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Compound Detail

CHEMBL298875

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COc1c(C(=O)N[C@@H]2CCN(Cc3ccccc3)C2)cc(Br)c2ccccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL298875
Phase Preclinical
Structure Type MOL
InChI Key UBVYCNOXGQYSRQ-QGZVFWFLSA-N
8
Targets
14
Activities
1
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

439.4
MW (Da)
4.62
ALogP
3
HBA
1
HBD
41.6
PSA (Ų)
0.63
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 C23H23BrN2O2
MW 439.35
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -1.10

Activity Summary

Ki 14 meas. best 8.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(3) dopamine receptor
CHEMBL3138
 Ki 8.8 8.8 1.6 1
D(4) dopamine receptor
CHEMBL219
 Ki 8.3 7.99 5.0 2
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 8.23 8.23 5.9 1
D(2) dopamine receptor
CHEMBL339
 Ki 7.92 7.92 12.0 1
Sigma 2 receptor
CHEMBL613288
 Ki 7.68 7.68 20.8 1
D(3) dopamine receptor
CHEMBL234
 Ki 7.08 6.84 84.0 2
D(2) dopamine receptor
CHEMBL217
 Ki 6.89 6.82 130.0 4
D(1A) dopamine receptor
CHEMBL2967
 Ki 5.14 5.135 7200.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(3) dopamine receptor Ki = 1.6 nM 8.8 Binding affinity for dopamine receptor D3 expressed in Sf9 cells using [125I]IAB... 11356115
D(4) dopamine receptor Ki = 5.0 nM 8.3 Ability to displace [3H]spiperone [0.5 nM (Kd=0.1-0.45 nM)] from human recombina... 12951112
Sigma non-opioid intracellular receptor 1 Ki = 5.9 nM 8.23 Binding affinity for sigma-1 receptor measured on guinea pig brain membranes usi... 11356115
D(2) dopamine receptor Ki = 12.0 nM 7.92 Binding affinity for dopamine receptor D2 long expressed in Sf9 cells using [125... 11356115
Sigma 2 receptor Ki = 20.8 nM 7.68 Binding affinity for sigma-2 receptor measured on rat liver membranes using [3H]... 11356115
D(4) dopamine receptor Ki = 21.0 nM 7.68 Ability to displace [3H]spiperone [0.5 nM (Kd=0.1-0.45 nM)] from human recombina... 12951112
D(3) dopamine receptor Ki = 84.0 nM 7.08 Displacement of [3H]spiperone [0.5 nM (Kd=0.1 nM)] from recombinant human dopami... 12951112
D(2) dopamine receptor Ki = 130.0 nM 6.89 Ability to displace [3H]spiperone [0.5 nM (Kd=0.2-0.45 nM)] from human cloned do... 12951112
D(2) dopamine receptor Ki = 150.0 nM 6.82 Displacement of [3H]spiperone [0.5 nM (Kd=0.1 nM)] from human recombinant dopami... 12951112
D(2) dopamine receptor Ki = 150.0 nM 6.82 Displacement of [3H]-spiperone [0.5 nM (Kd=0.2-0.45 nM)] from human recombinant ... 12951112
D(2) dopamine receptor Ki = 180.0 nM 6.75 Displacement of [3H]spiperone [0.5 nM (Kd=0.1 nM)] from human recombinant dopami... 12951112
D(3) dopamine receptor Ki = 250.0 nM 6.6 Displacement of [3H]spiperone [0.5 nM (Kd=0.1 nM)] from recombinant human dopami... 12951112
D(1A) dopamine receptor Ki = 7200.0 nM 5.14 Displacement of [3H]SCH-23390 [0.3 nM (Kd=0.35 nM)] from dopamine receptor D1 in... 12951112
D(1A) dopamine receptor Ki = 7400.0 nM 5.13 Displacement of [3H]SCH-23390 [0.3 nM (Kd=0.35 nM)] from dopamine receptor D1 in... 12951112

Literature References

PubMed DOI Target Context # Activities
12951112 10.1016/s0960-894x(03)00678-4 D(2) dopamine receptor 4
12951112 10.1016/s0960-894x(03)00678-4 D(1A) dopamine receptor 2
12951112 10.1016/s0960-894x(03)00678-4 D(3) dopamine receptor 2
12951112 10.1016/s0960-894x(03)00678-4 D(4) dopamine receptor 2
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

Data from ChEMBL 36 via Core Engine