Compound Detail

CHEMBL4446892

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Cc1nn(CC(F)(F)F)cc1Nc1ncc(Br)c(NCc2ccc(S(N)(=O)=O)cc2)n1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4446892
Phase	Preclinical
Structure Type	MOL
InChI Key	FFPHMUIGESPOTK-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

520.3

MW (Da)

3.31

ALogP

HBA

HBD

127.8

PSA (Å²)

0.44

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	C17H17BrF3N7O2S
MW	520.34
Aromatic Rings	3
Heavy Atoms	31
NP-Likeness	-1.82

Activity Summary

IC50 13 meas. best 7.43

Kd 7 meas. best 8.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Serine/threonine-protein kinase TBK1 CHEMBL5408	Kd	8.0	7.5	10.0	3
Serine/threonine-protein kinase TBK1 CHEMBL5408	IC50	7.43	6.4286	37.0	7
Leucine-rich repeat serine/threonine-protein kinase 2 CHEMBL1075104	IC50	6.8	6.8	159.0	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	IC50	6.58	6.58	264.0	1
Inhibitor of nuclear factor kappa-B kinase subunit epsilon CHEMBL3529	IC50	6.26	6.26	552.0	1
Serine/threonine-protein kinase 17B CHEMBL3980	Kd	6.2	6.2	631.0	1
Serine/threonine-protein kinase ULK3 CHEMBL5047	IC50	6.02	6.02	946.0	1
Inhibitor of nuclear factor kappa-B kinase subunit epsilon CHEMBL3529	Kd	6.0	6.0	1000.0	1
NUAK family SNF1-like kinase 2 CHEMBL5698	IC50	5.94	5.94	1151.0	1
MAP kinase-interacting serine/threonine-protein kinase 2 CHEMBL4204	IC50	5.86	5.86	1369.0	1
Phosphatidylinositol 4-kinase beta CHEMBL3268	Kd	5.3	5.3	5011.9	1
AP2-associated protein kinase 1 CHEMBL3830	Kd	5.1	5.1	7943.3	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	8.5	mL.min-1.g-1	Mus musculus
CL	2.1	mL.min-1.g-1	Rattus norvegicus
CL	1.1	mL.min-1.g-1	Homo sapiens
T1/2	0.1417	hr	Mus musculus
T1/2	0.57	hr	Rattus norvegicus
T1/2	1.123	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Serine/threonine-protein kinase TBK1	Kd	=	10.0	nM	8.0	Binding affinity to TBK1 in human HEK293/K562/placenta/HepG2 cell lysate mixture...	31097999
Serine/threonine-protein kinase TBK1	Kd	=	19.95	nM	7.7	Binding affinity to TBK1 in human Ramos cell lysate incubated for 45 mins by kin...	31097999
Serine/threonine-protein kinase TBK1	IC50	=	37.0	nM	7.43	Inhibition of human TTBK1 (1 to 479 residues) using Casein as substrate measured...	34333981
Serine/threonine-protein kinase TBK1	IC50	=	158.49	nM	6.8	Inhibition of recombinant human TBK1 using MBP as substrate in presence of gamma...	31097999
Leucine-rich repeat serine/threonine-protein kinase 2	IC50	=	159.0	nM	6.8	Inhibition of recombinant human LRRK2 (970 to end residues) using RLGRDKYKTLRQIR...	34333981
Serine/threonine-protein kinase TBK1	Kd	=	158.49	nM	6.8	Binding affinity to phosphorylated TBK1 in calyculin A stimulated human Ramos ce...	31097999
Macrophage colony-stimulating factor 1 receptor	IC50	=	264.0	nM	6.58	Inhibition of recombinant human FMS (538 to end residues) using KKKSPGEYVNIEFG a...	34333981
Serine/threonine-protein kinase TBK1	IC50	=	339.0	nM	6.47	Displacement of tracer K5 from NLuc fused TBK1 (unknown origin) expressed in HEK...	34333981
Serine/threonine-protein kinase TBK1	IC50	=	501.19	nM	6.3	Inhibition of TBK1 in human THP1 cells assessed as decrease in c-GAMP stimulated...	31097999
Inhibitor of nuclear factor kappa-B kinase subunit epsilon	IC50	=	552.0	nM	6.26	Inhibition of full length recombinant human IKKepsilon using casein as substrate...	34333981
Serine/threonine-protein kinase 17B	Kd	=	630.96	nM	6.2	Binding affinity to ST17B in human HEK293/K562/placenta/HepG2 cell lysate mixtur...	31097999
Serine/threonine-protein kinase TBK1	IC50	=	794.33	nM	6.1	Inhibition of TBK1 in TLR3-stimulated human PBMC assessed as decrease in poly(I:...	31097999
Serine/threonine-protein kinase ULK3	IC50	=	946.0	nM	6.02	Inhibition of full length recombinant human ULK3 using casein as substrate incub...	34333981
Serine/threonine-protein kinase TBK1	IC50	=	1000.0	nM	6.0	Inhibition of TBK1 in human Ramos cells assessed as decrease in poly(I:C)-stimul...	31097999
Inhibitor of nuclear factor kappa-B kinase subunit epsilon	Kd	=	1000.0	nM	6.0	Binding affinity to IKKepsilon in human HEK293/K562/placenta/HepG2 cell lysate m...	31097999
NUAK family SNF1-like kinase 2	IC50	=	1151.0	nM	5.94	Inhibition of full length recombinant human NUAK2 using KKKVSRSGLYRSPSMPENLNRPR ...	34333981
Serine/threonine-protein kinase TBK1	IC50	=	1258.93	nM	5.9	Inhibition of TBK1 in human THP1 cells assessed as decrease in baculovirus-stimu...	31097999
MAP kinase-interacting serine/threonine-protein kinase 2	IC50	=	1369.0	nM	5.86	Inhibition of full length recombinant human MKNK2 using myelin basic protein as ...	34333981
Phosphatidylinositol 4-kinase beta	Kd	=	5011.87	nM	5.3	Binding affinity to PI4KB in human HEK293/K562/placenta/HepG2 cell lysate mixtur...	31097999
AP2-associated protein kinase 1	Kd	=	7943.28	nM	5.1	Binding affinity to AAK1 in human HEK293/K562/placenta/HepG2 cell lysate mixture...	31097999

