Compound Detail

CHEMBL5205578

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COC(=O)Nc1cc(-c2ccc(OC[C@@](C)(N)CC(C)C)c(Cl)n2)ccn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5205578
Phase	Preclinical
Structure Type	MOL
InChI Key	ZVSNSFQQKSZZMY-IBGZPJMESA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

392.9

MW (Da)

4.12

ALogP

HBA

HBD

99.4

PSA (Å²)

0.69

QED

Ro5 Violations

Rot. Bonds

Drug Information

Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C19H25ClN4O3
MW	392.89
Aromatic Rings	2
Heavy Atoms	27
NP-Likeness	-0.77

Activity Summary

IC50 22 meas. best 9.3

Ki 1 meas. best 9.77

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
AP2-associated protein kinase 1 CHEMBL5169154	Ki	9.77	9.77	0.2	1
AP2-associated protein kinase 1 CHEMBL3830	IC50	9.3	9.17	0.5	8
BMP-2-inducible protein kinase CHEMBL4522	IC50	7.52	7.52	30.0	1
Citron Rho-interacting kinase CHEMBL5579	IC50	7.05	7.05	90.0	1
MAP kinase-interacting serine/threonine-protein kinase 1 CHEMBL4718	IC50	6.92	6.92	120.0	1
Serine/threonine-protein kinase N2 CHEMBL3032	IC50	6.85	6.85	140.0	1
Myosin light chain kinase 2, skeletal/cardiac muscle CHEMBL2777	IC50	6.19	6.19	650.0	1
Death-associated protein kinase 1 CHEMBL2558	IC50	6.09	6.09	810.0	1
Homeodomain-interacting protein kinase 4 CHEMBL1075167	IC50	5.96	5.96	1100.0	1
Death-associated protein kinase 3 CHEMBL2468	IC50	5.96	5.96	1100.0	1
Dual specificity mitogen-activated protein kinase kinase 1 CHEMBL3587	IC50	5.92	5.92	1200.0	1
MAP kinase-interacting serine/threonine-protein kinase 2 CHEMBL4204	IC50	5.92	5.92	1200.0	1
Serine/threonine-protein kinase tousled-like 1 CHEMBL5388	IC50	5.92	5.92	1200.0	1
STE20/SPS1-related proline-alanine-rich protein kinase CHEMBL1163108	IC50	5.85	5.85	1400.0	1
Serine/threonine-protein kinase tousled-like 2 CHEMBL5404	IC50	5.85	5.85	1400.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	IC50	5.8	5.8	1600.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
AP2-associated protein kinase 1	Ki	=	0.17	nM	9.77	Displacement of 3H-LP-927443 from AAK1 in C57BL6 mouse brain homogenate assessed...	35261239
AP2-associated protein kinase 1	IC50	=	0.5	nM	9.3	Inhibition of bacterially expressed GST-Xa-tagged human AAK1 using 5-FAM-labelle...	35261239
AP2-associated protein kinase 1	IC50	=	0.65	nM	9.19	AAK1 Kinase Assay: The assays were performed in U-bottom 384-well plates. The fi...	-
AP2-associated protein kinase 1	IC50	=	0.65	nM	9.19	AAK1 Kinase Assay: The assays were performed in U-bottom 384-well plates. The fi...	-
AP2-associated protein kinase 1	IC50	=	0.65	nM	9.19	Kinase Assay: The assays were performed in U-bottom 384-well plates. The final a...	-
AP2-associated protein kinase 1	IC50	=	0.65	nM	9.19	AAK1 Kinase Assay: The assays were performed in U-bottom 384-well plates. The fi...	-
AP2-associated protein kinase 1	IC50	=	0.65	nM	9.19	Kinase Assay: The assays were performed in U-bottom 384-well plates. The final a...	-
AP2-associated protein kinase 1	IC50	=	0.65	nM	9.19	AAK1 Kinase Assay: The assays were performed in U-bottom 384-well plates. The fi...	-
AP2-associated protein kinase 1	IC50	=	1.2	nM	8.92	Inhibition of full length human AAK1 expressed in HEK293F cells assessed as supp...	35261239
BMP-2-inducible protein kinase	IC50	=	30.0	nM	7.52	Inhibition of BIKE (unknown origin)	35261239
Citron Rho-interacting kinase	IC50	=	90.0	nM	7.05	Inhibition of CRIK (unknown origin)	35261239
MAP kinase-interacting serine/threonine-protein kinase 1	IC50	=	120.0	nM	6.92	Inhibition of MNK1 (unknown origin)	35261239
Serine/threonine-protein kinase N2	IC50	=	140.0	nM	6.85	Inhibition of PKN2 (unknown origin)	35261239
Myosin light chain kinase 2, skeletal/cardiac muscle	IC50	=	650.0	nM	6.19	Inhibition of MYLK2 (unknown origin)	35261239
Death-associated protein kinase 1	IC50	=	810.0	nM	6.09	Inhibition of DAPK1 (unknown origin)	35261239
Death-associated protein kinase 3	IC50	=	1100.0	nM	5.96	Inhibition of DAPK3 (unknown origin)	35261239
Homeodomain-interacting protein kinase 4	IC50	=	1100.0	nM	5.96	Inhibition of HIPK4 (unknown origin)	35261239
MAP kinase-interacting serine/threonine-protein kinase 2	IC50	=	1200.0	nM	5.92	Inhibition of MNK2 (unknown origin)	35261239
Dual specificity mitogen-activated protein kinase kinase 1	IC50	=	1200.0	nM	5.92	Inhibition of MEK1/MAP2K1 (unknown origin)	35261239
Serine/threonine-protein kinase tousled-like 1	IC50	=	1200.0	nM	5.92	Inhibition of TLK1 (unknown origin)	35261239

Literature References

PubMed	DOI	Target Context	# Activities
35261239	10.1021/acs.jmedchem.1c02132	ADMET	4
35261239	10.1021/acs.jmedchem.1c02132	AP2-associated protein kinase 1	3
35261239	10.1021/acs.jmedchem.1c02132	Serine/threonine-protein kinase tousled-like 2	1
35261239	10.1021/acs.jmedchem.1c02132	Serine/threonine-protein kinase tousled-like 1	1
35261239	10.1021/acs.jmedchem.1c02132	STE20/SPS1-related proline-alanine-rich protein kinase	1
35261239	10.1021/acs.jmedchem.1c02132	Serine/threonine-protein kinase N2	1
35261239	10.1021/acs.jmedchem.1c02132	Dual specificity mitogen-activated protein kinase kinase 1	1
35261239	10.1021/acs.jmedchem.1c02132	Tyrosine-protein kinase JAK2	1
35261239	10.1021/acs.jmedchem.1c02132	Homeodomain-interacting protein kinase 4	1
35261239	10.1021/acs.jmedchem.1c02132	Death-associated protein kinase 3	1
35261239	10.1021/acs.jmedchem.1c02132	Citron Rho-interacting kinase	1
35261239	10.1021/acs.jmedchem.1c02132	Myosin light chain kinase 2, skeletal/cardiac muscle	1
35261239	10.1021/acs.jmedchem.1c02132	MAP kinase-interacting serine/threonine-protein kinase 2	1
35261239	10.1021/acs.jmedchem.1c02132	MAP kinase-interacting serine/threonine-protein kinase 1	1
35261239	10.1021/acs.jmedchem.1c02132	Death-associated protein kinase 1	1
35261239	10.1021/acs.jmedchem.1c02132	BMP-2-inducible protein kinase	1
35261239	10.1021/acs.jmedchem.1c02132	Cytochrome P450 3A4	1

Data from ChEMBL 36 via Core Engine