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Compound Detail

CHEMBL75169

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COc1ccc(-c2oc3cc(OC)cc(OC)c3c(=O)c2OC)c(OC)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL75169
Phase Preclinical
Structure Type MOL
InChI Key KPJGABLCRGWDRB-UHFFFAOYSA-N
6
Targets
9
Activities
2
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

372.4
MW (Da)
3.50
ALogP
7
HBA
0
HBD
76.4
PSA (Ų)
0.66
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H20O7
MW 372.37
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness 0.78

Activity Summary

Ki 6 meas. best 5.58
IC50 3 meas. best 5.23

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A3
CHEMBL256
 Ki 5.58 5.58 2650.0 2
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
 IC50 5.23 5.225 5940.0 2
ATP-dependent translocase ABCB1
CHEMBL4302
 IC50 4.57 4.57 27100.0 1
Adenosine receptor A1
CHEMBL318
 Ki 4.56 4.56 27600.0 2
Adenosine A2 receptor
CHEMBL2094117
 Ki 4.33 4.33 46700.0 1
Adenosine receptor A2a
CHEMBL302
 Ki 4.33 4.33 46700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A3 Ki = 2650.0 nM 5.58 Binding affinity against human adenosine A3 receptor in HEK293 cells using [125I... 8691424
Adenosine receptor A3 Ki = 2650.0 nM 5.58 Displacement of [125I]AB-MECA binding to human Adenosine A3 receptor expressed i... 8576921
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 5940.0 nM 5.23 Inhibition of human BCRP expressed in MDCK2 cells assessed as accumulation of ph... 23851114
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 5980.0 nM 5.22 Inhibition of human BCRP expressed in MDCK2 cells assessed as accumulation of Ho... 23851114
ATP-dependent translocase ABCB1 IC50 = 27100.0 nM 4.57 Inhibition of p-glycoprotein (unknown origin) expressed in human A2780Adr cells ... 23851114
Adenosine receptor A1 Ki = 27600.0 nM 4.56 Binding affinity at Adenosine A1 receptor in rat brain membranes by [3H]PIA disp... 8691424
Adenosine receptor A1 Ki = 27600.0 nM 4.56 Displacement of specific [3H]PIA binding from adenosine A1 receptor in rat brain... 8576921
Adenosine A2 receptor Ki = 46700.0 nM 4.33 Binding affinity at Adenosine A2 receptor in rat striatal membranes by [3H]-CGS-... 8691424
Adenosine receptor A2a Ki = 46700.0 nM 4.33 Affinity at Adenosine A2A receptor in rat striatal membranes by [3H]- CGS 21680 ... 8576921

Literature References

PubMed DOI Target Context # Activities
9438021 10.1021/jm970446z Adenosine receptor A1 2
9438021 10.1021/jm970446z Adenosine receptor A2a 2
9438021 10.1021/jm970446z Adenosine receptor A3 2
23851114 10.1016/j.ejmech.2013.06.035 Broad substrate specificity ATP-binding cassette transporter ABCG2 2
8691424 10.1021/jm950923i Adenosine receptor A1 1
8691424 10.1021/jm950923i Adenosine A2 receptor 1
8691424 10.1021/jm950923i Adenosine receptor A3 1
8691424 10.1021/jm950923i Adenosine receptors; A1 & A3 1
8576921 10.1021/jm950661k Adenosine receptor A1 1
8576921 10.1021/jm950661k Adenosine receptor A2a 1
8576921 10.1021/jm950661k Adenosine receptor A3 1
23851114 10.1016/j.ejmech.2013.06.035 ATP-dependent translocase ABCB1 1
23851114 10.1016/j.ejmech.2013.06.035 Multidrug resistance-associated protein 1 1

Data from ChEMBL 36 via Core Engine