Compound Detail

CHEMBL3651854

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Cc1cc(Nc2nc(Nc3ccccc3S(=O)(=O)C(C)C)c3c(C)[nH]nc3n2)c(OC(C)C)cc1C1CCN(C)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3651854
Phase	Preclinical
Structure Type	MOL
InChI Key	AFTBNZZMNUUEFO-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

591.8

MW (Da)

6.24

ALogP

HBA

HBD

125.1

PSA (Å²)

0.21

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C31H41N7O3S
MW	591.78
Aromatic Rings	4
Heavy Atoms	42
NP-Likeness	-1.35

Activity Summary

IC50 24 meas. best 8.4

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
ALK tyrosine kinase receptor CHEMBL4247	IC50	8.4	8.05	4.0	2
EML4-ALK CHEMBL3883330	IC50	8.0	8.0	10.0	1
NPM/ALK (Nucleophosmin/ALK tyrosine kinase receptor) CHEMBL2111387	IC50	7.7	7.6	20.0	3
Insulin receptor CHEMBL1981	IC50	6.37	6.37	429.0	1
Insulin-like growth factor 1 receptor CHEMBL1957	IC50	6.33	6.33	470.0	1
Cyclin-dependent kinase 2 CHEMBL301	IC50	6.04	6.04	920.0	1
Epidermal growth factor receptor CHEMBL203	IC50	6.02	6.02	960.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	IC50	5.85	5.85	1400.0	1
BaF3 CHEMBL614524	IC50	5.6	5.6	2507.0	1
Ephrin type-B receptor 4 CHEMBL5147	IC50	5.54	5.54	2900.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	IC50	5.44	5.44	3600.0	1
Serine/threonine-protein kinase PLK1 CHEMBL3024	IC50	5.41	5.41	3900.0	1
Tyrosine-protein kinase Lck CHEMBL258	IC50	5.37	5.37	4300.0	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	5.37	5.37	4300.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	5.13	5.13	7400.0	1
RAC-alpha serine/threonine-protein kinase CHEMBL4282	IC50	5.12	5.12	7600.0	1
Receptor tyrosine-protein kinase erbB-2 CHEMBL1824	IC50	5.11	5.11	7800.0	1
Hepatocyte growth factor receptor CHEMBL3717	IC50	5.09	5.09	8100.0	1
Tyrosine-protein kinase BTK CHEMBL5251	IC50	5.03	5.03	9400.0	1
Platelet-derived growth factor receptor alpha CHEMBL2007	IC50	5.01	5.01	9700.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	4.68	4.68	20800.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	2899.13	ng.hr.mL-1	Mus musculus
AUC	1817.36	ng.hr.mL-1	Rattus norvegicus
CL	13.0	mL.min-1.g-1	Mus musculus
CL	33.0	mL.min-1.g-1	Rattus norvegicus
CL	19.0	mL.min-1.g-1	Homo sapiens
CL	71.0	mL.min-1.kg-1	Mus musculus
CL	32.0	mL.min-1.kg-1	Rattus norvegicus
Cmax	429.0	nM	Mus musculus
Cmax	151.0	nM	Rattus norvegicus
F	58.0	%	Mus musculus
F	35.0	%	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
ALK tyrosine kinase receptor	IC50	=	4.0	nM	8.4	Inhibition of ALK (unknown origin)	26750252
EML4-ALK	IC50	=	10.0	nM	8.0	Inhibition EML4-ALK (unknown origin)	26750252
ALK tyrosine kinase receptor	IC50	=	20.0	nM	7.7	Enzyme Assay: The inhibition of ALK tyrosine kinase activity may be demonstrated...	-
NPM/ALK (Nucleophosmin/ALK tyrosine kinase receptor)	IC50	=	20.0	nM	7.7	Inhibition of NMP-ALK (unknown origin) expressed in mouse BaF3 cells assessed as...	26750252
NPM/ALK (Nucleophosmin/ALK tyrosine kinase receptor)	IC50	=	26.0	nM	7.58	Inhibition of NMP-ALK (unknown origin) expressed in human KARPAS-299 cells asses...	26750252
NPM/ALK (Nucleophosmin/ALK tyrosine kinase receptor)	IC50	=	30.0	nM	7.52	Inhibition NMP-ALK (unknown origin)	26750252
Insulin receptor	IC50	=	429.0	nM	6.37	Inhibition of Tel fused InsR (unknown origin) expressed in mouse BaF3 cells asse...	26750252
Insulin-like growth factor 1 receptor	IC50	=	470.0	nM	6.33	Inhibition of IGF-1R (unknown origin)	26750252
Cyclin-dependent kinase 2	IC50	=	920.0	nM	6.04	Inhibition of CDK2 (unknown origin)	26750252
Epidermal growth factor receptor	IC50	=	960.0	nM	6.02	Inhibition of HER1 (unknown origin)	26750252
Tyrosine-protein kinase ABL1	IC50	=	1400.0	nM	5.85	Inhibition of ABL (unknown origin)	26750252
BaF3	IC50	=	2507.0	nM	5.6	Antiproliferative activity against wild type mouse BaF3 cells assessed as reduct...	26750252
Ephrin type-B receptor 4	IC50	=	2900.0	nM	5.54	Inhibition of EphB4 (unknown origin)	26750252
Proto-oncogene tyrosine-protein kinase receptor Ret	IC50	=	3600.0	nM	5.44	Inhibition of RET (unknown origin)	26750252
Serine/threonine-protein kinase PLK1	IC50	=	3900.0	nM	5.41	Inhibition of PLK1 (unknown origin)	26750252
Glycogen synthase kinase-3 beta	IC50	=	4300.0	nM	5.37	Inhibition of GSK3beta (unknown origin)	26750252
Tyrosine-protein kinase Lck	IC50	=	4300.0	nM	5.37	Inhibition of LCK (unknown origin)	26750252
Vascular endothelial growth factor receptor 2	IC50	=	7400.0	nM	5.13	Inhibition of KDR (unknown origin)	26750252
RAC-alpha serine/threonine-protein kinase	IC50	=	7600.0	nM	5.12	Inhibition of AKT (unknown origin)	26750252
Receptor tyrosine-protein kinase erbB-2	IC50	=	7800.0	nM	5.11	Inhibition of HER2 (unknown origin)	26750252

