Compound Detail

CHEMBL1956291

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Cc1cc(Nc2ccc(S(F)(F)(F)(F)F)cc2)n2nc(C(F)(F)F)nc2n1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1956291
Phase	Preclinical
Structure Type	MOL
InChI Key	PHPXBFMLYCJALY-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

419.3

MW (Da)

5.85

ALogP

HBA

HBD

55.1

PSA (Å²)

0.54

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

EC50 5 meas. best 8.54

IC50 5 meas. best 7.52

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Plasmodium falciparum CHEMBL364	EC50	8.54	8.116	2.9	5
Dihydroorotate dehydrogenase CHEMBL3486	IC50	7.52	7.52	30.0	1
Unchecked CHEMBL612545	IC50	7.52	6.7533	30.0	3
Dihydroorotate dehydrogenase (quinone), mitochondrial CHEMBL1966	IC50	4.39	4.39	41000.0	1

Parameter	Value	Units	Species
AUC	9560.04	ng.hr.mL-1	Mus musculus
AUC	50316.0	ng.hr.mL-1	Rattus norvegicus
CL	6.0	mL.min-1.g-1	Mus musculus
CL	5.0	mL.min-1.g-1	Homo sapiens
CL	7000.0	mL.min-1.g-1	Homo sapiens
CL	7000.0	mL.min-1.g-1	Rattus norvegicus
CL	7000.0	mL.min-1.g-1	Mus musculus
CL	25000.0	mL.min-1.g-1	Homo sapiens
CL	25000.0	mL.min-1.g-1	Rattus norvegicus
CL	25000.0	mL.min-1.g-1	Mus musculus
CL	8.2	mL.min-1.kg-1	Mus musculus
CL	6.5	mL.min-1.kg-1	Rattus norvegicus
Cmax	3100.0	nM	Mus musculus
Cmax	4000.0	nM	Rattus norvegicus
F	46.0	%	Mus musculus
F	57.0	%	Rattus norvegicus
T1/2	2.5	hr	Mus musculus
T1/2	16.0	hr	Rattus norvegicus
Tmax	1.2	hr	Mus musculus
Tmax	7.0	hr	Rattus norvegicus

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Plasmodium falciparum	EC50	=	2.9	nM	8.54	Antiplasmodial activity against Plasmodium falciparum 3D7 Uganda infected in hum...	33876936
Plasmodium falciparum	EC50	=	2.9	nM	8.54	Antiplasmodial activity against Plasmodium falciparum Dd2 Uganda infected in hum...	33876936
Plasmodium falciparum	EC50	=	3.7	nM	8.43	Antiplasmodial activity against Plasmodium falciparum Uganda field isolated from...	33876936
Plasmodium falciparum	EC50	=	6.0	nM	8.22	Antimalarial activity against drug-resistant Plasmodium falciparum 3D7 infected ...	33876936
Dihydroorotate dehydrogenase	IC50	=	30.0	nM	7.52	Inhibition of Plasmodium falciparum C-terminal hexa-His tagged DHODH expressed i...	21696174
Unchecked	IC50	=	30.0	nM	7.52	Inhibition of Plasmodium falciparum DHODH expressed in Escherichia coli BL21-DE3...	33876936
Unchecked	IC50	=	72.0	nM	7.14	Inhibition of Plasmodium vivax DHODH expressed in Escherichia coli BL21-DE3 usin...	33876936
Plasmodium falciparum	EC50	=	140.0	nM	6.85	Antimalarial activity against Plasmodium falciparum 3D7 by [3H]hypoxanthine inco...	21696174
Unchecked	IC50	=	2500.0	nM	5.6	Inhibition of Plasmodium berghei C-terminal hexa-His tagged DHODH expressed in E...	21696174
Dihydroorotate dehydrogenase (quinone), mitochondrial	IC50	=	41000.0	nM	4.39	Inhibition of human C-terminal hexa-His tagged DHODH expressed in Escherichia co...	21696174

PubMed	DOI	Target Context	# Activities
33876936	10.1021/acs.jmedchem.1c00173	ADMET	30
33876936	10.1021/acs.jmedchem.1c00173	Plasmodium falciparum	8
33876936	10.1021/acs.jmedchem.1c00173	No relevant target	4
21696174	10.1021/jm200592f	No relevant target	2
33876936	10.1021/acs.jmedchem.1c00173	Unchecked	2
21696174	10.1021/jm200592f	Liver	1
21696174	10.1021/jm200592f	Liver microsomes	1
21696174	10.1021/jm200592f	Plasma	1
21696174	10.1021/jm200592f	Plasmodium falciparum	1
21696174	10.1021/jm200592f	Dihydroorotate dehydrogenase (quinone), mitochondrial	1
21696174	10.1021/jm200592f	Unchecked	1
21696174	10.1021/jm200592f	Dihydroorotate dehydrogenase	1
33876936	10.1021/acs.jmedchem.1c00173	Dihydroorotate dehydrogenase (quinone), mitochondrial	1
33876936	10.1021/acs.jmedchem.1c00173	Albumin	1

Data from ChEMBL 36 via Core Engine