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Compound Detail

CHEMBL53038

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COc1c(C(=O)NC[C@H]2CCCN2C2CCCCC2)cc(Br)c2ccccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL53038
Phase Preclinical
Structure Type MOL
InChI Key JVVXYJOBIBKLSD-QGZVFWFLSA-N
4
Targets
8
Activities
1
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

445.4
MW (Da)
5.14
ALogP
3
HBA
1
HBD
41.6
PSA (Ų)
0.69
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H29BrN2O2
MW 445.40
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -0.56

Activity Summary

Ki 8 meas. best 8.49

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(3) dopamine receptor
CHEMBL3138
 Ki 8.49 8.49 3.2 2
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 7.75 7.715 18.0 2
Sigma 2 receptor
CHEMBL613288
 Ki 7.6 7.6 25.0 2
D(2) dopamine receptor
CHEMBL339
 Ki 7.24 7.24 58.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(3) dopamine receptor Ki = 3.2 nM 8.49 Binding affinity for dopamine receptor D3 expressed in Sf9 cells using [125I]IAB... 11356115
D(3) dopamine receptor Ki = 3.2 nM 8.49 Binding affinity at dopamine receptor D3 on Sf9 cells by [125I]IABN displacement... 14684327
Sigma non-opioid intracellular receptor 1 Ki = 18.0 nM 7.75 Inhibition of [3H](+)-pentazocine binding to Sigma opioid receptor of guiena pig... 14684327
Sigma non-opioid intracellular receptor 1 Ki = 20.7 nM 7.68 Binding affinity for sigma-1 receptor measured on guinea pig brain membranes usi... 11356115
Sigma 2 receptor Ki = 25.0 nM 7.6 Binding affinity for sigma-2 receptor measured on rat liver membranes using [3H]... 11356115
Sigma 2 receptor Ki = 25.0 nM 7.6 Inhibition of [3H](+)-DTG binding to Sigma opioid receptor (type 2) of rat liver... 14684327
D(2) dopamine receptor Ki = 58.0 nM 7.24 Binding affinity for dopamine receptor D2 long expressed in Sf9 cells using [125... 11356115
D(2) dopamine receptor Ki = 58.0 nM 7.24 Binding affinity at dopamine receptor D2 on Sf9 cells by [125I]IABN displacement... 14684327

Literature References

PubMed DOI Target Context # Activities
11356115 10.1021/jm0100077 D(2) dopamine receptor 1
11356115 10.1021/jm0100077 D(3) dopamine receptor 1
11356115 10.1021/jm0100077 Sigma non-opioid intracellular receptor 1 1
11356115 10.1021/jm0100077 Sigma 2 receptor 1
11356115 10.1021/jm0100077 Dopamine receptor D2 and D3 1
14684327 10.1016/j.bmcl.2003.09.083 D(2) dopamine receptor 1
14684327 10.1016/j.bmcl.2003.09.083 D(3) dopamine receptor 1
14684327 10.1016/j.bmcl.2003.09.083 Dopamine receptor D2 and D3 1
14684327 10.1016/j.bmcl.2003.09.083 Sigma non-opioid intracellular receptor 1 1
14684327 10.1016/j.bmcl.2003.09.083 Sigma 2 receptor 1

Data from ChEMBL 36 via Core Engine