Compound Detail

CHEMBL4075449

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C=CC(=O)Nc1cc(-n2c(=O)ccc3cnc4ccc(-c5cn[nH]c5)cc4c32)ccc1C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4075449
Phase	Preclinical
Structure Type	MOL
InChI Key	JMVDIGHUQAXWIE-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

421.5

MW (Da)

4.36

ALogP

HBA

HBD

92.7

PSA (Å²)

0.33

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C25H19N5O2
MW	421.46
Aromatic Rings	5
Heavy Atoms	32
NP-Likeness	-1.26

Activity Summary

IC50 22 meas. best 8.3

Ki 1 meas. best 8.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase BTK CHEMBL5251	Ki	8.7	8.7	2.0	1
Tyrosine-protein kinase BTK CHEMBL5251	IC50	8.3	8.132	5.0	5
Cytoplasmic tyrosine-protein kinase BMX CHEMBL3834	IC50	8.15	8.1367	7.0	3
Serine/threonine-protein kinase mTOR CHEMBL2842	IC50	7.66	7.66	22.0	1
MAP kinase-interacting serine/threonine-protein kinase 2 CHEMBL4204	IC50	7.58	7.58	26.0	3
Tyrosine-protein kinase Blk CHEMBL2250	IC50	7.52	7.52	30.0	2
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	7.42	7.3633	38.0	3
MAP kinase-interacting serine/threonine-protein kinase 1 CHEMBL4718	IC50	6.97	6.97	107.4	3
Dual specificity protein kinase CLK1/CLK2 CHEMBL6066547	IC50	6.42	6.42	384.0	1
Nuclear receptor subfamily 2 group C member 2 CHEMBL5716	IC50	6.14	6.14	717.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	0.1083	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase BTK	Ki	=	2.0	nM	8.7	Irreversible inhibition of recombinant full length His-tagged human BTK expresse...	28628824
Tyrosine-protein kinase BTK	IC50	=	5.0	nM	8.3	Binding Assay: DiscoverX binding assays were performed according to published me...	-
Tyrosine-protein kinase BTK	IC50	=	5.34	nM	8.27	Inhibition of recombinant full length His-tagged human BTK expressed in baculovi...	28628824
Cytoplasmic tyrosine-protein kinase BMX	IC50	=	7.0	nM	8.15	Binding Assay: DiscoverX binding assays were performed according to published me...	-
Cytoplasmic tyrosine-protein kinase BMX	IC50	=	7.36	nM	8.13	In vitro Kinase Assay: Purified BMX was mixed with substrate (FAK or Bmxtides), ...	-
Cytoplasmic tyrosine-protein kinase BMX	IC50	=	7.36	nM	8.13	Inhibition of recombinant full length His-tagged human BMX expressed in baculovi...	28628824
Tyrosine-protein kinase BTK	IC50	=	9.4	nM	8.03	Inhibition of FLAG-tagged BTK (unknown origin) transfected into HEK293T cells in...	34533957
Tyrosine-protein kinase BTK	IC50	=	9.4	nM	8.03	Inhibition of Flag-tagged BTK (unknown origin) expressed in HEK293T cells pre-in...	37669595
Tyrosine-protein kinase BTK	IC50	=	9.4	nM	8.03	Inhibition of BTK (unknown origin) transfected in HEK293T cells assessed as redu...	35247756
Serine/threonine-protein kinase mTOR	IC50	=	22.0	nM	7.66	Binding Assay: DiscoverX binding assays were performed according to published me...	-
MAP kinase-interacting serine/threonine-protein kinase 2	IC50	=	26.0	nM	7.58	Inhibition of MNK2 (unknown origin) expressed in HEK293T cells assessed as reduc...	35247756
MAP kinase-interacting serine/threonine-protein kinase 2	IC50	=	26.0	nM	7.58	Inhibition of FLAG-tagged Mnk2 (unknown origin) transfected into HEK293 cells in...	34533957
MAP kinase-interacting serine/threonine-protein kinase 2	IC50	=	26.0	nM	7.58	Inhibition of full length MNK2 (unknown origin) expressed in HEK293T cells pre-i...	37669595
Tyrosine-protein kinase Blk	IC50	=	30.2	nM	7.52	Inhibition of recombinant full length His-tagged human BLK expressed in baculovi...	28628824
Tyrosine-protein kinase Blk	IC50	=	30.0	nM	7.52	Binding Assay: DiscoverX binding assays were performed according to published me...	-
Tyrosine-protein kinase JAK3	IC50	=	38.1	nM	7.42	Inhibition of recombinant GST-tagged human JAK3 expressed in baculovirus express...	28628824
Tyrosine-protein kinase JAK3	IC50	=	38.0	nM	7.42	Binding Assay: DiscoverX binding assays were performed according to published me...	-
Tyrosine-protein kinase JAK3	IC50	=	55.7	nM	7.25	Inhibition of JAK3 (unknown origin)	34533957
MAP kinase-interacting serine/threonine-protein kinase 1	IC50	=	107.4	nM	6.97	Inhibition of MNK1 (unknown origin) expressed in HEK293T cells assessed as reduc...	35247756
MAP kinase-interacting serine/threonine-protein kinase 1	IC50	=	107.4	nM	6.97	Inhibition of FLAG-tagged Mnk1 (unknown origin) transfected into HEK293 cells in...	34533957

Literature References

PubMed	DOI	Target Context	# Activities
28337328	10.1021/acsmedchemlett.7b00008	dengue virus type 2	4
28628824	10.1016/j.ejmech.2017.06.016	Tyrosine-protein kinase BTK	4
37669595	10.1016/j.ejmech.2023.115781	MAP kinase-interacting serine/threonine-protein kinase 2	1
28337328	10.1021/acsmedchemlett.7b00008	Huh-7	1
37669595	10.1016/j.ejmech.2023.115781	MAP kinase-interacting serine/threonine-protein kinase 1	1
37669595	10.1016/j.ejmech.2023.115781	Tyrosine-protein kinase BTK	1
34533957	10.1021/acs.jmedchem.1c00368	Tyrosine-protein kinase JAK3	1
34533957	10.1021/acs.jmedchem.1c00368	MAP kinase-interacting serine/threonine-protein kinase 2	1
34533957	10.1021/acs.jmedchem.1c00368	MAP kinase-interacting serine/threonine-protein kinase 1	1
34533957	10.1021/acs.jmedchem.1c00368	Tyrosine-protein kinase BTK	1
35247756	10.1016/j.ejmech.2022.114232	Tyrosine-protein kinase BTK	1
35247756	10.1016/j.ejmech.2022.114232	MAP kinase-interacting serine/threonine-protein kinase 1	1
35247756	10.1016/j.ejmech.2022.114232	MAP kinase-interacting serine/threonine-protein kinase 2	1
28628824	10.1016/j.ejmech.2017.06.016	Cytoplasmic tyrosine-protein kinase BMX	1
28628824	10.1016/j.ejmech.2017.06.016	Tyrosine-protein kinase Blk	1
28628824	10.1016/j.ejmech.2017.06.016	Tyrosine-protein kinase JAK3	1
28337328	10.1021/acsmedchemlett.7b00008	ADMET	1

Data from ChEMBL 36 via Core Engine