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Compound Detail

CHEMBL3092485

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COc1ccc(-c2nc(Nc3cccc([N+](=O)[O-])c3)c3ccccc3n2)cc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3092485
Phase Preclinical
Structure Type MOL
InChI Key GREUUZTVKZZOGK-UHFFFAOYSA-N
2
Targets
7
Activities
2
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

402.4
MW (Da)
4.97
ALogP
7
HBA
1
HBD
99.4
PSA (Ų)
0.36
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 C22H18N4O4
MW 402.41
Aromatic Rings 4
Heavy Atoms 30
NP-Likeness -1.44

Activity Summary

IC50 6 meas. best 7.12
EC50 1 meas. best 8.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
 EC50 8.46 8.46 3.5 1
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
 IC50 7.12 6.608 76.0 5
ATP-dependent translocase ABCB1
CHEMBL4302
 IC50 5.02 5.02 9560.0 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 EC50 = 3.5 nM 8.46 Activation of ABCG2 ATPase activity (unknown origin) expressed in baculovirus in... 28841513
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 76.0 nM 7.12 Inhibition of human BCRP expressed in MDCK2 cells assessed as Hoechst 33342 accu... 24184213
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 81.28 nM 7.09 Inhibition of human GFP-fused ABCG2 expressed in MDCK2 cells assessed as reducti... 28841513
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 82.5 nM 7.08 Inhibition of human GFP-fused ABCG2 expressed in MDCK2 cells assessed as reducti... 28841513
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 92.0 nM 7.04 Inhibition of human BCRP expressed in MDCK2 cells assessed as pheophorbide A acc... 24184213
ATP-dependent translocase ABCB1 IC50 = 9560.0 nM 5.02 Inhibition of MDR1 in human doxorubicin-resistant A2780adr cells assessed as Cal... 24184213
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 19400.0 nM 4.71 Inhibition of ABCG2 ATPase activity (unknown origin) expressed in baculovirus in... 28841513

Literature References

PubMed DOI Target Context # Activities
28841513 10.1016/j.ejmech.2017.08.020 Broad substrate specificity ATP-binding cassette transporter ABCG2 6
24184213 10.1016/j.bmc.2013.10.007 Multidrug resistance-associated protein 1 2
24184213 10.1016/j.bmc.2013.10.007 ATP-dependent translocase ABCB1 2
24184213 10.1016/j.bmc.2013.10.007 Broad substrate specificity ATP-binding cassette transporter ABCG2 2
28841513 10.1016/j.ejmech.2017.08.020 MDCK-II 2
24184213 10.1016/j.bmc.2013.10.007 MDCK-II 1
24184213 10.1016/j.bmc.2013.10.007 ADMET 1
24184213 10.1016/j.bmc.2013.10.007 Molecular identity unknown 1
24184213 10.1016/j.bmc.2013.10.007 MDCK 1
28841513 10.1016/j.ejmech.2017.08.020 ADMET 1

Data from ChEMBL 36 via Core Engine