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Compound Detail

CHEMBL388886

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COc1ccc2[nH]c3ccccc3c(=O)c2c1

Basic Information

ChEMBL ID CHEMBL388886
Phase Preclinical
Structure Type MOL
InChI Key HEGMPAQEVYHHHI-UHFFFAOYSA-N
4
Targets
6
Activities
2
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

225.2
MW (Da)
2.69
ALogP
2
HBA
1
HBD
42.1
PSA (Ų)
0.65
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H11NO2
MW 225.25
Aromatic Rings 3
Heavy Atoms 17
NP-Likeness -0.11

Activity Summary

EC50 3 meas. best 5.5
IC50 3 meas. best 6.87

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium yoelii
CHEMBL612889
IC50 6.87 6.87 134.6 1
Plasmodium falciparum
CHEMBL364
EC50 5.5 5.435 3145.0 2
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
IC50 5.32 5.32 4800.0 1
Heme
CHEMBL4651321
IC50 4.36 4.36 44000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
20485427 10.1038/nature09107 Plasmodium falciparum 4
22096101 10.1126/science.1211936 Plasmodium yoelii 3
18579783 10.1073/pnas.0802982105 Plasmodium falciparum 2
20452101 10.1016/j.ejmech.2010.04.013 HaCaT 2
17317193 10.1016/j.bmc.2007.02.017 Broad substrate specificity ATP-binding cassette transporter ABCG2 2
21600767 10.1016/j.bmcl.2011.04.127 Heme 2
20452101 10.1016/j.ejmech.2010.04.013 Radical scavenging activity 1
33360799 10.1016/j.ejmech.2020.113113 Stimulator of interferon genes protein 1
- 10.6019/CHEMBL3433997 Glucose transporter 1
- 10.6019/CHEMBL3433997 Hexose transporter 1 1
- 10.6019/CHEMBL3433997 Solute carrier family 2, facilitated glucose transporter member 1 1
22591648 10.1016/j.ejmech.2012.04.002 Cathepsin L2 1
22591648 10.1016/j.ejmech.2012.04.002 Procathepsin L 1
18579783 10.1073/pnas.0802982105 Huh-7 1
18579783 10.1073/pnas.0802982105 Unchecked 1
20485427 10.1038/nature09107 HepG2 1
20485427 10.1038/nature09107 Unchecked 1

Data from ChEMBL 36 via Core Engine