Compound Detail

CHEMBL225519

Enter ChEMBL ID:

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

O=C1NCCc2[nH]c(-c3ccncc3)cc21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL225519
Phase	Preclinical
Structure Type	MOL
InChI Key	DKXHSOUZPMHNIZ-UHFFFAOYSA-N

Targets

131

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

213.2

MW (Da)

1.36

ALogP

HBA

HBD

57.8

PSA (Å²)

0.75

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C12H11N3O
MW	213.24
Aromatic Rings	2
Heavy Atoms	16
NP-Likeness	-0.43

Activity Summary

Ki 67 meas. best 8.6

IC50 64 meas. best 8.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cell division cycle 7-related protein kinase CHEMBL5443	Ki	8.6	8.6	2.5	1
Dual specificity protein kinase CLK4 CHEMBL4203	Ki	8.4	8.4	4.0	1
Serine/threonine-protein kinase N2 CHEMBL3032	Ki	8.3	8.2	5.0	2
Cyclin-dependent kinase 9 CHEMBL3116	Ki	8.0	8.0	10.0	1
Cell division cycle 7-related protein kinase CHEMBL5443	IC50	8.0	8.0	10.0	8
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	Ki	8.0	8.0	10.0	1
Cyclin-dependent kinase 8 CHEMBL5719	Ki	8.0	8.0	10.0	1
Serine/threonine-protein kinase N2 CHEMBL3032	IC50	7.8	6.56	16.0	2
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Ki	7.7	7.7	19.9	1
cGMP-dependent protein kinase 1 CHEMBL4273	Ki	7.7	7.7	19.9	1
Casein kinase I isoform alpha CHEMBL2793	Ki	7.5	7.5	31.6	1
Mitogen-activated protein kinase 12 CHEMBL4674	Ki	7.5	7.5	31.6	1
Cyclin-dependent kinase 9 CHEMBL3116	IC50	7.47	7.47	34.0	4
Glycogen synthase kinase-3 beta CHEMBL262	Ki	7.4	7.4	39.8	1
Protein kinase C theta type CHEMBL3920	Ki	7.4	7.4	39.8	1
Casein kinase I isoform delta CHEMBL2828	Ki	7.3	7.3	50.1	1
Rho-associated protein kinase 2 CHEMBL2973	Ki	7.3	7.3	50.1	1
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	Ki	7.3	7.3	50.1	1
Death-associated protein kinase 3 CHEMBL2468	Ki	7.2	7.2	63.1	1
Casein kinase I isoform gamma-2 CHEMBL2543	Ki	7.2	7.2	63.1	1
Glycogen synthase kinase-3 alpha CHEMBL2850	Ki	7.2	7.2	63.1	1
Serine/threonine-protein kinase 17A CHEMBL4525	Ki	7.2	7.2	63.1	1
cGMP-dependent protein kinase 2 CHEMBL2896	Ki	7.1	7.1	79.4	1
Mitogen-activated protein kinase 13 CHEMBL2939	Ki	7.1	7.1	79.4	1
Interleukin-1 receptor-associated kinase 1 CHEMBL3357	Ki	7.1	7.1	79.4	1
Rho-associated protein kinase 1 CHEMBL3231	Ki	7.0	7.0	100.0	1
Serine/threonine-protein kinase N1 CHEMBL3384	Ki	6.82	6.82	150.0	1
Casein kinase I isoform gamma-3 CHEMBL5084	Ki	6.8	6.8	158.5	1
MAP kinase-activated protein kinase 2 CHEMBL2208	IC50	6.77	6.55	171.0	2
Cyclin-dependent kinase 1 CHEMBL308	IC50	6.77	6.685	170.0	2
MAP kinase-interacting serine/threonine-protein kinase 2 CHEMBL4204	IC50	6.77	6.77	171.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 4 CHEMBL1075115	Ki	6.7	6.7	199.5	1
Cyclin-dependent kinase 5 CHEMBL4036	Ki	6.7	6.7	199.5	1
Homeodomain-interacting protein kinase 2 CHEMBL4576	Ki	6.7	6.7	199.5	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	6.66	6.66	220.0	1
Cyclin-dependent kinase 2 CHEMBL301	IC50	6.62	6.62	240.0	1
Casein kinase I isoform gamma-1 CHEMBL2426	Ki	6.6	6.6	251.2	1
Dual specificity protein kinase CLK2 CHEMBL4225	Ki	6.6	6.6	251.2	1
PAS domain-containing serine/threonine-protein kinase CHEMBL6054	Ki	6.6	6.6	251.2	1
Serine/threonine-protein kinase N1 CHEMBL3384	IC50	6.52	6.52	300.0	1
Cyclin-dependent kinase 2 CHEMBL301	Ki	6.5	6.5	316.2	1
MAP kinase-interacting serine/threonine-protein kinase 2 CHEMBL4204	Ki	6.4	6.4	398.1	1
Cyclin-dependent kinase 5 CHEMBL4036	IC50	6.34	6.34	460.0	1
MAP kinase-activated protein kinase 5 CHEMBL3094	IC50	6.3	6.3	500.0	1
Lymphokine-activated killer T-cell-originated protein kinase CHEMBL4896	Ki	6.3	6.3	501.2	1
Serine/threonine-protein kinase PLK3 CHEMBL4897	Ki	6.3	6.3	501.2	1
Misshapen-like kinase 1 CHEMBL5518	Ki	6.3	6.3	501.2	1
Homeodomain-interacting protein kinase 4 CHEMBL1075167	Ki	6.2	6.2	631.0	1
Protein kinase C delta type CHEMBL2996	Ki	6.2	6.2	631.0	1
Cyclin-dependent kinase 1 CHEMBL308	Ki	6.2	6.2	631.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	10022.28	ng.hr.mL-1	Mus musculus
AUC	15140.04	ng.hr.mL-1	Mus musculus
AUC	4478.04	ng.hr.mL-1	Rattus norvegicus
CL	30.0	mL.min-1.kg-1	Mus musculus
CL	30.0	mL.min-1.kg-1	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cell division cycle 7-related protein kinase	Ki	=	2.512	nM	8.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Dual specificity protein kinase CLK4	Ki	=	3.981	nM	8.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase N2	Ki	=	5.012	nM	8.3	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase N2	Ki	=	8.0	nM	8.1	Inhibition of PKN2 (unknown origin) by TR-FRET-based tracer displacement assay d...	35104640
Cell division cycle 7-related protein kinase	IC50	=	10.0	nM	8.0	Inhibition of human Cdc7 assessed as inhibition of rate of phosphorylation of Mc...	19115845
Cyclin-dependent kinase 9	Ki	=	10.0	nM	8.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Cyclin-dependent kinase 8	Ki	=	10.0	nM	8.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	Ki	=	10.0	nM	8.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Cell division cycle 7-related protein kinase	IC50	=	10.0	nM	8.0	Inhibition of human Cdc7	18201066
Cell division cycle 7-related protein kinase	IC50	=	10.0	nM	8.0	Inhibition of CDC7 (unknown origin)	38564299
Cell division cycle 7-related protein kinase	IC50	=	10.0	nM	8.0	Inhibition of human cdc7 incubation of 30 mins in presence of ATP	33650861
Cell division cycle 7-related protein kinase	IC50	=	10.0	nM	8.0	Inhibition of CDC7 (unknown origin)	33481605
Cell division cycle 7-related protein kinase	IC50	=	10.0	nM	8.0	Inhibition of Cdc7 (unknown origin)	33539089
Cell division cycle 7-related protein kinase	IC50	=	10.0	nM	8.0	Inhibition of Cdc7	20873740
Cell division cycle 7-related protein kinase	IC50	=	10.0	nM	8.0	Inhibition of cdc7	18469809
Serine/threonine-protein kinase N2	IC50	=	16.0	nM	7.8	Inhibition of PKN2 (unknown origin) by TR-FRET-based tracer displacement assay	35104640
cGMP-dependent protein kinase 1	Ki	=	19.95	nM	7.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Ki	=	19.95	nM	7.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Casein kinase I isoform alpha	Ki	=	31.62	nM	7.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Mitogen-activated protein kinase 12	Ki	=	31.62	nM	7.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-

