Compound Detail

CHEMBL524266

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Nc1nccc(-c2cc3c([nH]2)[C@@H](CCF)CNC3=O)n1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL524266
Phase	Preclinical
Structure Type	MOL
InChI Key	LCBAQTCTQXHTJG-ZETCQYMHSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

275.3

MW (Da)

1.24

ALogP

HBA

HBD

96.7

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	C13H14FN5O
MW	275.29
Aromatic Rings	2
Heavy Atoms	20
NP-Likeness	-0.14

Activity Summary

IC50 25 meas. best 8.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cell division cycle 7-related protein kinase CHEMBL5443	IC50	8.7	8.7	2.0	1
Cyclin-dependent kinase 9 CHEMBL3116	IC50	7.55	7.55	28.0	1
Unchecked CHEMBL612545	IC50	7.52	6.7133	30.0	3
Serine/threonine-protein kinase TAO3 CHEMBL5701	IC50	6.9	6.9	126.0	1
Cyclin-dependent kinase 2 CHEMBL301	IC50	6.86	6.86	138.0	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	6.84	6.84	146.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	6.4	6.18	400.0	3
COLO 205 CHEMBL614561	IC50	6.3	6.3	500.0	1
A2780 CHEMBL614004	IC50	6.3	6.3	500.0	1
MAP kinase-activated protein kinase 2 CHEMBL2208	IC50	6.29	6.29	510.0	1
Serine/threonine-protein kinase PLK1 CHEMBL3024	IC50	6.24	6.24	574.0	1
Mitogen-activated protein kinase 1 CHEMBL4040	IC50	6.07	6.07	846.0	1
SW48 CHEMBL614055	IC50	6.05	6.05	900.0	1
MCF7 CHEMBL387	IC50	5.96	5.96	1100.0	1
Protein kinase C beta type CHEMBL3045	IC50	5.94	5.94	1149.0	1
L-363 CHEMBL2366267	IC50	5.89	5.89	1300.0	1
NHDF CHEMBL614200	IC50	5.8	5.8	1600.0	1
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	5.79	5.79	1620.0	1
ADMET CHEMBL612558	IC50	5.6	5.6	2500.0	1
OPM-2 CHEMBL2366353	IC50	5.43	5.43	3700.0	1
HT-29 CHEMBL384	IC50	5.39	5.39	4100.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	1376.45	ng.hr.mL-1	Mus musculus
AUC	2615.26	ng.hr.mL-1	Mus musculus
AUC	5478.27	ng.hr.mL-1	Rattus norvegicus
AUC	5202.98	ng.hr.mL-1	Rattus norvegicus
AUC	1734.33	ng.hr.mL-1	Canis lupus familiaris
AUC	1761.86	ng.hr.mL-1	Canis lupus familiaris
CL	5.0	mL.min-1.kg-1	Rattus norvegicus
CL	61.67	mL.min-1.kg-1	Mus musculus
CL	30.0	mL.min-1.kg-1	Rattus norvegicus
CL	53.33	mL.min-1.kg-1	Canis lupus familiaris
Cmax	20300.0	nM	Mus musculus
Cmax	2600.0	nM	Mus musculus
Cmax	15700.0	nM	Rattus norvegicus
Cmax	2000.0	nM	Rattus norvegicus
Cmax	8900.0	nM	Canis lupus familiaris
Cmax	5500.0	nM	Canis lupus familiaris
F	53.0	%	Mus musculus
F	33.0	%	Rattus norvegicus
F	51.0	%	Canis lupus familiaris
T1/2	1.0	hr	Mus musculus
T1/2	1.0	hr	Mus musculus
T1/2	1.3	hr	Rattus norvegicus
T1/2	6.2	hr	Rattus norvegicus
T1/2	0.6	hr	Canis lupus familiaris
T1/2	1.2	hr	Canis lupus familiaris
Tmax	0.5	hr	Mus musculus
Tmax	0.3	hr	Rattus norvegicus
Tmax	0.3	hr	Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cell division cycle 7-related protein kinase	IC50	=	2.0	nM	8.7	Inhibition of human Cdc7 assessed as inhibition of rate of phosphorylation of Mc...	19115845
Cyclin-dependent kinase 9	IC50	=	28.0	nM	7.55	Inhibition of CDK9	19115845
Unchecked	IC50	=	30.0	nM	7.52	Inhibition of Cdk1b	19115845
Serine/threonine-protein kinase TAO3	IC50	=	126.0	nM	6.9	Inhibition of TAO3	19115845
Cyclin-dependent kinase 2	IC50	=	138.0	nM	6.86	Inhibition of Cdk2A	19115845
Glycogen synthase kinase-3 beta	IC50	=	146.0	nM	6.84	Inhibition of GSK3-beta	19115845
Unchecked	IC50	=	359.0	nM	6.45	Inhibition of CK2	19115845
NON-PROTEIN TARGET	IC50	=	400.0	nM	6.4	Antiproliferative activity against human HCT16 cells after 72 hrs by luciferase ...	19115845
A2780	IC50	=	500.0	nM	6.3	Antiproliferative activity against human A2780 cells after 72 hrs by luciferase ...	19115845
COLO 205	IC50	=	500.0	nM	6.3	Antiproliferative activity against human COLO205 cells after 72 hrs by luciferas...	19115845
MAP kinase-activated protein kinase 2	IC50	=	510.0	nM	6.29	Inhibition of MK2	19115845
Serine/threonine-protein kinase PLK1	IC50	=	574.0	nM	6.24	Inhibition of PLK1	19115845
NON-PROTEIN TARGET	IC50	=	600.0	nM	6.22	Antiproliferative activity against human SW403 cells after 72 hrs by luciferase ...	19115845
Unchecked	IC50	=	670.0	nM	6.17	Inhibition of Cdk2E	19115845
Mitogen-activated protein kinase 1	IC50	=	846.0	nM	6.07	Inhibition of ERK2	19115845
SW48	IC50	=	900.0	nM	6.05	Antiproliferative activity against human SW48 cells after 72 hrs by luciferase b...	19115845
MCF7	IC50	=	1100.0	nM	5.96	Antiproliferative activity against human MCF7 cells after 72 hrs by luciferase b...	19115845
Protein kinase C beta type	IC50	=	1149.0	nM	5.94	Inhibition of PKCbeta	19115845
NON-PROTEIN TARGET	IC50	=	1200.0	nM	5.92	Antiproliferative activity against human NCI-H929 cells after 72 hrs by lucifera...	19115845
L-363	IC50	=	1300.0	nM	5.89	Antiproliferative activity against human L363 cells after 72 hrs by luciferase b...	19115845

