Compound Detail

CHEMBL1682357

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c1ccc(Cc2cc(-c3ccc4[nH]ncc4c3)on2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1682357
Phase	Preclinical
Structure Type	MOL
InChI Key	WKWGFJFNCXAUEX-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

275.3

MW (Da)

3.81

ALogP

HBA

HBD

54.7

PSA (Å²)

0.62

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C17H13N3O
MW	275.31
Aromatic Rings	4
Heavy Atoms	21
NP-Likeness	-1.56

Activity Summary

Ki 26 meas. best 7.55

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Rho-associated protein kinase 2 CHEMBL2973	Ki	7.55	7.475	28.0	2
Ribosomal protein S6 kinase beta-1 CHEMBL4501	Ki	7.3	7.3	50.1	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Ki	7.1	7.1	79.4	1
Rho-associated protein kinase 1 CHEMBL3231	Ki	6.7	6.7	199.5	1
Death-associated protein kinase 3 CHEMBL2468	Ki	6.6	6.6	251.2	1
Tyrosine-protein kinase JAK2 CHEMBL2971	Ki	6.5	6.48	316.2	2
cAMP-dependent protein kinase catalytic subunit alpha CHEMBL4101	Ki	6.5	6.5	316.2	1
Aurora kinase B CHEMBL2185	Ki	6.49	6.095	323.0	2
Aurora kinase A CHEMBL4722	Ki	6.3	6.3	501.2	1
Glycogen synthase kinase-3 beta CHEMBL262	Ki	6.24	6.12	572.0	2
Glycogen synthase kinase-3 alpha CHEMBL2850	Ki	6.1	6.1	794.3	1
Cyclin-dependent kinase 2 CHEMBL301	Ki	6.1	6.1	794.3	1
Serine/threonine-protein kinase MRCK alpha CHEMBL4516	Ki	5.9	5.9	1258.9	1
Mitogen-activated protein kinase 1 CHEMBL4040	Ki	5.9	5.9	1258.9	1
Serine/threonine-protein kinase Sgk2 CHEMBL5794	Ki	5.8	5.8	1584.9	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Ki	5.7	5.7	1995.3	1
Cyclin-dependent kinase 5 CHEMBL4036	Ki	5.6	5.6	2511.9	1
Fibroblast growth factor receptor 1 CHEMBL3650	Ki	5.6	5.6	2511.9	1
Cyclin-dependent kinase 1 CHEMBL308	Ki	5.6	5.6	2511.9	1
Vascular endothelial growth factor receptor 2 CHEMBL279	Ki	5.6	5.6	2511.9	1
MAP/microtubule affinity-regulating kinase 3 CHEMBL5600	Ki	5.4	5.4	3981.1	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	Ki	5.2	5.2	6309.6	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Rho-associated protein kinase 2	Ki	=	28.0	nM	7.55	Inhibition of Rock2 after 1 hr using biotinylated longS peptide as substrate	21282054
Rho-associated protein kinase 2	Ki	=	39.81	nM	7.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Ribosomal protein S6 kinase beta-1	Ki	=	50.12	nM	7.3	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Ki	=	79.43	nM	7.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Rho-associated protein kinase 1	Ki	=	199.53	nM	6.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Death-associated protein kinase 3	Ki	=	251.19	nM	6.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase JAK2	Ki	=	316.23	nM	6.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
cAMP-dependent protein kinase catalytic subunit alpha	Ki	=	316.23	nM	6.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Aurora kinase B	Ki	=	323.0	nM	6.49	Inhibition of Aurora kinase 2 after 1 hr using biotinylated kemptide as substrat...	21282054
Tyrosine-protein kinase JAK2	Ki	=	351.0	nM	6.46	Inhibition of JAK2 after 1 hr using biotinylated PDKtide as substrate	21282054
Aurora kinase A	Ki	=	501.19	nM	6.3	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Glycogen synthase kinase-3 beta	Ki	=	572.0	nM	6.24	Inhibition of GSK3-beta after 1 hr	21282054
Glycogen synthase kinase-3 alpha	Ki	=	794.33	nM	6.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Cyclin-dependent kinase 2	Ki	=	794.33	nM	6.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Glycogen synthase kinase-3 beta	Ki	=	1000.0	nM	6.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase MRCK alpha	Ki	=	1258.93	nM	5.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Mitogen-activated protein kinase 1	Ki	=	1258.93	nM	5.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase Sgk2	Ki	=	1584.89	nM	5.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Aurora kinase B	Ki	=	1995.26	nM	5.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Receptor-type tyrosine-protein kinase FLT3	Ki	=	1995.26	nM	5.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-

Literature References

PubMed	DOI	Target Context	# Activities
21282054	10.1016/j.bmcl.2011.01.007	Aurora kinase B	1
21282054	10.1016/j.bmcl.2011.01.007	Epidermal growth factor receptor	1
21282054	10.1016/j.bmcl.2011.01.007	Glycogen synthase kinase-3 beta	1
21282054	10.1016/j.bmcl.2011.01.007	Tyrosine-protein kinase JAK2	1
21282054	10.1016/j.bmcl.2011.01.007	Vascular endothelial growth factor receptor 2	1
21282054	10.1016/j.bmcl.2011.01.007	Serine/threonine-protein kinase PAK 4	1
21282054	10.1016/j.bmcl.2011.01.007	Serine/threonine-protein kinase pim-1	1
21282054	10.1016/j.bmcl.2011.01.007	Rho-associated protein kinase 2	1

Data from ChEMBL 36 via Core Engine