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Compound Detail

CHEMBL260599

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COc1cc2c(cc1OC)CN(CC/C=C1\CCCc3c(OC)cccc31)CC2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL260599
Phase Preclinical
Structure Type MOL
InChI Key QBMVDXXIQASRIE-QGMBQPNBSA-N
4
Targets
14
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

393.5
MW (Da)
4.88
ALogP
4
HBA
0
HBD
30.9
PSA (Ų)
0.70
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 C25H31NO3
MW 393.53
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -0.04

Activity Summary

EC50 12 meas. best 6.09
IC50 2 meas. best 5.99

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
ATP-dependent translocase ABCB1
CHEMBL4302
 EC50 6.09 5.8833 820.0 6
Unchecked
CHEMBL612545
 EC50 6.09 5.94 820.0 2
ATP-dependent translocase ABCB1
CHEMBL4302
 IC50 5.99 5.955 1020.0 2
Multidrug resistance-associated protein 1
CHEMBL3004
 EC50 5.55 5.55 2800.0 3
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
 EC50 4.05 4.05 90000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked EC50 = 820.0 nM 6.09 Inhibition of P-glycoprotein (unknown origin) expressed in MDCK cells assessed a... 25462269
ATP-dependent translocase ABCB1 EC50 = 820.0 nM 6.09 Activity at MDR1 (unknown origin) expressed in MDCK-MDR1 cells by Calcein-AM ass... 25462276
ATP-dependent translocase ABCB1 IC50 = 1020.0 nM 5.99 Inhibition of MDR1 (unknown origin) expressed in MDCK cells after 30 mins by Cal... 25093931
ATP-dependent translocase ABCB1 EC50 = 1100.0 nM 5.96 Activity at human MDR1 expressed in MDCK cells assessed as Calcein-AM uptake aft... 24161678
ATP-dependent translocase ABCB1 IC50 = 1200.0 nM 5.92 Inhibition of MDR1 (unknown origin) expressed in MDCK cells assessed as reductio... 30384046
ATP-dependent translocase ABCB1 EC50 = 1500.0 nM 5.82 Activity at MDR1 (unknown origin) expressed in MDCK cells assessed as interferen... 23347803
ATP-dependent translocase ABCB1 EC50 = 1500.0 nM 5.82 Activity at MDR1 (unknown origin) expressed in MDCK cells using calcein AM as su... 23374872
ATP-dependent translocase ABCB1 EC50 = 1500.0 nM 5.82 Inhibition of MDR1 (unknown origin) over-expressed in MDCK cells assessed as cal... 25379609
ATP-dependent translocase ABCB1 EC50 = 1640.0 nM 5.79 Inhibition of human Pgp mediated [3H]vinblastine transport in human Caco-2 cells 17936633
Unchecked EC50 = 1640.0 nM 5.79 Inhibition of human P-gp mediated [3H]vinblastine transport activity in human Ca... 18276145
Multidrug resistance-associated protein 1 EC50 = 2800.0 nM 5.55 Activity at MRP1 (unknown origin) expressed in MDCK cells assessed as interferen... 23347803
Multidrug resistance-associated protein 1 EC50 = 2800.0 nM 5.55 Activity at MRP1 (unknown origin) expressed in MDCK cells using calcein AM as su... 23374872
Multidrug resistance-associated protein 1 EC50 = 2800.0 nM 5.55 Inhibition of MRP1 (unknown origin) over-expressed in MDCK cells assessed as cal... 25379609
Broad substrate specificity ATP-binding cassette transporter ABCG2 EC50 = 90000.0 nM 4.05 Activity at BCRP (unknown origin) expressed in MDCK cells using rhodamine 123 as... 23374872

Literature References

PubMed DOI Target Context # Activities
17936633 10.1016/j.bmc.2007.09.039 Caco-2 3
18276145 10.1016/j.bmc.2008.01.055 Caco-2 3
17936633 10.1016/j.bmc.2007.09.039 MCF7 2
17936633 10.1016/j.bmc.2007.09.039 ATP-dependent translocase ABCB1 2
19530699 10.1021/jm900485a Unchecked 2
30384046 10.1016/j.ejmech.2018.10.043 ATP-dependent translocase ABCB1 1
25379609 10.1021/jm501640e ATP-dependent translocase ABCB1 1
25093931 10.1021/jm500697c ATP-dependent translocase ABCB1 1
25462276 10.1016/j.ejmech.2014.11.001 ATP-dependent translocase ABCB1 1
25462269 10.1016/j.ejmech.2014.10.082 Unchecked 1
24161678 10.1016/j.ejmech.2013.09.018 ATP-dependent translocase ABCB1 1
23374872 10.1016/j.bmcl.2012.12.084 ATP-dependent translocase ABCB1 1
23374872 10.1016/j.bmcl.2012.12.084 Broad substrate specificity ATP-binding cassette transporter ABCG2 1
23374872 10.1016/j.bmcl.2012.12.084 Multidrug resistance-associated protein 1 1
23374872 10.1016/j.bmcl.2012.12.084 Caco-2 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
19530699 10.1021/jm900485a Caco-2 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 ATP-dependent translocase ABCB1 1

Data from ChEMBL 36 via Core Engine