Compound Detail

CHEMBL230686

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Cc1cc(-c2c(Cl)cccc2Cl)cc2nnc(Nc3ccc(OCCN4CCCC4)cc3)nc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL230686
Phase	Preclinical
Structure Type	MOL
InChI Key	OTTCBLPTHPBEEX-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

494.4

MW (Da)

6.53

ALogP

HBA

HBD

63.2

PSA (Å²)

0.32

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C26H25Cl2N5O
MW	494.43
Aromatic Rings	4
Heavy Atoms	34
NP-Likeness	-1.37

Activity Summary

IC50 22 meas. best 8.03

Ki 20 meas. best 7.96

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	8.03	7.9675	9.4	4
Tyrosine-protein kinase Yes CHEMBL2073	IC50	8.0	7.9933	10.0	3
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	Ki	7.96	7.6867	11.0	3
Tyrosine-protein kinase Yes CHEMBL2073	Ki	7.89	7.89	12.9	2
Platelet-derived growth factor receptor beta CHEMBL1913	IC50	7.82	7.82	15.0	2
Tyrosine-protein kinase ABL1 CHEMBL1862	Ki	7.71	7.162	19.4	5
Tyrosine-protein kinase Lyn CHEMBL3905	Ki	7.59	7.59	25.9	2
Tyrosine-protein kinase Lck CHEMBL258	Ki	7.53	7.53	29.4	2
Ephrin type-B receptor 4 CHEMBL5147	IC50	7.4	7.4	40.0	2
Ephrin type-B receptor 4 CHEMBL5147	Ki	7.2	7.2	63.8	2
MCF7 CHEMBL387	IC50	7.07	7.07	85.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	6.89	6.89	130.0	1
K562 CHEMBL385	IC50	6.67	6.67	215.0	1
MDA-MB-231 CHEMBL400	IC50	6.62	6.62	240.0	1
MOLT-4 CHEMBL614177	IC50	6.6	6.6	250.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Ki	6.39	6.39	407.0	1
Fibroblast growth factor receptor 2 CHEMBL4142	Ki	6.31	6.31	493.0	1
CT26 CHEMBL613866	IC50	6.12	6.12	750.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	Ki	6.11	6.11	784.0	1
A549 CHEMBL392	IC50	6.05	6.05	900.0	1
Platelet-derived growth factor receptor beta CHEMBL1913	Ki	5.68	5.68	2090.0	1
COLO 205 CHEMBL614561	IC50	5.6	5.6	2500.0	1
Cytochrome P450 2C19 CHEMBL3622	IC50	4.92	4.92	12000.0	1
Cytochrome P450 2D6 CHEMBL289	IC50	4.48	4.48	33000.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	4.21	4.21	62000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	15300.0	ng.hr.mL-1	Mus musculus
AUC	8010.0	ng.hr.mL-1	Rattus norvegicus
AUC	8680.0	ng.hr.mL-1	Canis lupus familiaris
AUC	4140.0	ng.hr.mL-1	Mus musculus
AUC	7030.0	ng.hr.mL-1	Rattus norvegicus
AUC	15300.0	ng.hr.mL-1	Mus musculus
AUC	8010.0	ng.hr.mL-1	Rattus norvegicus
AUC	15000.0	ng.hr.mL-1	Mus musculus
AUC	7980.0	ng.hr.mL-1	Rattus norvegicus
AUC	5800.0	ng.hr.mL-1	Canis lupus familiaris
AUC	3109.0	ng.hr.mL-1	Canis lupus familiaris
AUC	2536.0	ng.hr.mL-1	Canis lupus familiaris
AUC	6470.0	ng.hr.mL-1	Canis lupus familiaris
AUC	35100.0	ng.hr.mL-1	Mus musculus
AUC	8120.0	ng.hr.mL-1	Rattus norvegicus
CL	12.7	mL.min-1.kg-1	Mus musculus
CL	12.7	mL.min-1.kg-1	Rattus norvegicus
CL	14.5	mL.min-1.kg-1	Canis lupus familiaris
CL	20.1	mL.min-1.kg-1	Mus musculus
CL	12.7	mL.min-1.kg-1	Rattus norvegicus
CL	14.5	mL.min-1.kg-1	Canis lupus familiaris
Cmax	839.35	nM	Mus musculus
Cmax	703.84	nM	Rattus norvegicus
Cmax	1373.3	nM	Canis lupus familiaris
Cmax	1249.92	nM	Mus musculus
Cmax	703.84	nM	Rattus norvegicus
Cmax	206.3	nM	Canis lupus familiaris
F	74.0	%	Mus musculus
F	35.0	%	Rattus norvegicus
F	42.0	%	Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Proto-oncogene tyrosine-protein kinase Src	IC50	=	9.4	nM	8.03	Luciferase-Based Assay: Recombinant human c-Src or Yes (28 ng/well, Panvera/Invi...	-
Proto-oncogene tyrosine-protein kinase Src	IC50	=	9.4	nM	8.03	Inhibition of human recombinant c-Src using PTK2 substrate incubated for 90 mins...	-
Tyrosine-protein kinase Yes	IC50	=	10.0	nM	8.0	Inhibition of YES	18311895
Tyrosine-protein kinase Yes	IC50	=	10.3	nM	7.99	Luciferase-Based Assay: Recombinant human c-Src or Yes (28 ng/well, Panvera/Invi...	-
Tyrosine-protein kinase Yes	IC50	=	10.3	nM	7.99	Inhibition of human recombinant Yes using PTK2 substrate incubated for 90 mins b...	-
Proto-oncogene tyrosine-protein kinase Src	Ki	=	11.0	nM	7.96	Inhibition of Src	17827012
Proto-oncogene tyrosine-protein kinase Src	IC50	=	11.0	nM	7.96	Inhibition of Src	17113292
Tyrosine-protein kinase Yes	Ki	=	12.9	nM	7.89	Inhibition of Yes by luminescence based kinase assay	17371799
Tyrosine-protein kinase Yes	Ki	=	12.9	nM	7.89	Inhibition of Yes kinase	17113292
Proto-oncogene tyrosine-protein kinase Src	IC50	=	14.0	nM	7.85	Inhibition of Src	18311895
Platelet-derived growth factor receptor beta	IC50	=	15.0	nM	7.82	Inhibition of human recombinant Yes using PTK2 peptide substrate incubated for 6...	-
Platelet-derived growth factor receptor beta	IC50	=	15.0	nM	7.82	Luciferase-Based Assay: Recombinant human c-Src or Yes (28 ng/well, Panvera/Invi...	-
Tyrosine-protein kinase ABL1	Ki	=	19.4	nM	7.71	Inhibition of Abl kinase	17113292
Tyrosine-protein kinase ABL1	Ki	=	19.4	nM	7.71	Inhibition of Abl by luminescence based kinase assay	17371799
Tyrosine-protein kinase ABL1	Ki	=	20.0	nM	7.7	Inhibition of Abl	17827012
Tyrosine-protein kinase ABL1	Ki	=	20.0	nM	7.7	Binding affinity to Abl (unknown origin) assessed as inhibition constant	28851503
Tyrosine-protein kinase Lyn	Ki	=	25.9	nM	7.59	Inhibition of Lyn	17113292
Tyrosine-protein kinase Lyn	Ki	=	25.9	nM	7.59	Inhibition of Lyn by luminescence based kinase assay	17371799
Proto-oncogene tyrosine-protein kinase Src	Ki	=	28.1	nM	7.55	Inhibition of Src	17113292
Proto-oncogene tyrosine-protein kinase Src	Ki	=	28.1	nM	7.55	Inhibition of Src by luminescence based kinase assay	17371799

