Compound Detail

CHEMBL474432

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COc1cc2ncn(-c3cc(OCc4ccccc4C(F)(F)F)c(C(=O)O)s3)c2cc1OC

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL474432
Phase	Preclinical
Structure Type	MOL
InChI Key	JAMDNXUAYUHJLJ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

478.4

MW (Da)

5.40

ALogP

HBA

HBD

82.8

PSA (Å²)

0.38

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C22H17F3N2O5S
MW	478.45
Aromatic Rings	4
Heavy Atoms	33
NP-Likeness	-0.96

Activity Summary

Ki 55 meas. best 8.6

IC50 2 meas. best 8.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Serine/threonine-protein kinase PLK1 CHEMBL3024	IC50	8.7	8.7	2.0	1
Death-associated protein kinase 3 CHEMBL2468	Ki	8.6	8.6	2.5	1
Serine/threonine-protein kinase PLK1 CHEMBL3024	Ki	8.2	8.2	6.3	1
Interleukin-1 receptor-associated kinase 4 CHEMBL3778	Ki	7.9	7.9	12.6	1
5'-AMP-activated protein kinase catalytic subunit alpha-1 CHEMBL4045	Ki	7.6	7.6	25.1	1
Serine/threonine-protein kinase PLK3 CHEMBL4897	Ki	7.5	7.5	31.6	1
Ribosomal protein S6 kinase beta-1 CHEMBL4501	Ki	7.4	7.4	39.8	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	Ki	7.3	7.3	50.1	1
Tyrosine-protein kinase Blk CHEMBL2250	Ki	7.2	7.2	63.1	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	Ki	7.1	7.1	79.4	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	Ki	7.0	7.0	100.0	1
Aurora kinase B CHEMBL2185	Ki	6.9	6.9	125.9	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	Ki	6.9	6.9	125.9	1
Hepatocyte growth factor receptor CHEMBL3717	Ki	6.9	6.9	125.9	1
Casein kinase II subunit alpha CHEMBL3629	Ki	6.8	6.8	158.5	1
Vascular endothelial growth factor receptor 2 CHEMBL279	Ki	6.8	6.8	158.5	1
Serine/threonine-protein kinase 3 CHEMBL4708	Ki	6.7	6.7	199.5	1
Tyrosine-protein kinase Lck CHEMBL258	Ki	6.7	6.7	199.5	1
Tyrosine-protein kinase receptor UFO CHEMBL4895	Ki	6.6	6.6	251.2	1
Serine/threonine-protein kinase BRSK1 CHEMBL5650	Ki	6.6	6.6	251.2	1
Tyrosine-protein kinase Fyn CHEMBL1841	Ki	6.4	6.4	398.1	1
Tyrosine-protein kinase Lyn CHEMBL3905	Ki	6.4	6.4	398.1	1
Mitogen-activated protein kinase kinase kinase kinase 5 CHEMBL4852	Ki	6.4	6.4	398.1	1
Tyrosine-protein kinase JAK3 CHEMBL2148	Ki	6.4	6.4	398.1	1
Protein-tyrosine kinase 2-beta CHEMBL5469	Ki	6.3	6.3	501.2	1
Fibroblast growth factor receptor 1 CHEMBL3650	Ki	6.3	6.3	501.2	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	Ki	6.2	6.2	631.0	1
ALK tyrosine kinase receptor CHEMBL4247	Ki	6.2	6.2	631.0	1
Dual specificity protein kinase CLK2 CHEMBL4225	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 JAK2 CHEMBL2971	Ki	6.1	6.1	794.3	1
BDNF/NT-3 growth factors receptor CHEMBL4898	Ki	6.1	6.1	794.3	1
Aurora kinase A CHEMBL4722	Ki	6.1	6.1	794.3	1
Dual specificity protein kinase CLK4 CHEMBL4203	Ki	6.1	6.1	794.3	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Ki	6.1	6.1	794.3	1
LIM domain kinase 1 CHEMBL3836	Ki	6.1	6.1	794.3	1
Fibroblast growth factor receptor 3 CHEMBL2742	Ki	6.1	6.1	794.3	1
Serine/threonine-protein kinase Nek4 CHEMBL5819	Ki	6.0	6.0	1000.0	1
Serine/threonine-protein kinase MARK2 CHEMBL3831	Ki	6.0	6.0	1000.0	1
Serine/threonine-protein kinase Chk2 CHEMBL2527	Ki	6.0	6.0	1000.0	1
Homeodomain-interacting protein kinase 4 CHEMBL1075167	Ki	6.0	6.0	1000.0	1
Testis-specific serine/threonine-protein kinase 1 CHEMBL6003	Ki	5.9	5.9	1258.9	1
Glycogen synthase kinase-3 beta CHEMBL262	Ki	5.8	5.8	1584.9	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	Ki	5.8	5.8	1584.9	1
MAP kinase-activated protein kinase 2 CHEMBL2208	Ki	5.7	5.7	1995.3	1
MAP/microtubule affinity-regulating kinase 3 CHEMBL5600	Ki	5.7	5.7	1995.3	1
Casein kinase I isoform gamma-1 CHEMBL2426	Ki	5.6	5.6	2511.9	1
Ephrin type-A receptor 2 CHEMBL2068	Ki	5.5	5.5	3162.3	1
Insulin receptor CHEMBL1981	Ki	5.5	5.5	3162.3	1
Cyclin-dependent kinase 2 CHEMBL301	Ki	5.5	5.5	3162.3	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Serine/threonine-protein kinase PLK1	IC50	=	2.0	nM	8.7	Inhibition of PLK1 expressed in baculovirus-infected Trichoplusia-ni cells by sc...	19097784
Death-associated protein kinase 3	Ki	=	2.512	nM	8.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase PLK1	Ki	=	6.31	nM	8.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Interleukin-1 receptor-associated kinase 4	Ki	=	12.59	nM	7.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
5'-AMP-activated protein kinase catalytic subunit alpha-1	Ki	=	25.12	nM	7.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase PLK3	Ki	=	31.62	nM	7.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Ribosomal protein S6 kinase beta-1	Ki	=	39.81	nM	7.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Vascular endothelial growth factor receptor 1	Ki	=	50.12	nM	7.3	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase Blk	Ki	=	63.1	nM	7.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase PLK4	Ki	=	79.43	nM	7.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Vascular endothelial growth factor receptor 3	Ki	=	100.0	nM	7.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase pim-1	Ki	=	125.89	nM	6.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Aurora kinase B	Ki	=	125.89	nM	6.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Hepatocyte growth factor receptor	Ki	=	125.89	nM	6.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Vascular endothelial growth factor receptor 2	Ki	=	158.49	nM	6.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Casein kinase II subunit alpha	Ki	=	158.49	nM	6.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase 3	Ki	=	199.53	nM	6.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase Lck	Ki	=	199.53	nM	6.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase BRSK1	Ki	=	251.19	nM	6.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase receptor UFO	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
19097784	10.1016/j.bmcl.2008.11.041	Serine/threonine-protein kinase PLK1	1
19097784	10.1016/j.bmcl.2008.11.041	HCT-116	1
-	10.6019/CHEMBL3301361	No relevant target	1

Data from ChEMBL 36 via Core Engine