Compound Detail

CHEMBL386051

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CSc1cccc(Nc2ncc3cc(-c4c(Cl)cccc4Cl)c(=O)n(C)c3n2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL386051
Phase	Preclinical
Structure Type	MOL
InChI Key	VAARYSWULJUGST-UHFFFAOYSA-N

160

Targets

234

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

443.4

MW (Da)

5.77

ALogP

HBA

HBD

59.8

PSA (Å²)

0.41

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C21H16Cl2N4OS
MW	443.36
Aromatic Rings	4
Heavy Atoms	29
NP-Likeness	-1.28

Activity Summary

Kd 201 meas. best 9.28

IC50 29 meas. best 8.7

Ki 4 meas. best 9.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase ABL1 CHEMBL1862	Ki	9.7	9.7	0.2	1
Tyrosine-protein kinase ABL1 CHEMBL1862	Kd	9.28	8.5338	0.5	16
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	Kd	9.17	9.17	0.7	1
Tyrosine-protein kinase ABL2 CHEMBL4014	Kd	9.16	9.16	0.7	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	Kd	9.15	9.15	0.7	1
Tyrosine-protein kinase Lck CHEMBL258	Kd	8.96	8.96	1.1	1
Platelet-derived growth factor receptor beta CHEMBL1913	Kd	8.85	8.85	1.4	1
Tyrosine-protein kinase Blk CHEMBL2250	Kd	8.82	8.82	1.5	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	Kd	8.8	7.7371	1.6	7
Bcr/Abl fusion protein CHEMBL2096618	IC50	8.7	6.0729	2.0	7
Ephrin type-B receptor 6 CHEMBL5836	Kd	8.7	8.7	2.0	1
Tyrosine-protein kinase Lyn CHEMBL3905	Kd	8.66	8.66	2.2	1
Tyrosine-protein kinase Yes CHEMBL2073	Kd	8.64	8.64	2.3	1
Tyrosine-protein kinase Fgr CHEMBL4454	Kd	8.62	8.62	2.4	1
Epithelial discoidin domain-containing receptor 1 CHEMBL5319	Kd	8.62	8.62	2.4	1
Tyrosine-protein kinase HCK CHEMBL3234	Kd	8.48	8.48	3.3	1
Ephrin type-A receptor 2 CHEMBL2068	Kd	8.42	8.42	3.8	1
Bone morphogenetic protein receptor type-1B CHEMBL5476	Kd	8.4	8.4	4.0	1
Tyrosine-protein kinase FRK CHEMBL4223	Kd	8.39	8.39	4.1	1
Ephrin type-B receptor 1 CHEMBL5072	Kd	8.36	8.36	4.4	1
Serine/threonine-protein kinase B-raf CHEMBL5145	Kd	8.36	8.3	4.4	2
Tyrosine-protein kinase Fyn CHEMBL1841	Kd	8.31	8.31	4.9	1
Platelet-derived growth factor receptor alpha CHEMBL2007	Kd	8.25	8.25	5.6	1
Ephrin type-A receptor 8 CHEMBL4134	Kd	8.23	8.23	5.9	1
Ephrin type-A receptor 1 CHEMBL5810	Kd	8.19	8.19	6.5	1
Serine/threonine-protein kinase SIK1 CHEMBL6082	Kd	8.19	8.19	6.5	1
Ephrin type-A receptor 3 CHEMBL4954	Kd	8.12	8.12	7.6	1
Cyclin-G-associated kinase CHEMBL4355	Kd	8.09	8.09	8.2	1
Ephrin type-A receptor 4 CHEMBL3988	Kd	8.08	8.08	8.3	1
Activin receptor type-2B CHEMBL5466	Kd	8.04	8.04	9.1	1
Activin receptor type-2A CHEMBL5616	Kd	8.0	8.0	10.0	1
Discoidin domain-containing receptor 2 CHEMBL5122	Kd	7.92	7.92	12.0	1
Ephrin type-B receptor 4 CHEMBL5147	Kd	7.92	7.92	12.0	1
Ephrin type-A receptor 5 CHEMBL3987	Kd	7.85	7.85	14.0	1
Receptor-interacting serine/threonine-protein kinase 2 CHEMBL5014	Kd	7.8	7.8	16.0	1
Ephrin type-B receptor 2 CHEMBL3290	Kd	7.72	7.72	19.0	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	Kd	7.64	7.64	23.0	1
RAF proto-oncogene serine/threonine-protein kinase CHEMBL1906	Kd	7.64	7.64	23.0	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	7.61	5.9171	24.5	7
eIF-2-alpha kinase GCN2 CHEMBL5358	Kd	7.58	7.58	26.0	1
Serine/threonine-protein kinase SIK2 CHEMBL5699	Kd	7.58	7.58	26.0	1
Activated CDC42 kinase 1 CHEMBL4599	Kd	7.57	7.57	27.0	1
Atypical kinase COQ8B, mitochondrial CHEMBL5753	Kd	7.57	7.57	27.0	1
Fibroblast growth factor receptor 2 CHEMBL4142	Kd	7.51	7.51	31.0	1
Cytoplasmic tyrosine-protein kinase BMX CHEMBL3834	Kd	7.5	7.5	32.0	1
Tyrosine-protein kinase TXK CHEMBL4367	Kd	7.46	7.46	35.0	1
Serine/threonine-protein kinase NLK CHEMBL5364	Kd	7.46	7.46	35.0	1
Membrane-associated tyrosine- and threonine-specific cdc2-inhibitory kinase CHEMBL3984	Kd	7.36	7.36	44.0	1
Membrane-associated tyrosine- and threonine-specific cdc2-inhibitory kinase CHEMBL3984	Ki	7.36	7.36	43.6	2
Fibroblast growth factor receptor 3 CHEMBL2742	Kd	7.34	7.33	46.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase ABL1	Ki	=	0.2	nM	9.7	Inhibition of recombinant c-Abl after 30 mins	20674368
Tyrosine-protein kinase ABL1	Kd	=	0.52	nM	9.28	Binding constant for ABL1(M351T)-phosphorylated kinase domain	22037378
Tyrosine-protein kinase ABL1	Kd	=	0.55	nM	9.26	Binding constant for ABL1(E255K)-phosphorylated kinase domain	22037378
Tyrosine-protein kinase ABL1	Kd	=	0.58	nM	9.24	Binding constant for ABL1-phosphorylated kinase domain	22037378
Tyrosine-protein kinase ABL1	Kd	=	0.58	nM	9.24	KINOMEscan competition binding assay: This assay is described in https://www.dis...	-
Tyrosine-protein kinase ABL1	Kd	=	0.63	nM	9.2	Binding constant for ABL1(H396P)-non phosphorylated kinase domain	22037378
Macrophage colony-stimulating factor 1 receptor	Kd	=	0.67	nM	9.17	Binding constant for CSF1R kinase domain	22037378
Tyrosine-protein kinase ABL2	Kd	=	0.69	nM	9.16	Binding constant for ABL2 kinase domain	22037378
Proto-oncogene tyrosine-protein kinase Src	Kd	=	0.71	nM	9.15	Binding constant for SRC kinase domain	22037378
Tyrosine-protein kinase ABL1	Kd	=	0.88	nM	9.06	Binding constant for ABL1(Y253F)-phosphorylated kinase domain	22037378
Tyrosine-protein kinase ABL1	Kd	=	0.93	nM	9.03	Binding constant for ABL1(Q252H)-phosphorylated kinase domain	22037378
Tyrosine-protein kinase Lck	Kd	=	1.1	nM	8.96	Binding constant for LCK kinase domain	22037378
Tyrosine-protein kinase ABL1	Kd	=	1.3	nM	8.89	Binding constant for ABL1(Q252H)-non phosphorylated kinase domain	22037378
Platelet-derived growth factor receptor beta	Kd	=	1.4	nM	8.85	Binding constant for PDGFRB kinase domain	22037378
Tyrosine-protein kinase ABL1	Kd	=	1.4	nM	8.85	Binding constant for ABL1(H396P)-phosphorylated kinase domain	22037378
Tyrosine-protein kinase ABL1	Kd	=	1.5	nM	8.82	Binding constant for ABL1-non phosphorylated kinase domain	22037378
Tyrosine-protein kinase Blk	Kd	=	1.5	nM	8.82	Binding constant for BLK kinase domain	22037378
Mast/stem cell growth factor receptor Kit	Kd	=	1.6	nM	8.8	Binding constant for KIT(V559D) kinase domain	22037378
Mast/stem cell growth factor receptor Kit	Kd	=	1.8	nM	8.74	Binding constant for KIT kinase domain	22037378
Ephrin type-B receptor 6	Kd	=	2.0	nM	8.7	Binding constant for EPHB6 kinase domain	22037378

