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Compound Detail

CHEMBL567967

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O=C1C(c2ccccc2)=[N+]([O-])c2ccccc21

Basic Information

ChEMBL ID CHEMBL567967
Phase Preclinical
Structure Type MOL
InChI Key WXFLHMJSSLDOPA-UHFFFAOYSA-N
7
Targets
12
Activities
2
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

223.2
MW (Da)
2.51
ALogP
2
HBA
0
HBD
43.1
PSA (Ų)
0.55
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C14H9NO2
MW 223.23
Aromatic Rings 2
Heavy Atoms 17
NP-Likeness 0.43

Activity Summary

IC50 9 meas. best 6.06
EC50 3 meas. best 4.9

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
IC50 6.06 5.74 870.0 3
Plasmodium falciparum
CHEMBL364
IC50 6.05 6.05 889.0 1
Serine/threonine-protein phosphatase PP1-alpha catalytic subunit
CHEMBL2164
IC50 5.57 5.57 2667.0 1
Apoptotic protease-activating factor 1
CHEMBL1795093
IC50 5.24 5.24 5800.0 1
Unchecked
CHEMBL612545
IC50 5.2 4.61 6360.0 2
Serine/threonine-protein phosphatase
CHEMBL1293265
IC50 4.99 4.99 10259.0 1
Unchecked
CHEMBL612545
EC50 4.9 4.67 12707.0 2
H4
CHEMBL1075452
EC50 4.7 4.7 20024.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Indoleamine 2,3-dioxygenase 1 IC50 = 870.0 nM 6.06 Inhibition of recombinant human IDO1 expressed in bacterial expression system us... 28011425
Plasmodium falciparum IC50 = 889.0 nM 6.05 Antimalarial activity against chloroquine-resistant Plasmodium falciparum FcB1 a... 20014857
Indoleamine 2,3-dioxygenase 1 IC50 = 2300.0 nM 5.64 Inhibition of full length recombinant human His-tagged IDO1 expressed in mouse L... 28011425
Serine/threonine-protein phosphatase PP1-alpha catalytic subunit IC50 = 2667.0 nM 5.57 PUBCHEM_BIOASSAY: Counterscreen for inhibitors of PP5: fluorescence-based bioche... -
Indoleamine 2,3-dioxygenase 1 IC50 = 3000.0 nM 5.52 Inhibition of recombinant human IDO1 S167A mutant expressed in Escherichia coli ... 28011425
Apoptotic protease-activating factor 1 IC50 = 5800.0 nM 5.24 PUBCHEM_BIOASSAY: Dose response confirmation of uHTS hits for Apaf-1 in a Fluore... -
Unchecked IC50 = 6360.0 nM 5.2 PUBCHEM_BIOASSAY: Dose response confirmation of uHTS hits for Apaf-1 using a LZ-... -
Serine/threonine-protein phosphatase IC50 = 10259.0 nM 4.99 PUBCHEM_BIOASSAY: Fluorescence-based biochemical high throughput dose response a... -
Unchecked EC50 = 12707.0 nM 4.9 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Confirmation HTS to Identify Acti... -
H4 EC50 = 20024.0 nM 4.7 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response HTS to Identify Activato... -
Unchecked EC50 = 36367.0 nM 4.44 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response HTS to Identify Activato... -
Unchecked IC50 = 95850.0 nM 4.02 PUBCHEM_BIOASSAY: High Throughput Screening Assay used to Identify Novel Compoun... -

Literature References

PubMed DOI Target Context # Activities
28011425 10.1016/j.ejmech.2016.12.029 Indoleamine 2,3-dioxygenase 1 4
20014857 10.1021/jm901300d Unchecked 2
20014857 10.1021/jm901300d Plasmodium falciparum 1
20014857 10.1021/jm901300d MCF7 1
28011425 10.1016/j.ejmech.2016.12.029 Unchecked 1
28011425 10.1016/j.ejmech.2016.12.029 LLTC cell line 1

Data from ChEMBL 36 via Core Engine