Compound Detail

CHEMBL5195653

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COC(=O)Nc1cc(-c2cc(C)c(OC[C@@](C)(N)CC(C)C)cn2)ccn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5195653
Phase	Preclinical
Structure Type	MOL
InChI Key	ZFXGOGALEGXWEL-FQEVSTJZSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

372.5

MW (Da)

3.77

ALogP

HBA

HBD

99.4

PSA (Å²)

0.77

QED

Ro5 Violations

Rot. Bonds

Drug Information

Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H28N4O3
MW	372.47
Aromatic Rings	2
Heavy Atoms	27
NP-Likeness	-0.73

Activity Summary

IC50 15 meas. best 8.77

Ki 1 meas. best 8.85

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
AP2-associated protein kinase 1 CHEMBL5169154	Ki	8.85	8.85	1.4	1
AP2-associated protein kinase 1 CHEMBL3830	IC50	8.77	8.5288	1.7	8
Citron Rho-interacting kinase CHEMBL5579	IC50	7.22	7.22	60.0	1
Myosin light chain kinase 2, skeletal/cardiac muscle CHEMBL2777	IC50	6.22	6.22	600.0	1
TRAF2 and NCK-interacting protein kinase CHEMBL4527	IC50	6.16	6.16	690.0	1
Rho-associated protein kinase 2 CHEMBL2973	IC50	6.11	6.11	780.0	1
MAP kinase-interacting serine/threonine-protein kinase 1 CHEMBL4718	IC50	5.89	5.89	1300.0	1
Cyclin-G-associated kinase CHEMBL4355	IC50	5.75	5.75	1800.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	4.89	4.89	13000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
AP2-associated protein kinase 1	Ki	=	1.4	nM	8.85	Displacement of 3H-LP-927443 from AAK1 in C57BL6 mouse brain homogenate assessed...	35261239
AP2-associated protein kinase 1	IC50	=	1.7	nM	8.77	Inhibition of bacterially expressed GST-Xa-tagged human AAK1 using 5-FAM-labelle...	35261239
AP2-associated protein kinase 1	IC50	=	2.6	nM	8.59	AAK1 Kinase Assay: The assays were performed in U-bottom 384-well plates. The fi...	-
AP2-associated protein kinase 1	IC50	=	2.6	nM	8.59	Kinase Assay: The assays were performed in U-bottom 384-well plates. The final a...	-
AP2-associated protein kinase 1	IC50	=	2.6	nM	8.59	AAK1 Kinase Assay: The assays were performed in U-bottom 384-well plates. The fi...	-
AP2-associated protein kinase 1	IC50	=	2.6	nM	8.59	AAK1 Kinase Assay: The assays were performed in U-bottom 384-well plates. The fi...	-
AP2-associated protein kinase 1	IC50	=	2.6	nM	8.59	Kinase Assay: The assays were performed in U-bottom 384-well plates. The final a...	-
AP2-associated protein kinase 1	IC50	=	2.6	nM	8.59	AAK1 Kinase Assay: The assays were performed in U-bottom 384-well plates. The fi...	-
AP2-associated protein kinase 1	IC50	=	12.0	nM	7.92	Inhibition of full length human AAK1 expressed in HEK293F cells assessed as supp...	35261239
Citron Rho-interacting kinase	IC50	=	60.0	nM	7.22	Inhibition of CRIK (unknown origin)	35261239
Myosin light chain kinase 2, skeletal/cardiac muscle	IC50	=	600.0	nM	6.22	Inhibition of MYLK2 (unknown origin)	35261239
TRAF2 and NCK-interacting protein kinase	IC50	=	690.0	nM	6.16	Inhibition of TNIK (unknown origin)	35261239
Rho-associated protein kinase 2	IC50	=	780.0	nM	6.11	Inhibition of ROCK2 (unknown origin)	35261239
MAP kinase-interacting serine/threonine-protein kinase 1	IC50	=	1300.0	nM	5.89	Inhibition of MNK1 (unknown origin)	35261239
Cyclin-G-associated kinase	IC50	=	1800.0	nM	5.75	Inhibition of GAK (unknown origin)	35261239
Cytochrome P450 3A4	IC50	=	13000.0	nM	4.89	Inhibition of CYP3A4 (unknown origin) incubated for 10 mins in presence of NADPH...	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	Cytochrome P450 3A4	1
35261239	10.1021/acs.jmedchem.1c02132	Cyclin-G-associated kinase	1
35261239	10.1021/acs.jmedchem.1c02132	MAP kinase-interacting serine/threonine-protein kinase 1	1
35261239	10.1021/acs.jmedchem.1c02132	Myosin light chain kinase 2, skeletal/cardiac muscle	1
35261239	10.1021/acs.jmedchem.1c02132	Citron Rho-interacting kinase	1
35261239	10.1021/acs.jmedchem.1c02132	Rho-associated protein kinase 2	1
35261239	10.1021/acs.jmedchem.1c02132	TRAF2 and NCK-interacting protein kinase	1

Data from ChEMBL 36 via Core Engine