Compound Detail

CHEMBL3289672

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Cc1cc(Nc2cc(F)c(C(F)(F)F)c(F)c2)n2nc(C(F)(F)F)nc2n1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3289672
Phase	Preclinical
Structure Type	MOL
InChI Key	JEEOGRYTTNEULC-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

397.2

MW (Da)

4.49

ALogP

HBA

HBD

55.1

PSA (Å²)

0.65

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C14H7F8N5
MW	397.23
Aromatic Rings	3
Heavy Atoms	27
NP-Likeness	-1.86

Activity Summary

IC50 11 meas. best 8.74

Kd 1 meas. best 8.02

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Plasmodium falciparum CHEMBL364	IC50	8.74	8.74	1.8	1
Dihydroorotate dehydrogenase CHEMBL3486	Kd	8.02	8.02	9.6	1
Dihydroorotate dehydrogenase CHEMBL3486	IC50	7.66	7.66	22.0	1
Dihydroorotate dehydrogenase (quinone), mitochondrial CHEMBL3588732	IC50	7.66	7.66	22.0	1
Unchecked CHEMBL612545	IC50	7.66	6.1675	22.0	4
Dihydroorotate dehydrogenase (quinone), mitochondrial CHEMBL2383	IC50	7.31	7.31	49.0	1
Dihydroorotate dehydrogenase (quinone), mitochondrial CHEMBL2991	IC50	7.06	7.06	88.0	1
Dihydroorotate dehydrogenase (quinone), mitochondrial CHEMBL1966	IC50	5.8	5.74	1600.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Plasmodium falciparum	IC50	=	1.8	nM	8.74	Antimalarial activity against Plasmodium falciparum 3D7 infected in RBC after 72...	24801997
Dihydroorotate dehydrogenase	Kd	=	9.6	nM	8.02	Binding affinity to Plasmodium falciparum DHODH by isothermal titration calorime...	24801997
Dihydroorotate dehydrogenase	IC50	=	22.0	nM	7.66	Inhibition of N-terminal His6-tagged recombinant Plasmodium falciparum DHODH (am...	24801997
Unchecked	IC50	=	22.0	nM	7.66	Inhibition of Plasmodium falciparum DHODH expressed in Escherichia coli using L-...	27721149
Dihydroorotate dehydrogenase (quinone), mitochondrial	IC50	=	22.0	nM	7.66	Inhibiton Assay: For studying inhibition of Plasmodium or human DHODH enzyme, tw...	-
Dihydroorotate dehydrogenase (quinone), mitochondrial	IC50	=	49.0	nM	7.31	Inhibition of rat DHODH (amino acid residues 30 to 396) expressed in Escherichia...	24801997
Dihydroorotate dehydrogenase (quinone), mitochondrial	IC50	=	88.0	nM	7.06	Inhibition of mouse DHODH (amino acid residues 30 to 396) expressed in Escherich...	24801997
Unchecked	IC50	=	320.0	nM	6.5	Inhibition of dog DHODH (amino acid residues 48 to 414) expressed in Escherichia...	24801997
Unchecked	IC50	=	900.0	nM	6.05	Inhibition of C-terminal His6-tagged human DHODH (amino acid residues 30 to 396)...	24801997
Dihydroorotate dehydrogenase (quinone), mitochondrial	IC50	=	1600.0	nM	5.8	Inhibition of C-terminal His6-tagged human DHODH (amino acid residues 30 to 396)...	24801997
Dihydroorotate dehydrogenase (quinone), mitochondrial	IC50	=	2100.0	nM	5.68	Inhibition of C-terminal His6-tagged human DHODH (amino acid residues 30 to 396)...	24801997
Unchecked	IC50	=	35000.0	nM	4.46	Inhibition of C-terminal His6-tagged human DHODH (amino acid residues 30 to 396)...	24801997

Literature References

PubMed	DOI	Target Context	# Activities
24801997	10.1021/jm500481t	Unchecked	9
24801997	10.1021/jm500481t	Dihydroorotate dehydrogenase (quinone), mitochondrial	4
24801997	10.1021/jm500481t	Dihydroorotate dehydrogenase	2
24801997	10.1021/jm500481t	Plasmodium falciparum	1
24801997	10.1021/jm500481t	No relevant target	1
27721149	10.1016/j.ejmech.2016.09.085	Unchecked	1

Data from ChEMBL 36 via Core Engine