Compound Detail

CHEMBL400402

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Cc1cc(-c2cc(O)ccc2Cl)cc2nnc(Nc3ccc(OCCN4CCCC4)cc3)nc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL400402
Phase	Preclinical
Structure Type	MOL
InChI Key	AQSSMEORRLJZLU-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

476.0

MW (Da)

5.58

ALogP

HBA

HBD

83.4

PSA (Å²)

0.36

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C26H26ClN5O2
MW	475.98
Aromatic Rings	4
Heavy Atoms	34
NP-Likeness	-1.11

Activity Summary

Kd 31 meas. best 9.4

IC50 12 meas. best 9.52

Ki 3 meas. best 8.89

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase Yes CHEMBL2073	IC50	9.52	9.3733	0.3	3
Ephrin type-A receptor 5 CHEMBL3987	Kd	9.4	9.4	0.4	1
Ephrin type-B receptor 6 CHEMBL5836	Kd	9.22	9.22	0.6	1
Non-receptor tyrosine-protein kinase TYK2 CHEMBL3553	Kd	9.15	9.15	0.7	1
Receptor-interacting serine/threonine-protein kinase 2 CHEMBL5014	Kd	9.05	9.05	0.9	1
Ephrin type-B receptor 4 CHEMBL5147	Kd	9.05	9.05	0.9	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	Kd	9.0	9.0	1.0	1
Tyrosine-protein kinase FRK CHEMBL4223	Kd	9.0	9.0	1.0	1
Tyrosine-protein kinase ABL2 CHEMBL4014	Kd	9.0	9.0	1.0	1
Breakpoint cluster region protein CHEMBL5146	Kd	9.0	9.0	1.0	1
Activin receptor type-1B CHEMBL5310	Kd	9.0	9.0	1.0	1
Tyrosine-protein kinase Yes CHEMBL2073	Kd	9.0	9.0	1.0	1
Ephrin type-A receptor 2 CHEMBL2068	Kd	9.0	9.0	1.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Kd	9.0	9.0	1.0	1
Platelet-derived growth factor receptor beta CHEMBL1913	IC50	8.96	8.96	1.1	2
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	Ki	8.89	8.89	1.3	1
Tyrosine-protein kinase ABL1 CHEMBL1862	Ki	8.89	8.075	1.3	2
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	8.8	8.78	1.6	3
Tyrosine-protein kinase ABL1 CHEMBL1862	Kd	8.7	8.7	2.0	1
Serine/threonine-protein kinase SIK2 CHEMBL5699	Kd	8.7	8.7	2.0	1
Ephrin type-B receptor 3 CHEMBL4901	Kd	8.7	8.7	2.0	1
TGF-beta receptor type-1 CHEMBL4439	Kd	8.7	8.7	2.0	1
Cyclin-G-associated kinase CHEMBL4355	Kd	8.7	8.7	2.0	1
Ephrin type-A receptor 4 CHEMBL3988	Kd	8.7	8.7	2.0	1
Tyrosine-protein kinase Lck CHEMBL258	Kd	8.7	8.7	2.0	1
Ephrin type-B receptor 2 CHEMBL3290	Kd	8.7	8.7	2.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	8.66	8.66	2.2	1
Serine/threonine-protein kinase SIK3 CHEMBL6149	Kd	8.52	8.52	3.0	1
Receptor-interacting serine/threonine-protein kinase 3 CHEMBL1795199	Kd	8.52	8.52	3.0	1
Citron Rho-interacting kinase CHEMBL5579	Kd	8.52	8.52	3.0	1
Bone morphogenetic protein receptor type-2 CHEMBL5467	Kd	8.52	8.52	3.0	1
Serine/threonine-protein kinase NLK CHEMBL5364	Kd	8.52	8.52	3.0	1
Epithelial discoidin domain-containing receptor 1 CHEMBL5319	Kd	8.52	8.52	3.0	1
Serine/threonine-protein kinase D3 CHEMBL2595	Kd	8.52	8.52	3.0	1
Serine/threonine-protein kinase B-raf CHEMBL5145	Kd	8.52	8.52	3.0	1
Serine/threonine-protein kinase D2 CHEMBL4900	Kd	8.52	8.52	3.0	1
Discoidin domain-containing receptor 2 CHEMBL5122	Kd	8.4	8.4	4.0	1
Ephrin type-B receptor 4 CHEMBL5147	IC50	7.8	7.8	15.9	2
NON-PROTEIN TARGET CHEMBL3879801	IC50	6.21	6.21	610.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	3200.0	ng.hr.mL-1	Mus musculus
AUC	240000.0	ng.hr.mL-1	Mus musculus
AUC	560000.0	ng.hr.mL-1	Mus musculus
Cmax	3600.0	nM	Mus musculus
Cmax	23400.0	nM	Mus musculus
Cmax	64000.0	nM	Mus musculus
Cmax	2.0	nM	Mus musculus
T1/2	0.5	hr	Mus musculus
Tmax	0.5	hr	Mus musculus
Tmax	0.5	hr	Mus musculus
Tmax	0.5	hr	Mus musculus
Tmax	6.0	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase Yes	IC50	=	0.3	nM	9.52	Inhibition of YES	18311895
Ephrin type-A receptor 5	Kd	=	0.4	nM	9.4	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Tyrosine-protein kinase Yes	IC50	=	0.5	nM	9.3	Luciferase-Based Assay: Recombinant human c-Src or Yes (28 ng/well, Panvera/Invi...	-
Tyrosine-protein kinase Yes	IC50	=	0.5	nM	9.3	Inhibition of human recombinant Yes using PTK2 substrate incubated for 90 mins b...	-
Ephrin type-B receptor 6	Kd	=	0.6	nM	9.22	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Non-receptor tyrosine-protein kinase TYK2	Kd	=	0.7	nM	9.15	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Ephrin type-B receptor 4	Kd	=	0.9	nM	9.05	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Receptor-interacting serine/threonine-protein kinase 2	Kd	=	0.9	nM	9.05	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Tyrosine-protein kinase ABL2	Kd	=	1.0	nM	9.0	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Proto-oncogene tyrosine-protein kinase Src	Kd	=	1.0	nM	9.0	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Activin receptor type-1B	Kd	=	1.0	nM	9.0	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Breakpoint cluster region protein	Kd	=	1.0	nM	9.0	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Ephrin type-A receptor 2	Kd	=	1.0	nM	9.0	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Tyrosine-protein kinase FRK	Kd	=	1.0	nM	9.0	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Proto-oncogene tyrosine-protein kinase receptor Ret	Kd	=	1.0	nM	9.0	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Tyrosine-protein kinase Yes	Kd	=	1.0	nM	9.0	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Platelet-derived growth factor receptor beta	IC50	=	1.1	nM	8.96	Inhibition of human recombinant Yes using PTK2 peptide substrate incubated for 6...	-
Platelet-derived growth factor receptor beta	IC50	=	1.1	nM	8.96	Luciferase-Based Assay: Recombinant human c-Src or Yes (28 ng/well, Panvera/Invi...	-
Tyrosine-protein kinase ABL1	Ki	=	1.3	nM	8.89	Inhibition of Abl	17827012
Proto-oncogene tyrosine-protein kinase Src	Ki	=	1.3	nM	8.89	Inhibition of Src	17827012

