Compound Detail

CHEMBL1673039

Enter ChEMBL ID:

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

COc1cc(N2CCN(C)CC2)ccc1Nc1ncc2c(n1)N(C)c1ccccc1C(=O)N2C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1673039
Phase	Preclinical
Structure Type	MOL
InChI Key	DDTPGANIPBKTNU-UHFFFAOYSA-N

260

Targets

372

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

459.6

MW (Da)

3.34

ALogP

HBA

HBD

77.1

PSA (Å²)

0.64

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C25H29N7O2
MW	459.55
Aromatic Rings	3
Heavy Atoms	34
NP-Likeness	-1.21

Activity Summary

IC50 364 meas. best 7.96

Kd 7 meas. best 8.92

EC50 1 meas. best 6.72

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Serine/threonine-protein kinase DCLK1 CHEMBL5683	Kd	8.92	8.92	1.2	1
Serine/threonine-protein kinase DCLK2 CHEMBL5519	Kd	8.0	8.0	10.0	1
Serine/threonine-protein kinase DCLK1 CHEMBL5683	IC50	7.96	7.96	11.0	1
Mitogen-activated protein kinase 7 CHEMBL5332	Kd	7.72	7.72	19.0	1
Unchecked CHEMBL612545	Kd	7.72	7.72	19.0	1
Leucine-rich repeat serine/threonine-protein kinase 2 CHEMBL1075104	IC50	7.58	7.56	26.0	2
Non-receptor tyrosine-protein kinase TNK1 CHEMBL5334	Kd	7.54	7.54	29.0	1
Mitogen-activated protein kinase 7 CHEMBL5332	IC50	7.06	6.9467	87.0	3
Mitogen-activated protein kinase 7 CHEMBL5332	EC50	6.72	6.72	190.0	1
Activated CDC42 kinase 1 CHEMBL4599	Kd	6.36	6.36	440.0	1
Cyclin-G-associated kinase CHEMBL4355	Kd	6.35	6.35	450.0	1
Unchecked CHEMBL612545	IC50	6.25	6.25	560.0	1
697 CHEMBL2366253	IC50	6.18	6.18	653.8	1
D-336MG CHEMBL2366113	IC50	6.11	6.11	769.0	1
Bromodomain-containing protein 4 CHEMBL1163125	IC50	6.05	6.05	888.0	1
GI-ME-N CHEMBL2366074	IC50	6.05	6.05	889.1	1
Activated CDC42 kinase 1 CHEMBL4599	IC50	6.02	6.02	959.0	1
D-247MG CHEMBL2366237	IC50	5.8	5.8	1577.5	1
MV4-11 CHEMBL613835	IC50	5.79	5.79	1613.0	1
D-542MG CHEMBL2366208	IC50	5.7	5.7	2002.3	1
SH-4 CHEMBL2366309	IC50	5.7	5.7	1990.1	1
HAL-01 CHEMBL2366142	IC50	5.67	5.67	2115.2	1
SUP-T1 CHEMBL614940	IC50	5.65	5.65	2228.6	1
DOHH-2 CHEMBL2366181	IC50	5.59	5.59	2570.6	1
SK-MM-2 CHEMBL2366232	IC50	5.59	5.59	2586.2	1
MOLT-16 CHEMBL2366362	IC50	5.57	5.57	2710.2	1
RL CHEMBL2366175	IC50	5.56	5.56	2781.8	1
KGN CHEMBL2366154	IC50	5.55	5.55	2794.0	1
EB2 CHEMBL2366338	IC50	5.55	5.55	2819.0	1
OPM-2 CHEMBL2366353	IC50	5.48	5.48	3300.1	1
RS4-11 CHEMBL2366159	IC50	5.47	5.47	3416.8	1
YT CHEMBL2366114	IC50	5.46	5.46	3479.3	1
ST486 CHEMBL2366293	IC50	5.46	5.46	3494.0	1
NOS-1 CHEMBL2366141	IC50	5.45	5.45	3566.2	1
BL-41 CHEMBL2366173	IC50	5.44	5.44	3645.8	1
OCI-AML2 CHEMBL2366220	IC50	5.44	5.44	3598.0	1
IST-SL2 CHEMBL2366101	IC50	5.42	5.42	3824.0	1
MHH-PREB-1 CHEMBL2366127	IC50	5.42	5.42	3845.0	1
EW-1 CHEMBL2366364	IC50	5.42	5.42	3842.8	1
CMK CHEMBL2366177	IC50	5.41	5.41	3879.4	1
A4-Fuk CHEMBL2366356	IC50	5.41	5.41	3856.6	1
LC4-1 CHEMBL2366091	IC50	5.4	5.4	4015.0	1
KARPAS-45 CHEMBL2366305	IC50	5.4	5.4	3972.8	1
NCCIT CHEMBL1075511	IC50	5.38	5.38	4149.9	1
ES8 CHEMBL2366069	IC50	5.38	5.38	4158.1	1
A3-KAW CHEMBL2366273	IC50	5.37	5.37	4279.2	1
BB30-HNC CHEMBL2366271	IC50	5.35	5.35	4508.9	1
MPP-89 CHEMBL2366357	IC50	5.35	5.35	4496.7	1
RPMI 8402 CHEMBL612517	IC50	5.35	5.35	4504.8	1
HH CHEMBL2366310	IC50	5.34	5.34	4576.7	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	2000.0	ng.hr.mL-1	Mus musculus
CL	25.0	mL.min-1.kg-1	Mus musculus
F	46.0	%	Mus musculus
T1/2	0.3667	hr	Mus musculus
T1/2	8.333	hr	Mus musculus
T1/2	4.4	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Serine/threonine-protein kinase DCLK1	Kd	=	1.2	nM	8.92	Binding affinity to DCAMKL1 by immobilized ligand displacement assay	21412406
Serine/threonine-protein kinase DCLK2	Kd	=	10.0	nM	8.0	Binding affinity to DCAMKL2 by immobilized ligand displacement assay	21412406
Serine/threonine-protein kinase DCLK1	IC50	=	11.0	nM	7.96	Inhibition of recombinant human N-terminal His6-tagged DCLK1 (G351 to H689 resid...	32530623
Unchecked	Kd	=	19.0	nM	7.72	In vitro Erk5 : In vitro Erk5 binding assay: Ambit Kd values in nanomolar. Kd va...	-
Mitogen-activated protein kinase 7	Kd	=	19.0	nM	7.72	In vitro Erk5 : In vitro Erk5 binding assay: Ambit Kd values in nanomolar. Kd va...	-
Leucine-rich repeat serine/threonine-protein kinase 2	IC50	=	26.0	nM	7.58	Inhibition of LRRK2 G2019S mutant (unknown origin) using LRRKtide as substrate i...	24239623
Leucine-rich repeat serine/threonine-protein kinase 2	IC50	=	29.0	nM	7.54	Inhibition of recombinant human GST-tagged LRRK2 catalytic domain (970 to 2527 r...	32530623
Non-receptor tyrosine-protein kinase TNK1	Kd	=	29.0	nM	7.54	Binding affinity to TNK1 by immobilized ligand displacement assay	21412406
Mitogen-activated protein kinase 7	IC50	=	87.0	nM	7.06	Inhibition of ERK5 in human HeLa cells assessed as reduction in EGF-induced ERK5...	32530623
Mitogen-activated protein kinase 7	IC50	=	87.0	nM	7.06	Inhibition of N-terminal 6His-tagged human ERK5 expressed in baculovirus infecte...	24239623
Mitogen-activated protein kinase 7	IC50	=	190.0	nM	6.72	Inhibition of EGF-induced BMK1 autophosphorylation in human HeLa cells by SDS-PA...	21412406
Mitogen-activated protein kinase 7	EC50	=	190.0	nM	6.72	Inhibition of EGF-stimulated ERK5 autophosphorylation in human HeLa cells preinc...	24239623
Activated CDC42 kinase 1	Kd	=	440.0	nM	6.36	Binding affinity to TNK2 by immobilized ligand displacement assay	21412406
Cyclin-G-associated kinase	Kd	=	450.0	nM	6.35	Binding affinity to GAK by immobilized ligand displacement assay	21412406
Unchecked	IC50	=	560.0	nM	6.25	Inhibition of TNK2 D163E mutant in human BaF3 cells assessed as reduction in cel...	31928839
697	IC50	=	653.75	nM	6.18	SANGER: Inhibition of human 697 cell growth in a cell viability assay.	-
D-336MG	IC50	=	769.01	nM	6.11	SANGER: Inhibition of human D-336MG cell growth in a cell viability assay.	-
Bromodomain-containing protein 4	IC50	=	888.0	nM	6.05	Inhibition of BRD4 bromodomain 1 (unknown origin) by AlphaScreen displacement as...	32530623
GI-ME-N	IC50	=	889.07	nM	6.05	SANGER: Inhibition of human GI-ME-N cell growth in a cell viability assay.	-
Activated CDC42 kinase 1	IC50	=	959.0	nM	6.02	Inhibition of tracer 236 binding to recombinant human GST-tagged TNK2 catalytic ...	31928839

