Compound Detail

CHEMBL1908397

KW-2449

Phase I

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Phase I

O=C(c1ccc(/C=C/c2n[nH]c3ccccc23)cc1)N1CCNCC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1908397
Name	KW-2449
Phase	Phase I
Structure Type	MOL
InChI Key	YYLKKYCXAOBSRM-JXMROGBWSA-N

Known Names

Kw 2449 Kw-2449

285

Targets

409

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

332.4

MW (Da)

2.78

ALogP

HBA

HBD

61.0

PSA (Å²)

0.78

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Extended Properties

Molecular Formula	C20H20N4O
MW	332.41
Aromatic Rings	3
Heavy Atoms	25
NP-Likeness	-0.93

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Serine/threonine-protein kinase Aurora-A inhibitor	INHIBITOR	Aurora kinase A	✓	✓
Serine/threonine-protein kinase Aurora-B inhibitor	INHIBITOR	Aurora kinase B	✓	✓
Tyrosine-protein kinase receptor FLT3 inhibitor	INHIBITOR	Receptor-type tyrosine-protein kinase FLT3	✓	✓
Tyrosine-protein kinase ABL inhibitor	INHIBITOR	Tyrosine-protein kinase ABL1	✓	✓

Indications

Leukemia, Myeloid, Acute

Activity Summary

Kd 392 meas. best 8.54

IC50 16 meas. best 8.4

EC50 1 meas. best 7.01

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Serine/threonine-protein kinase 17A CHEMBL4525	Kd	8.54	8.54	2.9	1
Obg-like ATPase 1 CHEMBL4105704	Kd	8.52	8.52	3.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	IC50	8.4	8.125	4.0	2
Serine/threonine-protein kinase PAK 2 CHEMBL4487	Kd	8.4	6.985	4.0	2
Myosin light chain kinase CHEMBL4627	Kd	8.37	8.37	4.3	1
Serine/threonine-protein kinase 17B CHEMBL3980	Kd	8.32	8.32	4.8	1
Mitogen-activated protein kinase kinase kinase 19 CHEMBL6191	Kd	8.28	8.28	5.2	1
Tyrosine-protein kinase ABL1 CHEMBL1862	Kd	8.23	7.1681	5.9	16
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	8.18	8.0175	6.6	4
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Kd	8.18	7.76	6.6	9
BMP-2-inducible protein kinase CHEMBL4522	Kd	8.02	7.685	9.6	2
Mitogen-activated protein kinase kinase kinase kinase 2 CHEMBL5330	Kd	7.96	7.01	11.0	2
Mast/stem cell growth factor receptor Kit CHEMBL1936	Kd	7.92	7.1413	12.0	8
Serine/threonine-protein kinase 10 CHEMBL3981	Kd	7.89	6.755	13.0	2
STE20-like serine/threonine-protein kinase CHEMBL4202	Kd	7.89	6.72	13.0	2
SRSF protein kinase 2 CHEMBL5668	Kd	7.82	7.82	15.0	1
Tyrosine-protein kinase Yes CHEMBL2073	Kd	7.75	7.75	18.0	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	Kd	7.68	6.82	21.0	2
Misshapen-like kinase 1 CHEMBL5518	Kd	7.6	7.6	25.0	1
TRAF2 and NCK-interacting protein kinase CHEMBL4527	Kd	7.55	7.045	28.0	2
Serine/threonine-protein kinase 16 CHEMBL3938	Kd	7.54	6.805	29.0	2
Platelet-derived growth factor receptor beta CHEMBL1913	Kd	7.52	6.635	30.0	2
Mitogen-activated protein kinase kinase kinase kinase 4 CHEMBL6166	Kd	7.48	7.16	33.0	2
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Kd	7.46	7.092	35.0	5
Mitogen-activated protein kinase kinase kinase 7 CHEMBL5776	Kd	7.44	7.44	36.0	1
Tyrosine-protein kinase JAK3 CHEMBL2148	Kd	7.41	7.41	39.0	1
Leucine-rich repeat serine/threonine-protein kinase 2 CHEMBL1075104	Kd	7.35	6.905	45.0	2
Serine/threonine-protein kinase RIO1 CHEMBL5975	Kd	7.33	7.33	47.0	1
Interleukin-1 receptor-associated kinase 1 CHEMBL3357	Kd	7.32	7.32	48.0	1
AP2-associated protein kinase 1 CHEMBL3830	Kd	7.32	6.91	48.0	2
Aurora kinase A CHEMBL4722	IC50	7.32	7.32	48.0	1
Dual specificity protein kinase CLK4 CHEMBL4203	Kd	7.31	7.31	49.0	1
Mitogen-activated protein kinase 10 CHEMBL2637	Kd	7.29	7.29	51.0	1
Phosphatidylinositol 4-phosphate 5-kinase type-1 alpha CHEMBL5969	Kd	7.29	7.29	51.0	1
Myosin light chain kinase 2, skeletal/cardiac muscle CHEMBL2777	Kd	7.28	7.28	52.0	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	IC50	7.28	7.28	52.6	1
Serine/threonine-protein kinase ULK1 CHEMBL6006	Kd	7.28	6.42	53.0	2
NUAK family SNF1-like kinase 2 CHEMBL5698	Kd	7.27	7.27	54.0	1
SRSF protein kinase 1 CHEMBL4375	Kd	7.26	7.26	55.0	1
