Compound Detail

CHEMBL3087009

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O=C1c2cc(F)ccc2-n2c1nc1ccc(F)cc1c2=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3087009
Phase	Preclinical
Structure Type	MOL
InChI Key	PNIGSYVPVQBQOJ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

284.2

MW (Da)

2.21

ALogP

HBA

HBD

52.0

PSA (Å²)

0.50

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C15H6F2N2O2
MW	284.22
Aromatic Rings	3
Heavy Atoms	21
NP-Likeness	-0.43

Activity Summary

IC50 11 meas. best 7.23

Ki 5 meas. best 6.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tryptophan 2,3-dioxygenase CHEMBL2140	IC50	7.23	6.7567	59.0	3
Indoleamine 2,3-dioxygenase 1 CHEMBL4685	IC50	6.33	5.95	466.0	4
Tryptophan 2,3-dioxygenase CHEMBL2140	Ki	6.0	6.0	1000.0	1
Indoleamine 2,3-dioxygenase 1 CHEMBL4685	Ki	5.26	5.26	5480.0	2
Indoleamine 2,3-dioxygenase 2 CHEMBL3627587	IC50	5.09	4.875	8190.0	4
Indoleamine 2,3-dioxygenase 2 CHEMBL3627587	Ki	4.88	4.88	13200.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tryptophan 2,3-dioxygenase	IC50	=	59.0	nM	7.23	Inhibition of TDO (unknown origin) expressed in HEK293 cells using L-Trp as subs...	30321802
Tryptophan 2,3-dioxygenase	IC50	=	62.0	nM	7.21	Inhibition of TDO in human U87 MG cells using L-Trp as substrate after 8 hrs	30321802
Indoleamine 2,3-dioxygenase 1	IC50	=	466.0	nM	6.33	Inhibition of human IDO1 expressed in HEK293 cells assessed as kynurenine releas...	24099220
Indoleamine 2,3-dioxygenase 1	IC50	=	466.0	nM	6.33	Inhibition of IDO1 in human U87MG cells in presence of L-tryptophan incubated fo...	-
Tryptophan 2,3-dioxygenase	Ki	=	1000.0	nM	6.0	Mixed type uncompetitive inhibition of recombinant full length C-terminal His-ta...	30321802
Tryptophan 2,3-dioxygenase	IC50	=	1490.0	nM	5.83	Inhibition of recombinant full length C-terminal His-tagged human TDO expressed ...	30321802
Indoleamine 2,3-dioxygenase 1	IC50	=	2720.0	nM	5.57	Uncompetitive inhibition of human recombinant IDO1 using L-tryptophan as substra...	24099220
Indoleamine 2,3-dioxygenase 1	IC50	=	2720.0	nM	5.57	Inhibition of IDO1 (unknown origin) using L-tryptophan as substrate assessed as ...	-
Indoleamine 2,3-dioxygenase 1	Ki	=	5480.0	nM	5.26	Uncompetitive inhibition of human recombinant IDO1 using L-tryptophan as substra...	24099220
Indoleamine 2,3-dioxygenase 1	Ki	=	5480.0	nM	5.26	Uncompetitive inhibition of IDO1 (unknown origin) using L-tryptophan as substrat...	-
Indoleamine 2,3-dioxygenase 2	IC50	=	8200.0	nM	5.09	Inhibition of recombinant human IDO2 expressed in human U87MG cells assessed as ...	27475108
Indoleamine 2,3-dioxygenase 2	IC50	=	8190.0	nM	5.09	Inhibition of IDO2 (unknown origin) expressed in human U87MG cells in presence o...	-
Indoleamine 2,3-dioxygenase 2	Ki	=	13200.0	nM	4.88	Mixed competitive inhibition of recombinant human C-terminal His6-tagged IDO2 (1...	27475108
Indoleamine 2,3-dioxygenase 2	Ki	=	13240.0	nM	4.88	Mixed competitive inhibition of human IDO2 using L-tryptophan as substrate incub...	-
Indoleamine 2,3-dioxygenase 2	IC50	=	21700.0	nM	4.66	Inhibition of recombinant human C-terminal His6-tagged IDO2 (14-420 residues) ex...	27475108
Indoleamine 2,3-dioxygenase 2	IC50	=	21720.0	nM	4.66	Inhibition of human IDO2 using L-tryptophan as substrate assessed as reduction i...	-

Literature References

PubMed	DOI	Target Context	# Activities
27475108	10.1016/j.ejmech.2016.07.013	Indoleamine 2,3-dioxygenase 2	5
30321802	10.1016/j.ejmech.2018.10.017	Tryptophan 2,3-dioxygenase	4
24099220	10.1021/jm401195n	Indoleamine 2,3-dioxygenase 1	3
24099220	10.1021/jm401195n	Lewis lung carcinoma cell line	1

Data from ChEMBL 36 via Core Engine