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Compound Detail

CHEMBL243148

SOPHORAFLAVANONE G
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C=C(C)[C@H](CC=C(C)C)Cc1c(O)cc(O)c2c1O[C@H](c1ccc(O)cc1O)CC2=O

Basic Information

ChEMBL ID CHEMBL243148
Name SOPHORAFLAVANONE G
Phase Preclinical
Structure Type MOL
InChI Key XRYVAQQLDYTHCL-CMJOXMDJSA-N
16
Targets
126
Activities
2
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

424.5
MW (Da)
5.31
ALogP
6
HBA
4
HBD
107.2
PSA (Ų)
0.47
QED
1
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 C25H28O6
MW 424.49
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness 2.61

Activity Summary

IC50 124 meas. best 9.14
Ki 2 meas. best 5.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
KB 3-1
CHEMBL614590
IC50 9.14 8.5256 0.7 9
HEK293
CHEMBL614818
IC50 8.64 7.2845 2.3 38
OVCAR-8
CHEMBL612555
IC50 8.62 8.1456 2.4 9
NCI-H460
CHEMBL396
IC50 8.06 6.6015 8.8 20
A549
CHEMBL392
IC50 7.33 6.402 46.3 20
KB-V1
CHEMBL4296451
IC50 6.08 5.8333 822.3 9
Voltage-dependent T-type calcium channel subunit alpha-1H
CHEMBL1859
IC50 6.0 6.0 1000.0 1
Voltage-dependent T-type calcium channel subunit alpha-1G
CHEMBL4641
IC50 6.0 6.0 1000.0 1
Beta-secretase 1
CHEMBL4822
Ki 5.96 5.96 1100.0 1
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
IC50 5.67 5.655 2120.0 2
NCI/ADR-RES
CHEMBL613829
IC50 5.52 5.3256 3040.0 9
Sodium/glucose cotransporter 2
CHEMBL3884
IC50 5.39 5.39 4100.0 1
Beta-secretase 1
CHEMBL4822
IC50 5.28 5.28 5200.0 1
RAW264.7
CHEMBL612557
IC50 4.96 4.96 10900.0 1
HL-60
CHEMBL383
IC50 4.9 4.9 12500.0 1
Unchecked
CHEMBL612545
IC50 4.87 4.87 13500.0 1
Sodium/glucose cotransporter 1
CHEMBL4979
IC50 4.73 4.73 18700.0 1
Unchecked
CHEMBL612545
Ki 4.7 4.7 20000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
KB 3-1 IC50 = 0.72 nM 9.14 Chemo-sensitizing activity against human KB 3-1 cells assessed as vincristine IC... 34496204
KB 3-1 IC50 = 0.97 nM 9.01 Chemo-sensitizing activity against human KB 3-1 cells assessed as vincristine IC... 34496204
KB 3-1 IC50 = 1.08 nM 8.97 Chemo-sensitizing activity against human KB 3-1 cells assessed as vincristine IC... 34496204
KB 3-1 IC50 = 2.1 nM 8.68 Chemo-sensitizing activity against human KB 3-1 cells assessed as paclitaxel IC5... 34496204
KB 3-1 IC50 = 2.14 nM 8.67 Chemo-sensitizing activity against human KB 3-1 cells assessed as paclitaxel IC5... 34496204
HEK293 IC50 = 2.28 nM 8.64 Chemo-sensitizing activity against human HEK293 cells assessed as vincristine IC... 34496204
OVCAR-8 IC50 = 2.4 nM 8.62 Chemo-sensitizing activity against human OVCAR-8 cells assessed as paclitaxel IC... 34496204
HEK293 IC50 = 2.4 nM 8.62 Chemo-sensitizing activity against human HEK293 cells assessed as mitoxantrone I... 34496204
HEK293 IC50 = 2.48 nM 8.61 Chemo-sensitizing activity against human HEK293 cells assessed as paclitaxel IC5... 34496204
OVCAR-8 IC50 = 2.51 nM 8.6 Chemo-sensitizing activity against human OVCAR-8 cells assessed as paclitaxel IC... 34496204
KB 3-1 IC50 = 2.6 nM 8.59 Chemo-sensitizing activity against human KB 3-1 cells assessed as paclitaxel IC5... 34496204
HEK293 IC50 = 2.65 nM 8.58 Chemo-sensitizing activity against human HEK293 cells assessed as vincristine IC... 34496204
HEK293 IC50 = 2.61 nM 8.58 Chemo-sensitizing activity against human HEK293 cells assessed as paclitaxel IC5... 34496204
HEK293 IC50 = 2.7 nM 8.57 Chemo-sensitizing activity against human HEK293 cells assessed as paclitaxel IC5... 34496204
HEK293 IC50 = 2.76 nM 8.56 Chemo-sensitizing activity against human HEK293 cells assessed as SN-38 IC50 at ... 34496204
HEK293 IC50 = 2.83 nM 8.55 Chemo-sensitizing activity against human HEK293 cells assessed as SN-38 IC50 at ... 34496204
HEK293 IC50 = 2.86 nM 8.54 Chemo-sensitizing activity against human HEK293 cells assessed as mitoxantrone I... 34496204
HEK293 IC50 = 2.95 nM 8.53 Chemo-sensitizing activity against human HEK293 cells assessed as mitoxantrone I... 34496204
HEK293 IC50 = 2.99 nM 8.52 Chemo-sensitizing activity against human HEK293 cells assessed as SN-38 IC50 at ... 34496204
OVCAR-8 IC50 = 3.09 nM 8.51 Chemo-sensitizing activity against human OVCAR-8 cells assessed as paclitaxel IC... 34496204

Literature References

PubMed DOI Target Context # Activities
34496204 10.1021/acs.jnatprod.1c00584 HEK293 76
34496204 10.1021/acs.jnatprod.1c00584 A549 40
34496204 10.1021/acs.jnatprod.1c00584 NCI-H460 40
34496204 10.1021/acs.jnatprod.1c00584 KB-V1 18
34496204 10.1021/acs.jnatprod.1c00584 KB 3-1 18
34496204 10.1021/acs.jnatprod.1c00584 OVCAR-8 18
34496204 10.1021/acs.jnatprod.1c00584 NCI/ADR-RES 18
34496204 10.1021/acs.jnatprod.1c00584 Broad substrate specificity ATP-binding cassette transporter ABCG2 6
34496204 10.1021/acs.jnatprod.1c00584 Unchecked 5
18565755 10.1016/j.bmc.2008.05.080 Beta-secretase 1 4
17374486 10.1016/j.bmc.2007.03.011 Sodium/glucose cotransporter 2 2
28485933 10.1021/acs.jnatprod.7b00081 Danio rerio 2
26073007 10.1016/j.bmcl.2015.05.062 RAW264.7 2
18938076 10.1016/j.bmcl.2008.10.033 Unchecked 2
17374486 10.1016/j.bmc.2007.03.011 Sodium/glucose cotransporter 1 2
30031654 10.1016/j.bmc.2018.07.023 Voltage-dependent T-type calcium channel subunit alpha-1H 1
30031654 10.1016/j.bmc.2018.07.023 Voltage-dependent T-type calcium channel subunit alpha-1G 1
10843587 10.1021/np990567x HL-60 1
36731248 10.1016/j.bmc.2023.117187 Staphylococcus aureus 1

Data from ChEMBL 36 via Core Engine