Compound Detail

CHEMBL3990456

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Cn1cc(-c2[nH]c3cc(NC(=O)[C@H](N)C4CCCCC4)cc4c3c2C=NNC4=O)cn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3990456
Phase	Preclinical
Structure Type	MOL
InChI Key	NDEXUOWTGYUVGA-LJQANCHMSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

419.5

MW (Da)

2.49

ALogP

HBA

HBD

130.2

PSA (Å²)

0.52

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula	C22H25N7O2
MW	419.49
Aromatic Rings	3
Heavy Atoms	31
NP-Likeness	-0.78

Activity Summary

IC50 24 meas. best 8.3

Ki 6 meas. best 9.31

EC50 5 meas. best 7.42

Kd 2 meas. best 4.96

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Serine/threonine-protein kinase Chk1 CHEMBL4630	Ki	9.31	9.31	0.5	2
Serine/threonine-protein kinase Chk1 CHEMBL4630	IC50	8.3	8.3	5.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	8.1	8.1	8.0	1
Cyclin-dependent kinase 1 CHEMBL308	Ki	8.0	8.0	9.9	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	IC50	8.0	7.85	10.0	2
Tyrosine-protein kinase Yes CHEMBL2073	IC50	7.85	7.695	14.0	2
Vascular endothelial growth factor receptor 2 CHEMBL279	Ki	7.8	7.8	16.0	1
Aurora kinase A CHEMBL4722	IC50	7.64	7.485	23.0	2
Fibroblast growth factor receptor 3 CHEMBL2742	IC50	7.64	7.485	23.0	2
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	7.6	7.445	25.0	2
Serine/threonine-protein kinase Chk2 CHEMBL2527	EC50	7.42	7.42	38.0	1
Serine/threonine-protein kinase Chk1 CHEMBL4630	EC50	7.42	7.42	38.0	1
HeLa CHEMBL399	EC50	7.42	7.42	38.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	IC50	7.41	7.255	39.0	2
HT-29 CHEMBL384	EC50	7.38	7.38	42.0	1
CA46 CHEMBL612566	EC50	7.35	7.35	45.0	1
Serine/threonine-protein kinase Chk2 CHEMBL2527	Ki	7.33	7.33	47.0	2
LIM domain kinase 1 CHEMBL3836	IC50	6.76	6.4167	173.8	3
LIM domain kinase 2 CHEMBL5932	IC50	6.56	6.015	275.4	2
K562 CHEMBL385	IC50	6.38	6.38	420.0	1
COLO 205 CHEMBL614561	IC50	5.89	5.89	1300.0	1
MDA-MB-231 CHEMBL400	IC50	5.85	5.85	1400.0	1
PC-3 CHEMBL390	IC50	5.8	5.8	1600.0	1
HT-29 CHEMBL384	IC50	5.75	5.75	1800.0	1
Bromodomain-containing protein 7 CHEMBL3085622	Kd	4.96	4.96	11000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	490.0	ng.hr.mL-1	Mus musculus
AUC	2670.0	ng.hr.mL-1	Mus musculus
AUC	25850.0	ng.hr.mL-1	Mus musculus
AUC	5720.0	ng.hr.mL-1	Rattus norvegicus
CL	11.8	mL.min-1.kg-1	Rattus norvegicus
Cmax	643.64	nM	Mus musculus
Cmax	3075.16	nM	Mus musculus
Cmax	16162.48	nM	Mus musculus
T1/2	2.9	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Serine/threonine-protein kinase Chk1	Ki	=	0.49	nM	9.31	Affinity Biochemical interaction (Biochemical activity-based assay (0.15 mM ATP)...	-
Serine/threonine-protein kinase Chk1	Ki	=	0.49	nM	9.31	Binding affinity to human recombinant CHK1 assessed as inhibition constant using...	18723486
Serine/threonine-protein kinase Chk1	IC50	=	5.0	nM	8.3	Inhibition of CHK1 (unknown origin)	29908439
Vascular endothelial growth factor receptor 2	IC50	=	8.0	nM	8.1	Selectivity interaction (Kinase panel (literature or Upstate/Millipore)) EUB0000...	-
Cyclin-dependent kinase 1	Ki	=	9.9	nM	8.0	Binding affinity to CDK1 (unknown origin) assessed as inhibition constant	18723486
Macrophage colony-stimulating factor 1 receptor	IC50	=	10.0	nM	8.0	Selectivity interaction (Kinase panel (literature or Upstate/Millipore)) EUB0000...	-
Tyrosine-protein kinase Yes	IC50	=	14.0	nM	7.85	Selectivity interaction (Kinase panel (literature or Upstate/Millipore)) EUB0000...	-
Vascular endothelial growth factor receptor 2	Ki	=	16.0	nM	7.8	Binding affinity to VEGFR2 (unknown origin) assessed as inhibition constant	18723486
Macrophage colony-stimulating factor 1 receptor	IC50	=	20.0	nM	7.7	Inhibition of Fms (unknown origin)	18723486
Aurora kinase A	IC50	=	23.0	nM	7.64	Selectivity interaction (Kinase panel (literature or Upstate/Millipore)) EUB0000...	-
Fibroblast growth factor receptor 3	IC50	=	23.0	nM	7.64	Selectivity interaction (Kinase panel (literature or Upstate/Millipore)) EUB0000...	-
Receptor-type tyrosine-protein kinase FLT3	IC50	=	25.0	nM	7.6	Selectivity interaction (Kinase panel (literature or Upstate/Millipore)) EUB0000...	-
Tyrosine-protein kinase Yes	IC50	=	29.0	nM	7.54	Inhibition of Yes (unknown origin)	18723486
Serine/threonine-protein kinase Chk1	EC50	=	38.0	nM	7.42	Affinity Phenotypic Cellular interaction (High Content Imaging Mitotic Index Ass...	-
HeLa	EC50	=	38.0	nM	7.42	Inhibition of camptothecin induced DNA damage in human HeLa cells assessed as in...	18723486
Serine/threonine-protein kinase Chk2	EC50	=	38.0	nM	7.42	Affinity Phenotypic Cellular interaction (High Content Imaging Mitotic Index Ass...	-
Proto-oncogene tyrosine-protein kinase receptor Ret	IC50	=	39.0	nM	7.41	Selectivity interaction (Kinase panel (literature or Upstate/Millipore)) EUB0000...	-
HT-29	EC50	=	42.0	nM	7.38	Inhibition of camptothecin induced DNA damage in human HT-29 cells assessed as i...	18723486
CA46	EC50	=	45.0	nM	7.35	Inhibition of camptothecin induced DNA damage in mutated human CA46 cells assess...	18723486
Serine/threonine-protein kinase Chk2	Ki	=	47.0	nM	7.33	Binding affinity to CHK2 (unknown origin) assessed as inhibition constant	18723486

