Compound Detail

CHEMBL115769

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COc1cc(N)[nH]c2nc(-c3ccc(F)cc3)c(-c3ccncc3)c1-2

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL115769
Phase	Preclinical
Structure Type	MOL
InChI Key	ADQZGIYHFQQPRB-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

334.4

MW (Da)

3.97

ALogP

HBA

HBD

76.8

PSA (Å²)

0.59

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C19H15FN4O
MW	334.35
Aromatic Rings	2
Heavy Atoms	25
NP-Likeness	-0.74

Activity Summary

IC50 15 meas. best 8.2

Ki 4 meas. best 6.29

EC50 1 meas. best 5.3

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
MAP kinase p38 CHEMBL2094115	IC50	8.2	8.175	6.3	2
PBMC CHEMBL613107	IC50	8.2	7.8067	6.3	3
Mitogen-activated protein kinase 14 CHEMBL260	IC50	7.28	7.2	52.0	2
Cytochrome P450 2D6 CHEMBL289	IC50	6.7	6.7	200.0	1
Adenosine receptor A1 CHEMBL226	Ki	6.29	6.29	518.0	1
Adenosine receptor A2a CHEMBL251	Ki	6.24	6.24	580.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.19	6.19	648.0	1
Adenosine receptor A1 CHEMBL226	IC50	6.05	6.05	887.0	1
Cytochrome P450 2C9 CHEMBL3397	IC50	6.0	6.0	1000.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	6.0	6.0	1000.0	1
Adenosine receptor A2a CHEMBL251	IC50	5.99	5.99	1032.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	5.97	5.97	1070.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	5.97	5.97	1061.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	IC50	5.91	5.91	1237.0	1
Mitogen-activated protein kinase 14 CHEMBL2336	IC50	5.82	5.82	1500.0	1
Trypanosoma cruzi CHEMBL368	EC50	5.3	5.3	5000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
MAP kinase p38	IC50	=	6.3	nM	8.2	Inhibition of TNF-alpha production by lipopolysaccharide-stimulated human periph...	9873730
PBMC	IC50	=	6.3	nM	8.2	Inhibition of LPS-stimulated TH+NF-alphs production by human peripheral blood mo...	9784093
MAP kinase p38	IC50	=	7.0	nM	8.15	Inhibition of LPS-induced p38-related TNF-alpha production in human peripheral b...	12565927
PBMC	IC50	=	23.0	nM	7.64	Inhibition of staphylococcal enterotoxin B(SEB) stimulated tumor necrosis factor...	9784093
PBMC	IC50	=	26.0	nM	7.58	Inhibition of LPS-induced IL1-beta production in human peripheral blood mononucl...	9784093
Mitogen-activated protein kinase 14	IC50	=	52.0	nM	7.28	Inhibitory activity against mitogen activated protein (MAP) kinase p38 alpha.	15012994
Mitogen-activated protein kinase 14	IC50	=	75.0	nM	7.12	DRUGMATRIX: Protein Serine/Threonine Kinase, p38alpha enzyme inhibition (substra...	-
Cytochrome P450 2D6	IC50	=	200.0	nM	6.7	DRUGMATRIX: CYP450, 2D6 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin)	-
Adenosine receptor A1	Ki	=	518.0	nM	6.29	DRUGMATRIX: Adenosine A1 radioligand binding (ligand: DPCPX)	-
Adenosine receptor A2a	Ki	=	580.0	nM	6.24	DRUGMATRIX: Adenosine A2A radioligand binding (ligand: AB-MECA)	-
5-hydroxytryptamine receptor 2C	Ki	=	648.0	nM	6.19	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ...	-
Adenosine receptor A1	IC50	=	887.0	nM	6.05	DRUGMATRIX: Adenosine A1 radioligand binding (ligand: DPCPX)	-
Cytochrome P450 2C9	IC50	=	1000.0	nM	6.0	DRUGMATRIX: CYP450, 2C9 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin)	-
Cytochrome P450 3A4	IC50	=	1000.0	nM	6.0	DRUGMATRIX: CYP450, 3A4 enzyme inhibition (substrate: 7-Benzyloxy-4-(trifluorome...	-
Adenosine receptor A2a	IC50	=	1032.0	nM	5.99	DRUGMATRIX: Adenosine A2A radioligand binding (ligand: AB-MECA)	-
Sodium-dependent noradrenaline transporter	IC50	=	1070.0	nM	5.97	DRUGMATRIX: Norepinephrine Transporter radioligand binding (ligand: [125I] RTI-5...	-
Sodium-dependent noradrenaline transporter	Ki	=	1061.0	nM	5.97	DRUGMATRIX: Norepinephrine Transporter radioligand binding (ligand: [125I] RTI-5...	-
5-hydroxytryptamine receptor 2C	IC50	=	1237.0	nM	5.91	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ...	-
Mitogen-activated protein kinase 14	IC50	=	1500.0	nM	5.82	Inhibition of murine p38 alpha kinase	12565927
Trypanosoma cruzi	EC50	=	5000.0	nM	5.3	Antitrypanosomal activity against Trypanosoma cruzi amastigotes infected in BESM...	20547819

Literature References

PubMed	DOI	Target Context	# Activities
9784093	10.1021/jm980497b	PBMC	3
9784093	10.1021/jm980497b	Unchecked	2
9873730	10.1016/s0960-894x(98)00589-7	MAP kinase p38	1
9784093	10.1021/jm980497b	Tyrosine-protein kinase Lck	1
9784093	10.1021/jm980497b	Proto-oncogene tyrosine-protein kinase Src	1
9784093	10.1021/jm980497b	cAMP-dependent protein kinase (PKA)	1
9784093	10.1021/jm980497b	Mitogen-activated protein kinase 1	1
9784093	10.1021/jm980497b	Prostaglandin G/H synthase 1	1
15012994	10.1016/j.bmcl.2003.12.023	Mitogen-activated protein kinase 14	1
12565927	10.1016/s0960-894x(02)01020-x	Mitogen-activated protein kinase 14	1
12565927	10.1016/s0960-894x(02)01020-x	MAP kinase p38	1
12565927	10.1016/s0960-894x(02)01020-x	Mus musculus	1
20547819	10.1128/aac.01777-09	ADMET	1
20547819	10.1128/aac.01777-09	Trypanosoma cruzi	1
20547819	10.1128/aac.01777-09	Unchecked	1

Data from ChEMBL 36 via Core Engine