Compound Detail

CHEMBL589733

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O=C(Nc1cccc(C(F)(F)F)c1)c1cc(Cl)ccc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL589733
Phase	Preclinical
Structure Type	MOL
InChI Key	OAMVIBKEICGPKK-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

315.7

MW (Da)

4.32

ALogP

HBA

HBD

49.3

PSA (Å²)

0.87

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C14H9ClF3NO2
MW	315.68
Aromatic Rings	2
Heavy Atoms	21
NP-Likeness	-1.70

Activity Summary

IC50 22 meas. best 7.04

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
P2X purinoceptor 1 CHEMBL2094	IC50	7.04	7.04	91.0	1
MRC5 CHEMBL614181	IC50	6.62	6.62	240.8	1
Trypanosoma cruzi CHEMBL368	IC50	6.46	6.46	342.6	1
SARS-CoV-2 CHEMBL4303835	IC50	6.31	6.31	490.0	1
P2X purinoceptor 4 CHEMBL2104	IC50	6.27	6.27	537.0	1
Trypanosoma brucei brucei CHEMBL612851	IC50	6.18	6.18	656.8	1
Trypanosoma brucei rhodesiense CHEMBL612348	IC50	6.16	6.16	699.7	1
Unchecked CHEMBL612545	IC50	6.09	5.5225	820.0	4
HEK293 CHEMBL614818	IC50	6.05	6.05	890.0	1
Plasmodium falciparum CHEMBL364	IC50	5.96	5.7	1088.0	2
Leishmania donovani CHEMBL367	IC50	5.46	5.46	3470.0	1
ADMET CHEMBL612558	IC50	5.23	5.23	5900.0	1
P2X purinoceptor 7 CHEMBL4805	IC50	5.2	5.2	6320.0	1
Solute carrier family 2, facilitated glucose transporter member 1 CHEMBL2535	IC50	5.18	5.18	6594.0	1
Hexose transporter 1 CHEMBL4697	IC50	5.17	5.17	6745.0	1
Glucose transporter CHEMBL3431938	IC50	5.17	5.17	6745.0	1
Transmembrane protease serine 4 CHEMBL2331048	IC50	4.89	4.89	13000.0	1
Leishmania infantum CHEMBL612848	IC50	4.79	4.79	16227.9	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
P2X purinoceptor 1	IC50	=	91.0	nM	7.04	Antagonist activity at non-desensitizing human P2X1 receptor ( P2X2/P2X1 chimera...	32345019
MRC5	IC50	=	240.81	nM	6.62	MMV: Cytotoxicity against human fibroblasts (MRC-5) cells.	-
Trypanosoma cruzi	IC50	=	342.59	nM	6.46	MMV: Inhibition of Trypanosoma cruzi (Tulahuen C4 LacZ) (Chagas in vitro).	-
SARS-CoV-2	IC50	=	490.0	nM	6.31	Antiviral activity against SARS-CoV-2 infected in African Green monkey Vero cell...	35344901
P2X purinoceptor 4	IC50	=	537.0	nM	6.27	Antagonist activity at human P2X4 receptor expressed in human 1321N1 cells asses...	32345019
Trypanosoma brucei brucei	IC50	=	656.76	nM	6.18	MMV: Inhibition of Trypanosoma brucei brucei (Squib 427) (HAT in vitro).	-
Trypanosoma brucei rhodesiense	IC50	=	699.72	nM	6.16	MMV: Inhibition of Trypanosoma brucei rhodesiense (STIB 900) (HAT in vitro).	-
Unchecked	IC50	=	820.0	nM	6.09	MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva...	-
HEK293	IC50	=	890.0	nM	6.05	Inhibition of Wnt/beta-catenin in HEK293 cells assessed as inhibition of Wnt3A-s...	26272032
Plasmodium falciparum	IC50	=	1088.0	nM	5.96	MMV: IC50 determined against P. falciparum Dd2-luc strain using a Malaria Sybr G...	-
Leishmania donovani	IC50	=	3470.0	nM	5.46	Antileishmanial activity against Leishmania donovani amastigotes infected in J77...	36565533
Plasmodium falciparum	IC50	=	3617.63	nM	5.44	MMV: Growth inhibition of P. falciparum cultures was quantified using a parasite...	-
Unchecked	IC50	=	3710.0	nM	5.43	MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva...	-
Unchecked	IC50	=	5100.0	nM	5.29	MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva...	-
Unchecked	IC50	=	5210.0	nM	5.28	MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva...	-
ADMET	IC50	=	5900.0	nM	5.23	Cytotoxicity against mouse macrophage cell line J774.1 (ATCC TIB-67) for 3 days ...	23211970
P2X purinoceptor 7	IC50	=	6320.0	nM	5.2	Antagonist activity at human P2X7 receptor expressed in human 1321N1 cells asses...	32345019
Solute carrier family 2, facilitated glucose transporter member 1	IC50	=	6594.0	nM	5.18	ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes...	-
Hexose transporter 1	IC50	=	6745.0	nM	5.17	ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes...	-
Glucose transporter	IC50	=	6745.0	nM	5.17	ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes...	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL2363022	Schistosoma mansoni	9
-	10.6019/CHEMBL5303304	U2OS	9
-	10.6019/CHEMBL5303304	HEK-293T	8
-	10.6019/CHEMBL5303304	Fibroblast	7
-	10.6019/CHEMBL3301486	Unchecked	7
-	10.6019/CHEMBL3301472	Human immunodeficiency virus 1	7
-	10.6019/CHEMBL3301472	NON-PROTEIN TARGET	6
35344901	10.1016/j.ejmech.2022.114295	ADMET	4
-	10.6019/CHEMBL3137381	Onchocerca lienalis	4
-	10.6019/CHEMBL3301464	Unchecked	4
-	10.6019/CHEMBL2094260	Mycobacterium tuberculosis	4
-	10.6019/CHEMBL3301546	Saccharomyces cerevisiae	3
20485428	10.1038/nature09099	Plasmodium falciparum	2
22970937	10.1021/jm3007596	Toxoplasma gondii	2
35344901	10.1016/j.ejmech.2022.114295	Vero C1008	2
32345019	10.1021/acs.jmedchem.0c00435	P2X purinoceptor 2	2
32345019	10.1021/acs.jmedchem.0c00435	P2X purinoceptor 1	2
32345019	10.1021/acs.jmedchem.0c00435	P2X purinoceptor 3	2
-	10.6019/CHEMBL3301458	Voltage-gated inwardly rectifying potassium channel KCNH2	2
-	10.6019/CHEMBL3301451	Plasmodium falciparum	2

Data from ChEMBL 36 via Core Engine