Compound Detail

CHEMBL379975

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O=C1NC(=O)c2c1c(-c1ccccc1Cl)cc1[nH]c3ccc(O)cc3c21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL379975
Phase	Preclinical
Structure Type	MOL
InChI Key	DPEXRCOBPACFOO-UHFFFAOYSA-N

531

Targets

593

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

362.8

MW (Da)

4.23

ALogP

HBA

HBD

82.2

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	C20H11ClN2O3
MW	362.77
Aromatic Rings	4
Heavy Atoms	26
NP-Likeness	0.36

Activity Summary

IC50 549 meas. best 7.96

Ki 44 meas. best 9.6

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Wee1-like protein kinase CHEMBL5491	Ki	9.6	9.6	0.3	1
Misshapen-like kinase 1 CHEMBL5518	Ki	8.9	8.9	1.3	1
Mitogen-activated protein kinase kinase kinase kinase 5 CHEMBL4852	Ki	8.4	8.4	4.0	1
Tyrosine-protein kinase SYK CHEMBL2599	Ki	8.2	8.2	6.3	1
Serine/threonine-protein kinase 17A CHEMBL4525	Ki	8.1	8.1	7.9	1
Wee1-like protein kinase CHEMBL5491	IC50	7.96	7.96	11.0	4
Unchecked CHEMBL612545	IC50	7.96	7.96	11.0	2
Dual specificity mitogen-activated protein kinase kinase 1 CHEMBL3587	Ki	7.6	7.6	25.1	1
Serine/threonine-protein kinase 3 CHEMBL4708	Ki	7.6	7.6	25.1	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	Ki	7.5	7.5	31.6	1
Homeodomain-interacting protein kinase 2 CHEMBL4576	Ki	7.5	7.5	31.6	1
Dual specificity mitogen-activated protein kinase kinase 2 CHEMBL2964	Ki	7.4	7.4	39.8	1
Leucine-rich repeat serine/threonine-protein kinase 2 CHEMBL1075104	Ki	7.0	7.0	100.0	1
Activin receptor type-1 CHEMBL5903	Ki	7.0	7.0	100.0	1
Mitogen-activated protein kinase kinase kinase kinase 2 CHEMBL5330	Ki	6.9	6.9	125.9	1
QIMR-WIL CHEMBL2366337	IC50	6.87	6.87	135.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	Ki	6.8	6.8	158.5	1
Macrophage-stimulating protein receptor CHEMBL2689	Ki	6.8	6.8	158.5	1
DU-145 CHEMBL613508	IC50	6.79	6.79	161.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Ki	6.7	6.7	199.5	1
Cyclin-dependent kinase 2 CHEMBL301	Ki	6.7	6.7	199.5	1
SW 954 CHEMBL614943	IC50	6.67	6.67	213.0	1
CTB-1 CHEMBL2366344	IC50	6.62	6.62	242.1	1
Tyrosine-protein kinase JAK3 CHEMBL2148	Ki	6.6	6.6	251.2	1
Casein kinase I isoform alpha CHEMBL2793	Ki	6.6	6.6	251.2	1
5'-AMP-activated protein kinase catalytic subunit alpha-1 CHEMBL4045	Ki	6.6	6.6	251.2	1
Ribosomal protein S6 kinase alpha-3 CHEMBL2345	Ki	6.5	6.5	316.2	1
ATN-1 CHEMBL2366277	IC50	6.5	6.5	316.4	1
Serine/threonine-protein kinase N2 CHEMBL3032	Ki	6.5	6.5	316.2	1
EW-1 CHEMBL2366364	IC50	6.47	6.47	338.2	1
LB2241-RCC CHEMBL2366330	IC50	6.4	6.4	394.3	1
Calcium/calmodulin-dependent protein kinase type II subunit delta CHEMBL2801	Ki	6.4	6.4	398.1	1
Tyrosine-protein kinase JAK2 CHEMBL2971	Ki	6.4	6.4	398.1	1
Cyclin-dependent kinase 5 CHEMBL4036	Ki	6.4	6.4	398.1	1
697 CHEMBL2366253	IC50	6.37	6.37	431.2	1
BV-173 CHEMBL2366145	IC50	6.36	6.36	434.2	1
Serine/threonine-protein kinase Chk1 CHEMBL4630	IC50	6.36	6.36	440.0	2
NCI-H292 CHEMBL614733	IC50	6.34	6.34	453.6	1
KE-37 CHEMBL2366287	IC50	6.32	6.32	484.1	1
P12-Ichikawa CHEMBL614660	IC50	6.32	6.32	482.0	1
DEL CHEMBL2366186	IC50	6.31	6.31	485.0	1
Aurora kinase B CHEMBL2185	Ki	6.3	6.3	501.2	1
Death-associated protein kinase 3 CHEMBL2468	Ki	6.3	6.3	501.2	1
cAMP-dependent protein kinase catalytic subunit alpha CHEMBL4101	Ki	6.3	6.3	501.2	1
A3-KAW CHEMBL2366273	IC50	6.29	6.29	516.3	1
MHH-PREB-1 CHEMBL2366127	IC50	6.28	6.28	523.0	1
MLMA CHEMBL2366211	IC50	6.27	6.27	541.4	1
ACHN CHEMBL614519	IC50	6.27	6.27	541.5	1
NCI-H209 CHEMBL2366365	IC50	6.25	6.25	561.6	1
CHP-212 CHEMBL1075423	IC50	6.21	6.21	619.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Wee1-like protein kinase	Ki	=	0.2512	nM	9.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Misshapen-like kinase 1	Ki	=	1.259	nM	8.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Mitogen-activated protein kinase kinase kinase kinase 5	Ki	=	3.981	nM	8.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase SYK	Ki	=	6.31	nM	8.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase 17A	Ki	=	7.943	nM	8.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Unchecked	IC50	=	11.0	nM	7.96	Inhibition of human Wee1 (215-647) expressed in baculovirus	17698256
Wee1-like protein kinase	IC50	=	11.0	nM	7.96	Inhibition of human Wee1 in presence of 9.5 uM ATP	16884302
Unchecked	IC50	=	10.99	nM	7.96	Inhibition of human Wee1 (215-647) expressed in baculovirus	17698256
Wee1-like protein kinase	IC50	=	11.0	nM	7.96	Inhibition of human Wee1 assessed as polyornithine-tyrosine copolymer phosphoryl...	17869387
Wee1-like protein kinase	IC50	=	10.96	nM	7.96	Inhibition of human Wee1	18976834
Wee1-like protein kinase	IC50	=	11.0	nM	7.96	Inhibition of human Wee1	18976834
Serine/threonine-protein kinase 3	Ki	=	25.12	nM	7.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Dual specificity mitogen-activated protein kinase kinase 1	Ki	=	25.12	nM	7.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Homeodomain-interacting protein kinase 2	Ki	=	31.62	nM	7.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase pim-1	Ki	=	31.62	nM	7.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Dual specificity mitogen-activated protein kinase kinase 2	Ki	=	39.81	nM	7.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Leucine-rich repeat serine/threonine-protein kinase 2	Ki	=	100.0	nM	7.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Activin receptor type-1	Ki	=	100.0	nM	7.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Mitogen-activated protein kinase kinase kinase kinase 2	Ki	=	125.89	nM	6.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
QIMR-WIL	IC50	=	134.99	nM	6.87	SANGER: Inhibition of human QIMR-WIL cell growth in a cell viability assay.	-

