Compound Detail

CHEMBL2006299

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COc1cccc(CNC(=O)c2ccc(-c3ccncc3)cc2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2006299
Phase	Preclinical
Structure Type	MOL
InChI Key	JBLPUDJLELBRHC-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

318.4

MW (Da)

3.69

ALogP

HBA

HBD

51.2

PSA (Å²)

0.78

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H18N2O2
MW	318.38
Aromatic Rings	3
Heavy Atoms	24
NP-Likeness	-1.14

Activity Summary

IC50 7 meas. best 7.68

Ki 7 meas. best 8.5

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Rho-associated protein kinase 1 CHEMBL3231	Ki	8.5	8.5	3.2	1
Rho-associated protein kinase 2 CHEMBL2973	IC50	7.68	7.68	21.0	1
cAMP-dependent protein kinase catalytic subunit alpha CHEMBL4101	Ki	7.4	7.4	39.8	1
Dual specificity protein kinase CLK4 CHEMBL4203	Ki	7.2	7.2	63.1	1
Rho-associated protein kinase CHEMBL2111459	IC50	7.12	7.12	75.0	1
Cytochrome P450 2C9 CHEMBL3397	IC50	6.92	6.92	120.0	1
Rho-associated protein kinase 1 CHEMBL3231	IC50	6.8	6.8	160.0	1
Protein kinase C theta type CHEMBL3920	Ki	6.7	6.7	199.5	1
cAMP-dependent protein kinase catalytic subunit PRKX CHEMBL5818	Ki	6.3	6.3	501.2	1
Cytochrome P450 3A4 CHEMBL340	IC50	6.07	6.07	850.0	1
Unchecked CHEMBL612545	IC50	6.07	6.07	860.0	1
Cytochrome P450 2D6 CHEMBL289	IC50	6.01	6.01	970.0	1
Glycogen synthase kinase-3 beta CHEMBL262	Ki	5.7	5.7	1995.3	1
Glycogen synthase kinase-3 alpha CHEMBL2850	Ki	5.5	5.5	3162.3	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Fu	0.98	-	Not specified

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Rho-associated protein kinase 1	Ki	=	3.162	nM	8.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Rho-associated protein kinase 2	IC50	=	21.0	nM	7.68	Inhibition of GST-fused human recombinant ROCK2 (11 to 552 residues) expressed i...	30384606
cAMP-dependent protein kinase catalytic subunit alpha	Ki	=	39.81	nM	7.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Dual specificity protein kinase CLK4	Ki	=	63.1	nM	7.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Rho-associated protein kinase	IC50	=	75.0	nM	7.12	Inhibition of ROCK1/2 in human PANC1 cells assessed as reduction in MYPT1 phosph...	30384606
Cytochrome P450 2C9	IC50	=	120.0	nM	6.92	Inhibition of C-terminal 4His-tagged CYP2C9 (unknown origin) expressed in Escher...	30384606
Rho-associated protein kinase 1	IC50	=	160.0	nM	6.8	Inhibition of human GST-tagged catalytic ROCK1 expressed in baculovirus system u...	30384606
Protein kinase C theta type	Ki	=	199.53	nM	6.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
cAMP-dependent protein kinase catalytic subunit PRKX	Ki	=	501.19	nM	6.3	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Unchecked	IC50	=	860.0	nM	6.07	Inhibition of PKA (unknown origin)	30384606
Cytochrome P450 3A4	IC50	=	850.0	nM	6.07	Inhibition of C-terminal 4His-tagged CYP3A4 (unknown origin) expressed in Escher...	30384606
Cytochrome P450 2D6	IC50	=	970.0	nM	6.01	Inhibition of C-terminal 4His-tagged CYP2D6 (unknown origin) expressed in Escher...	30384606
Glycogen synthase kinase-3 beta	Ki	=	1995.26	nM	5.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Glycogen synthase kinase-3 alpha	Ki	=	3162.28	nM	5.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-

Literature References

PubMed	DOI	Target Context	# Activities
30384606	10.1021/acs.jmedchem.8b01098	Unchecked	2
30384606	10.1021/acs.jmedchem.8b01098	Rho-associated protein kinase 1	1
30384606	10.1021/acs.jmedchem.8b01098	Rho-associated protein kinase 2	1
30384606	10.1021/acs.jmedchem.8b01098	ADMET	1
30384606	10.1021/acs.jmedchem.8b01098	No relevant target	1
30384606	10.1021/acs.jmedchem.8b01098	Cytochrome P450 2C9	1
30384606	10.1021/acs.jmedchem.8b01098	Cytochrome P450 2D6	1
30384606	10.1021/acs.jmedchem.8b01098	Cytochrome P450 3A4	1
30384606	10.1021/acs.jmedchem.8b01098	Rho-associated protein kinase	1

Data from ChEMBL 36 via Core Engine