Compound Detail

CHEMBL2336015

Enter ChEMBL ID:

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

CCc1ccc(C(=O)Nc2cc(CN3CCN(C)CC3)cc(C(F)(F)F)c2)cc1C#Cc1cnc2ccnn2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2336015
Phase	Preclinical
Structure Type	MOL
InChI Key	DDLPXZXBWGJRGK-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

546.6

MW (Da)

4.71

ALogP

HBA

HBD

65.8

PSA (Å²)

0.37

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C30H29F3N6O
MW	546.60
Aromatic Rings	4
Heavy Atoms	40
NP-Likeness	-1.80

Activity Summary

IC50 21 meas. best 8.17

Kd 2 meas. best 9.22

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Discoidin domain-containing receptor 2 CHEMBL5122	Kd	9.22	9.22	0.6	1
Epithelial discoidin domain-containing receptor 1 CHEMBL5319	Kd	9.22	9.22	0.6	1
Epithelial discoidin domain-containing receptor 1 CHEMBL5319	IC50	8.17	8.13	6.8	4
K562 CHEMBL385	IC50	7.42	7.42	38.0	1
Discoidin domain-containing receptor 2 CHEMBL5122	IC50	6.99	6.9325	101.4	4
Tyrosine-protein kinase ABL1 CHEMBL1862	IC50	6.51	6.48	308.0	2
Bcr/Abl fusion protein CHEMBL2096618	IC50	6.45	6.45	355.0	1
Unchecked CHEMBL612545	IC50	6.45	6.45	355.0	1
NCI-H23 CHEMBL614997	IC50	6.25	5.965	560.0	2
HCT-116 CHEMBL394	IC50	5.95	5.95	1130.0	1
T47D CHEMBL614361	IC50	5.73	5.73	1880.0	1
MCF7 CHEMBL387	IC50	5.67	5.67	2150.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.65	5.65	2220.0	1
A549 CHEMBL392	IC50	5.56	5.56	2740.0	1
NCI-H460 CHEMBL396	IC50	5.53	5.53	2980.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	11156.31	ng.hr.mL-1	Rattus norvegicus
AUC	37587.54	ng.hr.mL-1	Rattus norvegicus
Cmax	2054.52	nM	Rattus norvegicus
Cmax	3415.66	nM	Rattus norvegicus
F	67.4	%	Rattus norvegicus
T1/2	13.21	hr	Rattus norvegicus
T1/2	15.53	hr	Rattus norvegicus
Tmax	0.033	hr	Rattus norvegicus
Tmax	4.25	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Discoidin domain-containing receptor 2	Kd	=	0.6	nM	9.22	Binding affinity to DDR2 (unknown origin) by active-site dependent competition b...	25569119
Epithelial discoidin domain-containing receptor 1	Kd	=	0.6	nM	9.22	Binding affinity to DDR1 ATP binding site (unknown origin) after 1 hr by competi...	23521020
Epithelial discoidin domain-containing receptor 1	IC50	=	6.8	nM	8.17	Inhibition of recombinant human GST-tagged DDR1 catalytic domain (440 to 876 res...	32184973
Epithelial discoidin domain-containing receptor 1	IC50	=	6.811	nM	8.17	Inhibition of DDR1 (unknown origin) using fluorescein-labeled poly GAT as substr...	23521020
Epithelial discoidin domain-containing receptor 1	IC50	=	6.8	nM	8.17	Inhibition of DDR1 (unknown origin) by DiscoverX KINOMEscan assay	38452728
Epithelial discoidin domain-containing receptor 1	IC50	=	9.7	nM	8.01	Inhibition of DDR1 (unknown origin) incubated for 1 hr using fluorescein-poly-GA...	30075624
K562	IC50	=	38.0	nM	7.42	Antiproliferative activity against human K562 cells after 72 hrs by CCK8 assay	23521020
Discoidin domain-containing receptor 2	IC50	=	101.4	nM	6.99	Inhibition of DDR2 (unknown origin) by by DiscoverX KINOMEscan assay	38452728
Discoidin domain-containing receptor 2	IC50	=	101.4	nM	6.99	Inhibition of recombinant human GST-tagged DDR2 cytoplasmic domain (427 to 855 r...	32184973
Discoidin domain-containing receptor 2	IC50	=	101.4	nM	6.99	Inhibition of DDR2 (unknown origin) using fluorescein-labeled poly GAT as substr...	23521020
Discoidin domain-containing receptor 2	IC50	=	175.0	nM	6.76	Inhibition of DDR2 (unknown origin) incubated for 1 hr using fluorescein-poly-GA...	30075624
Tyrosine-protein kinase ABL1	IC50	=	308.0	nM	6.51	Inhibition of Abl1 (unknown origin) incubated for 1 hr in presence of Tyrosine-2...	30075624
Unchecked	IC50	=	355.0	nM	6.45	Inhibition of BCR/ABL (unknown origin) using tyrosine 2 peptide as substrate inc...	23521020
Bcr/Abl fusion protein	IC50	=	355.0	nM	6.45	Inhibition of human recombinant full length His-tagged Bcr-Abl expressed in bacu...	32184973
Tyrosine-protein kinase ABL1	IC50	=	355.0	nM	6.45	Inhibition of ABL (unknown origin) incubated for 1 hr by ADP-Glo assay	38452728
NCI-H23	IC50	=	560.0	nM	6.25	Cytotoxicity against human NCI-H23 cell assessed as inhibition of colony formati...	23521020
HCT-116	IC50	=	1130.0	nM	5.95	Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay	23521020
T47D	IC50	=	1880.0	nM	5.73	Antiproliferative activity against human T47D cells after 72 hrs by MTT assay	23521020
NCI-H23	IC50	=	2080.0	nM	5.68	Antiproliferative activity against human NCI-H23 cells after 72 hrs by MTT assay	23521020
MCF7	IC50	=	2150.0	nM	5.67	Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay	23521020

Literature References

PubMed	DOI	Target Context	# Activities
23521020	10.1021/jm301824k	NCI-H23	14
23521020	10.1021/jm301824k	Rattus norvegicus	9
23521020	10.1021/jm301824k	Epithelial discoidin domain-containing receptor 1	8
38730324	10.1021/acs.jmedchem.4c00162	Epithelial discoidin domain-containing receptor 1	5
38730324	10.1021/acs.jmedchem.4c00162	NCI-H23	3
23521020	10.1021/jm301824k	Discoidin domain-containing receptor 2	2
23521020	10.1021/jm301824k	NON-PROTEIN TARGET	1
23521020	10.1021/jm301824k	NCI-H460	1
23521020	10.1021/jm301824k	A549	1
23521020	10.1021/jm301824k	MCF7	1
23521020	10.1021/jm301824k	Mitogen-activated protein kinase kinase kinase 20	1
23521020	10.1021/jm301824k	NT-3 growth factor receptor	1
23521020	10.1021/jm301824k	BDNF/NT-3 growth factors receptor	1
23521020	10.1021/jm301824k	Angiopoietin-1 receptor	1
23521020	10.1021/jm301824k	Platelet-derived growth factor receptor beta	1
23521020	10.1021/jm301824k	Serine/threonine-protein kinase MAK	1
38452728	10.1016/j.ejmech.2024.116291	Tyrosine-protein kinase ABL1	1
23521020	10.1021/jm301824k	eIF-2-alpha kinase GCN2	1
23521020	10.1021/jm301824k	T47D	1
23521020	10.1021/jm301824k	HCT-116	1

Data from ChEMBL 36 via Core Engine