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

CHEMBL4536439

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
CN1CCN(c2ccc3nc4n(c(=O)c3c2)-c2ccc(F)cc2C4=O)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4536439
Phase Preclinical
Structure Type MOL
InChI Key OSSUXLNEXORTJB-UHFFFAOYSA-N
3
Targets
12
Activities
2
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

364.4
MW (Da)
1.82
ALogP
6
HBA
0
HBD
58.4
PSA (Ų)
0.52
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H17FN4O2
MW 364.38
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -0.84

Activity Summary

IC50 9 meas. best 6.6
Ki 3 meas. best 6.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tryptophan 2,3-dioxygenase
CHEMBL2140
 Ki 6.77 6.77 170.0 1
Tryptophan 2,3-dioxygenase
CHEMBL2140
 IC50 6.6 6.1033 250.0 3
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
 IC50 6.3 5.8967 500.0 3
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
 Ki 5.16 5.16 6920.0 1
Indoleamine 2,3-dioxygenase 2
CHEMBL3627587
 IC50 4.73 4.3867 18440.0 3
Indoleamine 2,3-dioxygenase 2
CHEMBL3627587
 Ki 4.7 4.7 19860.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tryptophan 2,3-dioxygenase Ki = 170.0 nM 6.77 Mixed uncompetitive inhibition of recombinant human TDO expressed in Escherichia... 31580660
Tryptophan 2,3-dioxygenase IC50 = 250.0 nM 6.6 Inhibition of human TDO transfected in HEK293 cells assessed as reduction in kyn... 31580660
Indoleamine 2,3-dioxygenase 1 IC50 = 500.0 nM 6.3 Inhibition of IDO1 (unknown origin) 35952367
Tryptophan 2,3-dioxygenase IC50 = 760.0 nM 6.12 Inhibition of TDO (unknown origin) 35952367
Indoleamine 2,3-dioxygenase 1 IC50 = 1870.0 nM 5.73 Inhibition of IDO1 in IFN-gamma stimulated human HeLa cells assessed as reductio... 31580660
Indoleamine 2,3-dioxygenase 1 IC50 = 2200.0 nM 5.66 Inhibition of recombinant human IDO1 expressed in Escherichia coli BL21 cells as... 31580660
Tryptophan 2,3-dioxygenase IC50 = 2590.0 nM 5.59 Inhibition of recombinant human TDO expressed in Escherichia coli BL21 (DE3) ass... 31580660
Indoleamine 2,3-dioxygenase 1 Ki = 6920.0 nM 5.16 Noncompetitive inhibition of recombinant human IDO1 expressed in Escherichia col... 31580660
Indoleamine 2,3-dioxygenase 2 IC50 = 18440.0 nM 4.73 Inhibition of IDO2 (unknown origin) 35952367
Indoleamine 2,3-dioxygenase 2 Ki = 19860.0 nM 4.7 Noncompetitive inhibition of C-terminal His6-tagged human IDO2 (14 to 420 residu... 31580660
Indoleamine 2,3-dioxygenase 2 IC50 = 46820.0 nM 4.33 Inhibition of C-terminal His6-tagged human IDO2 (14 to 420 residues) expressed i... 31580660
Indoleamine 2,3-dioxygenase 2 IC50 = 79000.0 nM 4.1 Inhibition of human IDO2 transfected in human U87MG cells assessed as reduction ... 31580660

Literature References

PubMed DOI Target Context # Activities
31580660 10.1021/acs.jmedchem.9b01079 Indoleamine 2,3-dioxygenase 1 3
31580660 10.1021/acs.jmedchem.9b01079 Indoleamine 2,3-dioxygenase 2 3
31580660 10.1021/acs.jmedchem.9b01079 Tryptophan 2,3-dioxygenase 3
35952367 10.1021/acs.jmedchem.2c00263 Indoleamine 2,3-dioxygenase 1 1
35952367 10.1021/acs.jmedchem.2c00263 Indoleamine 2,3-dioxygenase 2 1
35952367 10.1021/acs.jmedchem.2c00263 Tryptophan 2,3-dioxygenase 1

Data from ChEMBL 36 via Core Engine