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Compound Detail

CHEMBL1688543

FLAVELLAGIC ACID
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O=c1oc2c(O)c(O)c(O)c3c(=O)oc4c(O)c(O)cc1c4c23
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1688543
Name FLAVELLAGIC ACID
Phase Preclinical
Structure Type MOL
InChI Key ZFLBHPZBJRWSJR-UHFFFAOYSA-N
8
Targets
14
Activities
1
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

318.2
MW (Da)
1.02
ALogP
9
HBA
5
HBD
161.6
PSA (Ų)
0.18
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C14H6O9
MW 318.19
Aromatic Rings 4
Heavy Atoms 23
NP-Likeness 1.65

Activity Summary

IC50 14 meas. best 7.03

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 7.03 6.91 94.0 4
Heme
CHEMBL4651321
 IC50 5.58 5.58 2600.0 1
Unchecked
CHEMBL612545
 IC50 4.79 4.6333 16300.0 3
L6
CHEMBL614793
 IC50 4.68 4.68 21000.0 1
Glutathione reductase, mitochondrial
CHEMBL2755
 IC50 4.57 4.57 26700.0 1
Glutathione S-transferase
CHEMBL1697656
 IC50 4.53 4.53 29300.0 1
Glutathione S-transferase P
CHEMBL3902
 IC50 4.45 4.45 35700.0 1
Thioredoxin reductase
CHEMBL2096978
 IC50 4.38 4.335 41700.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 94.0 nM 7.03 Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum 3D7 19015351
Plasmodium falciparum IC50 = 95.0 nM 7.02 Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum K1 19015351
Plasmodium falciparum IC50 = 138.0 nM 6.86 Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum HB3 19015351
Plasmodium falciparum IC50 = 186.0 nM 6.73 Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum Dd2 19015351
Heme IC50 = 2600.0 nM 5.58 Inhibition of heme aggregation 19015351
Unchecked IC50 = 16300.0 nM 4.79 Inhibition of Plasmodium falciparum glutathione reductase by spectrophotometer 19015351
L6 IC50 = 21000.0 nM 4.68 Cytotoxicity against rat L6 cells 19015351
Unchecked IC50 = 21700.0 nM 4.66 Inhibition of Plasmodium falciparum thioredoxin reductase TrxR assay 19015351
Glutathione reductase, mitochondrial IC50 = 26700.0 nM 4.57 Inhibition of human glutathione reductase by spectrophotometer 19015351
Glutathione S-transferase IC50 = 29300.0 nM 4.53 Inhibition of Plasmodium falciparum glutathione S-transferase 19015351
Unchecked IC50 = 35300.0 nM 4.45 Inhibition of Plasmodium falciparum thioredoxin reductase by DTNB assay 19015351
Glutathione S-transferase P IC50 = 35700.0 nM 4.45 Inhibition of human glutathione S-transferase P 19015351
Thioredoxin reductase IC50 = 41700.0 nM 4.38 Inhibition of human thioredoxin reductase 19015351
Thioredoxin reductase IC50 = 51700.0 nM 4.29 Inhibition of human thioredoxin reductase by DTNB assay 19015351

Literature References

PubMed DOI Target Context # Activities
19015351 10.1128/aac.00544-08 A549 8
19015351 10.1128/aac.00544-08 Unchecked 7
19015351 10.1128/aac.00544-08 Plasmodium falciparum 4
19015351 10.1128/aac.00544-08 Thioredoxin reductase 4
19015351 10.1128/aac.00544-08 Glutathione reductase, mitochondrial 3
19015351 10.1128/aac.00544-08 Heme 2
19015351 10.1128/aac.00544-08 L6 1
19015351 10.1128/aac.00544-08 Glutathione S-transferase P 1
19015351 10.1128/aac.00544-08 Glutathione S-transferase 1

Data from ChEMBL 36 via Core Engine