Literature References

PubMed	DOI	Target Context	# Activities
22037378	10.1038/nbt.1990	Tyrosine-protein kinase ABL1	15
22037378	10.1038/nbt.1990	Epidermal growth factor receptor	12
22037378	10.1038/nbt.1990	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	10
26254279	10.18632/oncotarget.4214	Proto-oncogene tyrosine-protein kinase Src	9
26254279	10.18632/oncotarget.4214	Bcr/Abl fusion protein	9
22037378	10.1038/nbt.1990	Mast/stem cell growth factor receptor Kit	8
22037378	10.1038/nbt.1990	Receptor-type tyrosine-protein kinase FLT3	7
28787156	10.1021/acs.jmedchem.7b00794	Protein smoothened	6
30388464	10.1016/j.ejmech.2018.10.050	Membrane-associated tyrosine- and threonine-specific cdc2-inhibitory kinase	5
16970400	10.1021/jm060380k	NPM/ALK (Nucleophosmin/ALK tyrosine kinase receptor)	4
22037378	10.1038/nbt.1990	Proto-oncogene tyrosine-protein kinase receptor Ret	4
16970400	10.1021/jm060380k	BaF3	4
10974196	10.1016/s0006-2952(00)00405-6	HT-29	3
10974196	10.1016/s0006-2952(00)00405-6	SW-620	3
10974196	10.1016/s0006-2952(00)00405-6	HCT-8	3
22037378	10.1038/nbt.1990	Hepatocyte growth factor receptor	3
22037378	10.1038/nbt.1990	Ribosomal protein S6 kinase alpha-2	2
10974196	10.1016/s0006-2952(00)00405-6	Unchecked	2
22037378	10.1038/nbt.1990	Leucine-rich repeat serine/threonine-protein kinase 2	2
22037378	10.1038/nbt.1990	Ribosomal protein S6 kinase alpha-6	2

Data from ChEMBL 36 via Core Engine