Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL584991

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
Nc1nonc1/C(=N/O)Nc1ccc(F)c(Cl)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL584991
Phase Preclinical
Structure Type MOL
InChI Key HGXSLPIXNPASGZ-UHFFFAOYSA-N
8
Targets
41
Activities
3
Assay Types
5
PK Parameters
20
Publications
0
Known Names

Molecular Properties

271.6
MW (Da)
1.69
ALogP
6
HBA
3
HBD
109.6
PSA (Ų)
0.33
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C9H7ClFN5O2
MW 271.64
Aromatic Rings 2
Heavy Atoms 18
NP-Likeness -2.29

Activity Summary

IC50 37 meas. best 8.26
EC50 2 meas. best 7.72
Ki 2 meas. best 7.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
 IC50 8.26 7.2921 5.5 24
HeLa
CHEMBL399
 EC50 7.72 7.72 19.0 1
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
 Ki 7.66 6.065 22.0 2
Indoleamine 2,3-dioxygenase 1
CHEMBL1075294
 IC50 7.34 6.78 46.0 3
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
 EC50 7.23 7.23 59.0 1
Tryptophan 2,3-dioxygenase
CHEMBL2140
 IC50 5.52 4.91 3000.0 6
A2780
CHEMBL614004
 IC50 4.83 4.83 14880.0 1
Unchecked
CHEMBL612545
 IC50 4.74 4.74 18390.0 1
HK-2
CHEMBL4296428
 IC50 4.51 4.51 30810.0 1
Tryptophan 2,3-dioxygenase
CHEMBL1075307
 IC50 4.22 4.22 60000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 9.5 mL.min-1.kg-1 Homo sapiens
CL 36.67 mL.min-1.kg-1 Rattus norvegicus
CL 36.67 mL.min-1.kg-1 Rattus norvegicus
CL 0.03667 mL.min-1.kg-1 Rattus norvegicus
T1/2 0.5 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Indoleamine 2,3-dioxygenase 1 IC50 = 5.5 nM 8.26 Indoleamine-2,3-Dioxygenase 1 Inhibitory Activity: Experimental method: IDO-1 ca... -
Indoleamine 2,3-dioxygenase 1 IC50 = 13.0 nM 7.89 Inhibition of recombinant human IDO1 S167A mutant expressed in Escherichia coli ... 28011425
Indoleamine 2,3-dioxygenase 1 IC50 = 14.0 nM 7.85 Inhibition of IDO1 in interferon-gamma-induced human SKOV3 cells assessed as N-f... 32071686
Indoleamine 2,3-dioxygenase 1 IC50 = 14.0 nM 7.85 Inhibition of IDO1 in human SKOV3 cells 33333163
Indoleamine 2,3-dioxygenase 1 IC50 = 19.0 nM 7.72 Inhibition of indoleamine 2,3-dioxygenase in IFN-gamma-stimulated human HeLa cel... 19507862
Indoleamine 2,3-dioxygenase 1 IC50 = 19.0 nM 7.72 Inhibition of IDO1 in IFN-gamma-stimulated human HeLa cells assessed as decrease... 28523098
HeLa EC50 = 19.0 nM 7.72 Antiproliferative activity against human HeLa cells assessed as reduction in cel... 33569941
Indoleamine 2,3-dioxygenase 1 IC50 = 20.0 nM 7.7 Inhibition of full length recombinant human His-tagged IDO1 expressed in mouse L... 28011425
Indoleamine 2,3-dioxygenase 1 Ki = 22.0 nM 7.66 Inhibition of N-terminus 6xHis-tagged human IDO1 expressed in Escherichia coli M... 27994758
Indoleamine 2,3-dioxygenase 1 IC50 = 46.0 nM 7.34 Inhibition of indoleamine 2,3-dioxygenase in mouse B16 cells assessed as kynuren... 19507862
Indoleamine 2,3-dioxygenase 1 IC50 = 51.0 nM 7.29 Inhibition of recombinant human IDO1 expressed in bacterial expression system us... 28011425
Indoleamine 2,3-dioxygenase 1 IC50 = 53.0 nM 7.28 Inhibition of recombinant human IDO1 assessed as N-formylkynurenine formation us... 27267006
Indoleamine 2,3-dioxygenase 1 IC50 = 58.0 nM 7.24 Inhibition of IDO1 in IFN-gamma-stimulated human HeLa cells assessed as decrease... 31525930
Indoleamine 2,3-dioxygenase 1 IC50 = 59.0 nM 7.23 Inhibition of human IDO1 in IFN-gamma-induced human MDA-MB-231 cells assessed as... 27267006
Indoleamine 2,3-dioxygenase 1 EC50 = 59.0 nM 7.23 Inhibition of IDO1 in IFNgamma-induced human MDA-MB-231 cells using tryptophan a... 27994758
Indoleamine 2,3-dioxygenase 1 IC50 = 60.0 nM 7.22 Inhibition of human IDO1 transfected in mouse P815B clone-6 cells by HPLC analys... 22616902
Indoleamine 2,3-dioxygenase 1 IC50 = 60.0 nM 7.22 Inhibition of recombinant human IDO1 expressed in Escherichia coli EC538 assesse... 33901770
Indoleamine 2,3-dioxygenase 1 IC50 = 67.0 nM 7.17 Inhibition of N-terminal his-tagged human indoleamine 2,3-dioxygenase expressed ... 19507862
Indoleamine 2,3-dioxygenase 1 IC50 = 67.0 nM 7.17 Inhibition of IDO1 (unknown origin) 33569941
Indoleamine 2,3-dioxygenase 1 IC50 = 73.0 nM 7.14 Inhibition of recombinant human IDO1 using L-tryptophan as substrate incubated u... 31999451

Literature References

PubMed DOI Target Context # Activities
31525930 10.1021/acs.jmedchem.9b00942 Indoleamine 2,3-dioxygenase 1 11
19507862 10.1021/jm900518f Mus musculus 7
27267006 10.1016/j.ejmech.2016.05.061 Indoleamine 2,3-dioxygenase 1 4
22616902 10.1021/jm300260v Indoleamine 2,3-dioxygenase 1 4
28011425 10.1016/j.ejmech.2016.12.029 Indoleamine 2,3-dioxygenase 1 4
19507862 10.1021/jm900518f Indoleamine 2,3-dioxygenase 1 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
27994758 10.1021/acsmedchemlett.6b00359 Indoleamine 2,3-dioxygenase 1 4
19507862 10.1021/jm900518f B16 3
28523098 10.1021/acsmedchemlett.6b00391 Indoleamine 2,3-dioxygenase 1 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
32071686 10.1021/acsmedchemlett.9b00572 Indoleamine 2,3-dioxygenase 1 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
33333163 10.1016/j.bmcl.2020.127744 Indoleamine 2,3-dioxygenase 1 2
28523098 10.1021/acsmedchemlett.6b00391 Liver 2
27994758 10.1021/acsmedchemlett.6b00359 Tryptophan 2,3-dioxygenase 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
22616902 10.1021/jm300260v Tryptophan 2,3-dioxygenase 2
19507862 10.1021/jm900518f Tryptophan 2,3-dioxygenase 2
27267006 10.1016/j.ejmech.2016.05.061 MDA-MB-231 2

Data from ChEMBL 36 via Core Engine