Compound Detail

CHEMBL394619

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

Cc1cccc(NC(=O)Nc2ccc(-c3csc4ccnc(N)c34)cc2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL394619
Phase	Preclinical
Structure Type	MOL
InChI Key	GMYYMEOGFRKSFS-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

374.5

MW (Da)

5.50

ALogP

HBA

HBD

80.0

PSA (Å²)

0.44

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H18N4OS
MW	374.47
Aromatic Rings	4
Heavy Atoms	27
NP-Likeness	-1.51

Activity Summary

Ki 53 meas. best 8.8

IC50 5 meas. best 8.05

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Vascular endothelial growth factor receptor 1 CHEMBL1868	Ki	8.8	8.8	1.6	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	Ki	8.2	8.2	6.3	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Ki	8.2	8.2	6.3	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	8.05	7.775	9.0	4
Vascular endothelial growth factor receptor 2 CHEMBL279	Ki	8.0	8.0	10.0	1
Aurora kinase B CHEMBL2185	Ki	7.9	7.9	12.6	1
Tyrosine-protein kinase receptor UFO CHEMBL4895	Ki	7.8	7.8	15.8	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Ki	7.3	7.3	50.1	1
NT-3 growth factor receptor CHEMBL5608	Ki	7.1	7.1	79.4	1
Mitogen-activated protein kinase kinase kinase kinase 5 CHEMBL4852	Ki	7.0	7.0	100.0	1
Homeodomain-interacting protein kinase 4 CHEMBL1075167	Ki	6.9	6.9	125.9	1
Ribosomal protein S6 kinase beta-1 CHEMBL4501	Ki	6.8	6.8	158.5	1
Fibroblast growth factor receptor 1 CHEMBL3650	Ki	6.8	6.8	158.5	1
Ribosomal protein S6 kinase alpha-4 CHEMBL3125	Ki	6.8	6.8	158.5	1
Rho-associated protein kinase 2 CHEMBL2973	Ki	6.8	6.8	158.5	1
Tyrosine-protein kinase FRK CHEMBL4223	Ki	6.6	6.6	251.2	1
Ribosomal protein S6 kinase alpha-5 CHEMBL4237	Ki	6.6	6.6	251.2	1
Rho-associated protein kinase 1 CHEMBL3231	Ki	6.6	6.6	251.2	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	Ki	6.6	6.6	251.2	1
Aurora kinase A CHEMBL4722	Ki	6.5	6.5	316.2	1
Tyrosine-protein kinase Blk CHEMBL2250	Ki	6.4	6.4	398.1	1
Tyrosine-protein kinase ABL1 CHEMBL1862	Ki	6.4	6.4	398.1	1
Aurora kinase B CHEMBL2185	IC50	6.31	6.31	487.0	1
Tyrosine-protein kinase Lyn CHEMBL3905	Ki	6.3	6.3	501.2	1
Tyrosine-protein kinase Lck CHEMBL258	Ki	6.2	6.2	631.0	1
Ephrin type-A receptor 2 CHEMBL2068	Ki	6.1	6.1	794.3	1
Dual specificity protein kinase CLK4 CHEMBL4203	Ki	6.0	6.0	1000.0	1
Fibroblast growth factor receptor 3 CHEMBL2742	Ki	6.0	6.0	1000.0	1
BDNF/NT-3 growth factors receptor CHEMBL4898	Ki	6.0	6.0	1000.0	1
STE20-like serine/threonine-protein kinase CHEMBL4202	Ki	6.0	6.0	1000.0	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	Ki	6.0	6.0	1000.0	1
Mitogen-activated protein kinase kinase kinase kinase 2 CHEMBL5330	Ki	5.9	5.9	1258.9	1
MAP kinase-interacting serine/threonine-protein kinase 2 CHEMBL4204	Ki	5.9	5.9	1258.9	1
Ribosomal protein S6 kinase alpha-3 CHEMBL2345	Ki	5.9	5.9	1258.9	1
Serine/threonine-protein kinase TAO1 CHEMBL5261	Ki	5.9	5.9	1258.9	1
Dual specificity protein kinase CLK2 CHEMBL4225	Ki	5.8	5.8	1584.9	1
Mitogen-activated protein kinase 9 CHEMBL4179	Ki	5.8	5.8	1584.9	1
Serine/threonine-protein kinase PLK3 CHEMBL4897	Ki	5.8	5.8	1584.9	1
Hepatocyte growth factor receptor CHEMBL3717	Ki	5.7	5.7	1995.3	1
Casein kinase I isoform gamma-2 CHEMBL2543	Ki	5.7	5.7	1995.3	1
Interleukin-1 receptor-associated kinase 4 CHEMBL3778	Ki	5.6	5.6	2511.9	1
Casein kinase I isoform delta CHEMBL2828	Ki	5.6	5.6	2511.9	1
Casein kinase I isoform alpha CHEMBL2793	Ki	5.6	5.6	2511.9	1
Mitogen-activated protein kinase kinase kinase kinase 4 CHEMBL6166	Ki	5.6	5.6	2511.9	1
Calcium/calmodulin-dependent protein kinase type II subunit beta CHEMBL4121	Ki	5.5	5.5	3162.3	1
