Compound Detail

CHEMBL424872

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CCOc1nc(C(=O)NCc2ccc(S(C)(=O)=O)cc2)cc(N)c1C#N

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL424872
Phase	Preclinical
Structure Type	MOL
InChI Key	CUIDQTVRAWOMCM-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

374.4

MW (Da)

1.27

ALogP

HBA

HBD

135.2

PSA (Å²)

0.78

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C17H18N4O4S
MW	374.42
Aromatic Rings	2
Heavy Atoms	26
NP-Likeness	-1.71

Activity Summary

IC50 8 meas. best 8.33

Ki 8 meas. best 8.6

EC50 1 meas. best 6.5

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Mitogen-activated protein kinase 10 CHEMBL2637	Ki	8.6	8.6	2.5	1
Mitogen-activated protein kinase 8 CHEMBL2276	Ki	8.4	8.4	4.0	1
Mitogen-activated protein kinase 8 CHEMBL2276	IC50	8.33	7.9233	4.7	3
Mitogen-activated protein kinase 9 CHEMBL4179	Ki	7.9	7.9	12.6	1
Mitogen-activated protein kinase 10 CHEMBL2637	IC50	7.22	7.22	60.0	1
Mitogen-activated protein kinase 9 CHEMBL4179	IC50	6.92	6.92	120.0	2
Transcription factor Jun CHEMBL4977	EC50	6.5	6.5	318.0	1
c-Jun N-terminal kinase, JNK CHEMBL2096667	IC50	6.28	6.28	530.0	1
Small ribosomal subunit protein eS27 CHEMBL1932893	IC50	6.25	6.25	568.0	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	Ki	6.2	6.2	631.0	1
Mitogen-activated protein kinase 1 CHEMBL4040	Ki	6.2	6.2	631.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	Ki	6.2	6.2	631.0	1
Serine/threonine-protein kinase D2 CHEMBL4900	Ki	5.6	5.6	2511.9	1
Serine/threonine-protein kinase D3 CHEMBL2595	Ki	5.5	5.5	3162.3	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	6320.0	ng.hr.mL-1	Rattus norvegicus
Cmax	2724.21	nM	Rattus norvegicus
F	38.8	%	Rattus norvegicus
T1/2	3.4	hr	Rattus norvegicus
T1/2	1.0	hr	Homo sapiens
T1/2	1.0	hr	Mus musculus
T1/2	1.0	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Mitogen-activated protein kinase 10	Ki	=	2.512	nM	8.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Mitogen-activated protein kinase 8	Ki	=	3.981	nM	8.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Mitogen-activated protein kinase 8	IC50	=	4.7	nM	8.33	Inhibition of JNK1-mediated ATF2 phosphorylation after 1 hr by ELISA	24900510
Mitogen-activated protein kinase 9	Ki	=	12.59	nM	7.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Mitogen-activated protein kinase 8	IC50	=	19.0	nM	7.72	Inhibition of JNK1	16854050
Mitogen-activated protein kinase 8	IC50	=	19.0	nM	7.72	Inhibition of JNK1	17055723
Mitogen-activated protein kinase 10	IC50	=	60.0	nM	7.22	Inhibition of JNK3	16854050
Mitogen-activated protein kinase 9	IC50	=	120.0	nM	6.92	Inhibition of JNK2	16854050
Mitogen-activated protein kinase 9	IC50	=	120.0	nM	6.92	Inhibition of JNK2	17055723
Transcription factor Jun	EC50	=	318.0	nM	6.5	Inhibition of c-Jun phosphorylation in HepG2 cells	17055723
c-Jun N-terminal kinase, JNK	IC50	=	530.0	nM	6.28	Inhibition of cJun phosphorylation in HepG2 cells	16854050
Small ribosomal subunit protein eS27	IC50	=	568.0	nM	6.25	Inhibition of Mps1-mediated p38 MAPK phosphorylation after 90 mins by DELFIA ass...	24900510
Macrophage colony-stimulating factor 1 receptor	Ki	=	630.96	nM	6.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Mitogen-activated protein kinase 1	Ki	=	630.96	nM	6.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Dual specificity tyrosine-phosphorylation-regulated kinase 3	Ki	=	630.96	nM	6.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase D2	Ki	=	2511.89	nM	5.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase D3	Ki	=	3162.28	nM	5.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-

Literature References

PubMed	DOI	Target Context	# Activities
17055723	10.1016/j.bmcl.2006.10.013	Rattus norvegicus	5
16854050	10.1021/jm060465l	Rattus norvegicus	4
16854050	10.1021/jm060465l	Liver microsomes	2
16854050	10.1021/jm060465l	Voltage-gated inwardly rectifying potassium channel KCNH2	1
16854050	10.1021/jm060465l	Mus musculus	1
16854050	10.1021/jm060465l	Mitogen-activated protein kinase 10	1
16854050	10.1021/jm060465l	c-Jun N-terminal kinase, JNK	1
16854050	10.1021/jm060465l	Mitogen-activated protein kinase 9	1
16854050	10.1021/jm060465l	Mitogen-activated protein kinase 8	1
17055723	10.1016/j.bmcl.2006.10.013	Mitogen-activated protein kinase 8	1
17055723	10.1016/j.bmcl.2006.10.013	Mitogen-activated protein kinase 9	1
17055723	10.1016/j.bmcl.2006.10.013	Transcription factor Jun	1
24900510	10.1021/ml3000879	Small ribosomal subunit protein eS27	1
24900510	10.1021/ml3000879	Mitogen-activated protein kinase 8	1

Data from ChEMBL 36 via Core Engine