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Compound Detail

CHEMBL555611

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COc1cc2c(cc1OC)CN(CCc1ccc(NC(=O)c3ccc([N+](=O)[O-])cc3)cc1)CC2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL555611
Phase Preclinical
Structure Type MOL
InChI Key JMEQSJIJVWFGMT-UHFFFAOYSA-N
2
Targets
7
Activities
1
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

461.5
MW (Da)
4.47
ALogP
6
HBA
1
HBD
93.9
PSA (Ų)
0.39
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H27N3O5
MW 461.52
Aromatic Rings 3
Heavy Atoms 34
NP-Likeness -1.16

Activity Summary

IC50 7 meas. best 5.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
ATP-dependent translocase ABCB1
CHEMBL4302
 IC50 5.96 5.8825 1096.5 4
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
 IC50 5.36 5.2133 4380.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
ATP-dependent translocase ABCB1 IC50 = 1096.48 nM 5.96 Inhibition of human Pgp in A2780 cells after 30 mins by calcein AM assay 18083034
ATP-dependent translocase ABCB1 IC50 = 1380.38 nM 5.86 Inhibition of human Pgp in A2780 cells after 30 mins by Hoechst 33342 assay 18083034
ATP-dependent translocase ABCB1 IC50 = 1380.38 nM 5.86 Inhibition of P-gp in human adriamycin-resistant A2780 cells by Hoechst 33342 as... 18678495
ATP-dependent translocase ABCB1 IC50 = 1400.0 nM 5.85 Inhibition of P-glycoprotein-mediated multidrug resistance in adriamycin-resista... 19250834
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 4380.0 nM 5.36 Inhibition of BCRP expressed in MDCK cells by pheophorbide A assay 19932960
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 6920.0 nM 5.16 Inhibition of BCRP expressed in MCF7 MX cells by Hoechst 33342 staining 19932960
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 7585.78 nM 5.12 Inhibition of ABCG2 in human mitoxantrone-resistant MCF7 cells by Hoechst 33342 ... 18678495

Literature References

PubMed DOI Target Context # Activities
18083034 10.1016/j.bmc.2007.11.057 ATP-dependent translocase ABCB1 2
19932960 10.1016/j.bmcl.2009.11.004 Broad substrate specificity ATP-binding cassette transporter ABCG2 2
18678495 10.1016/j.bmc.2008.07.034 ATP-dependent translocase ABCB1 1
18678495 10.1016/j.bmc.2008.07.034 Broad substrate specificity ATP-binding cassette transporter ABCG2 1
19250834 10.1016/j.bmc.2009.01.072 ATP-dependent translocase ABCB1 1

Data from ChEMBL 36 via Core Engine