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Compound Detail

CHEMBL260505

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COc1cc2c(cc1OC)CN(Cc1ccc(-c3ccc(O)cc3)cc1)CC2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL260505
Phase Preclinical
Structure Type MOL
InChI Key ATYXTVKHMLAWBZ-UHFFFAOYSA-N
4
Targets
14
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

375.5
MW (Da)
4.63
ALogP
4
HBA
1
HBD
41.9
PSA (Ų)
0.71
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H25NO3
MW 375.47
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.33

Activity Summary

EC50 14 meas. best 7.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 EC50 7.3 6.73 50.0 2
ATP-dependent translocase ABCB1
CHEMBL4302
 EC50 6.16 5.8775 690.0 4
Multidrug resistance-associated protein 1
CHEMBL3004
 EC50 5.03 5.03 9300.0 5
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
 EC50 4.14 4.14 73000.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked EC50 = 50.0 nM 7.3 Inhibition of human P-gp mediated [3H]vinblastine transport activity in human Ca... 18276145
ATP-dependent translocase ABCB1 EC50 = 690.0 nM 6.16 Activity at MDR1 (unknown origin) expressed in MDCK cells assessed as interferen... 23347803
ATP-dependent translocase ABCB1 EC50 = 690.0 nM 6.16 Inhibition of MDR1 (unknown origin) expressed in MDCK cells assessed as reductio... 30108975
Unchecked EC50 = 690.0 nM 6.16 Inhibition of P-gp (unknown origin) 30108975
ATP-dependent translocase ABCB1 EC50 = 690.0 nM 6.16 Inhibition of MDR1 (unknown origin) expressed in MDCK cells assessed as increase... 30584838
Multidrug resistance-associated protein 1 EC50 = 9300.0 nM 5.03 Activity at MRP1 (unknown origin) expressed in MDCK cells assessed as interferen... 23347803
ATP-dependent translocase ABCB1 EC50 = 9300.0 nM 5.03 Inhibition of MDR1 (unknown origin) over-expressed in MDCK cells assessed as cal... 25379609
Multidrug resistance-associated protein 1 EC50 = 9300.0 nM 5.03 Inhibition of MRP1 (unknown origin) over-expressed in MDCK cells assessed as cal... 25379609
Multidrug resistance-associated protein 1 EC50 = 9300.0 nM 5.03 Inhibition of MRP1 (unknown origin) expressed in MDCK cells assessed as reductio... 30108975
Multidrug resistance-associated protein 1 EC50 = 9300.0 nM 5.03 Inhibition of MRP1 (unknown origin) 30108975
Multidrug resistance-associated protein 1 EC50 = 9300.0 nM 5.03 Inhibition of MRP1 (unknown origin) expressed in MDCK cells assessed as increase... 30584838
Broad substrate specificity ATP-binding cassette transporter ABCG2 EC50 = 73000.0 nM 4.14 Activity at BCRP (unknown origin) expressed in MDCK cells assessed as interferen... 23347803
Broad substrate specificity ATP-binding cassette transporter ABCG2 EC50 = 73000.0 nM 4.14 Inhibition of BCRP (unknown origin) expressed in MDCK cells assessed as reductio... 30108975
Broad substrate specificity ATP-binding cassette transporter ABCG2 EC50 = 73000.0 nM 4.14 Inhibition of BCRP (unknown origin) expressed in MDCK cells assessed as reductio... 30584838

Literature References

PubMed DOI Target Context # Activities
18276145 10.1016/j.bmc.2008.01.055 Caco-2 3
30584838 10.1021/acs.jmedchem.8b01655 ATP-dependent translocase ABCB1 3
30108975 10.1039/C8MD00075A ATP-dependent translocase ABCB1 3
30108975 10.1039/C8MD00075A Multidrug resistance-associated protein 1 2
25379609 10.1021/jm501640e ADMET 1
33569941 10.1021/acs.jmedchem.0c01901 ADMET 1
30584838 10.1021/acs.jmedchem.8b01655 Broad substrate specificity ATP-binding cassette transporter ABCG2 1
30584838 10.1021/acs.jmedchem.8b01655 Multidrug resistance-associated protein 1 1
30108975 10.1039/C8MD00075A MDCK 1
30108975 10.1039/C8MD00075A ADMET 1
30108975 10.1039/C8MD00075A Unchecked 1
30108975 10.1039/C8MD00075A Broad substrate specificity ATP-binding cassette transporter ABCG2 1
18276145 10.1016/j.bmc.2008.01.055 Unchecked 1
25379609 10.1021/jm501640e Multidrug resistance-associated protein 1 1
25379609 10.1021/jm501640e ATP-dependent translocase ABCB1 1
23347803 10.1016/j.bmc.2012.12.021 ATP-dependent translocase ABCB1 1
23347803 10.1016/j.bmc.2012.12.021 Multidrug resistance-associated protein 1 1
23347803 10.1016/j.bmc.2012.12.021 Broad substrate specificity ATP-binding cassette transporter ABCG2 1
18276145 10.1016/j.bmc.2008.01.055 Broad substrate specificity ATP-binding cassette transporter ABCG2 1
18276145 10.1016/j.bmc.2008.01.055 MCF7 1

Data from ChEMBL 36 via Core Engine