Compound Detail

CHEMBL464552

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CNC(=O)c1c(F)cccc1Nc1nc(Nc2cc3c(cc2OC)CCN3C(=O)CN(C)C)nc2[nH]ccc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL464552
Phase	Preclinical
Structure Type	MOL
InChI Key	HZTYDQRUAWIZRE-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

532.6

MW (Da)

3.40

ALogP

HBA

HBD

127.5

PSA (Å²)

0.27

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C27H29FN8O3
MW	532.58
Aromatic Rings	4
Heavy Atoms	39
NP-Likeness	-1.48

Activity Summary

Kd 79 meas. best 9.26

IC50 20 meas. best 9.3

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
ALK tyrosine kinase receptor CHEMBL4247	IC50	9.3	6.1333	0.5	6
ALK tyrosine kinase receptor CHEMBL4247	Kd	9.26	9.26	0.6	1
Leukocyte tyrosine kinase receptor CHEMBL5627	Kd	8.96	8.96	1.1	1
Insulin receptor CHEMBL1981	Kd	8.77	8.77	1.7	1
Insulin receptor CHEMBL1981	IC50	8.74	7.92	1.8	2
Insulin-like growth factor 1 receptor CHEMBL1957	IC50	8.7	6.1844	2.0	9
Insulin-like growth factor 1 receptor CHEMBL1957	Kd	8.15	7.595	7.0	2
Insulin receptor-related protein CHEMBL5483	Kd	8.07	8.07	8.6	1
Tyrosine-protein kinase Fer CHEMBL3982	Kd	8.03	8.03	9.3	1
Myosin light chain kinase, smooth muscle CHEMBL2428	Kd	7.96	7.96	11.0	1
Proto-oncogene tyrosine-protein kinase ROS CHEMBL5568	Kd	7.82	7.82	15.0	1
Dual specificity protein kinase CLK2 CHEMBL4225	Kd	7.8	7.8	16.0	1
Dual specificity protein kinase CLK1 CHEMBL4224	Kd	7.68	7.68	21.0	1
Serine/threonine-protein kinase PLK1 CHEMBL3024	Kd	7.33	7.33	47.0	1
Tyrosine-protein kinase Fes/Fps CHEMBL5455	Kd	7.28	7.28	52.0	1
Dual specificity protein kinase CLK4 CHEMBL4203	Kd	7.22	7.22	60.0	1
Serine/threonine-protein kinase 33 CHEMBL6005	Kd	7.16	7.16	70.0	1
Epidermal growth factor receptor CHEMBL203	Kd	7.13	5.861	74.0	10
Protein-tyrosine kinase 2-beta CHEMBL5469	Kd	7.12	7.12	76.0	1
Dual specificity protein kinase TTK CHEMBL3983	Kd	7.12	7.12	76.0	1
Mitogen-activated protein kinase 10 CHEMBL2637	Kd	6.89	6.89	130.0	1
Leucine-rich repeat serine/threonine-protein kinase 2 CHEMBL1075104	Kd	6.77	6.455	170.0	2
Ribosomal protein S6 kinase alpha-3 CHEMBL2345	Kd	6.77	6.77	170.0	1
Mitogen-activated protein kinase kinase kinase 19 CHEMBL6191	Kd	6.72	6.72	190.0	1
Focal adhesion kinase 1 CHEMBL2695	Kd	6.7	6.7	200.0	1
Mitogen-activated protein kinase 8 CHEMBL2276	Kd	6.68	6.68	210.0	1
Cyclin-G-associated kinase CHEMBL4355	Kd	6.57	6.57	270.0	1
Serine/threonine-protein kinase Chk2 CHEMBL2527	Kd	6.55	6.55	280.0	1
Tyrosine-protein kinase receptor UFO CHEMBL4895	Kd	6.52	6.52	300.0	1
Ribosomal protein S6 kinase alpha-1 CHEMBL2553	Kd	6.39	6.39	410.0	1
Serine/threonine-protein kinase D3 CHEMBL2595	Kd	6.39	6.39	410.0	1
Calcium/calmodulin-dependent protein kinase type IV CHEMBL2494	Kd	6.33	6.33	470.0	1
Testis-specific serine/threonine-protein kinase 1 CHEMBL6003	Kd	6.33	6.33	470.0	1
Mitogen-activated protein kinase 9 CHEMBL4179	Kd	6.28	6.28	520.0	1
Rhodopsin kinase GRK7 CHEMBL1075133	Kd	6.27	6.27	540.0	1
Death-associated protein kinase 1 CHEMBL2558	Kd	6.21	6.21	620.0	1
Serine/threonine-protein kinase D1 CHEMBL3863	Kd	6.19	6.19	650.0	1
Casein kinase I isoform epsilon CHEMBL4937	Kd	6.11	6.11	780.0	1
Rhodopsin kinase GRK1 CHEMBL5607	Kd	6.08	6.08	830.0	1
Dual specificity mitogen-activated protein kinase kinase 4 CHEMBL2897	Kd	6.04	6.04	910.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	Kd	6.01	6.01	970.0	1
Dual specificity mitogen-activated protein kinase kinase 3 CHEMBL2109	Kd	6.0	6.0	1000.0	1
Death-associated protein kinase 2 CHEMBL3123	Kd	5.96	5.96	1100.0	1
Phosphorylase b kinase gamma catalytic chain, skeletal muscle/heart isoform CHEMBL4004	Kd	5.96	5.96	1100.0	1
Homeodomain-interacting protein kinase 4 CHEMBL1075167	Kd	5.92	5.92	1200.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Kd	5.92	5.92	1200.0	1
Homeodomain-interacting protein kinase 2 CHEMBL4576	Kd	5.92	5.92	1200.0	1
Death-associated protein kinase 3 CHEMBL2468	Kd	5.92	5.92	1200.0	1
Homeodomain-interacting protein kinase 1 CHEMBL5427	Kd	5.89	5.89	1300.0	1
Unchecked CHEMBL612545	IC50	5.88	5.88	1319.3	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	210.0	ng.hr/ml/mg/kg	Rattus norvegicus
CL	73.0	mL.min-1.kg-1	Rattus norvegicus
CL	21.88	uL.min-1.(10^6cells)-1	Rattus norvegicus
Cmax	685.34	nM	Rattus norvegicus
F	98.0	%	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
ALK tyrosine kinase receptor	IC50	=	0.5	nM	9.3	Inhibition of ALK (unknown origin)	31419130
ALK tyrosine kinase receptor	Kd	=	0.55	nM	9.26	Binding constant for ALK kinase domain	22037378
Leukocyte tyrosine kinase receptor	Kd	=	1.1	nM	8.96	Binding constant for LTK kinase domain	22037378
Insulin receptor	Kd	=	1.7	nM	8.77	Binding constant for INSR kinase domain	22037378
Insulin receptor	IC50	=	1.8	nM	8.74	Inhibition of IR	19071018
Insulin-like growth factor 1 receptor	IC50	=	2.0	nM	8.7	Inhibition of IGF-1R	19071018
Insulin-like growth factor 1 receptor	Kd	=	7.0	nM	8.15	Binding constant for IGF1R kinase domain	22037378
Insulin receptor-related protein	Kd	=	8.6	nM	8.07	Binding constant for INSRR kinase domain	22037378
Tyrosine-protein kinase Fer	Kd	=	9.3	nM	8.03	Binding constant for FER kinase domain	22037378
Myosin light chain kinase, smooth muscle	Kd	=	11.0	nM	7.96	Binding constant for MYLK kinase domain	22037378
Proto-oncogene tyrosine-protein kinase ROS	Kd	=	15.0	nM	7.82	Binding constant for ROS1 kinase domain	22037378
Dual specificity protein kinase CLK2	Kd	=	16.0	nM	7.8	Binding constant for CLK2 kinase domain	22037378
Dual specificity protein kinase CLK1	Kd	=	21.0	nM	7.68	Binding constant for CLK1 kinase domain	22037378
Serine/threonine-protein kinase PLK1	Kd	=	47.0	nM	7.33	Binding constant for PLK1 kinase domain	22037378
Tyrosine-protein kinase Fes/Fps	Kd	=	52.0	nM	7.28	Binding constant for FES kinase domain	22037378
Dual specificity protein kinase CLK4	Kd	=	60.0	nM	7.22	Binding constant for CLK4 kinase domain	22037378
Serine/threonine-protein kinase 33	Kd	=	70.0	nM	7.16	Binding constant for STK33 kinase domain	22037378
Epidermal growth factor receptor	Kd	=	74.0	nM	7.13	Binding constant for EGFR(T790M) kinase domain	22037378
Dual specificity protein kinase TTK	Kd	=	76.0	nM	7.12	Binding constant for TTK kinase domain	22037378
Protein-tyrosine kinase 2-beta	Kd	=	76.0	nM	7.12	Binding constant for PYK2 kinase domain	22037378