Literature References

PubMed	DOI	Target Context	# Activities
31097999	10.1021/acsmedchemlett.9b00027	Serine/threonine-protein kinase TBK1	10
31097999	10.1021/acsmedchemlett.9b00027	ADMET	9
31097999	10.1021/acsmedchemlett.9b00027	No relevant target	3
31097999	10.1021/acsmedchemlett.9b00027	Inhibitor of nuclear factor kappa-B kinase subunit epsilon	3
34333981	10.1021/acs.jmedchem.1c00440	Serine/threonine-protein kinase TBK1	3
-	10.6019/CHEMBL5724709	HEK-293T	2
-	10.6019/CHEMBL5724709	U2OS	2
-	10.6019/CHEMBL5724709	Fibroblast	2
34333981	10.1021/acs.jmedchem.1c00440	Leucine-rich repeat serine/threonine-protein kinase 2	2
34333981	10.1021/acs.jmedchem.1c00440	Macrophage colony-stimulating factor 1 receptor	2
31097999	10.1021/acsmedchemlett.9b00027	Unchecked	2
-	10.6019/CHEMBL5724796	Bromodomain-containing protein 4	1
34333981	10.1021/acs.jmedchem.1c00440	MAP/microtubule affinity-regulating kinase 3	1
34333981	10.1021/acs.jmedchem.1c00440	MAP/microtubule affinity-regulating kinase 4	1
31097999	10.1021/acsmedchemlett.9b00027	Phosphatidylinositol 4-kinase beta	1
34333981	10.1021/acs.jmedchem.1c00440	Dual specificity mitogen-activated protein kinase kinase 5	1
34333981	10.1021/acs.jmedchem.1c00440	Inhibitor of nuclear factor kappa-B kinase subunit epsilon	1
31097999	10.1021/acsmedchemlett.9b00027	Serine/threonine-protein kinase 17B	1
34333981	10.1021/acs.jmedchem.1c00440	MAP kinase-interacting serine/threonine-protein kinase 2	1
34333981	10.1021/acs.jmedchem.1c00440	Death-associated protein kinase 3	1

Data from ChEMBL 36 via Core Engine