Literature References

PubMed	DOI	Target Context	# Activities
18469809	10.1038/nchembio.90	HeLa	41
18469809	10.1038/nchembio.90	Cell division cycle 7-related protein kinase	23
18469809	10.1038/nchembio.90	Unchecked	16
18469809	10.1038/nchembio.90	NHDF	13
18469809	10.1038/nchembio.90	Serine/threonine-protein kinase Chk1	9
18469809	10.1038/nchembio.90	HCT-116	8
18469809	10.1038/nchembio.90	Serine/threonine-protein kinase Chk2	8
18469809	10.1038/nchembio.90	A2780	7
18469809	10.1038/nchembio.90	PC-3	5
18469809	10.1038/nchembio.90	SW480	5
18469809	10.1038/nchembio.90	COLO 205	5
18469809	10.1038/nchembio.90	DNA replication licensing factor MCM2	5
18469809	10.1038/nchembio.90	U2OS	5
18469809	10.1038/nchembio.90	K562	5
18469809	10.1038/nchembio.90	OVCAR-8	5
18469809	10.1038/nchembio.90	MCF7	5
18469809	10.1038/nchembio.90	HCT-15	5
18469809	10.1038/nchembio.90	SF-268	5
18469809	10.1038/nchembio.90	Jurkat	5
18469809	10.1038/nchembio.90	SF-539	5

Data from ChEMBL 36 via Core Engine