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Compound Detail

CHEMBL4557994

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O=C(NCc1cccc(Cn2cnc3ccccc32)c1)c1cc(Br)c[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4557994
Phase Preclinical
Structure Type MOL
InChI Key AFACNZCWWHVATI-UHFFFAOYSA-N
4
Targets
11
Activities
2
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

409.3
MW (Da)
4.11
ALogP
3
HBA
2
HBD
62.7
PSA (Ų)
0.52
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H17BrN4O
MW 409.29
Aromatic Rings 4
Heavy Atoms 26
NP-Likeness -1.53

Activity Summary

IC50 10 meas. best 7.9
Kd 1 meas. best 6.26

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Indoleamine 2,3-dioxygenase 1
CHEMBL1075294
 IC50 7.9 7.9 12.7 1
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
 IC50 7.85 7.4157 14.0 7
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
 Kd 6.26 6.26 550.0 1
Tryptophan 2,3-dioxygenase
CHEMBL1075307
 IC50 5.26 5.26 5460.0 1
Unchecked
CHEMBL612545
 IC50 4.17 4.17 67700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Indoleamine 2,3-dioxygenase 1 IC50 = 12.7 nM 7.9 Inhibition of mouse IDO1 transfected in P815 cells assessed as reduction in L-Ky... 32150677
Indoleamine 2,3-dioxygenase 1 IC50 = 14.0 nM 7.85 Inhibition of IDO1 in IFNgamma-stimulated human LXF-289 cells assessed as reduct... 32150677
Indoleamine 2,3-dioxygenase 1 IC50 = 16.0 nM 7.8 Inhibition of IDO1 in IFNgamma-stimulated human A375 cells assessed as reduction... 32150677
Indoleamine 2,3-dioxygenase 1 IC50 = 16.0 nM 7.8 Inhibition of human IDO1 using L-tryptophan as substrate assessed as reduction i... 37866714
Indoleamine 2,3-dioxygenase 1 IC50 = 21.0 nM 7.68 Inhibition of IDO1 in IFNgamma-stimulated human MCF7 cells assessed as reduction... 32150677
Indoleamine 2,3-dioxygenase 1 IC50 = 43.0 nM 7.37 Inhibition of IDO1 in IFNgamma-stimulated human HepG2 cells assessed as reductio... 32150677
Indoleamine 2,3-dioxygenase 1 IC50 = 64.0 nM 7.19 Inhibition of IDO1 in IFNgamma-stimulated human HeLa cells assessed as reduction... 32150677
Indoleamine 2,3-dioxygenase 1 Kd = 550.0 nM 6.26 Binding affinity to NT650-NHS fluorophore-labeled recombinant human N-terminal H... 32150677
Indoleamine 2,3-dioxygenase 1 IC50 = 605.0 nM 6.22 Inhibition of IDO1 in IFNgamma-stimulated human DAN-G cells assessed as reductio... 32150677
Tryptophan 2,3-dioxygenase IC50 = 5460.0 nM 5.26 Inhibition of mouse TDO transfected in P815 cells assessed as reduction in L-Kyn... 32150677
Unchecked IC50 = 67700.0 nM 4.17 Inhibition of CYP450 in rat liver microsomes assessed as reduction in aminopyrin... 32150677

Literature References

PubMed DOI Target Context # Activities
32150677 10.1021/acs.jmedchem.9b01809 Indoleamine 2,3-dioxygenase 1 16
32150677 10.1021/acs.jmedchem.9b01809 ADMET 4
32150677 10.1021/acs.jmedchem.9b01809 Monocyte 3
32150677 10.1021/acs.jmedchem.9b01809 Mus musculus 2
32150677 10.1021/acs.jmedchem.9b01809 A-375 1
32150677 10.1021/acs.jmedchem.9b01809 Tryptophan 2,3-dioxygenase 1
32150677 10.1021/acs.jmedchem.9b01809 No relevant target 1
32150677 10.1021/acs.jmedchem.9b01809 Unchecked 1
37866714 10.1016/j.bmcl.2023.129532 Indoleamine 2,3-dioxygenase 1 1

Data from ChEMBL 36 via Core Engine