kinase D3 CHEMBL2595	Ki	6.7	6.7	199.5	1
Tyrosine-protein kinase Lck CHEMBL258	Ki	6.6	6.6	251.2	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Ki	6.4	6.4	398.1	1
Rho-associated protein kinase 1 CHEMBL3231	Ki	6.3	6.3	501.2	1
Tyrosine-protein kinase BTK CHEMBL5251	Ki	6.2	6.2	631.0	1
Tyrosine-protein kinase receptor TYRO3 CHEMBL5314	Ki	6.2	6.2	631.0	1
Hepatocyte growth factor receptor CHEMBL3717	Ki	6.1	6.1	794.3	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	6.04	5.525	903.0	4
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	5.94	5.92	1138.0	2
Dual specificity protein kinase CLK3 CHEMBL4226	IC50	5.72	5.72	1912.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	5.37	5.37	4239.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Proto-oncogene tyrosine-protein kinase ROS	Ki	=	1.0	nM	9.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase 3	Ki	=	1.585	nM	8.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Glycogen synthase kinase-3 beta	Kd	=	1.952	nM	8.71	Binding affinity to human GSK-3beta assessed as equilibrium dissociation constan...	36876904
Tyrosine-protein kinase JAK2	Ki	=	1.995	nM	8.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase Fyn	IC50	=	2.17	nM	8.66	Inhibition of human Fyn using Cdc2 peptide as substrate incubated for 40 mins in...	34959172
Fibroblast growth factor receptor 3	Ki	=	3.162	nM	8.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Dual specificity protein kinase CLK4	Ki	=	3.981	nM	8.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
5'-AMP-activated protein kinase catalytic subunit alpha-1	Ki	=	3.981	nM	8.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Glycogen synthase kinase-3 beta	IC50	=	4.17	nM	8.38	Inhibition of human GSK-3-beta using phospho GS2 peptide as substrate incubated ...	34959172
Focal adhesion kinase 1	Ki	=	5.012	nM	8.3	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Fibroblast growth factor receptor 1	Ki	=	5.012	nM	8.3	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Glycogen synthase kinase-3 beta	Ki	=	7.943	nM	8.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Proto-oncogene tyrosine-protein kinase receptor Ret	Ki	=	7.943	nM	8.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Glycogen synthase kinase-3 beta	IC50	=	9.47	nM	8.02	Inhibition of from NanoLuc-fused GSK-3-beta (unknown origin) transfected in HEK2...	34959172
Tyrosine-protein kinase ABL1	Ki	=	10.0	nM	8.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Leucine-rich repeat serine/threonine-protein kinase 2	Ki	=	10.0	nM	8.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase Fyn	Ki	=	10.0	nM	8.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Dual specificity protein kinase CLK1	Kd	=	10.19	nM	7.99	Binding affinity to human CLK1 assessed as equilibrium dissociation constant mea...	36876904
Tyrosine-protein kinase SYK	Ki	=	12.59	nM	7.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Vascular endothelial growth factor receptor 1	Ki	=	31.62	nM	7.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-

Literature References

PubMed	DOI	Target Context	# Activities
34959172	10.1016/j.ejmech.2021.114054	Unchecked	7
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	5
36876904	10.1021/acs.jmedchem.2c02068	Unchecked	5
34959172	10.1016/j.ejmech.2021.114054	Glycogen synthase kinase-3 beta	4
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity protein kinase CLK1	4
34959172	10.1016/j.ejmech.2021.114054	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	4
34959172	10.1016/j.ejmech.2021.114054	Tyrosine-protein kinase Fyn	4
36876904	10.1021/acs.jmedchem.2c02068	Glycogen synthase kinase-3 beta	3
34959172	10.1016/j.ejmech.2021.114054	Mitogen-activated protein kinase 14	2
34959172	10.1016/j.ejmech.2021.114054	Mitogen-activated protein kinase 1	2
34959172	10.1016/j.ejmech.2021.114054	Mitogen-activated protein kinase kinase kinase kinase 4	2
34959172	10.1016/j.ejmech.2021.114054	Mitogen-activated protein kinase 8	2
34959172	10.1016/j.ejmech.2021.114054	cAMP-dependent protein kinase (PKA)	2
34959172	10.1016/j.ejmech.2021.114054	Tyrosine-protein kinase Yes	2
34959172	10.1016/j.ejmech.2021.114054	Tyrosine-protein kinase Lck	2
34959172	10.1016/j.ejmech.2021.114054	Casein kinase I isoform delta	2
34959172	10.1016/j.ejmech.2021.114054	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	2
34959172	10.1016/j.ejmech.2021.114054	Casein kinase I isoform epsilon	2
34959172	10.1016/j.ejmech.2021.114054	Casein kinase 2	2
34959172	10.1016/j.ejmech.2021.114054	Dual specificity tyrosine-phosphorylation-regulated kinase 2	2

Data from ChEMBL 36 via Core Engine