Compound Detail

CHEMBL436137

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

Cc1cccc(C)c1-c1cc(C)c2nc(Nc3ccc(OCCN4CCCC4)cc3)nnc2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL436137
Phase	Preclinical
Structure Type	MOL
InChI Key	YJSFAHMGDRBZGH-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

453.6

MW (Da)

5.84

ALogP

HBA

HBD

63.2

PSA (Å²)

0.38

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C28H31N5O
MW	453.59
Aromatic Rings	4
Heavy Atoms	34
NP-Likeness	-1.14

Activity Summary

IC50 32 meas. best 9.0

Ki 4 meas. best 8.15

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase Yes CHEMBL2073	IC50	9.0	8.9467	1.0	3
Platelet-derived growth factor receptor beta CHEMBL1913	IC50	8.23	8.225	5.9	2
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	8.19	8.1633	6.4	6
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	Ki	8.15	8.15	7.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	Ki	7.96	7.0967	11.0	3
Tyrosine-protein kinase Lck CHEMBL258	IC50	7.89	7.89	13.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	IC50	7.7	6.46	20.0	2
Tyrosine-protein kinase Lyn CHEMBL3905	IC50	7.68	7.68	21.0	1
Tyrosine-protein kinase Fyn CHEMBL1841	IC50	7.64	7.64	23.0	1
Ephrin type-B receptor 4 CHEMBL5147	IC50	7.31	7.25	49.0	2
RAF proto-oncogene serine/threonine-protein kinase CHEMBL1906	IC50	7.17	7.17	68.0	1
Serine/threonine-protein kinase RAF and Dual specificity mitogen-activated protein kinase kinase 1 (Raf/MEK) CHEMBL2111351	IC50	7.16	7.16	69.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	6.26	6.255	555.0	2
Tyrosine-protein kinase CSK CHEMBL2634	IC50	6.18	6.18	659.0	1
Angiopoietin-1 receptor CHEMBL4128	IC50	6.17	6.17	678.0	1
Fibroblast growth factor receptor 1 CHEMBL3650	IC50	6.02	6.02	960.0	1
Epidermal growth factor receptor CHEMBL203	IC50	6.01	6.01	965.0	1
Tyrosine-protein kinase Blk CHEMBL2250	IC50	5.88	5.88	1320.0	1
CT26 CHEMBL613866	IC50	5.64	5.64	2300.0	1
Ribosomal protein S6 kinase beta-1 CHEMBL4501	IC50	5.57	5.57	2710.0	1
Cytochrome P450 2C19 CHEMBL3622	IC50	4.92	4.92	12000.0	1
Cytochrome P450 2D6 CHEMBL289	IC50	4.6	4.6	25000.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	4.38	4.38	42000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	19070.0	ng.hr.mL-1	Mus musculus
AUC	9570.0	ng.hr.mL-1	Rattus norvegicus
AUC	9680.0	ng.hr.mL-1	Canis lupus familiaris
CL	18.8	mL.min-1.kg-1	Mus musculus
CL	9.2	mL.min-1.kg-1	Rattus norvegicus
CL	5.1	mL.min-1.kg-1	Canis lupus familiaris
Cmax	1741.66	nM	Mus musculus
Cmax	923.74	nM	Rattus norvegicus
Cmax	11552.28	nM	Canis lupus familiaris
F	86.0	%	Mus musculus
F	20.0	%	Rattus norvegicus
F	68.0	%	Canis lupus familiaris
T1/2	9.5	hr	Mus musculus
T1/2	5.6	hr	Rattus norvegicus
T1/2	19.0	hr	Canis lupus familiaris
Tmax	6.0	hr	Mus musculus
Tmax	6.0	hr	Rattus norvegicus
Tmax	1.5	hr	Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase Yes	IC50	=	1.0	nM	9.0	Inhibition of Yes	16931012
Tyrosine-protein kinase Yes	IC50	=	1.2	nM	8.92	Inhibition of YES	18311895
Tyrosine-protein kinase Yes	IC50	=	1.2	nM	8.92	Inhibition of human recombinant Yes using PTK2 substrate incubated for 90 mins b...	-
Platelet-derived growth factor receptor beta	IC50	=	5.9	nM	8.23	Inhibition of human recombinant Yes using PTK2 peptide substrate incubated for 6...	-
Platelet-derived growth factor receptor beta	IC50	=	6.0	nM	8.22	Inhibition of PDGFRbeta	16931012
Proto-oncogene tyrosine-protein kinase Src	IC50	=	6.4	nM	8.19	Inhibition of Src	17113292
Proto-oncogene tyrosine-protein kinase Src	IC50	=	6.8	nM	8.17	Luciferase-Based Assay: Recombinant human c-Src or Yes (28 ng/well, Panvera/Invi...	-
Proto-oncogene tyrosine-protein kinase Src	IC50	=	6.8	nM	8.17	Inhibition of human recombinant c-Src using PTK2 substrate incubated for 90 mins...	-
Proto-oncogene tyrosine-protein kinase Src	Ki	=	7.0	nM	8.15	Inhibition of Src	17827012
Proto-oncogene tyrosine-protein kinase Src	IC50	=	7.0	nM	8.15	Inhibition of Src	18311895
Proto-oncogene tyrosine-protein kinase Src	IC50	=	7.0	nM	8.15	Inhibition of Src	17113292
Proto-oncogene tyrosine-protein kinase Src	IC50	=	7.0	nM	8.15	Inhibition of human recombinant Src kinase	16931012
Tyrosine-protein kinase ABL1	Ki	=	11.0	nM	7.96	Binding affinity to Abl (unknown origin) assessed as inhibition constant	28851503
Tyrosine-protein kinase ABL1	Ki	=	11.0	nM	7.96	Inhibition of Abl	17827012
Tyrosine-protein kinase Lck	IC50	=	13.0	nM	7.89	Inhibition of Lck	16931012
Tyrosine-protein kinase ABL1	IC50	=	20.0	nM	7.7	Inhibition of Abl	16931012
Tyrosine-protein kinase Lyn	IC50	=	21.0	nM	7.68	Inhibition of Lyn	16931012
Tyrosine-protein kinase Fyn	IC50	=	23.0	nM	7.64	Inhibition of Fyn	16931012
Ephrin type-B receptor 4	IC50	=	49.0	nM	7.31	Inhibition of active N-terminal His6-tagged human recombinant EphB4 (amino acids...	-
Ephrin type-B receptor 4	IC50	=	64.0	nM	7.19	Inhibition of EphB4	16931012

