Compound Detail

CHEMBL4062218

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CNC(=O)c1ccc(Nc2nc(OC3CCCC3)c3c(-c4ccc5nc(C)oc5c4)c[nH]c3n2)c(OC)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4062218
Phase	Preclinical
Structure Type	MOL
InChI Key	CWJLAVRXVFHDSJ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

512.6

MW (Da)

5.51

ALogP

HBA

HBD

127.2

PSA (Å²)

0.26

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C28H28N6O4
MW	512.57
Aromatic Rings	5
Heavy Atoms	38
NP-Likeness	-0.79

Activity Summary

IC50 44 meas. best 8.3

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity protein kinase TTK CHEMBL3983	IC50	8.3	7.4713	5.0	8
Dual specificity protein kinase CLK2 CHEMBL4225	IC50	8.22	7.4522	6.0	9
CAL-51 CHEMBL1075411	IC50	7.82	7.4525	15.0	4
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	7.0	7.0	99.0	2
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	6.98	6.98	104.0	2
Phosphorylase b kinase gamma catalytic chain, skeletal muscle/heart isoform CHEMBL4004	IC50	6.87	6.87	136.0	2
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	6.8	6.8	157.0	2
Dual specificity protein kinase CLK1 CHEMBL4224	IC50	6.57	6.5367	267.0	3
Cytochrome P450 3A4 CHEMBL340	IC50	6.55	6.55	280.0	1
Dual specificity protein kinase CLK3 CHEMBL4226	IC50	6.52	6.52	300.0	1
Mitogen-activated protein kinase 8 CHEMBL2276	IC50	6.17	6.17	680.0	1
Mitogen-activated protein kinase 10 CHEMBL2637	IC50	6.17	6.17	680.0	1
Mitogen-activated protein kinase 9 CHEMBL4179	IC50	6.17	6.17	680.0	1
Calcium/calmodulin-dependent protein kinase kinase 2 CHEMBL5284	IC50	6.17	6.09	680.0	3
Phosphatidylinositol 5-phosphate 4-kinase type-2 gamma CHEMBL1770034	IC50	5.96	5.925	1100.0	2
c-Jun N-terminal kinase, JNK CHEMBL2096667	IC50	5.89	5.89	1300.0	1
BT-474 CHEMBL614529	IC50	5.16	5.16	6970.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	9.3	mL.min-1.kg-1	Rattus norvegicus
CL	8.48	mL.min-1.kg-1	Mus musculus
F	0.9	%	Mus musculus
MRT	4.1	hr	Rattus norvegicus
MRT	5.2	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity protein kinase TTK	IC50	=	5.0	nM	8.3	Inhibition of human full length recombinant GST-tagged TTK expressed in baculovi...	28991472
Dual specificity protein kinase TTK	IC50	=	5.0	nM	8.3	Inhibition of human TTK	34519506
Dual specificity protein kinase TTK	IC50	=	5.0	nM	8.3	Affinity Biochemical interaction (LanthaScreen Eu kinase binding assay) EUB00006...	-
Dual specificity protein kinase TTK	IC50	=	5.0	nM	8.3	Inhibition of TTK (unknown origin)	35863237
Dual specificity protein kinase CLK2	IC50	=	6.0	nM	8.22	Inhibition of human GST-tagged CLK2 expressed in baculovirus by Z'-LYTE assay	28991472
Dual specificity protein kinase CLK2	IC50	=	6.0	nM	8.22	Affinity Biochemical interaction (LanthaScreen Eu kinase binding assay) EUB00006...	-
Dual specificity protein kinase CLK2	IC50	=	6.3	nM	8.2	Inhibition of CLK2 (unknown origin)	35863237
Dual specificity protein kinase CLK2	IC50	=	6.3	nM	8.2	Inhibition of human CLK2	34519506
Dual specificity protein kinase CLK2	IC50	=	8.17	nM	8.09	Radioactivity Based Kinase Assay: The kinase activity is measured using a radioa...	-
Dual specificity protein kinase TTK	IC50	=	14.0	nM	7.85	Radioactivity Based Kinase Assay: The kinase activity is measured using a radioa...	-
Dual specificity protein kinase CLK2	IC50	=	15.0	nM	7.82	Inhibition of CLK2 in human HCT116 cell lysate after 1 hr by LC-MS/MS analysis r...	28991472
Dual specificity protein kinase CLK2	IC50	=	15.0	nM	7.82	Affinity On-target Cellular interaction (ActivX KiNative profiling assay (in HCT...	-
CAL-51	IC50	=	15.0	nM	7.82	Antiproliferative activity against human CAL-51 cells assessed as inhibition of ...	35872347
CAL-51	IC50	=	28.0	nM	7.55	Antiproliferative activity against human CAL51 cells assessed as reduction in ce...	30998356
Dual specificity protein kinase TTK	IC50	=	57.0	nM	7.24	Inhibition of TTK in human CAL51 cells assessed as decrease in phosphorylated TT...	30998356
Dual specificity protein kinase TTK	IC50	=	57.0	nM	7.24	Inhibition of TTK phosphorylation at T686 residue in human CAL51 cells after 1 h...	28991472
CAL-51	IC50	=	60.0	nM	7.22	Cytotoxicity against human CAL51 cells assessed as reduction in cell viability a...	28991472
CAL-51	IC50	=	60.0	nM	7.22	Antiproliferative activity against human CAL-51 cells assessed as inhibition of ...	38795520
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	99.0	nM	7.0	Inhibition of human full length recombinant GST-tagged DYRK3 expressed in baculo...	28991472
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	99.0	nM	7.0	Selectivity interaction (Enzymatic assay (Invitrogen)) EUB0000642a DYRK3	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	HEK-293T	261
-	10.6019/CHEMBL4689842	Fibroblast	261
-	10.6019/CHEMBL4689842	U2OS	258
28991472	10.1021/acs.jmedchem.7b01223	CAL-51	5
28991472	10.1021/acs.jmedchem.7b01223	Dual specificity protein kinase CLK2	5
28991472	10.1021/acs.jmedchem.7b01223	Mus musculus	5
28991472	10.1021/acs.jmedchem.7b01223	Dual specificity protein kinase TTK	3
28991472	10.1021/acs.jmedchem.7b01223	Phosphorylase b kinase gamma catalytic chain, skeletal muscle/heart isoform	3
28991472	10.1021/acs.jmedchem.7b01223	Rattus norvegicus	3
-	10.6019/CHEMBL5212743	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	2
-	10.6019/CHEMBL5096127	Schistosoma mansoni	2
28991472	10.1021/acs.jmedchem.7b01223	c-Jun N-terminal kinase, JNK	2
28991472	10.1021/acs.jmedchem.7b01223	Phosphatidylinositol 5-phosphate 4-kinase type-2 gamma	2
28991472	10.1021/acs.jmedchem.7b01223	Calcium/calmodulin-dependent protein kinase kinase 2	2
28991472	10.1021/acs.jmedchem.7b01223	Dual specificity protein kinase CLK1	2
28991472	10.1021/acs.jmedchem.7b01223	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	2
28991472	10.1021/acs.jmedchem.7b01223	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	2
28991472	10.1021/acs.jmedchem.7b01223	Dual specificity tyrosine-phosphorylation-regulated kinase 3	2
28991472	10.1021/acs.jmedchem.7b01223	Liver	2
-	10.6019/CHEMBL5212743	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	2

Data from ChEMBL 36 via Core Engine