Compound Detail

CHEMBL226403

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O=C1NCCc2[nH]c(-c3ccnc(-c4cnc5ccccc5c4)c3)cc21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL226403
Phase	Preclinical
Structure Type	MOL
InChI Key	OWFLADWRSCINST-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

340.4

MW (Da)

3.58

ALogP

HBA

HBD

70.7

PSA (Å²)

0.59

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	C21H16N4O
MW	340.39
Aromatic Rings	4
Heavy Atoms	26
NP-Likeness	-0.72

Activity Summary

Ki 40 meas. best 8.4

IC50 8 meas. best 8.07

EC50 1 meas. best 7.31

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Ki	8.4	8.4	4.0	1
MAP kinase-activated protein kinase 2 CHEMBL2208	IC50	8.07	8.07	8.5	2
Death-associated protein kinase 3 CHEMBL2468	Ki	7.6	7.6	25.1	1
Serine/threonine-protein kinase pim-3 CHEMBL5407	Ki	7.5	7.5	31.6	1
MAP kinase-activated protein kinase 2 CHEMBL2208	Ki	7.5	7.5	31.6	1
Serine/threonine-protein kinase D2 CHEMBL4900	Ki	7.4	7.4	39.8	1
MAP kinase-activated protein kinase 2 CHEMBL2208	EC50	7.31	7.31	49.0	1
Serine/threonine-protein kinase 17A CHEMBL4525	Ki	7.2	7.2	63.1	1
Dual specificity protein kinase CLK4 CHEMBL4203	Ki	7.2	7.2	63.1	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	Ki	7.2	7.2	63.1	1
MAP kinase-activated protein kinase 5 CHEMBL3094	Ki	7.2	7.2	63.1	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	Ki	7.1	7.1	79.4	1
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	Ki	7.1	7.1	79.4	1
MAP kinase-activated protein kinase 5 CHEMBL3094	IC50	7.09	7.045	81.0	2
Mitogen-activated protein kinase kinase kinase kinase 4 CHEMBL6166	Ki	6.8	6.8	158.5	1
MAP kinase-activated protein kinase 3 CHEMBL4670	Ki	6.8	6.8	158.5	1
Serine/threonine-protein kinase Chk2 CHEMBL2527	Ki	6.8	6.8	158.5	1
Casein kinase I isoform delta CHEMBL2828	Ki	6.7	6.7	199.5	1
MAP kinase-activated protein kinase 3 CHEMBL4670	IC50	6.68	6.68	210.0	1
Casein kinase I isoform gamma-1 CHEMBL2426	Ki	6.6	6.6	251.2	1
Serine/threonine-protein kinase D3 CHEMBL2595	Ki	6.6	6.6	251.2	1
Dual specificity tyrosine-phosphorylation-regulated kinase 4 CHEMBL1075115	Ki	6.5	6.5	316.2	1
Mitogen-activated protein kinase 8 CHEMBL2276	Ki	6.5	6.5	316.2	1
Casein kinase I isoform gamma-2 CHEMBL2543	Ki	6.5	6.5	316.2	1
Mitogen-activated protein kinase 1 CHEMBL4040	Ki	6.4	6.4	398.1	1
Mitogen-activated protein kinase 9 CHEMBL4179	Ki	6.4	6.4	398.1	1
Serine/threonine-protein kinase pim-2 CHEMBL4523	Ki	6.4	6.4	398.1	1
Aurora kinase B CHEMBL2185	Ki	6.2	6.2	631.0	1
Casein kinase II subunit alpha CHEMBL3629	Ki	6.2	6.2	631.0	1
Calcium/calmodulin-dependent protein kinase type II subunit delta CHEMBL2801	Ki	6.1	6.1	794.3	1
5'-AMP-activated protein kinase catalytic subunit alpha-1 CHEMBL4045	Ki	6.0	6.0	1000.0	1
Casein kinase I isoform alpha CHEMBL2793	Ki	6.0	6.0	1000.0	1
Ribosomal protein S6 kinase beta-1 CHEMBL4501	Ki	6.0	6.0	1000.0	1
MAP kinase-interacting serine/threonine-protein kinase 2 CHEMBL4204	Ki	6.0	6.0	1000.0	1
Dual specificity protein kinase CLK2 CHEMBL4225	Ki	5.9	5.9	1258.9	1
Mitogen-activated protein kinase kinase kinase kinase 2 CHEMBL5330	Ki	5.7	5.7	1995.3	1
Serine/threonine-protein kinase BRSK1 CHEMBL5650	Ki	5.6	5.6	2511.9	1
Misshapen-like kinase 1 CHEMBL5518	Ki	5.5	5.5	3162.3	1
Mitogen-activated protein kinase 1 CHEMBL4040	IC50	5.46	5.46	3440.0	1
SRSF protein kinase 1 CHEMBL4375	Ki	5.4	5.4	3981.1	1
Calcium/calmodulin-dependent protein kinase type II subunit gamma CHEMBL3829	Ki	5.4	5.4	3981.1	1
Cyclin-dependent kinase 1 CHEMBL308	Ki	5.4	5.4	3981.1	1
U-937 CHEMBL612794	IC50	5.36	5.36	4400.0	1
Interleukin-1 receptor-associated kinase 1 CHEMBL3357	Ki	5.3	5.3	5011.9	1
Mitogen-activated protein kinase 12 CHEMBL4674	Ki	5.3	5.3	5011.9	1
MAP kinase-interacting serine/threonine-protein kinase 1 CHEMBL4718	IC50	5.24	5.24	5700.0	1
Calcium/calmodulin-dependent protein kinase type II subunit beta CHEMBL4121	Ki	5.2	5.2	6309.6	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	0.5833	hr	Homo sapiens
T1/2	0.6667	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Ki	=	3.981	nM	8.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
MAP kinase-activated protein kinase 2	IC50	=	8.5	nM	8.07	Inhibition of MK2	17480064
MAP kinase-activated protein kinase 2	IC50	=	8.5	nM	8.07	Inhibition of human recombinant MK2 expressed in Escherichia coli BL21(DE3) afte...	18771253
Death-associated protein kinase 3	Ki	=	25.12	nM	7.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
MAP kinase-activated protein kinase 2	Ki	=	31.62	nM	7.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase pim-3	Ki	=	31.62	nM	7.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase D2	Ki	=	39.81	nM	7.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
MAP kinase-activated protein kinase 2	EC50	=	49.0	nM	7.31	Inhibition of MK2 pretreated for 30 mins before substrate addition measured afte...	21565500
Serine/threonine-protein kinase 17A	Ki	=	63.1	nM	7.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
MAP kinase-activated protein kinase 5	Ki	=	63.1	nM	7.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Dual specificity protein kinase CLK4	Ki	=	63.1	nM	7.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase PLK4	Ki	=	63.1	nM	7.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Dual specificity tyrosine-phosphorylation-regulated kinase 3	Ki	=	79.43	nM	7.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase pim-1	Ki	=	79.43	nM	7.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
MAP kinase-activated protein kinase 5	IC50	=	81.0	nM	7.09	Inhibition of MK5	17480064
MAP kinase-activated protein kinase 5	IC50	=	100.0	nM	7.0	Inhibition of MAPKAPK5 (unknown origin)	23937569
Mitogen-activated protein kinase kinase kinase kinase 4	Ki	=	158.49	nM	6.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase Chk2	Ki	=	158.49	nM	6.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
MAP kinase-activated protein kinase 3	Ki	=	158.49	nM	6.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Casein kinase I isoform delta	Ki	=	199.53	nM	6.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-