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	U2OS	346
-	10.6019/CHEMBL4689842	HEK-293T	343
-	10.6019/CHEMBL4689842	Fibroblast	341
31928839	10.1016/j.bmcl.2020.126948	ADMET	9
21412406	10.1021/ml100304b	Mitogen-activated protein kinase 7	4
21412406	10.1021/ml100304b	Serine/threonine-protein kinase DCLK2	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
24239623	10.1016/j.ejmech.2013.10.052	Mitogen-activated protein kinase 7	2
32530623	10.1021/acs.jmedchem.0c00596	Serine/threonine-protein kinase DCLK1	2
32530623	10.1021/acs.jmedchem.0c00596	Mitogen-activated protein kinase 7	2
21412406	10.1021/ml100304b	Activated CDC42 kinase 1	2
21412406	10.1021/ml100304b	Non-receptor tyrosine-protein kinase TNK1	2
21412406	10.1021/ml100304b	Serine/threonine-protein kinase DCLK1	2
21412406	10.1021/ml100304b	Serine/threonine-protein kinase TAO1	1
21412406	10.1021/ml100304b	Serine/threonine-protein kinase TAO3	1
21412406	10.1021/ml100304b	Serine/threonine-protein kinase ULK1	1
21412406	10.1021/ml100304b	Serine/threonine-protein kinase ULK2	1
21412406	10.1021/ml100304b	Serine/threonine-protein kinase D2	1
21412406	10.1021/ml100304b	Serine/threonine-protein kinase D1	1

Data from ChEMBL 36 via Core Engine