Serine/threonine-protein kinase MARK2 CHEMBL3831	Ki	5.5	5.5	3162.3	1
Casein kinase I isoform gamma-1 CHEMBL2426	Ki	5.5	5.5	3162.3	1
Calcium/calmodulin-dependent protein kinase type II subunit gamma CHEMBL3829	Ki	5.4	5.4	3981.1	1
Serine/threonine-protein kinase 3 CHEMBL4708	Ki	5.4	5.4	3981.1	1
Calcium/calmodulin-dependent protein kinase type II subunit delta CHEMBL2801	Ki	5.4	5.4	3981.1	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	450.0	ng.hr.mL-1	Mus musculus
CL	66.67	mL.min-1.kg-1	Mus musculus
F	18.0	%	Mus musculus
T1/2	0.3	hr	Mus musculus
Vd	1.7	L.kg-1	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Vascular endothelial growth factor receptor 1	Ki	=	1.585	nM	8.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Macrophage colony-stimulating factor 1 receptor	Ki	=	6.31	nM	8.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Receptor-type tyrosine-protein kinase FLT3	Ki	=	6.31	nM	8.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Vascular endothelial growth factor receptor 2	IC50	=	9.0	nM	8.05	Inhibition of KDR using 1 mM ATP by HTRF assay	22465635
Vascular endothelial growth factor receptor 2	IC50	=	9.0	nM	8.05	Inhibition of KDR	17188869
Vascular endothelial growth factor receptor 2	Ki	=	10.0	nM	8.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Aurora kinase B	Ki	=	12.59	nM	7.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase receptor UFO	Ki	=	15.85	nM	7.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Vascular endothelial growth factor receptor 2	IC50	=	32.0	nM	7.5	Inhibition of human KDR phosphorylation expressed in mouse NIH3T3 cells	22465635
Vascular endothelial growth factor receptor 2	IC50	=	32.0	nM	7.5	Inhibition of human KDR phosphorylation in NIH3T3 cells	17188869
Proto-oncogene tyrosine-protein kinase receptor Ret	Ki	=	50.12	nM	7.3	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
NT-3 growth factor receptor	Ki	=	79.43	nM	7.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Mitogen-activated protein kinase kinase kinase kinase 5	Ki	=	100.0	nM	7.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Homeodomain-interacting protein kinase 4	Ki	=	125.89	nM	6.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Fibroblast growth factor receptor 1	Ki	=	158.49	nM	6.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Rho-associated protein kinase 2	Ki	=	158.49	nM	6.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Ribosomal protein S6 kinase alpha-4	Ki	=	158.49	nM	6.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Ribosomal protein S6 kinase beta-1	Ki	=	158.49	nM	6.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Ribosomal protein S6 kinase alpha-5	Ki	=	251.19	nM	6.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Rho-associated protein kinase 1	Ki	=	251.19	nM	6.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-

Literature References

PubMed	DOI	Target Context	# Activities
22465635	10.1016/j.bmcl.2012.03.035	Mus musculus	6
17188869	10.1016/j.bmcl.2006.12.015	Unchecked	3
17188869	10.1016/j.bmcl.2006.12.015	Vascular endothelial growth factor receptor 2	2
22465635	10.1016/j.bmcl.2012.03.035	Vascular endothelial growth factor receptor 2	2
22465635	10.1016/j.bmcl.2012.03.035	Aurora kinase B	2
17188869	10.1016/j.bmcl.2006.12.015	Vascular endothelial growth factor receptor 1 and 2 (Flt-1 and KDR)	1
17188869	10.1016/j.bmcl.2006.12.015	VEGF-receptor 2 and stem cell growth factor receptor (KDR and KIT)	1
17188869	10.1016/j.bmcl.2006.12.015	VEGF-receptor 2 and PDGF-receptor beta (KDR and PDGFR beta)	1
17188869	10.1016/j.bmcl.2006.12.015	Vascular endothelial growth factor receptor 2 and tyrosine-protein kinase TIE-2 (KDR and TIE2)	1

Data from ChEMBL 36 via Core Engine