Compound Detail

CHEMBL4564280

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CN(C)C(=O)/C(C#N)=C/c1ccc(-c2nc3cnc4[nH]ccc4c3n2C2CCCCC2)o1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4564280
Phase	Preclinical
Structure Type	MOL
InChI Key	GJMZWYLOARVASY-NTCAYCPXSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

428.5

MW (Da)

4.67

ALogP

HBA

HBD

103.7

PSA (Å²)

0.38

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula	C24H24N6O2
MW	428.50
Aromatic Rings	4
Heavy Atoms	32
NP-Likeness	-1.04

Activity Summary

IC50 20 meas. best 9.9

Kd 4 meas. best 7.89

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	9.9	9.0917	0.1	6
Tyrosine-protein kinase JAK3 CHEMBL2148	Kd	7.89	7.89	13.0	1
Tyrosine-protein kinase JAK1 CHEMBL2835	IC50	7.28	7.28	52.0	3
Tyrosine-protein kinase JAK1 CHEMBL2835	Kd	7.16	7.16	69.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	Kd	6.62	6.62	242.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	IC50	6.46	6.46	343.0	3
Non-receptor tyrosine-protein kinase TYK2 CHEMBL3553	Kd	6.44	6.44	360.0	1
Non-receptor tyrosine-protein kinase TYK2 CHEMBL3553	IC50	6.34	6.2567	459.0	3
Tyrosine-protein kinase Fyn CHEMBL1841	IC50	6.18	6.18	660.0	1
Tyrosine-protein kinase JAK3 CHEMBL5250	IC50	6.12	6.11	764.0	2
JAK2/JAK1 CHEMBL3038492	IC50	6.03	6.03	930.0	1
Signal transducer and activator of transcription 3 CHEMBL4026	IC50	6.0	6.0	1000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	331910.0	ng.hr.mL-1	Rattus norvegicus
CL	100.33	mL.min-1.kg-1	Rattus norvegicus
Cmax	1062.78	nM	Rattus norvegicus
MRT	3.84	hr	Rattus norvegicus
T1/2	2.36	hr	Rattus norvegicus
Tmax	0.17	hr	Rattus norvegicus
Vd	27.96	L.kg-1	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase JAK3	IC50	=	0.127	nM	9.9	Inhibition of JAK3 (unknown origin) in presence of ATP by radiometric assay	31909200
Tyrosine-protein kinase JAK3	IC50	=	0.127	nM	9.9	Inhibition of JAK3 (unknown origin) in presence of ATP by radiometric assay	27840070
Tyrosine-protein kinase JAK3	IC50	=	0.13	nM	9.89	Inhibition of JAK3 (unknown origin)	32120325
Tyrosine-protein kinase JAK3	IC50	=	0.154	nM	9.81	Affinity Biochemical interaction (Radiometric inhibition assay) EUB0000006b JAK3	-
Tyrosine-protein kinase JAK3	IC50	=	9.0	nM	8.05	Inhibition of human His-tagged/TEV fused recombinant JAK3 kinase domain (781 to ...	27840070
Tyrosine-protein kinase JAK3	Kd	=	13.0	nM	7.89	Binding affinity to JAK3 (unknown origin) assessed as dissociation constant by p...	27840070
Tyrosine-protein kinase JAK1	IC50	=	52.0	nM	7.28	Selectivity interaction (Enzyme kinetic assay (ProQinase)) EUB0000006b JAK1@kina...	-
Tyrosine-protein kinase JAK1	IC50	=	52.0	nM	7.28	Inhibition of JAK1 (unknown origin)	32120325
Tyrosine-protein kinase JAK1	IC50	=	52.0	nM	7.28	Inhibition of JAK1 (unknown origin) in presence of ATP by radiometric assay	27840070
Tyrosine-protein kinase JAK1	Kd	=	69.0	nM	7.16	Binding affinity to JAK1 (unknown origin) assessed as dissociation constant by p...	27840070
Tyrosine-protein kinase JAK3	IC50	=	100.0	nM	7.0	Affinity On-target Cellular interaction (NanoBRET assay (HEK293T cells)) EUB0000...	-
Tyrosine-protein kinase JAK2	Kd	=	242.0	nM	6.62	Binding affinity to JAK2 (unknown origin) assessed as dissociation constant by p...	27840070
Tyrosine-protein kinase JAK2	IC50	=	346.0	nM	6.46	Selectivity interaction (Enzyme kinetic assay (ProQinase)) EUB0000006b JAK2	-
Tyrosine-protein kinase JAK2	IC50	=	343.0	nM	6.46	Inhibition of JAK2 (unknown origin)	32120325
Tyrosine-protein kinase JAK2	IC50	=	346.0	nM	6.46	Inhibition of JAK2 (unknown origin) in presence of ATP by radiometric assay	27840070
Non-receptor tyrosine-protein kinase TYK2	Kd	=	360.0	nM	6.44	Binding affinity to TYK2 (unknown origin) assessed as dissociation constant by p...	27840070
Non-receptor tyrosine-protein kinase TYK2	IC50	=	459.0	nM	6.34	Inhibition of TYK2 (unknown origin) in presence of ATP by radiometric assay	27840070
Non-receptor tyrosine-protein kinase TYK2	IC50	=	459.0	nM	6.34	Selectivity interaction (Enzyme kinetic assay (ProQinase)) EUB0000006b TYK2	-
Tyrosine-protein kinase Fyn	IC50	=	660.0	nM	6.18	Inhibition of FYN (unknown origin) by trFRET binding assay	27840070
Tyrosine-protein kinase JAK3	IC50	=	764.0	nM	6.12	Inhibition of JAK3 in mouse BaF3 cells assessed as reduction in cell viability b...	33214827

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	U2OS	346
-	10.6019/CHEMBL4689842	Fibroblast	342
-	10.6019/CHEMBL4689842	HEK-293T	339
27840070	10.1016/j.chembiol.2016.10.008	Unchecked	27
27840070	10.1016/j.chembiol.2016.10.008	Hepatocyte growth factor receptor	20
27840070	10.1016/j.chembiol.2016.10.008	Proto-oncogene tyrosine-protein kinase receptor Ret	20
27840070	10.1016/j.chembiol.2016.10.008	Mast/stem cell growth factor receptor Kit	20
27840070	10.1016/j.chembiol.2016.10.008	Tyrosine-protein kinase ABL1	18
27840070	10.1016/j.chembiol.2016.10.008	Epidermal growth factor receptor	17
33214827	10.1021/acsmedchemlett.0c00323	ADMET	14
27840070	10.1016/j.chembiol.2016.10.008	Tyrosine-protein kinase JAK3	12
27840070	10.1016/j.chembiol.2016.10.008	ALK tyrosine kinase receptor	12
-	10.6019/CHEMBL5674860	Colon cancer organoid	12
-	10.6019/CHEMBL5724558	Colon cancer organoid	12
27840070	10.1016/j.chembiol.2016.10.008	Fibroblast growth factor receptor 3	8
-	10.6019/CHEMBL5724696	U2OS	8
27840070	10.1016/j.chembiol.2016.10.008	Platelet-derived growth factor receptor alpha	8
27840070	10.1016/j.chembiol.2016.10.008	Leucine-rich repeat serine/threonine-protein kinase 2	8
-	10.6019/CHEMBL5608141	Colon cancer organoid	6
27840070	10.1016/j.chembiol.2016.10.008	Discoidin domain-containing receptor 2	6

Data from ChEMBL 36 via Core Engine