Compound Detail

CHEMBL4452939

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CCN(CC)S(=O)(=O)Nc1cccc(-c2ccc3c(NC(=O)C4CC4)n[nH]c3c2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4452939
Phase	Preclinical
Structure Type	MOL
InChI Key	UCBIQZUJJSVQHL-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

427.5

MW (Da)

3.58

ALogP

HBA

HBD

107.2

PSA (Å²)

0.51

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	C21H25N5O3S
MW	427.53
Aromatic Rings	3
Heavy Atoms	30
NP-Likeness	-1.67

Activity Summary

Kd 10 meas. best 8.04

Ki 7 meas. best 8.04

IC50 5 meas. best 6.64

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
AP2-associated protein kinase 1 CHEMBL3830	Kd	8.04	7.81	9.1	2
AP2-associated protein kinase 1 CHEMBL3830	Ki	8.04	8.04	9.1	3
BMP-2-inducible protein kinase CHEMBL4522	Ki	7.77	7.77	17.0	2
Serine/threonine-protein kinase RIO1 CHEMBL5975	Kd	7.14	7.14	72.0	2
AP2-associated protein kinase 1 CHEMBL3830	IC50	6.64	6.4267	230.0	3
Phosphatidylinositol 4-phosphate 5-kinase type-1 gamma CHEMBL1908383	Kd	6.58	6.58	260.0	2
Serine/threonine-protein kinase 16 CHEMBL3938	Ki	6.57	6.57	270.0	1
Serine/threonine-protein kinase RIO3 CHEMBL5659	Kd	6.54	6.54	290.0	2
Cyclin-dependent kinase-like 2 CHEMBL5728	Kd	6.06	6.06	880.0	1
Myosin light chain kinase 2, skeletal/cardiac muscle CHEMBL2777	Kd	6.02	6.02	960.0	1
BMP-2-inducible protein kinase CHEMBL4522	IC50	5.82	5.685	1500.0	2
Cyclin-G-associated kinase CHEMBL4355	Ki	5.77	5.77	1700.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
AP2-associated protein kinase 1	Kd	=	9.1	nM	8.04	Binding affinity to AAK1 (unknown origin) assessed as dissociation constant	33970631
AP2-associated protein kinase 1	Ki	=	9.1	nM	8.04	Inhibition of AAK1 (unknown origin)	38377825
AP2-associated protein kinase 1	Ki	=	9.1	nM	8.04	Affinity Biochemical interaction (TR-FRET binding-displacement assays) EUB000016...	-
AP2-associated protein kinase 1	Ki	=	9.1	nM	8.04	Displacement of Alexafluor labelled kinase tracer236 from biotinylated C-termina...	32184967
BMP-2-inducible protein kinase	Ki	=	17.0	nM	7.77	Affinity Biochemical interaction (TR-FRET binding-displacement assays) EUB000016...	-
BMP-2-inducible protein kinase	Ki	=	17.0	nM	7.77	Displacement of Alexafluor labelled kinase tracer236 from biotinylated C-termina...	32184967
AP2-associated protein kinase 1	Kd	=	26.0	nM	7.58	Selectivity interaction (KinomeScan (DiscoverX, competition-binding assay)) EUB0...	-
Serine/threonine-protein kinase RIO1	Kd	=	72.0	nM	7.14	Binding affinity to wild type human full length RIOK1 (M1 to K568 residues) expr...	32184967
Serine/threonine-protein kinase RIO1	Kd	=	72.0	nM	7.14	Selectivity interaction (KinomeScan (DiscoverX, competition-binding assay)) EUB0...	-
AP2-associated protein kinase 1	IC50	=	230.0	nM	6.64	Affinity On-target Cellular interaction (NanoBRET assay (HEK293T cells)) EUB0000...	-
Phosphatidylinositol 4-phosphate 5-kinase type-1 gamma	Kd	=	260.0	nM	6.58	Binding affinity to wild type human partial length PIP5K1C (M1 to T668 residues)...	32184967
Phosphatidylinositol 4-phosphate 5-kinase type-1 gamma	Kd	=	260.0	nM	6.58	Selectivity interaction (KinomeScan (DiscoverX, competition-binding assay)) EUB0...	-
Serine/threonine-protein kinase 16	Ki	=	270.0	nM	6.57	Displacement of Alexafluor labelled kinase tracer236 from biotinylated C-termina...	32184967
Serine/threonine-protein kinase RIO3	Kd	=	290.0	nM	6.54	Binding affinity to wild type human full length RIOK3 (M1 to E519 residues) expr...	32184967
Serine/threonine-protein kinase RIO3	Kd	=	290.0	nM	6.54	Selectivity interaction (KinomeScan (DiscoverX, competition-binding assay)) EUB0...	-
AP2-associated protein kinase 1	IC50	=	295.6	nM	6.53	Inhibition of GST-tagged recombinant human AAK1 (1 to 510 residues) expressed in...	38377825
AP2-associated protein kinase 1	IC50	=	770.0	nM	6.11	Inhibition of tracer K5 binding to N-terminal nano luciferase-fused AAK1 (unknow...	32184967
Cyclin-dependent kinase-like 2	Kd	=	880.0	nM	6.06	Selectivity interaction (KinomeScan (DiscoverX, competition-binding assay)) EUB0...	-
Myosin light chain kinase 2, skeletal/cardiac muscle	Kd	=	960.0	nM	6.02	Selectivity interaction (KinomeScan (DiscoverX, competition-binding assay)) EUB0...	-
BMP-2-inducible protein kinase	IC50	=	1500.0	nM	5.82	Affinity On-target Cellular interaction (NanoBRET assay (HEK293T cells)) EUB0000...	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	U2OS	262
-	10.6019/CHEMBL4689842	HEK-293T	261
-	10.6019/CHEMBL4689842	Fibroblast	260
-	10.6019/CHEMBL5724558	Colon cancer organoid	12
-	10.6019/CHEMBL5674860	Colon cancer organoid	12
-	10.6019/CHEMBL5608141	Colon cancer organoid	6
32184967	10.1021/acsmedchemlett.9b00399	Unchecked	5
-	10.1158/2159-8290.CD-23-0050	Colon cancer organoid	5
38377825	10.1016/j.ejmech.2024.116232	SARS-CoV-2	4
39140040	10.1021/acsmedchemlett.4c00219	Cyclin-dependent kinase-like 2	4
32184967	10.1021/acsmedchemlett.9b00399	BMP-2-inducible protein kinase	3
38377825	10.1016/j.ejmech.2024.116232	AP2-associated protein kinase 1	3
32184967	10.1021/acsmedchemlett.9b00399	Phosphatidylinositol 4-phosphate 5-kinase type-1 gamma	2
32184967	10.1021/acsmedchemlett.9b00399	Serine/threonine-protein kinase RIO1	2
32184967	10.1021/acsmedchemlett.9b00399	Serine/threonine-protein kinase 16	2
32184967	10.1021/acsmedchemlett.9b00399	Cyclin-G-associated kinase	2
32184967	10.1021/acsmedchemlett.9b00399	AP2-associated protein kinase 1	2
32184967	10.1021/acsmedchemlett.9b00399	Protein kinase C eta type	1
-	10.1021/acschembio.2c00877	Colon organoid	1
32184967	10.1021/acsmedchemlett.9b00399	Dual specificity protein kinase CLK4	1

Data from ChEMBL 36 via Core Engine