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Compound Detail

CHEMBL291439

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COc1cc2c(cc1OC)CN(CCCCNC(=O)c1cc(Br)cc(OC)c1OC)CC2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL291439
Phase Preclinical
Structure Type MOL
InChI Key UNYNHWPKQAKANT-UHFFFAOYSA-N
10
Targets
22
Activities
2
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

507.4
MW (Da)
4.05
ALogP
6
HBA
1
HBD
69.3
PSA (Ų)
0.49
QED
1
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H31BrN2O5
MW 507.43
Aromatic Rings 2
Heavy Atoms 32
NP-Likeness -0.75

Activity Summary

Ki 20 meas. best 8.57
IC50 2 meas. best 8.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 8.57 8.33 2.7 4
Unchecked
CHEMBL612545
 IC50 8.52 8.52 3.0 1
Sigma intracellular receptor 2
CHEMBL4105864
 Ki 8.09 8.09 8.2 2
Sigma 2 receptor
CHEMBL613288
 Ki 8.09 8.09 8.2 1
Sigma intracellular receptor 2
CHEMBL4105907
 Ki 7.99 7.99 10.3 1
D(3) dopamine receptor
CHEMBL234
 Ki 6.2 6.2 627.0 2
D(3) dopamine receptor
CHEMBL3138
 Ki 6.2 6.2 627.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL4153
 Ki 6.05 5.47 881.0 4
Sigma non-opioid intracellular receptor 1
CHEMBL4153
 IC50 5.72 5.72 1895.0 1
D(2) dopamine receptor
CHEMBL217
 Ki 5.66 5.66 2200.0 1
D(2) dopamine receptor
CHEMBL339
 Ki 5.66 5.66 2200.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 4.89 4.89 12900.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 2.7 nM 8.57 Displacement of [3H]DTG from sigma 2 receptor in guinea pig brain membrane 17317173
Unchecked Ki = 2.7 nM 8.57 Displacement of [3H]ditolylguanidine from sigma2 receptor in guinea pig brain me... 21376604
Unchecked IC50 = 3.0 nM 8.52 Displacement of [3H]DTG from sigma 2 receptor in guinea pig brain membrane at pH... 17317173
Sigma 2 receptor Ki = 8.2 nM 8.09 Inhibition of [3H](+)-DTG binding to Sigma opioid receptor (type 2) of rat liver... 14684327
Unchecked Ki = 8.2 nM 8.09 Binding affinity to sigma 2 receptor 21899931
Unchecked Ki = 8.2 nM 8.09 Binding affinity to sigma-2 opioid receptor (unknown origin) 23734634
Sigma intracellular receptor 2 Ki = 8.2 nM 8.09 Displacement of [3H]-di-o-tolylguanidine from sigma2 receptor in rat liver membr... 30350997
Sigma intracellular receptor 2 Ki = 8.2 nM 8.09 Displacement of [3H]-DTG from sigma2 receptor in rat liver membranes 30350997
Sigma intracellular receptor 2 Ki = 10.3 nM 7.99 Displacement of [3H]DTG from sigma2 receptor(unknown origin) 33882273
D(3) dopamine receptor Ki = 627.0 nM 6.2 Binding affinity at dopamine receptor D3 on Sf9 cells by [125I]IABN displacement... 14684327
D(3) dopamine receptor Ki = 627.0 nM 6.2 Binding affinity to dopamine D3 receptor (unknown origin) by radioligand binding... 23734634
D(3) dopamine receptor Ki = 627.0 nM 6.2 Displacement of [3H]-methylspiperone from dopamine D3 receptor (unknown origin) 33882273
Sigma non-opioid intracellular receptor 1 Ki = 881.0 nM 6.05 Displacement of [3H](+)-pentazocine from sigma 1 receptor in guinea pig brain me... 17317173
Sigma non-opioid intracellular receptor 1 Ki = 881.0 nM 6.05 Displacement of [3H]-(+)-pentazocine from Sigma1-receptor in guinea pig brain me... 21376604
Sigma non-opioid intracellular receptor 1 IC50 = 1895.0 nM 5.72 Displacement of [3H](+)-pentazocine from sigma 1 receptor in guinea pig brain me... 17317173
D(2) dopamine receptor Ki = 2200.0 nM 5.66 Binding affinity at dopamine receptor D2 on Sf9 cells by [125I]IABN displacement... 14684327
D(2) dopamine receptor Ki = 2200.0 nM 5.66 Binding affinity to dopamine D2 receptor (unknown origin) by radioligand binding... 23734634
Sigma non-opioid intracellular receptor 1 Ki = 12900.0 nM 4.89 Inhibition of [3H](+)-pentazocine binding to Sigma opioid receptor of guiena pig... 14684327
Sigma non-opioid intracellular receptor 1 Ki = 12900.0 nM 4.89 Binding affinity to sigma 1 receptor 21899931
Sigma non-opioid intracellular receptor 1 Ki = 12900.0 nM 4.89 Binding affinity to sigma-1 opioid receptor (unknown origin) 23734634

Literature References

PubMed DOI Target Context # Activities
17317173 10.1016/j.bmcl.2007.02.005 Unchecked 3
14684327 10.1016/j.bmcl.2003.09.083 Sigma non-opioid intracellular receptor 1 2
17317173 10.1016/j.bmcl.2007.02.005 Sigma non-opioid intracellular receptor 1 2
30350997 10.1021/acs.jmedchem.8b01183 Sigma intracellular receptor 2 2
21376604 10.1016/j.bmc.2011.02.006 Unchecked 2
30350997 10.1021/acs.jmedchem.8b01183 Sigma non-opioid intracellular receptor 1 2
23734634 10.1021/jm301545c Unchecked 2
21899931 10.1016/j.ejmech.2011.08.031 Unchecked 1
33882273 10.1016/j.bmcl.2021.128047 Sigma intracellular receptor 2 1
33882273 10.1016/j.bmcl.2021.128047 D(3) dopamine receptor 1
23734634 10.1021/jm301545c Sigma non-opioid intracellular receptor 1 1
23734634 10.1021/jm301545c D(3) dopamine receptor 1
23734634 10.1021/jm301545c D(2) dopamine receptor 1
14684327 10.1016/j.bmcl.2003.09.083 D(2) dopamine receptor 1
21899931 10.1016/j.ejmech.2011.08.031 Sigma non-opioid intracellular receptor 1 1
21376604 10.1016/j.bmc.2011.02.006 Sigma non-opioid intracellular receptor 1 1
14684327 10.1016/j.bmcl.2003.09.083 Sigma 2 receptor 1
14684327 10.1016/j.bmcl.2003.09.083 D(3) dopamine receptor 1

Data from ChEMBL 36 via Core Engine