Literature References

PubMed	DOI	Target Context	# Activities
17869387	10.1016/j.ejmech.2007.07.016	Unchecked	7
18976834	10.1016/j.ejmech.2008.09.027	Wee1-like protein kinase	2
23665139	10.1016/j.bmc.2013.04.020	Escherichia coli	2
17698256	10.1016/j.ejmech.2007.06.021	Unchecked	2
17869387	10.1016/j.ejmech.2007.07.016	Serine/threonine-protein kinase Chk1	2
17869387	10.1016/j.ejmech.2007.07.016	MAP kinase-activated protein kinase 2	2
17869387	10.1016/j.ejmech.2007.07.016	Mitogen-activated protein kinase 14	1
17869387	10.1016/j.ejmech.2007.07.016	[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial	1
17869387	10.1016/j.ejmech.2007.07.016	Protein kinase C alpha type	1
17869387	10.1016/j.ejmech.2007.07.016	MAP kinase-activated protein kinase 5	1
17869387	10.1016/j.ejmech.2007.07.016	Ribosomal protein S6 kinase alpha-5	1
17869387	10.1016/j.ejmech.2007.07.016	Ribosomal protein S6 kinase alpha-1	1
17869387	10.1016/j.ejmech.2007.07.016	Mitogen-activated protein kinase 13	1
17869387	10.1016/j.ejmech.2007.07.016	Mitogen-activated protein kinase 12	1
17869387	10.1016/j.ejmech.2007.07.016	Mitogen-activated protein kinase 11	1
16884302	10.1021/jm0512591	Unchecked	1
17869387	10.1016/j.ejmech.2007.07.016	Dual specificity mitogen-activated protein kinase kinase 1	1
17869387	10.1016/j.ejmech.2007.07.016	Proto-oncogene tyrosine-protein kinase Src	1
17869387	10.1016/j.ejmech.2007.07.016	Wee1-like protein kinase	1
16884302	10.1021/jm0512591	Wee1-like protein kinase	1

Data from ChEMBL 36 via Core Engine