Literature References

PubMed	DOI	Target Context	# Activities
19115845	10.1021/jm800977q	Mus musculus	12
19115845	10.1021/jm800977q	Rattus norvegicus	12
19115845	10.1021/jm800977q	Canis familiaris	11
19115845	10.1021/jm800977q	HeLa	7
19115845	10.1021/jm800977q	Cell division cycle 7-related protein kinase	5
19115845	10.1021/jm800977q	Unchecked	4
19115845	10.1021/jm800977q	NON-PROTEIN TARGET	3
19115845	10.1021/jm800977q	A2780	3
19115845	10.1021/jm800977q	Hepatocyte	2
19115845	10.1021/jm800977q	Aurora kinase A	2
19115845	10.1021/jm800977q	MCF7	1
19115845	10.1021/jm800977q	COLO 205	1
19115845	10.1021/jm800977q	No relevant target	1
19115845	10.1021/jm800977q	HT-29	1
19115845	10.1021/jm800977q	SW48	1
19115845	10.1021/jm800977q	L-363	1
19115845	10.1021/jm800977q	OPM-2	1
19115845	10.1021/jm800977q	NHDF	1
19115845	10.1021/jm800977q	ADMET	1
19115845	10.1021/jm800977q	Cyclin-dependent kinase 9	1

Data from ChEMBL 36 via Core Engine