Compound Detail

CHEMBL1098875

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O=C1c2cc(F)ccc2-n2c1nc1ccccc1c2=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1098875
Phase	Preclinical
Structure Type	MOL
InChI Key	UXBGZQXHNVNPFT-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

266.2

MW (Da)

2.07

ALogP

HBA

HBD

52.0

PSA (Å²)

0.49

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C15H7FN2O2
MW	266.23
Aromatic Rings	3
Heavy Atoms	20
NP-Likeness	-0.44

Activity Summary

IC50 26 meas. best 7.64

Ki 5 meas. best 6.79

EC50 2 meas. best 5.05

Kd 1 meas. best 4.33

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Indoleamine 2,3-dioxygenase 1 CHEMBL4685	IC50	7.64	6.61	23.0	4
Plasmodium falciparum CHEMBL364	IC50	7.24	7.12	57.0	2
Tryptophan 2,3-dioxygenase CHEMBL2140	IC50	7.22	6.8067	60.0	3
Indoleamine 2,3-dioxygenase 1 CHEMBL4685	Ki	6.79	6.79	161.0	2
Tryptophan 2,3-dioxygenase CHEMBL2140	Ki	6.47	6.47	336.0	1
Heat shock protein HSP 90-alpha CHEMBL3880	IC50	6.36	6.36	433.4	1
Indoleamine 2,3-dioxygenase 2 CHEMBL3627587	IC50	5.92	5.5175	1200.0	4
HepG2 CHEMBL395	IC50	5.71	5.71	1970.0	1
A549 CHEMBL392	IC50	5.63	5.295	2360.0	2
K562 CHEMBL385	IC50	5.58	5.58	2660.0	1
Indoleamine 2,3-dioxygenase 2 CHEMBL3627587	Ki	5.46	5.46	3500.0	2
Apoptotic protease-activating factor 1 CHEMBL1795093	IC50	5.42	4.795	3800.0	2
Hep 3B2 CHEMBL4296437	IC50	5.39	5.39	4100.0	1
Unchecked CHEMBL612545	EC50	5.05	5.025	8842.0	2
PC-3 CHEMBL390	IC50	4.97	4.97	10590.0	1
Unchecked CHEMBL612545	IC50	4.39	4.305	40900.0	2
Indoleamine 2,3-dioxygenase 1 CHEMBL4685	Kd	4.33	4.33	46800.0	1
MC3T3-E1 CHEMBL4296463	IC50	4.01	4.01	97010.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Indoleamine 2,3-dioxygenase 1	IC50	=	23.0	nM	7.64	Inhibition of human IDO1 expressed in HEK293 cells assessed as kynurenine releas...	24099220
Plasmodium falciparum	IC50	=	57.0	nM	7.24	Antiplasmodial activity against Plasmodium falciparum NF54 assessed as growth in...	33823394
Tryptophan 2,3-dioxygenase	IC50	=	60.0	nM	7.22	Inhibition of TDO in human U87 MG cells using L-Trp as substrate after 8 hrs	30321802
Tryptophan 2,3-dioxygenase	IC50	=	68.0	nM	7.17	Inhibition of TDO (unknown origin) expressed in HEK293 cells using L-Trp as subs...	30321802
Plasmodium falciparum	IC50	=	100.0	nM	7.0	Antiplasmodial activity against Plasmodium falciparum DD2 assessed as growth inh...	33823394
Indoleamine 2,3-dioxygenase 1	Ki	=	161.0	nM	6.79	Uncompetitive inhibition of human recombinant IDO1 using L-tryptophan as substra...	24099220
Indoleamine 2,3-dioxygenase 1	Ki	=	161.0	nM	6.79	Uncompetitive inhibition of IDO1 (unknown origin) using L-tryptophan as substrat...	-
Tryptophan 2,3-dioxygenase	Ki	=	336.0	nM	6.47	Uncompetitive inhibition of recombinant full length C-terminal His-tagged human ...	30321802
Heat shock protein HSP 90-alpha	IC50	=	433.36	nM	6.36	PUBCHEM_BIOASSAY: Luminescence-based dose response biochemical high throughput s...	-
Indoleamine 2,3-dioxygenase 1	IC50	=	534.0	nM	6.27	Uncompetitive inhibition of human recombinant IDO1 using L-tryptophan as substra...	24099220
Indoleamine 2,3-dioxygenase 1	IC50	=	534.0	nM	6.27	Inhibition of IDO1 (unknown origin) using L-tryptophan as substrate assessed as ...	-
Indoleamine 2,3-dioxygenase 1	IC50	=	550.0	nM	6.26	Indoleamine-2,3-Dioxygenase 1 Inhibitory Activity: Experimental method: IDO-1 ca...	-
Tryptophan 2,3-dioxygenase	IC50	=	937.0	nM	6.03	Inhibition of recombinant full length C-terminal His-tagged human TDO expressed ...	30321802
Indoleamine 2,3-dioxygenase 2	IC50	=	1200.0	nM	5.92	Inhibition of recombinant human IDO2 expressed in human U87MG cells assessed as ...	27475108
Indoleamine 2,3-dioxygenase 2	IC50	=	1230.0	nM	5.91	Inhibition of IDO2 (unknown origin) expressed in human U87MG cells in presence o...	-
HepG2	IC50	=	1970.0	nM	5.71	Antiproliferative activity against human HepG2 cells incubated by 48 hrs by MTT ...	38665827
A549	IC50	=	2360.0	nM	5.63	Antiproliferative activity against human A549 cells incubated by 48 hrs by MTT a...	38665827
K562	IC50	=	2660.0	nM	5.58	Antiproliferative activity against human K562 cells incubated by 48 hrs by MTT a...	38665827
Indoleamine 2,3-dioxygenase 2	Ki	=	3510.0	nM	5.46	Uncompetitive inhibition of human IDO2 using L-tryptophan as substrate incubated...	-
Indoleamine 2,3-dioxygenase 2	Ki	=	3500.0	nM	5.46	Uncompetitive inhibition of recombinant human C-terminal His6-tagged IDO2 (14-42...	27475108

Literature References

PubMed	DOI	Target Context	# Activities
24099220	10.1021/jm401195n	Mus musculus	10
27475108	10.1016/j.ejmech.2016.07.013	Indoleamine 2,3-dioxygenase 2	7
24099220	10.1021/jm401195n	Indoleamine 2,3-dioxygenase 1	4
30321802	10.1016/j.ejmech.2018.10.017	Tryptophan 2,3-dioxygenase	4
23360475	10.1021/np3007167	No relevant target	3
23360475	10.1021/np3007167	Caco-2	3
23360475	10.1021/np3007167	Mycobacterium tuberculosis	3
24099220	10.1021/jm401195n	Lewis lung carcinoma cell line	3
20373766	10.1021/jm901847f	Escherichia coli	2
18824607	10.1128/aac.00903-08	ADMET	2
38665827	10.1039/d3md00698k	A549	2
33823394	10.1016/j.ejmech.2021.113400	Plasmodium falciparum	2
38665827	10.1039/d3md00698k	Hep 3B2	1
38665827	10.1039/d3md00698k	MC3T3-E1	1
32247733	10.1016/j.bmcl.2020.127159	No relevant target	1
28720329	10.1016/j.bmc.2017.07.003	Staphylococcus aureus	1
28720329	10.1016/j.bmc.2017.07.003	Malassezia furfur	1
24099220	10.1021/jm401195n	No relevant target	1
23360475	10.1021/np3007167	Vero	1
23360475	10.1021/np3007167	Liver microsomes	1

Data from ChEMBL 36 via Core Engine