Literature References

PubMed	DOI	Target Context	# Activities
21565500	10.1016/j.bmcl.2011.04.018	Liver microsomes	2
21565500	10.1016/j.bmcl.2011.04.018	ADMET	2
17480064	10.1021/jm0611004	Rattus norvegicus	2
17480064	10.1021/jm0611004	Inhibitor of nuclear factor kappa-B kinase subunit beta	1
23937569	10.1021/jm400798j	MAP kinase-activated protein kinase 5	1
21565500	10.1016/j.bmcl.2011.04.018	No relevant target	1
21565500	10.1016/j.bmcl.2011.04.018	Caco-2	1
21565500	10.1016/j.bmcl.2011.04.018	MAP kinase-activated protein kinase 2	1
18771253	10.1021/jm800747w	MAP kinase-activated protein kinase 2	1
17480064	10.1021/jm0611004	No relevant target	1
17480064	10.1021/jm0611004	Mitogen-activated protein kinase 14	1
17480064	10.1021/jm0611004	MAP kinase-activated protein kinase 2	1
17480064	10.1021/jm0611004	Mitogen-activated protein kinase 9	1
17480064	10.1021/jm0611004	Mitogen-activated protein kinase 1	1
17480064	10.1021/jm0611004	Cyclin-dependent kinase 1	1
17480064	10.1021/jm0611004	Ribosomal protein S6 kinase alpha-4	1
17480064	10.1021/jm0611004	Ribosomal protein S6 kinase alpha-5	1
17480064	10.1021/jm0611004	MAP kinase-interacting serine/threonine-protein kinase 1	1
17480064	10.1021/jm0611004	MAP kinase-activated protein kinase 5	1
17480064	10.1021/jm0611004	MAP kinase-activated protein kinase 3	1

Data from ChEMBL 36 via Core Engine