Aurora kinase C CHEMBL3935	Kd	7.23	7.23	59.0	1
Serine/threonine-protein kinase RIO3 CHEMBL5659	Kd	7.21	7.2067	61.0	3
Mitogen-activated protein kinase kinase kinase kinase 1 CHEMBL5749	Kd	7.2	6.52	63.0	2
Dual specificity protein kinase CLK1 CHEMBL4224	Kd	7.19	6.41	64.0	2
Receptor-interacting serine/threonine-protein kinase 1 CHEMBL5464	Kd	7.19	7.095	64.0	4
Mitogen-activated protein kinase kinase kinase 12 CHEMBL1908389	Kd	7.17	7.17	67.0	1
Protein delta homolog 1 CHEMBL5671	Kd	7.17	7.17	67.0	1
G protein-coupled receptor kinase 4 CHEMBL5861	Kd	7.15	7.15	71.0	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	Kd	7.14	7.14	73.0	1
MAP/microtubule affinity-regulating kinase 4 CHEMBL5754	Kd	7.14	6.91	72.0	2
Mitogen-activated protein kinase kinase kinase 2 CHEMBL5914	Kd	7.14	7.14	72.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Serine/threonine-protein kinase 17A	Kd	=	2.9	nM	8.54	Binding constant for DRAK1 kinase domain	22037378
Obg-like ATPase 1	Kd	=	3.0	nM	8.52	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Tyrosine-protein kinase ABL1	IC50	=	4.0	nM	8.4	Inhibition of Abl T315I mutant (unknown origin)	35551036
Serine/threonine-protein kinase PAK 2	Kd	=	4.0	nM	8.4	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Myosin light chain kinase	Kd	=	4.3	nM	8.37	Binding constant for MLCK kinase domain	22037378
Serine/threonine-protein kinase 17B	Kd	=	4.8	nM	8.32	Binding constant for DRAK2 kinase domain	22037378
Mitogen-activated protein kinase kinase kinase 19	Kd	=	5.2	nM	8.28	Binding constant for YSK4 kinase domain	22037378
Tyrosine-protein kinase ABL1	Kd	=	5.9	nM	8.23	Binding constant for ABL1(T315I)-phosphorylated kinase domain	22037378
Receptor-type tyrosine-protein kinase FLT3	IC50	=	6.6	nM	8.18	Inhibition of human FLT3	31614258
Receptor-type tyrosine-protein kinase FLT3	IC50	=	6.6	nM	8.18	Inhibition of FLT3 (unknown origin) by enzymatic assay	38199165
Receptor-type tyrosine-protein kinase FLT3	Kd	=	6.6	nM	8.18	Binding constant for FLT3(K663Q) kinase domain	22037378
BMP-2-inducible protein kinase	Kd	=	9.6	nM	8.02	Binding constant for BIKE kinase domain	22037378
Mitogen-activated protein kinase kinase kinase kinase 2	Kd	=	11.0	nM	7.96	Binding constant for MAP4K2 kinase domain	22037378
Mast/stem cell growth factor receptor Kit	Kd	=	12.0	nM	7.92	Binding constant for KIT(V559D,T670I) kinase domain	22037378
Tyrosine-protein kinase ABL1	Kd	=	12.0	nM	7.92	Binding constant for ABL1(T315I)-non phosphorylated kinase domain	22037378
Receptor-type tyrosine-protein kinase FLT3	Kd	=	13.0	nM	7.89	Binding constant for FLT3(D835Y) kinase domain	22037378
STE20-like serine/threonine-protein kinase	Kd	=	13.0	nM	7.89	Binding constant for SLK kinase domain	22037378
Serine/threonine-protein kinase 10	Kd	=	13.0	nM	7.89	Binding constant for LOK kinase domain	22037378
Receptor-type tyrosine-protein kinase FLT3	Kd	=	13.0	nM	7.89	Binding constant for FLT3(N841I) kinase domain	22037378
Receptor-type tyrosine-protein kinase FLT3	Kd	=	13.0	nM	7.89	Binding constant for FLT3(D835H) 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
29191878	10.1126/science.aan4368	Unchecked	5
22037378	10.1038/nbt.1990	Proto-oncogene tyrosine-protein kinase receptor Ret	4
-	10.6019/CHEMBL4808148	Histone deacetylase 6	4
33691794	10.1186/s13148-021-01037-1	A549	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	3
22037378	10.1038/nbt.1990	Hepatocyte growth factor receptor	3
22037378	10.1038/nbt.1990	Ribosomal protein S6 kinase alpha-6	2
-	10.1039/C1MD00175B	Receptor-type tyrosine-protein kinase FLT3	2
22037378	10.1038/nbt.1990	Non-receptor tyrosine-protein kinase TYK2	2
22037378	10.1038/nbt.1990	Ribosomal protein S6 kinase alpha-4	2
22037378	10.1038/nbt.1990	Serine/threonine-protein kinase B-raf	2
22037378	10.1038/nbt.1990	Ribosomal protein S6 kinase alpha-5	2
22037378	10.1038/nbt.1990	Fibroblast growth factor receptor 3	2

Data from ChEMBL 36 via Core Engine