Compound Detail

CHEMBL2436978

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CN1CCN(Cc2ccc(-c3cnc4[nH]cc(-c5ccc6[nH]ccc6c5)c4c3)cc2)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2436978
Phase	Preclinical
Structure Type	MOL
InChI Key	QKKIWEILHCXECO-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

421.6

MW (Da)

5.13

ALogP

HBA

HBD

51.0

PSA (Å²)

0.42

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C27H27N5
MW	421.55
Aromatic Rings	5
Heavy Atoms	32
NP-Likeness	-0.80

Activity Summary

IC50 40 meas. best 8.52

Kd 1 meas. best 7.16

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase ABL1 CHEMBL1862	IC50	8.52	8.345	3.0	2
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	8.4	7.325	4.0	2
TRAF2 and NCK-interacting protein kinase CHEMBL4527	IC50	8.28	8.28	5.2	1
Leucine-rich repeat serine/threonine-protein kinase 2 CHEMBL1075104	IC50	7.96	7.96	11.0	1
Mitogen-activated protein kinase kinase kinase 11 CHEMBL2708	IC50	7.85	7.85	14.0	1
Mitogen-activated protein kinase kinase kinase 9 CHEMBL2872	IC50	7.72	7.72	19.0	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	IC50	7.41	7.41	39.0	1
Mitogen-activated protein kinase kinase kinase 10 CHEMBL2873	IC50	7.38	7.38	42.0	1
Unchecked CHEMBL612545	IC50	7.17	7.17	67.0	1
Protein delta homolog 1 CHEMBL5671	Kd	7.16	7.16	70.0	1
High affinity nerve growth factor receptor CHEMBL2815	IC50	7.07	7.07	85.0	1
Aurora kinase A CHEMBL4722	IC50	6.97	6.97	108.0	1
Rho-associated protein kinase 2 CHEMBL2973	IC50	6.96	6.96	111.0	1
Aurora kinase B CHEMBL2185	IC50	6.91	6.91	123.0	1
Protein delta homolog 1 CHEMBL5671	IC50	6.82	6.82	150.0	1
Hepatocyte growth factor receptor CHEMBL3717	IC50	6.75	6.75	177.0	1
Serine/threonine-protein kinase Sgk1 CHEMBL2343	IC50	6.7	6.7	201.0	1
Insulin receptor CHEMBL1981	IC50	6.7	6.7	200.0	1
BDNF/NT-3 growth factors receptor CHEMBL4898	IC50	6.66	6.66	217.0	1
Inhibitor of nuclear factor kappa-B kinase subunit beta CHEMBL1991	IC50	6.59	6.59	257.0	1
Aurora kinase C CHEMBL3935	IC50	6.54	6.54	290.0	1
Insulin-like growth factor 1 receptor CHEMBL1957	IC50	6.51	6.51	307.0	1
Tyrosine-protein kinase Lck CHEMBL258	IC50	6.48	6.48	333.0	1
Mitogen-activated protein kinase kinase kinase 11 CHEMBL2434817	IC50	6.34	6.34	460.0	1
Inhibitor of nuclear factor kappa-B kinase subunit alpha CHEMBL3476	IC50	6.23	6.23	591.0	1
Mitogen-activated protein kinase kinase kinase 2 CHEMBL5914	IC50	6.18	6.18	661.0	1
Tyrosine-protein kinase SYK CHEMBL2599	IC50	6.14	6.14	731.0	1
Rho-associated protein kinase 1 CHEMBL3231	IC50	5.99	5.99	1030.0	1
Cyclin-dependent kinase 1 CHEMBL308	IC50	5.95	5.95	1125.0	1
Cyclin-dependent kinase 2 CHEMBL301	IC50	5.93	5.93	1180.0	1
AMP-activated protein kinase, AMPK CHEMBL2096907	IC50	5.82	5.82	1512.0	1
Mitogen-activated protein kinase 8 CHEMBL2276	IC50	5.5	5.49	3200.0	2
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	5.36	5.36	4330.0	1
Tyrosine-protein kinase ZAP-70 CHEMBL2803	IC50	5.3	5.3	5050.0	1
Mitogen-activated protein kinase 1 CHEMBL4040	IC50	5.2	5.2	6290.0	1
Mitogen-activated protein kinase 14 CHEMBL260	IC50	4.92	4.92	12050.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	4.79	4.79	16200.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	4.68	4.68	21000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	5130.0	ug/hr.kg	Mus musculus
AUC	3410.0	ng.hr.mL-1	Mus musculus
AUC	2300.0	ng.hr.mL-1	Mus musculus
AUC	1400.0	ng.hr.mL-1	Mus musculus
CL	48.33	mL.min-1.kg-1	Mus musculus
CL	30.0	mL.min-1.kg-1	Mus musculus
Cmax	4685.0	ug/kg	Mus musculus
Cmax	6333.77	nM	Mus musculus
Cmax	4383.82	nM	Mus musculus
Cmax	1352.15	nM	Mus musculus
F	41.0	%	Mus musculus
T1/2	1.5	hr	Mus musculus
T1/2	2.72	hr	Mus musculus
T1/2	2.14	hr	Mus musculus
T1/2	1.92	hr	Mus musculus
Tmax	4.0	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase ABL1	IC50	=	3.0	nM	8.52	Inhibition of wild type human ABL1 T315I mutant by high throughput ATP-[33P] rad...	24044867
Receptor-type tyrosine-protein kinase FLT3	IC50	=	4.0	nM	8.4	Inhibition of wild type human FLT3 by high throughput ATP-[33P] radiolabeled ass...	24044867
TRAF2 and NCK-interacting protein kinase	IC50	=	5.2	nM	8.28	Inhibition of TNIK (unknown origin)	33340663
Tyrosine-protein kinase ABL1	IC50	=	6.8	nM	8.17	Inhibition of wild type human ABL1 by high throughput ATP-[33P] radiolabeled ass...	24044867
Leucine-rich repeat serine/threonine-protein kinase 2	IC50	=	11.0	nM	7.96	Inhibition of human wild type LRRK2 by qPCR analysis	24044867
Mitogen-activated protein kinase kinase kinase 11	IC50	=	14.0	nM	7.85	Inhibition of MLK3 (unknown origin) after 20 mins by scintillation counting anal...	24044867
Mitogen-activated protein kinase kinase kinase 9	IC50	=	19.0	nM	7.72	Inhibition of MLK1 (unknown origin)	24044867
Vascular endothelial growth factor receptor 1	IC50	=	39.0	nM	7.41	Inhibition of wild type human FLT1 by high throughput ATP-[33P] radiolabeled ass...	24044867
Mitogen-activated protein kinase kinase kinase 10	IC50	=	42.0	nM	7.38	Inhibition of MLK2 (unknown origin)	24044867
Unchecked	IC50	=	67.0	nM	7.17	Inhibition of wild type human SGK by high throughput ATP-[33P] radiolabeled assa...	24044867
Protein delta homolog 1	Kd	=	70.0	nM	7.16	Binding affinity to human wild type DLK by qPCR analysis	24044867
High affinity nerve growth factor receptor	IC50	=	85.0	nM	7.07	Inhibition of wild type human TRKA by high throughput ATP-[33P] radiolabeled ass...	24044867
Aurora kinase A	IC50	=	108.0	nM	6.97	Inhibition of wild type human Aurora kinase A by high throughput ATP-[33P] radio...	24044867
Rho-associated protein kinase 2	IC50	=	111.0	nM	6.96	Inhibition of wild type human ROCK2 by high throughput ATP-[33P] radiolabeled as...	24044867
Aurora kinase B	IC50	=	123.0	nM	6.91	Inhibition of wild type human Aurora kinase B by high throughput ATP-[33P] radio...	24044867
Protein delta homolog 1	IC50	=	150.0	nM	6.82	Inhibition of human wild type DLK by qPCR analysis	24044867
Hepatocyte growth factor receptor	IC50	=	177.0	nM	6.75	Inhibition of wild type human c-MET by high throughput ATP-[33P] radiolabeled as...	24044867
Insulin receptor	IC50	=	200.0	nM	6.7	Inhibition of wild type human IR by high throughput ATP-[33P] radiolabeled assay	24044867
Serine/threonine-protein kinase Sgk1	IC50	=	201.0	nM	6.7	Inhibition of wild type human SGK1 by high throughput ATP-[33P] radiolabeled ass...	24044867
BDNF/NT-3 growth factors receptor	IC50	=	217.0	nM	6.66	Inhibition of wild type human TRKB by high throughput ATP-[33P] radiolabeled ass...	24044867

