Compound Detail

CHEMBL4872886

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CC(C)C[C@@H](N)C(=O)Nc1ccc(-c2cnco2)c(OC(F)F)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4872886
Phase	Preclinical
Structure Type	MOL
InChI Key	GCTFTMWXZFLTRR-GFCCVEGCSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

339.3

MW (Da)

3.25

ALogP

HBA

HBD

90.4

PSA (Å²)

0.81

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C16H19F2N3O3
MW	339.34
Aromatic Rings	2
Heavy Atoms	24
NP-Likeness	-1.04

Activity Summary

IC50 16 meas. best 7.92

EC50 1 meas. best 5.08

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
AP2-associated protein kinase 1 CHEMBL3830	IC50	7.92	7.71	12.0	6
BMP-2-inducible protein kinase CHEMBL4522	IC50	6.92	6.92	120.0	1
Citron Rho-interacting kinase CHEMBL5579	IC50	6.92	6.92	120.0	1
cAMP-dependent protein kinase catalytic subunit PRKX CHEMBL5818	IC50	6.49	6.49	326.0	1
MAP kinase-interacting serine/threonine-protein kinase 2 CHEMBL4204	IC50	6.37	6.37	428.0	1
MAP kinase-interacting serine/threonine-protein kinase 1 CHEMBL4718	IC50	6.29	6.29	507.0	1
Unchecked CHEMBL612545	IC50	6.24	6.24	570.0	1
Serine/threonine-protein kinase haspin CHEMBL1075163	IC50	6.04	6.04	922.0	1
Cyclin-G-associated kinase CHEMBL4355	IC50	5.97	5.97	1060.0	1
Protein kinase C theta type CHEMBL3920	IC50	5.88	5.88	1330.0	1
Dual specificity protein kinase CLK4 CHEMBL4203	IC50	5.71	5.71	1930.0	1
AP2-associated protein kinase 1 CHEMBL5169154	EC50	5.08	5.08	8300.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Fu	0.038	-	Homo sapiens
Fu	0.2	-	Rattus norvegicus
Fu	0.041	-	Mus musculus
Fu	0.038	-	Homo sapiens
Fu	0.02	-	Rattus norvegicus
Fu	0.041	-	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
AP2-associated protein kinase 1	IC50	=	12.0	nM	7.92	Inhibition of recombinant GST-Xa-tagged human AAK1 (30 to 330 residues) using 5-...	34270254
AP2-associated protein kinase 1	IC50	=	12.0	nM	7.92	Inhibition of recombinant human GST-Xa-tagged-AAK1 (30 to 330 residues) using (5...	35171586
AP2-associated protein kinase 1	IC50	=	12.0	nM	7.92	Inhibition of bacterially expressed GST-Xa-tagged human AAK1 using 5-FAM-labelle...	35261239
AP2-associated protein kinase 1	IC50	=	12.0	nM	7.92	Inhibition of AAK1 (unknown origin)	38377825
AP2-associated protein kinase 1	IC50	=	51.0	nM	7.29	Inhibition of human AAK1 expressed in HEK293 cells assessed as suppression of AP...	34270254
AP2-associated protein kinase 1	IC50	=	51.0	nM	7.29	Inhibition of full length human AAK1 expressed in HEK293F incubated for 3 hrs by...	35171586
Citron Rho-interacting kinase	IC50	=	120.0	nM	6.92	Inhibition of CRIK (unknown origin) by Kinomescan method	34270254
BMP-2-inducible protein kinase	IC50	=	120.0	nM	6.92	Inhibition of wild-type human partial length BIKE (S34 to N329 residues) express...	34270254
cAMP-dependent protein kinase catalytic subunit PRKX	IC50	=	326.0	nM	6.49	Inhibition of wild-type human partial length PRKX (M1 to F358 residues) expresse...	34270254
MAP kinase-interacting serine/threonine-protein kinase 2	IC50	=	428.0	nM	6.37	Inhibition of wild-type human partial length MKNK2 (G63 to S388 residues) expres...	34270254
MAP kinase-interacting serine/threonine-protein kinase 1	IC50	=	507.0	nM	6.29	Inhibition of wild-type human full length MKNK1 (M1 to L424 residues) expressed ...	34270254
Unchecked	IC50	=	570.0	nM	6.24	Inhibition of PKA (unknown origin)	34270254
Serine/threonine-protein kinase haspin	IC50	=	922.0	nM	6.04	Inhibition of wild-type human partial length HASPIN (I452 to K798 residues) expr...	34270254
Cyclin-G-associated kinase	IC50	=	1060.0	nM	5.97	Inhibition of wild-type human partial length GAK (G13 to Y338 residues) expresse...	34270254
Protein kinase C theta type	IC50	=	1330.0	nM	5.88	Inhibition of PKCtheta (unknown origin)	34270254
Dual specificity protein kinase CLK4	IC50	=	1930.0	nM	5.71	Inhibition of wild-type human partial length CLK4 (R135 to K481 residues) expres...	34270254
AP2-associated protein kinase 1	EC50	=	8300.0	nM	5.08	In vivo inhibition of AAK1 in C57BL6 mouse assessed as suppression of mu2 phosph...	34270254

Literature References

PubMed	DOI	Target Context	# Activities
34270254	10.1021/acs.jmedchem.1c00472	ADMET	43
35171586	10.1021/acs.jmedchem.1c01966	ADMET	14
34270254	10.1021/acs.jmedchem.1c00472	AP2-associated protein kinase 1	12
34270254	10.1021/acs.jmedchem.1c00472	Rattus norvegicus	7
34270254	10.1021/acs.jmedchem.1c00472	Mus musculus	6
35171586	10.1021/acs.jmedchem.1c01966	AP2-associated protein kinase 1	3
34270254	10.1021/acs.jmedchem.1c00472	Cyclin-G-associated kinase	2
34270254	10.1021/acs.jmedchem.1c00472	MAP kinase-interacting serine/threonine-protein kinase 1	2
34270254	10.1021/acs.jmedchem.1c00472	MAP kinase-interacting serine/threonine-protein kinase 2	2
34270254	10.1021/acs.jmedchem.1c00472	Citron Rho-interacting kinase	2
34270254	10.1021/acs.jmedchem.1c00472	cAMP-dependent protein kinase catalytic subunit PRKX	2
34270254	10.1021/acs.jmedchem.1c00472	Unchecked	2
34270254	10.1021/acs.jmedchem.1c00472	BMP-2-inducible protein kinase	2
34270254	10.1021/acs.jmedchem.1c00472	No relevant target	2
34270254	10.1021/acs.jmedchem.1c00472	G protein-coupled receptor kinase 4	1
34270254	10.1021/acs.jmedchem.1c00472	Phosphatidylinositol 4-phosphate 5-kinase type-1 alpha	1
34270254	10.1021/acs.jmedchem.1c00472	Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	1
34270254	10.1021/acs.jmedchem.1c00472	Serine/threonine-protein kinase RIO1	1
38377825	10.1016/j.ejmech.2024.116232	AP2-associated protein kinase 1	1
34270254	10.1021/acs.jmedchem.1c00472	Dual specificity protein kinase CLK4	1

Data from ChEMBL 36 via Core Engine