Compound Detail

CHEMBL1956290

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

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1956290
Phase	Preclinical
Structure Type	MOL
InChI Key	OFUZRRSLIRZBNG-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

361.2

MW (Da)

4.21

ALogP

HBA

HBD

55.1

PSA (Å²)

0.69

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C14H9F6N5
MW	361.25
Aromatic Rings	3
Heavy Atoms	25
NP-Likeness	-2.08

Activity Summary

IC50 10 meas. best 8.2

EC50 1 meas. best 7.14

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Plasmodium falciparum CHEMBL364	IC50	8.2	7.92	6.3	2
Dihydroorotate dehydrogenase CHEMBL3486	IC50	7.46	7.46	35.0	2
Dihydroorotate dehydrogenase (quinone), mitochondrial CHEMBL3588732	IC50	7.46	7.46	35.0	1
Unchecked CHEMBL612545	IC50	7.46	5.8067	35.0	3
Plasmodium falciparum CHEMBL364	EC50	7.14	7.14	73.0	1
Dihydroorotate dehydrogenase (quinone), mitochondrial CHEMBL2383	IC50	5.46	5.46	3500.0	1
Dihydroorotate dehydrogenase (quinone), mitochondrial CHEMBL2991	IC50	5.01	5.01	9700.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	6.0	mL.min-1.g-1	Mus musculus
CL	5.0	mL.min-1.g-1	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Plasmodium falciparum	IC50	=	6.3	nM	8.2	Antimalarial activity against Plasmodium falciparum 3D7 infected in RBC after 72...	24801997
Plasmodium falciparum	IC50	=	23.0	nM	7.64	Antimalarial activity against Chloroquine resistant Plasmodium falciparum W2	32771798
Dihydroorotate dehydrogenase	IC50	=	35.0	nM	7.46	Inhibition of Plasmodium falciparum C-terminal hexa-His tagged DHODH expressed i...	21696174
Dihydroorotate dehydrogenase	IC50	=	35.0	nM	7.46	Inhibition of N-terminal His6-tagged recombinant Plasmodium falciparum DHODH (am...	24801997
Unchecked	IC50	=	35.0	nM	7.46	Inhibition of Plasmodium falciparum DHODH expressed in Escherichia coli using L-...	27721149
Dihydroorotate dehydrogenase (quinone), mitochondrial	IC50	=	35.0	nM	7.46	Inhibiton Assay: For studying inhibition of Plasmodium or human DHODH enzyme, tw...	-
Plasmodium falciparum	EC50	=	73.0	nM	7.14	Antimalarial activity against Plasmodium falciparum 3D7 by [3H]hypoxanthine inco...	21696174
Unchecked	IC50	=	1300.0	nM	5.89	Inhibition of Plasmodium berghei C-terminal hexa-His tagged DHODH expressed in E...	21696174
Dihydroorotate dehydrogenase (quinone), mitochondrial	IC50	=	3500.0	nM	5.46	Inhibition of rat DHODH (amino acid residues 30 to 396) expressed in Escherichia...	24801997
Dihydroorotate dehydrogenase (quinone), mitochondrial	IC50	=	9700.0	nM	5.01	Inhibition of mouse DHODH (amino acid residues 30 to 396) expressed in Escherich...	24801997
Unchecked	IC50	=	86000.0	nM	4.07	Inhibition of dog DHODH (amino acid residues 48 to 414) expressed in Escherichia...	24801997

Literature References

PubMed	DOI	Target Context	# Activities
24801997	10.1021/jm500481t	Dihydroorotate dehydrogenase (quinone), mitochondrial	3
21696174	10.1021/jm200592f	No relevant target	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
24801997	10.1021/jm500481t	Plasmodium falciparum	1
24801997	10.1021/jm500481t	Dihydroorotate dehydrogenase	1
24801997	10.1021/jm500481t	Unchecked	1
27721149	10.1016/j.ejmech.2016.09.085	Unchecked	1
32771798	10.1016/j.ejmech.2020.112652	Plasmodium falciparum	1

Data from ChEMBL 36 via Core Engine