Compound Detail

CHEMBL458997

Enter ChEMBL ID:

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

CNC(=O)c1ccccc1Nc1nc(Nc2ccc(N3CCOCC3)cc2OC)ncc1Cl

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL458997
Phase	Preclinical
Structure Type	MOL
InChI Key	UYJNQQDJUOUFQJ-UHFFFAOYSA-N

125

Targets

193

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

468.9

MW (Da)

3.82

ALogP

HBA

HBD

100.6

PSA (Å²)

0.48

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C23H25ClN6O3
MW	468.95
Aromatic Rings	3
Heavy Atoms	33
NP-Likeness	-1.77

Activity Summary

Ki 97 meas. best 8.9

IC50 95 meas. best 8.4

EC50 1 meas. best 7.39

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Calcium/calmodulin-dependent protein kinase kinase 2 CHEMBL5284	Ki	8.9	8.9	1.3	1
Focal adhesion kinase 1 CHEMBL2695	Ki	8.8	8.8	1.6	1
Leucine-rich repeat serine/threonine-protein kinase 2 CHEMBL1075104	Ki	8.6	8.6	2.5	1
Mitogen-activated protein kinase 10 CHEMBL2637	Ki	8.5	8.5	3.2	1
Insulin-like growth factor 1 receptor CHEMBL1957	Ki	8.4	8.4	4.0	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	Ki	8.4	8.4	4.0	1
Aurora kinase A CHEMBL4722	IC50	8.4	8.4	4.0	1
Focal adhesion kinase 1 CHEMBL2695	IC50	8.35	8.0329	4.5	21
Insulin receptor CHEMBL1981	Ki	8.3	8.3	5.0	1
ALK tyrosine kinase receptor CHEMBL4247	IC50	8.3	7.8	5.0	2
Proto-oncogene tyrosine-protein kinase ROS CHEMBL5568	Ki	8.3	8.3	5.0	1
Mitogen-activated protein kinase 8 CHEMBL2276	Ki	8.1	8.1	7.9	1
Leukocyte tyrosine kinase receptor CHEMBL5627	Ki	8.1	8.1	7.9	1
Tyrosine-protein kinase Fer CHEMBL3982	Ki	8.0	8.0	10.0	1
Mitogen-activated protein kinase 10 CHEMBL2637	IC50	7.92	7.92	12.0	1
Aurora kinase B CHEMBL2185	Ki	7.8	7.8	15.8	1
Dual specificity protein kinase CLK4 CHEMBL4203	Ki	7.8	7.8	15.8	1
Tyrosine-protein kinase FRK CHEMBL4223	Ki	7.7	7.7	19.9	1
Insulin receptor CHEMBL1981	IC50	7.6	7.4567	25.0	3
ALK tyrosine kinase receptor CHEMBL4247	Ki	7.6	7.6	25.1	1
Epidermal growth factor receptor CHEMBL203	Ki	7.5	7.5	31.6	1
Mitogen-activated protein kinase 9 CHEMBL4179	Ki	7.5	7.5	31.6	1
Activated CDC42 kinase 1 CHEMBL4599	Ki	7.4	7.4	39.8	1
Aurora kinase A CHEMBL4722	Ki	7.4	7.4	39.8	1
c-Jun N-terminal kinase, JNK CHEMBL2096667	EC50	7.39	7.39	41.0	1
Mitogen-activated protein kinase 9 CHEMBL4179	IC50	7.38	7.38	42.0	1
Protein-tyrosine kinase 6 CHEMBL4601	Ki	7.3	7.3	50.1	1
Receptor tyrosine-protein kinase erbB-2 CHEMBL1824	Ki	7.2	7.2	63.1	1
Receptor tyrosine-protein kinase erbB-4 CHEMBL3009	Ki	7.1	7.1	79.4	1
Insulin-like growth factor 1 receptor CHEMBL1957	IC50	7.09	6.945	81.0	2
Homeodomain-interacting protein kinase 4 CHEMBL1075167	Ki	7.0	7.0	100.0	1
Death-associated protein kinase 3 CHEMBL2468	Ki	7.0	7.0	100.0	1
Casein kinase II subunit alpha CHEMBL3629	Ki	7.0	7.0	100.0	1
Tyrosine-protein kinase Fes/Fps CHEMBL5455	Ki	6.9	6.9	125.9	1
U-87 MG CHEMBL614247	IC50	6.77	5.956	170.0	5
NON-PROTEIN TARGET CHEMBL3879801	IC50	6.72	6.3433	190.0	6
Serine/threonine-protein kinase PLK1 CHEMBL3024	Ki	6.7	6.7	199.5	1
Hepatocyte growth factor receptor CHEMBL3717	Ki	6.7	6.7	199.5	1
Interleukin-1 receptor-associated kinase 4 CHEMBL3778	Ki	6.7	6.7	199.5	1
Tyrosine-protein kinase ITK/TSK CHEMBL2959	Ki	6.6	6.6	251.2	1
Mitogen-activated protein kinase 1 CHEMBL4040	Ki	6.6	6.6	251.2	1
HCT-116 CHEMBL394	IC50	6.57	6.37	270.0	5
Phosphorylase b kinase gamma catalytic chain, liver/testis isoform CHEMBL2349	Ki	6.5	6.5	316.2	1
Serine/threonine-protein kinase Chk2 CHEMBL2527	Ki	6.5	6.5	316.2	1
Serine/threonine-protein kinase D3 CHEMBL2595	Ki	6.5	6.5	316.2	1
Calcium/calmodulin-dependent protein kinase type II subunit delta CHEMBL2801	Ki	6.5	6.5	316.2	1
Mitogen-activated protein kinase kinase kinase 10 CHEMBL2873	Ki	6.5	6.5	316.2	1
Homeodomain-interacting protein kinase 2 CHEMBL4576	Ki	6.5	6.5	316.2	1
Maternal embryonic leucine zipper kinase CHEMBL4578	Ki	6.5	6.5	316.2	1
Cell division cycle 7-related protein kinase CHEMBL5443	Ki	6.5	6.5	316.2	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	16.22	uL.min-1.(10^6cells)-1	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Calcium/calmodulin-dependent protein kinase kinase 2	Ki	=	1.259	nM	8.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Focal adhesion kinase 1	Ki	=	1.585	nM	8.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Leucine-rich repeat serine/threonine-protein kinase 2	Ki	=	2.512	nM	8.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Mitogen-activated protein kinase 10	Ki	=	3.162	nM	8.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Aurora kinase A	IC50	=	4.0	nM	8.4	Inhibition of human AURKA	27668758
Insulin-like growth factor 1 receptor	Ki	=	3.981	nM	8.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase PLK4	Ki	=	3.981	nM	8.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Focal adhesion kinase 1	IC50	=	4.502	nM	8.35	Inhibition of recombinant human FAK (393 to 698 residues) using poly (4:1 Glu, T...	35872546
Insulin receptor	Ki	=	5.012	nM	8.3	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Proto-oncogene tyrosine-protein kinase ROS	Ki	=	5.012	nM	8.3	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
ALK tyrosine kinase receptor	IC50	=	5.0	nM	8.3	Inhibition of ALK	21074994
Focal adhesion kinase 1	IC50	=	5.4	nM	8.27	Inhibition of GST-tagged recombinant FAK (unknown origin) expressed in baculovir...	33119295
Focal adhesion kinase 1	IC50	=	5.5	nM	8.26	Inhibition of recombinant FAK domain (unknown origin)	35486993
Focal adhesion kinase 1	IC50	=	5.5	nM	8.26	Inhibition of FAK (unknown origin)	-
Focal adhesion kinase 1	IC50	=	5.5	nM	8.26	Inhibition of FAK (unknown origin)	31129452
Focal adhesion kinase 1	IC50	=	5.5	nM	8.26	Inhibition of Focal adhesion kinase (unknown origin)	33488961
Focal adhesion kinase 1	IC50	=	5.5	nM	8.26	Inhibition of FAK (unknown origin)	37974962
Focal adhesion kinase 1	IC50	=	5.8	nM	8.24	Inhibition of recombinant human N-terminal His-tagged FAK (393 to 698 residues) ...	33119295
Focal adhesion kinase 1	IC50	=	6.2	nM	8.21	Inhibition of recombinant N-terminal GST-tagged human FAK (327 to 1052 residues)...	31550660
Focal adhesion kinase 1	IC50	=	6.3	nM	8.2	Inhibition of N-terminal GST-fused human truncated FAK (376 to 1052 residues) ex...	31923858

