Compound Detail

CHEMBL196363

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Cc1cccc(NC(=O)Nc2ccc(-c3csc4ncnc(N)c34)cc2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL196363
Phase	Preclinical
Structure Type	MOL
InChI Key	DZSUJUOJJJCWGG-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

375.5

MW (Da)

4.89

ALogP

HBA

HBD

92.9

PSA (Å²)

0.48

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H17N5OS
MW	375.46
Aromatic Rings	4
Heavy Atoms	27
NP-Likeness	-1.76

Activity Summary

Ki 68 meas. best 10.1

IC50 22 meas. best 9.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Platelet-derived growth factor receptor alpha CHEMBL2007	Ki	10.1	10.1	0.1	1
Platelet-derived growth factor receptor beta CHEMBL1913	Ki	9.9	9.9	0.1	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Ki	9.1	9.1	0.8	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	9.0	8.712	1.0	5
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	Ki	8.7	8.7	2.0	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	IC50	8.7	8.7	2.0	2
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	8.7	8.7	2.0	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	Ki	8.6	8.6	2.5	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	IC50	8.52	8.52	3.0	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	IC50	8.22	8.22	6.0	4
Tyrosine-protein kinase receptor UFO CHEMBL4895	Ki	8.2	8.2	6.3	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Ki	8.1	8.1	7.9	1
NT-3 growth factor receptor CHEMBL5608	Ki	8.0	8.0	10.0	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	IC50	7.89	7.89	13.0	2
Ribosomal protein S6 kinase beta-1 CHEMBL4501	Ki	7.7	7.7	19.9	1
Aurora kinase A CHEMBL4722	Ki	7.7	7.7	19.9	1
Fibroblast growth factor receptor 1 CHEMBL3650	Ki	7.4	7.4	39.8	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	Ki	7.4	7.4	39.8	1
Tyrosine-protein kinase FRK CHEMBL4223	Ki	7.4	7.4	39.8	1
Platelet-derived growth factor receptor CHEMBL2095189	IC50	7.32	7.32	48.0	1
Tyrosine-protein kinase Lyn CHEMBL3905	Ki	7.2	7.2	63.1	1
BDNF/NT-3 growth factors receptor CHEMBL4898	Ki	7.2	7.2	63.1	1
Homeodomain-interacting protein kinase 4 CHEMBL1075167	Ki	7.2	7.2	63.1	1
Tyrosine-protein kinase Blk CHEMBL2250	Ki	7.1	7.1	79.4	1
Mitogen-activated protein kinase kinase kinase kinase 5 CHEMBL4852	Ki	7.1	7.1	79.4	1
STE20-like serine/threonine-protein kinase CHEMBL4202	Ki	7.0	7.0	100.0	1
Ephrin type-A receptor 2 CHEMBL2068	Ki	7.0	7.0	100.0	1
Rho-associated protein kinase 2 CHEMBL2973	Ki	7.0	7.0	100.0	1
Dual specificity protein kinase CLK4 CHEMBL4203	Ki	6.9	6.9	125.9	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	Ki	6.8	6.8	158.5	1
Tyrosine-protein kinase Lck CHEMBL258	Ki	6.8	6.8	158.5	1
Tyrosine-protein kinase ABL1 CHEMBL1862	Ki	6.8	6.8	158.5	1
High affinity nerve growth factor receptor CHEMBL2815	Ki	6.8	6.8	158.5	1
Fibroblast growth factor receptor 3 CHEMBL2742	Ki	6.7	6.7	199.5	1
Tyrosine-protein kinase Fyn CHEMBL1841	Ki	6.6	6.6	251.2	1
Serine/threonine-protein kinase PLK3 CHEMBL4897	Ki	6.5	6.5	316.2	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	Ki	6.5	6.5	316.2	1
Tyrosine-protein kinase JAK2 CHEMBL2971	Ki	6.4	6.4	398.1	1
Ribosomal protein S6 kinase alpha-5 CHEMBL4237	Ki	6.4	6.4	398.1	1
Serine/threonine-protein kinase 3 CHEMBL4708	Ki	6.3	6.3	501.2	1
Rho-associated protein kinase 1 CHEMBL3231	Ki	6.3	6.3	501.2	1
Tyrosine-protein kinase BTK CHEMBL5251	Ki	6.3	6.3	501.2	1
Serine/threonine-protein kinase TAO1 CHEMBL5261	Ki	6.3	6.3	501.2	1
ALK tyrosine kinase receptor CHEMBL4247	Ki	6.2	6.2	631.0	1
Non-receptor tyrosine-protein kinase TYK2 CHEMBL3553	Ki	6.2	6.2	631.0	1
Maternal embryonic leucine zipper kinase CHEMBL4578	Ki	6.2	6.2	631.0	1
MAP kinase-interacting serine/threonine-protein kinase 2 CHEMBL4204	Ki	6.2	6.2	631.0	1
Serine/threonine-protein kinase Nek2 CHEMBL3835	Ki	6.2	6.2	631.0	1
Tyrosine-protein kinase JAK3 CHEMBL2148	Ki	6.2	6.2	631.0	1
Angiopoietin-1 receptor CHEMBL4128	IC50	6.14	6.14	720.0	4

