Compound Detail

CHEMBL4092824

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Cc1cc(-c2cc(C(F)F)c(OC[C@@](C)(N)CC(C)C)cn2)ccn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4092824
Phase	Preclinical
Structure Type	MOL
InChI Key	RKBMAROJKLHAMI-IBGZPJMESA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

349.4

MW (Da)

4.53

ALogP

HBA

HBD

61.0

PSA (Å²)

0.80

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C19H25F2N3O
MW	349.43
Aromatic Rings	2
Heavy Atoms	25
NP-Likeness	-0.77

Activity Summary

IC50 15 meas. best 9.3

Ki 1 meas. best 9.74

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
AP2-associated protein kinase 1 CHEMBL5169154	Ki	9.74	9.74	0.2	1
AP2-associated protein kinase 1 CHEMBL3830	IC50	9.3	9.2644	0.5	9
BMP-2-inducible protein kinase CHEMBL4522	IC50	6.75	6.75	180.0	1
MAP kinase-interacting serine/threonine-protein kinase 1 CHEMBL4718	IC50	6.6	6.6	250.0	1
Myosin light chain kinase 2, skeletal/cardiac muscle CHEMBL2777	IC50	6.46	6.46	350.0	1
Aurora kinase C CHEMBL3935	IC50	6.27	6.27	540.0	1
Citron Rho-interacting kinase CHEMBL5579	IC50	6.12	6.12	750.0	1
Protein kinase C beta type CHEMBL3045	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	=	0.18	nM	9.74	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	=	0.51	nM	9.29	Inhibition of GST-Xa-tagged human AAK1 expressed in bacterial system using fluor...	28626516
AP2-associated protein kinase 1	IC50	=	0.51	nM	9.29	AAK1 Kinase Assay: The assays were performed in U-bottom 384-well plates. The fi...	-
AP2-associated protein kinase 1	IC50	=	0.51	nM	9.29	Kinase Assay: The assays were performed in U-bottom 384-well plates. The final a...	-
AP2-associated protein kinase 1	IC50	=	0.51	nM	9.29	AAK1 Kinase Assay: The assays were performed in U-bottom 384-well plates. The fi...	-
AP2-associated protein kinase 1	IC50	=	0.51	nM	9.29	AAK1 Kinase Assay: The assays were performed in U-bottom 384-well plates. The fi...	-
AP2-associated protein kinase 1	IC50	=	0.51	nM	9.29	Kinase Assay: The assays were performed in U-bottom 384-well plates. The final a...	-
AP2-associated protein kinase 1	IC50	=	0.51	nM	9.29	AAK1 Kinase Assay: The assays were performed in U-bottom 384-well plates. The fi...	-
AP2-associated protein kinase 1	IC50	=	0.9	nM	9.05	Inhibition of full length human AAK1 expressed in HEK293F cells assessed as supp...	35261239
BMP-2-inducible protein kinase	IC50	=	180.0	nM	6.75	Inhibition of BIKE (unknown origin)	35261239
MAP kinase-interacting serine/threonine-protein kinase 1	IC50	=	250.0	nM	6.6	Inhibition of MNK1 (unknown origin)	35261239
Myosin light chain kinase 2, skeletal/cardiac muscle	IC50	=	350.0	nM	6.46	Inhibition of MYLK2 (unknown origin)	35261239
Aurora kinase C	IC50	=	540.0	nM	6.27	Inhibition of AURC (unknown origin)	35261239
Citron Rho-interacting kinase	IC50	=	750.0	nM	6.12	Inhibition of CRIK (unknown origin)	35261239
Protein kinase C beta type	IC50	=	1600.0	nM	5.8	Inhibition of PKCb2 (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
28626516	10.1021/acsmedchemlett.7b00208	AP2-associated protein kinase 1	1
35261239	10.1021/acs.jmedchem.1c02132	Cytochrome P450 3A4	1
35261239	10.1021/acs.jmedchem.1c02132	BMP-2-inducible protein 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	Aurora kinase C	1
35261239	10.1021/acs.jmedchem.1c02132	Protein kinase C beta type	1

Data from ChEMBL 36 via Core Engine