Literature References

PubMed	DOI	Target Context	# Activities
18311895	10.1021/jm7011276	Mus musculus	14
29191878	10.1126/science.aan4368	Unchecked	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
17827012	10.1016/j.bmcl.2007.08.043	Tyrosine-protein kinase ABL1	2
29191878	10.1126/science.aan4368	AP2-associated protein kinase 1	1
29191878	10.1126/science.aan4368	Long-chain-fatty-acid--CoA ligase 5	1
29191878	10.1126/science.aan4368	Peroxisomal acyl-coenzyme A oxidase 3	1
29191878	10.1126/science.aan4368	Very long-chain specific acyl-CoA dehydrogenase, mitochondrial	1
29191878	10.1126/science.aan4368	Acyl-CoA dehydrogenase family member 11	1
29191878	10.1126/science.aan4368	Acyl-CoA dehydrogenase family member 10	1
29191878	10.1126/science.aan4368	Tyrosine-protein kinase ABL2	1
29191878	10.1126/science.aan4368	Tyrosine-protein kinase ABL1	1
18311895	10.1021/jm7011276	NON-PROTEIN TARGET	1
18311895	10.1021/jm7011276	ADMET	1
18311895	10.1021/jm7011276	No relevant target	1
18311895	10.1021/jm7011276	Tyrosine-protein kinase Yes	1
18311895	10.1021/jm7011276	Vascular endothelial growth factor receptor 2	1
18311895	10.1021/jm7011276	Proto-oncogene tyrosine-protein kinase Src	1

Data from ChEMBL 36 via Core Engine