Compound Detail

CHEMBL525191

Enter ChEMBL ID:

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

OCCn1cc(-c2ccc3c(c2)CC/C3=N\O)c(-c2ccncc2)n1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL525191
Phase	Preclinical
Structure Type	MOL
InChI Key	DEZZLWQELQORIU-RELWKKBWSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

334.4

MW (Da)

2.73

ALogP

HBA

HBD

83.5

PSA (Å²)

0.57

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula	C19H18N4O2
MW	334.38
Aromatic Rings	3
Heavy Atoms	25
NP-Likeness	-0.71

Activity Summary

Kd 22 meas. best 9.74

IC50 10 meas. best 9.89

Ki 4 meas. best 9.89

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Serine/threonine-protein kinase B-raf CHEMBL5145	Ki	9.89	9.7933	0.1	3
Serine/threonine-protein kinase B-raf CHEMBL5145	IC50	9.89	9.85	0.1	3
Serine/threonine-protein kinase B-raf CHEMBL5145	Kd	9.74	9.73	0.2	2
RAF proto-oncogene serine/threonine-protein kinase CHEMBL1906	Ki	9.27	9.27	0.5	1
RAF proto-oncogene serine/threonine-protein kinase CHEMBL1906	Kd	8.18	8.18	6.6	1
Mitogen-activated protein kinase; ERK1/ERK2 CHEMBL1907606	IC50	7.2	7.2	63.0	1
Casein kinase I isoform epsilon CHEMBL4937	Kd	6.89	6.89	130.0	1
Mitogen-activated protein kinase kinase kinase 19 CHEMBL6191	Kd	6.04	6.04	910.0	1
Misshapen-like kinase 1 CHEMBL5518	Kd	6.0	6.0	1000.0	1
Serine/threonine-protein kinase RIO2 CHEMBL6000	Kd	5.92	5.92	1200.0	1
STE20-like serine/threonine-protein kinase CHEMBL4202	Kd	5.89	5.89	1300.0	1
Serine/threonine-protein kinase 10 CHEMBL3981	Kd	5.89	5.89	1300.0	1
Casein kinase I isoform delta CHEMBL2828	Kd	5.85	5.85	1400.0	1
Bone morphogenetic protein receptor type-1B CHEMBL5476	Kd	5.75	5.75	1800.0	1
TRAF2 and NCK-interacting protein kinase CHEMBL4527	Kd	5.64	5.64	2300.0	1
Mitogen-activated protein kinase kinase kinase kinase 4 CHEMBL6166	Kd	5.64	5.64	2300.0	1
Receptor tyrosine-protein kinase erbB-3 CHEMBL5838	Kd	5.64	5.64	2300.0	1
Activin receptor type-1B CHEMBL5310	Kd	5.62	5.62	2400.0	1
Receptor-interacting serine/threonine-protein kinase 2 CHEMBL5014	Kd	5.6	5.6	2500.0	1
Mitogen-activated protein kinase 10 CHEMBL2637	Kd	5.6	5.6	2500.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	Kd	5.5	5.5	3200.0	1
Citron Rho-interacting kinase CHEMBL5579	Kd	5.46	5.46	3500.0	1
TGF-beta receptor type-1 CHEMBL4439	Kd	5.31	5.31	4900.0	1
Dual specificity mitogen-activated protein kinase kinase 5 CHEMBL4948	Kd	5.29	5.29	5100.0	1
Tyrosine-protein kinase JAK1 CHEMBL2835	Kd	5.11	5.11	7800.0	1
Unchecked CHEMBL612545	IC50	5.0	5.0	10000.0	6