Literature References

PubMed	DOI	Target Context	# Activities
17371799	10.1124/dmd.106.014290	Mus musculus	11
17371799	10.1124/dmd.106.014290	Rattus norvegicus	11
17371799	10.1124/dmd.106.014290	Canis familiaris	11
17113292	10.1016/j.bmcl.2006.11.006	Mus musculus	7
17113292	10.1016/j.bmcl.2006.11.006	Rattus norvegicus	7
17113292	10.1016/j.bmcl.2006.11.006	Canis familiaris	7
17113292	10.1016/j.bmcl.2006.11.006	Proto-oncogene tyrosine-protein kinase Src	4
17113292	10.1016/j.bmcl.2006.11.006	CT26	2
17113292	10.1016/j.bmcl.2006.11.006	A549	2
17827012	10.1016/j.bmcl.2007.08.043	Tyrosine-protein kinase ABL1	2
17113292	10.1016/j.bmcl.2006.11.006	Tyrosine-protein kinase Lck	1
17113292	10.1016/j.bmcl.2006.11.006	Proto-oncogene tyrosine-protein kinase receptor Ret	1
28851503	10.1016/j.ejmech.2017.08.009	Tyrosine-protein kinase ABL1	1
17113292	10.1016/j.bmcl.2006.11.006	Vascular endothelial growth factor receptor 2	1
17113292	10.1016/j.bmcl.2006.11.006	Tyrosine-protein kinase ABL1	1
17113292	10.1016/j.bmcl.2006.11.006	Tyrosine-protein kinase Lyn	1
17113292	10.1016/j.bmcl.2006.11.006	Cytochrome P450 2D6	1
17113292	10.1016/j.bmcl.2006.11.006	Cytochrome P450 2C19	1
17113292	10.1016/j.bmcl.2006.11.006	Cytochrome P450 2C9	1
17113292	10.1016/j.bmcl.2006.11.006	Cytochrome P450 1A2	1

Data from ChEMBL 36 via Core Engine