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Compound Detail

CHEMBL243829

FLAVOKAWAIN A
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COc1ccc(/C=C/C(=O)c2c(O)cc(OC)cc2OC)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL243829
Name FLAVOKAWAIN A
Phase Preclinical
Structure Type MOL
InChI Key CGIBCVBDFUTMPT-RMKNXTFCSA-N
4
Targets
6
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

314.3
MW (Da)
3.31
ALogP
5
HBA
1
HBD
65.0
PSA (Ų)
0.65
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C18H18O5
MW 314.34
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness 0.56

Activity Summary

IC50 6 meas. best 5.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
 IC50 5.52 5.375 3000.0 2
HCT-116
CHEMBL394
 IC50 4.97 4.97 10600.0 1
Unchecked
CHEMBL612545
 IC50 4.96 4.96 11000.0 1
Leishmania amazonensis
CHEMBL612877
 IC50 4.76 4.76 17200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 3000.0 nM 5.52 Inhibition of human BCRP expressed in MDCK2 cells assessed as Hoechst 33342 accu... 22112540
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 5830.0 nM 5.23 Inhibition of BCRP in human MCF7/MX cells assessed as Hoechst 33342 accumulation... 22112540
HCT-116 IC50 = 10600.0 nM 4.97 Antiproliferative activity against human HCT116 cells after 48 hrs by SRB assay 30041135
Unchecked IC50 = 11000.0 nM 4.96 Inhibition of cobalt chloride-induced HIF-1 activation expressed in mouse NIH3T3... 21112783
Leishmania amazonensis IC50 = 17200.0 nM 4.76 Antileishmanial activity against Leishmania amazonensis MHOM/BR/76/LTB-012 amast... 19962891

Literature References

PubMed DOI Target Context # Activities
19853459 10.1016/j.bmc.2009.10.002 Radical scavenging activity 4
19853459 10.1016/j.bmc.2009.10.002 NON-PROTEIN TARGET 3
30041135 10.1016/j.ejmech.2018.07.037 Saccharomyces cerevisiae 3
22112540 10.1016/j.bmc.2011.10.074 Broad substrate specificity ATP-binding cassette transporter ABCG2 2
10820110 10.1021/jf990282q Spodoptera litura 2
33006891 10.1021/acs.jnatprod.0c00728 Unchecked 2
18798609 10.1021/jm800812k NIH3T3 1
19853459 10.1016/j.bmc.2009.10.002 Unchecked 1
19716299 10.1016/j.bmcl.2009.08.003 ADMET 1
19883086 10.1021/jm901278z Unchecked 1
18798609 10.1021/jm800812k Trypanosoma cruzi 1
18798609 10.1021/jm800812k Vero 1
32208222 10.1016/j.ejmech.2020.112216 RAW264.7 1
18798609 10.1021/jm800812k NCI-H460 1
18798609 10.1021/jm800812k DU-145 1
18798609 10.1021/jm800812k MCF7 1
18798609 10.1021/jm800812k HT-29 1
18798609 10.1021/jm800812k PC-3 1
18798609 10.1021/jm800812k K562 1
17383189 10.1016/j.bmc.2007.03.031 HT-29 1

Data from ChEMBL 36 via Core Engine