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	6.0	mL.min-1.kg-1	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Serine/threonine-protein kinase B-raf	IC50	=	0.13	nM	9.89	Inhibition of B-Raf V600E mutant	21211972
Serine/threonine-protein kinase B-raf	IC50	=	0.13	nM	9.89	Inhibition of human recombinant B-Raf by fluorescence anisotropy	18676143
Serine/threonine-protein kinase B-raf	Ki	=	0.13	nM	9.89	Inhibition of BRAF V600E mutant (unknown origin)	25267006
Serine/threonine-protein kinase B-raf	IC50	=	0.17	nM	9.77	Inhibition of BRAF V600E mutant in human MALME-3M cells	29461827
Serine/threonine-protein kinase B-raf	Ki	=	0.17	nM	9.77	Inhibition of B-Raf	22808911
Serine/threonine-protein kinase B-raf	Kd	=	0.18	nM	9.74	Binding constant for BRAF(V600E) kinase domain	22037378
Serine/threonine-protein kinase B-raf	Ki	=	0.19	nM	9.72	Inhibition of B-Raf V600E mutant	22808911
Serine/threonine-protein kinase B-raf	Kd	=	0.19	nM	9.72	Binding constant for BRAF kinase domain	22037378
RAF proto-oncogene serine/threonine-protein kinase	Ki	=	0.54	nM	9.27	Inhibition of C-Raf	22808911
RAF proto-oncogene serine/threonine-protein kinase	Kd	=	6.6	nM	8.18	Binding constant for RAF1 kinase domain	22037378
Mitogen-activated protein kinase; ERK1/ERK2	IC50	=	63.0	nM	7.2	Inhibition of ERK1/2 phosphorylation in human MALME3M cells	18676143
Casein kinase I isoform epsilon	Kd	=	130.0	nM	6.89	Binding constant for CSNK1E kinase domain	22037378
Mitogen-activated protein kinase kinase kinase 19	Kd	=	910.0	nM	6.04	Binding constant for YSK4 kinase domain	22037378
Misshapen-like kinase 1	Kd	=	1000.0	nM	6.0	Binding constant for MINK kinase domain	22037378
Serine/threonine-protein kinase RIO2	Kd	=	1200.0	nM	5.92	Binding constant for RIOK2 kinase domain	22037378
Serine/threonine-protein kinase 10	Kd	=	1300.0	nM	5.89	Binding constant for LOK kinase domain	22037378
STE20-like serine/threonine-protein kinase	Kd	=	1300.0	nM	5.89	Binding constant for SLK kinase domain	22037378
Casein kinase I isoform delta	Kd	=	1400.0	nM	5.85	Binding constant for CSNK1D kinase domain	22037378
Bone morphogenetic protein receptor type-1B	Kd	=	1800.0	nM	5.75	Binding constant for BMPR1B kinase domain	22037378
TRAF2 and NCK-interacting protein kinase	Kd	=	2300.0	nM	5.64	Binding constant for TNIK kinase domain	22037378

Literature References

PubMed	DOI	Target Context	# Activities
22037378	10.1038/nbt.1990	Tyrosine-protein kinase ABL1	15
22037378	10.1038/nbt.1990	Epidermal growth factor receptor	12
22037378	10.1038/nbt.1990	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	10
26254279	10.18632/oncotarget.4214	Unchecked	9
22037378	10.1038/nbt.1990	Mast/stem cell growth factor receptor Kit	8
22037378	10.1038/nbt.1990	Receptor-type tyrosine-protein kinase FLT3	7
22037378	10.1038/nbt.1990	Proto-oncogene tyrosine-protein kinase receptor Ret	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
22037378	10.1038/nbt.1990	Hepatocyte growth factor receptor	3
22808911	10.1021/jm300613w	Serine/threonine-protein kinase B-raf	3
22037378	10.1038/nbt.1990	Cyclin-dependent kinase 4	2
22037378	10.1038/nbt.1990	Ribosomal protein S6 kinase alpha-2	2
22037378	10.1038/nbt.1990	Fibroblast growth factor receptor 3	2
22037378	10.1038/nbt.1990	Serine/threonine-protein kinase B-raf	2
22037378	10.1038/nbt.1990	Non-receptor tyrosine-protein kinase TYK2	2
22037378	10.1038/nbt.1990	Ribosomal protein S6 kinase alpha-6	2
22037378	10.1038/nbt.1990	Ribosomal protein S6 kinase alpha-4	2
22037378	10.1038/nbt.1990	Leucine-rich repeat serine/threonine-protein kinase 2	2
28004573	10.1021/acs.jmedchem.6b01055	Heat shock factor protein 1	2
22037378	10.1038/nbt.1990	Ribosomal protein S6 kinase alpha-1	2

Data from ChEMBL 36 via Core Engine