Compound Detail

CHEMBL1967116

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Cc1cccc(NC(=O)Nc2ccc(-c3csc4c(-c5cnn(C)c5)cnc(N)c34)cc2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1967116
Phase	Preclinical
Structure Type	MOL
InChI Key	MCCCQFAOMZMZKE-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

454.6

MW (Da)

5.90

ALogP

HBA

HBD

97.9

PSA (Å²)

0.31

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C25H22N6OS
MW	454.56
Aromatic Rings	5
Heavy Atoms	33
NP-Likeness	-1.70

Activity Summary

Ki 61 meas. best 9.7

IC50 3 meas. best 8.52

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Vascular endothelial growth factor receptor 1 CHEMBL1868	Ki	9.7	9.7	0.2	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	Ki	9.0	9.0	1.0	1
Tyrosine-protein kinase Lck CHEMBL258	Ki	9.0	9.0	1.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Ki	8.9	8.9	1.3	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	Ki	8.8	8.8	1.6	1
Tyrosine-protein kinase ABL1 CHEMBL1862	Ki	8.8	8.8	1.6	1
Tyrosine-protein kinase Blk CHEMBL2250	Ki	8.8	8.8	1.6	1
Tyrosine-protein kinase Lyn CHEMBL3905	Ki	8.6	8.6	2.5	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	8.52	8.185	3.0	2
Vascular endothelial growth factor receptor 2 CHEMBL279	Ki	8.5	8.5	3.2	1
Tyrosine-protein kinase Fyn CHEMBL1841	Ki	8.2	8.2	6.3	1
Aurora kinase A CHEMBL4722	Ki	8.2	8.2	6.3	1
Fibroblast growth factor receptor 1 CHEMBL3650	Ki	8.1	8.1	7.9	1
Hepatocyte growth factor receptor CHEMBL3717	Ki	8.1	8.1	7.9	1
High affinity nerve growth factor receptor CHEMBL2815	Ki	8.1	8.1	7.9	1
Ribosomal protein S6 kinase beta-1 CHEMBL4501	Ki	8.0	8.0	10.0	1
BDNF/NT-3 growth factors receptor CHEMBL4898	Ki	7.9	7.9	12.6	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	Ki	7.9	7.9	12.6	1
Homeodomain-interacting protein kinase 4 CHEMBL1075167	Ki	7.9	7.9	12.6	1
Fibroblast growth factor receptor 3 CHEMBL2742	Ki	7.8	7.8	15.8	1
Aurora kinase B CHEMBL2185	IC50	7.8	7.8	16.0	1
Ephrin type-A receptor 2 CHEMBL2068	Ki	7.7	7.7	19.9	1
Serine/threonine-protein kinase 3 CHEMBL4708	Ki	7.7	7.7	19.9	1
STE20-like serine/threonine-protein kinase CHEMBL4202	Ki	7.7	7.7	19.9	1
Tyrosine-protein kinase ITK/TSK CHEMBL2959	Ki	7.6	7.6	25.1	1
Rho-associated protein kinase 2 CHEMBL2973	Ki	7.6	7.6	25.1	1
Misshapen-like kinase 1 CHEMBL5518	Ki	7.6	7.6	25.1	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	Ki	7.6	7.6	25.1	1
Mitogen-activated protein kinase kinase kinase kinase 2 CHEMBL5330	Ki	7.5	7.5	31.6	1
Focal adhesion kinase 1 CHEMBL2695	Ki	7.4	7.4	39.8	1
Tyrosine-protein kinase JAK2 CHEMBL2971	Ki	7.2	7.2	63.1	1
Insulin receptor CHEMBL1981	Ki	7.2	7.2	63.1	1
Serine/threonine-protein kinase Nek2 CHEMBL3835	Ki	7.2	7.2	63.1	1
Mitogen-activated protein kinase kinase kinase kinase 4 CHEMBL6166	Ki	7.0	7.0	100.0	1
Serine/threonine-protein kinase TAO1 CHEMBL5261	Ki	7.0	7.0	100.0	1
MAP kinase-interacting serine/threonine-protein kinase 2 CHEMBL4204	Ki	7.0	7.0	100.0	1
Mitogen-activated protein kinase kinase kinase 20 CHEMBL3886	Ki	7.0	7.0	100.0	1
LIM domain kinase 1 CHEMBL3836	Ki	6.9	6.9	125.9	1
Tyrosine-protein kinase JAK3 CHEMBL2148	Ki	6.9	6.9	125.9	1
PAS domain-containing serine/threonine-protein kinase CHEMBL6054	Ki	6.9	6.9	125.9	1
Rho-associated protein kinase 1 CHEMBL3231	Ki	6.9	6.9	125.9	1
Serine/threonine-protein kinase MARK2 CHEMBL3831	Ki	6.8	6.8	158.5	1
Protein-tyrosine kinase 2-beta CHEMBL5469	Ki	6.6	6.6	251.2	1
Ribosomal protein S6 kinase alpha-5 CHEMBL4237	Ki	6.6	6.6	251.2	1
Serine/threonine-protein kinase 33 CHEMBL6005	Ki	6.6	6.6	251.2	1
Serine/threonine-protein kinase PLK3 CHEMBL4897	Ki	6.5	6.5	316.2	1
Non-receptor tyrosine-protein kinase TYK2 CHEMBL3553	Ki	6.4	6.4	398.1	1
MAP/microtubule affinity-regulating kinase 3 CHEMBL5600	Ki	6.3	6.3	501.2	1
Mitogen-activated protein kinase 9 CHEMBL4179	Ki	6.2	6.2	631.0	1
Maternal embryonic leucine zipper kinase CHEMBL4578	Ki	6.2	6.2	631.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	5640.0	ng.hr.mL-1	Mus musculus
CL	18.33	mL.min-1.kg-1	Mus musculus
F	59.0	%	Mus musculus
T1/2	1.5	hr	Mus musculus
Vd	2.3	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	=	0.1995	nM	9.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Mast/stem cell growth factor receptor Kit	Ki	=	1.0	nM	9.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase Lck	Ki	=	1.0	nM	9.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Receptor-type tyrosine-protein kinase FLT3	Ki	=	1.259	nM	8.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase Blk	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	=	1.585	nM	8.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase ABL1	Ki	=	1.585	nM	8.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase Lyn	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	Inhibition of KDR using 1 mM ATP by HTRF assay	22465635
Vascular endothelial growth factor receptor 2	Ki	=	3.162	nM	8.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Aurora kinase A	Ki	=	6.31	nM	8.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase Fyn	Ki	=	6.31	nM	8.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Fibroblast growth factor receptor 1	Ki	=	7.943	nM	8.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Hepatocyte growth factor receptor	Ki	=	7.943	nM	8.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
High affinity nerve growth factor receptor	Ki	=	7.943	nM	8.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Ribosomal protein S6 kinase beta-1	Ki	=	10.0	nM	8.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase PLK4	Ki	=	12.59	nM	7.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
BDNF/NT-3 growth factors receptor	Ki	=	12.59	nM	7.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Homeodomain-interacting protein kinase 4	Ki	=	12.59	nM	7.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Vascular endothelial growth factor receptor 2	IC50	=	14.0	nM	7.85	Inhibition of human KDR phosphorylation expressed in mouse NIH3T3 cells	22465635

Literature References

PubMed	DOI	Target Context	# Activities
22465635	10.1016/j.bmcl.2012.03.035	Mus musculus	6
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
22465635	10.1016/j.bmcl.2012.03.035	HT-1080	1

Data from ChEMBL 36 via Core Engine