Literature References

PubMed	DOI	Target Context	# Activities
26750252	10.1016/j.bmcl.2015.11.049	ADMET	17
26750252	10.1016/j.bmcl.2015.11.049	NPM/ALK (Nucleophosmin/ALK tyrosine kinase receptor)	3
26750252	10.1016/j.bmcl.2015.11.049	KARPAS-299	3
26750252	10.1016/j.bmcl.2015.11.049	Unchecked	2
26750252	10.1016/j.bmcl.2015.11.049	Tyrosine-protein kinase JAK2	1
26750252	10.1016/j.bmcl.2015.11.049	EML4-ALK	1
26750252	10.1016/j.bmcl.2015.11.049	Insulin receptor	1
26750252	10.1016/j.bmcl.2015.11.049	Ephrin type-B receptor 4	1
26750252	10.1016/j.bmcl.2015.11.049	Ephrin type-A receptor 4	1
26750252	10.1016/j.bmcl.2015.11.049	Non-receptor tyrosine-protein kinase TYK2	1
26750252	10.1016/j.bmcl.2015.11.049	Serine/threonine-protein kinase PLK1	1
26750252	10.1016/j.bmcl.2015.11.049	Mitogen-activated protein kinase 1	1
26750252	10.1016/j.bmcl.2015.11.049	Tyrosine-protein kinase JAK3	1
26750252	10.1016/j.bmcl.2015.11.049	BaF3	1
26750252	10.1016/j.bmcl.2015.11.049	Tyrosine-protein kinase JAK1	1
26750252	10.1016/j.bmcl.2015.11.049	Glycogen synthase kinase-3 beta	1
26750252	10.1016/j.bmcl.2015.11.049	Cyclin-dependent kinase 2	1
26750252	10.1016/j.bmcl.2015.11.049	RAC-alpha serine/threonine-protein kinase	1
26750252	10.1016/j.bmcl.2015.11.049	Tyrosine-protein kinase ABL1	1
26750252	10.1016/j.bmcl.2015.11.049	Tyrosine-protein kinase BTK	1

Data from ChEMBL 36 via Core Engine