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	U2OS	346
-	10.6019/CHEMBL4689842	HEK-293T	344
-	10.6019/CHEMBL4689842	Fibroblast	341
18723486	10.1158/1535-7163.mct-07-2391	COLO 205	62
18723486	10.1158/1535-7163.mct-07-2391	HT-29	26
-	10.6019/CHEMBL5674860	Colon cancer organoid	12
18723486	10.1158/1535-7163.mct-07-2391	ADMET	12
-	10.6019/CHEMBL5724558	Colon cancer organoid	12
18723486	10.1158/1535-7163.mct-07-2391	Unchecked	12
18723486	10.1158/1535-7163.mct-07-2391	MDA-MB-231	6
18723486	10.1158/1535-7163.mct-07-2391	PC-3	6
-	10.6019/CHEMBL5608141	Colon cancer organoid	6
18723486	10.1158/1535-7163.mct-07-2391	K562	6
36205722	10.1021/acs.jmedchem.2c00751	LIM domain kinase 2	3
36205722	10.1021/acs.jmedchem.2c00751	LIM domain kinase 1	3
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
18723486	10.1158/1535-7163.mct-07-2391	CA46	2
-	10.6019/CHEMBL5060014	Peregrin	1
-	10.6019/CHEMBL5060014	Bromodomain-containing protein 4	1

Data from ChEMBL 36 via Core Engine