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL5303300	U2OS	304
-	10.6019/CHEMBL5303300	Fibroblast	304
-	10.6019/CHEMBL5303300	HEK-293T	304
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
-	10.6019/CHEMBL5303304	Fibroblast	9
-	10.6019/CHEMBL5303304	U2OS	8
26254279	10.18632/oncotarget.4214	Insulin-like growth factor 1 receptor	8
22037378	10.1038/nbt.1990	Mast/stem cell growth factor receptor Kit	8
26254279	10.18632/oncotarget.4214	ALK tyrosine kinase receptor	8
22037378	10.1038/nbt.1990	Receptor-type tyrosine-protein kinase FLT3	7
-	10.6019/CHEMBL5303304	HEK-293T	5
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
22037378	10.1038/nbt.1990	Proto-oncogene tyrosine-protein kinase receptor Ret	4
19071018	10.1016/j.bmcl.2008.11.077	Rattus norvegicus	4
22037378	10.1038/nbt.1990	Hepatocyte growth factor receptor	3
-	10.6019/CHEMBL3885741	Insulin-like growth factor 1 receptor	3
19071018	10.1016/j.bmcl.2008.11.077	Insulin-like growth factor 1 receptor	3
22037378	10.1038/nbt.1990	Ribosomal protein S6 kinase alpha-6	2

Data from ChEMBL 36 via Core Engine