Literature References

PubMed	DOI	Target Context	# Activities
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	2
17827012	10.1016/j.bmcl.2007.08.043	Tyrosine-protein kinase ABL1	2
16931012	10.1016/j.bmcl.2006.08.035	Tyrosine-protein kinase ABL1	2
16931012	10.1016/j.bmcl.2006.08.035	Serine/threonine-protein kinase RAF and Dual specificity mitogen-activated protein kinase kinase 1 (Raf/MEK)	1
17113292	10.1016/j.bmcl.2006.11.006	Cytochrome P450 3A4	1
16931012	10.1016/j.bmcl.2006.08.035	Ribosomal protein S6 kinase beta-1	1
16931012	10.1016/j.bmcl.2006.08.035	Platelet-derived growth factor receptor beta	1
16931012	10.1016/j.bmcl.2006.08.035	RAF proto-oncogene serine/threonine-protein kinase	1
16931012	10.1016/j.bmcl.2006.08.035	Ephrin type-B receptor 4	1
28851503	10.1016/j.ejmech.2017.08.009	Tyrosine-protein kinase ABL1	1
16931012	10.1016/j.bmcl.2006.08.035	Angiopoietin-1 receptor	1
16931012	10.1016/j.bmcl.2006.08.035	Fibroblast growth factor receptor 1	1
16931012	10.1016/j.bmcl.2006.08.035	Epidermal growth factor receptor	1
16931012	10.1016/j.bmcl.2006.08.035	Tyrosine-protein kinase Blk	1
16931012	10.1016/j.bmcl.2006.08.035	Tyrosine-protein kinase Fyn	1
16931012	10.1016/j.bmcl.2006.08.035	Tyrosine-protein kinase Lyn	1
16931012	10.1016/j.bmcl.2006.08.035	Tyrosine-protein kinase Lck	1

Data from ChEMBL 36 via Core Engine