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Compound Detail

CHEMBL4471831

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O=C1c2cc(F)ccc2-n2c1nc1ccc(N3CCNCC3)cc1c2=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4471831
Phase Preclinical
Structure Type MOL
InChI Key RPUURHIUQGSCQG-UHFFFAOYSA-N
3
Targets
9
Activities
2
Assay Types
0
PK Parameters
3
Publications
0
Known Names

Molecular Properties

350.4
MW (Da)
1.48
ALogP
6
HBA
1
HBD
67.2
PSA (Ų)
0.56
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 C19H15FN4O2
MW 350.35
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -0.71

Activity Summary

IC50 6 meas. best 6.54
Ki 3 meas. best 6.17

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tryptophan 2,3-dioxygenase
CHEMBL2140
 IC50 6.54 6.02 290.0 2
Tryptophan 2,3-dioxygenase
CHEMBL2140
 Ki 6.17 6.17 670.0 1
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
 IC50 6.12 6.02 760.0 2
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
 Ki 5.22 5.22 6080.0 1
Indoleamine 2,3-dioxygenase 2
CHEMBL3627587
 IC50 4.75 4.565 17760.0 2
Indoleamine 2,3-dioxygenase 2
CHEMBL3627587
 Ki 4.43 4.43 36940.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tryptophan 2,3-dioxygenase IC50 = 290.0 nM 6.54 Inhibition of human TDO transfected in HEK293 cells assessed as reduction in kyn... 31580660
Tryptophan 2,3-dioxygenase Ki = 670.0 nM 6.17 Mixed uncompetitive inhibition of recombinant human TDO expressed in Escherichia... 31580660
Indoleamine 2,3-dioxygenase 1 IC50 = 760.0 nM 6.12 Inhibition of IDO1 in IFN-gamma stimulated human HeLa cells assessed as reductio... 31580660
Indoleamine 2,3-dioxygenase 1 IC50 = 1190.0 nM 5.92 Inhibition of recombinant human IDO1 expressed in Escherichia coli BL21 cells as... 31580660
Tryptophan 2,3-dioxygenase IC50 = 3150.0 nM 5.5 Inhibition of recombinant human TDO expressed in Escherichia coli BL21 (DE3) ass... 31580660
Indoleamine 2,3-dioxygenase 1 Ki = 6080.0 nM 5.22 Uncompetitive inhibition of recombinant human IDO1 expressed in Escherichia coli... 31580660
Indoleamine 2,3-dioxygenase 2 IC50 = 17760.0 nM 4.75 Inhibition of human IDO2 transfected in human U87MG cells assessed as reduction ... 31580660
Indoleamine 2,3-dioxygenase 2 Ki = 36940.0 nM 4.43 Uncompetitive inhibition of C-terminal His6-tagged human IDO2 (14 to 420 residue... 31580660
Indoleamine 2,3-dioxygenase 2 IC50 = 41630.0 nM 4.38 Inhibition of C-terminal His6-tagged human IDO2 (14 to 420 residues) expressed i... 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

Data from ChEMBL 36 via Core Engine