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	4900.0	ng.hr.mL-1	Mus musculus
AUC	11700.0	ng.hr.mL-1	Cercopithecidae
AUC	15900.0	ng.hr.mL-1	Cercopithecidae
AUC	5256.44	ng.hr.mL-1	Mus musculus
CL	20.0	mL.min-1.kg-1	Mus musculus
CL	1.8	mL.min-1.kg-1	Canis lupus familiaris
CL	1.7	mL.min-1.kg-1	Cercopithecidae
CL	20.0	mL.min-1.kg-1	Mus musculus
F	65.0	%	Mus musculus
F	40.0	%	Canis lupus familiaris
F	42.0	%	Cercopithecidae
F	65.0	%	Mus musculus
T1/2	0.7	hr	Mus musculus
T1/2	3.2	hr	Canis lupus familiaris
T1/2	1.9	hr	Cercopithecidae
T1/2	0.7	hr	Mus musculus
Vd	1.3	L.kg-1	Mus musculus
Vd	0.5	L.kg-1	Canis lupus familiaris
Vd	0.3	L.kg-1	Cercopithecidae

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Platelet-derived growth factor receptor alpha	Ki	=	0.07943	nM	10.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Platelet-derived growth factor receptor beta	Ki	=	0.1259	nM	9.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Receptor-type tyrosine-protein kinase FLT3	Ki	=	0.7943	nM	9.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Vascular endothelial growth factor receptor 2	IC50	=	1.0	nM	9.0	Cellular inhibition of VEGF induced human KDR phosphorylation in 3T3 murine fibr...	16162008
Vascular endothelial growth factor receptor 2	IC50	=	1.0	nM	9.0	Inhibition of KDR by cellular assay	16735117
Vascular endothelial growth factor receptor 1	IC50	=	2.0	nM	8.7	Inhibitory concentration against FLT1 with 4 uM Biotin-Ahx-AEEEYFFLFA-amide for ...	16162008
Receptor-type tyrosine-protein kinase FLT3	IC50	=	2.0	nM	8.7	Inhibitory concentration against FLT3 with 4 uM Biotin-Ahx-AEEEYFFLFA-amide for ...	16162008
Vascular endothelial growth factor receptor 1	IC50	=	2.0	nM	8.7	Inhibition of FLT1	16735117
Macrophage colony-stimulating factor 1 receptor	Ki	=	1.995	nM	8.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Vascular endothelial growth factor receptor 3	Ki	=	2.512	nM	8.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Vascular endothelial growth factor receptor 2	IC50	=	3.0	nM	8.52	Inhibitory concentration against human KDR kinase expressed in NIH3T3 cells with...	16162008
Vascular endothelial growth factor receptor 2	IC50	=	3.02	nM	8.52	Inhibition of KDR	17293140
Vascular endothelial growth factor receptor 2	IC50	=	3.0	nM	8.52	Inhibition of KDR	16735117
Macrophage colony-stimulating factor 1 receptor	IC50	=	3.0	nM	8.52	Inhibitory concentration against CSF1R with 4 uM Biotin-Ahx-AEEEYFFLFA-amide for...	16162008
Mast/stem cell growth factor receptor Kit	IC50	=	6.0	nM	8.22	Inhibition of CKIT	16735117
Mast/stem cell growth factor receptor Kit	IC50	=	6.0	nM	8.22	Inhibitory concentration against cKit with 4 uM Biotin-Ahx-AEEEYFFLFA-amide for ...	16162008
Mast/stem cell growth factor receptor Kit	IC50	=	6.0	nM	8.22	Inhibition of c-Kit by HTRF method	19892442
Mast/stem cell growth factor receptor Kit	IC50	=	6.026	nM	8.22	Inhibition of cKIT	17293140
Tyrosine-protein kinase receptor UFO	Ki	=	6.31	nM	8.2	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...	-

Literature References

PubMed	DOI	Target Context	# Activities
16162008	10.1021/jm050458h	ADMET	9
16162008	10.1021/jm050458h	Monkey	6
16735117	10.1016/j.bmcl.2006.05.057	Mus musculus	5
16162008	10.1021/jm050458h	Angiopoietin-1 receptor	2
16735117	10.1016/j.bmcl.2006.05.057	Vascular endothelial growth factor receptor 2	2
16162008	10.1021/jm050458h	Vascular endothelial growth factor receptor 2	2
16162008	10.1021/jm050458h	Mast/stem cell growth factor receptor Kit	1
17293140	10.1016/j.jmgm.2006.12.001	Angiopoietin-1 receptor	1
16735117	10.1016/j.bmcl.2006.05.057	Vascular endothelial growth factor receptor 1	1
16735117	10.1016/j.bmcl.2006.05.057	Vascular endothelial growth factor receptor 3	1
16735117	10.1016/j.bmcl.2006.05.057	Mast/stem cell growth factor receptor Kit	1
16162008	10.1021/jm050458h	Macrophage colony-stimulating factor 1 receptor	1
16162008	10.1021/jm050458h	Vascular endothelial growth factor receptor 3	1
16162008	10.1021/jm050458h	Vascular endothelial growth factor receptor 1	1
16162008	10.1021/jm050458h	Receptor-type tyrosine-protein kinase FLT3	1
16162008	10.1021/jm050458h	Mus musculus	1
16162008	10.1021/jm050458h	Hepatocyte growth factor receptor	1
16162008	10.1021/jm050458h	Tyrosine-protein kinase Lck	1
16162008	10.1021/jm050458h	Epidermal growth factor receptor	1
16162008	10.1021/jm050458h	Fibroblast growth factor receptor	1

Data from ChEMBL 36 via Core Engine