Literature References

PubMed	DOI	Target Context	# Activities
33119295	10.1021/acs.jmedchem.0c01059	U-87 MG	13
25180654	10.1021/jm500784e	NON-PROTEIN TARGET	11
34757216	10.1016/j.bmcl.2021.128433	HCT-116	9
25180654	10.1021/jm500784e	Molecular identity unknown	8
18989950	10.1021/jm800483v	BT-474	7
33119295	10.1021/acs.jmedchem.0c01059	Focal adhesion kinase 1	7
25180654	10.1021/jm500784e	HCT-116	6
36801517	10.1016/j.ejmech.2023.115192	MDA-MB-231	5
25180654	10.1021/jm500784e	Focal adhesion kinase 1	5
25180654	10.1021/jm500784e	U-87 MG	5
35486993	10.1016/j.ejmech.2022.114373	Focal adhesion kinase 1	4
28284808	10.1016/j.bmcl.2017.02.072	Focal adhesion kinase 1	3
34757216	10.1016/j.bmcl.2021.128433	Unchecked	3
25180654	10.1021/jm500784e	MDA-MB-231	3
34757216	10.1016/j.bmcl.2021.128433	Focal adhesion kinase 1	3
-	10.1039/C1MD00219H	c-Jun N-terminal kinase, JNK	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
23845217	10.1016/j.bmcl.2013.06.038	HUVEC	2
21074994	10.1016/j.bmcl.2010.10.115	ALK tyrosine kinase receptor	2
18989950	10.1021/jm800483v	Focal adhesion kinase 1	2

Data from ChEMBL 36 via Core Engine