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Compound Detail

CHEMBL3092486

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COc1ccc(-c2nc(Nc3ccc([N+](=O)[O-])cc3)c3ccccc3n2)cc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3092486
Phase Preclinical
Structure Type MOL
InChI Key IEQRCWORKDNNAK-UHFFFAOYSA-N
3
Targets
10
Activities
2
Assay Types
0
PK Parameters
8
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 -1.37

Activity Summary

IC50 7 meas. best 7.36
EC50 3 meas. best 8.33

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
 EC50 8.33 8.12 4.7 3
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
 IC50 7.36 6.654 43.6 5
ATP-dependent translocase ABCB1
CHEMBL4302
 IC50 5.61 5.61 2450.0 1
Multidrug resistance-associated protein 1
CHEMBL3004
 IC50 4.39 4.39 40600.0 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 = 4.7 nM 8.33 Activation of ABCG2 ATPase activity (unknown origin) expressed in baculovirus in... 28841513
Broad substrate specificity ATP-binding cassette transporter ABCG2 EC50 = 7.4 nM 8.13 Inhibition of human GFP-fused ABCG2 expressed in MDCK2 cells assessed as potenti... 28841513
Broad substrate specificity ATP-binding cassette transporter ABCG2 EC50 = 12.7 nM 7.9 Inhibition of human GFP-fused ABCG2 expressed in MDCK2 cells assessed as potenti... 28841513
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 44.2 nM 7.36 Inhibition of human GFP-fused ABCG2 expressed in MDCK2 cells assessed as reducti... 28841513
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 43.65 nM 7.36 Inhibition of human GFP-fused ABCG2 expressed in MDCK2 cells assessed as reducti... 28841513
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 300.0 nM 6.52 Inhibition of human BCRP expressed in MDCK2 cells assessed as Hoechst 33342 accu... 24184213
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 320.0 nM 6.5 Inhibition of human BCRP expressed in MDCK2 cells assessed as pheophorbide A acc... 24184213
ATP-dependent translocase ABCB1 IC50 = 2450.0 nM 5.61 Inhibition of ABCB1 in human A2780/ADR cells assessed as reduction in calcein-AM... 28841513
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 2960.0 nM 5.53 Inhibition of ABCG2 ATPase activity (unknown origin) expressed in baculovirus in... 28841513
Multidrug resistance-associated protein 1 IC50 = 40600.0 nM 4.39 Inhibition of ABCC1 in human H69AR cells assessed as reduction in calcein-AM eff... 28841513

Literature References

PubMed DOI Target Context # Activities
28841513 10.1016/j.ejmech.2017.08.020 Broad substrate specificity ATP-binding cassette transporter ABCG2 15
28841513 10.1016/j.ejmech.2017.08.020 MDCK-II 5
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 ATP-dependent translocase ABCB1 2
28841513 10.1016/j.ejmech.2017.08.020 Multidrug resistance-associated protein 1 2
24184213 10.1016/j.bmc.2013.10.007 Multidrug resistance-associated protein 1 1
24184213 10.1016/j.bmc.2013.10.007 ATP-dependent translocase ABCB1 1
28841513 10.1016/j.ejmech.2017.08.020 ADMET 1

Data from ChEMBL 36 via Core Engine