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	HEK-293T	429
-	10.6019/CHEMBL4689842	Fibroblast	427
-	10.6019/CHEMBL4689842	U2OS	426
24044867	10.1021/jm401094t	Mus musculus	17
24044867	10.1021/jm401094t	Mitogen-activated protein kinase kinase kinase 11	13
24044867	10.1021/jm401094t	Brain	9
24044867	10.1021/jm401094t	Plasma	6
24044867	10.1021/jm401094t	Tyrosine-protein kinase ABL1	4
24044867	10.1021/jm401094t	Receptor-type tyrosine-protein kinase FLT3	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
24044867	10.1021/jm401094t	Nucleic Acid	4
24044867	10.1021/jm401094t	Leucine-rich repeat serine/threonine-protein kinase 2	3
24044867	10.1021/jm401094t	Protein delta homolog 1	3
24044867	10.1021/jm401094t	Mitogen-activated protein kinase 8	3
24044867	10.1021/jm401094t	Unchecked	3
24044867	10.1021/jm401094t	Hepatocyte	2
24044867	10.1021/jm401094t	Insulin-like growth factor 1 receptor	2
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
24044867	10.1021/jm401094t	Inhibitor of nuclear factor kappa-B kinase subunit beta	2
24044867	10.1021/jm401094t	Mitogen-activated protein kinase 14	2

Data from ChEMBL 36 via Core Engine