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Compound Detail

CHEMBL59713

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COc1cc(Br)cc(C(=O)NCCCCN2CCN(c3cccc(Cl)c3Cl)CC2)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL59713
Phase Preclinical
Structure Type MOL
InChI Key RYXXRKZWJMNUEJ-UHFFFAOYSA-N
8
Targets
13
Activities
1
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

545.3
MW (Da)
5.11
ALogP
5
HBA
1
HBD
54.0
PSA (Ų)
0.44
QED
2
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H28BrCl2N3O3
MW 545.31
Aromatic Rings 2
Heavy Atoms 32
NP-Likeness -1.34

Activity Summary

Ki 13 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(3) dopamine receptor
CHEMBL3138
 Ki 8.7 8.69 2.0 2
D(3) dopamine receptor
CHEMBL234
 Ki 8.68 8.68 2.1 2
D(2) dopamine receptor
CHEMBL217
 Ki 7.23 7.23 58.8 2
D(2) dopamine receptor
CHEMBL339
 Ki 7.23 7.23 58.8 1
Unchecked
CHEMBL612545
 Ki 7.12 7.12 75.0 1
Sigma 2 receptor
CHEMBL613288
 Ki 7.12 7.12 75.0 1
D(4) dopamine receptor
CHEMBL219
 Ki 6.1 6.1 800.0 2
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 6.09 6.09 809.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(3) dopamine receptor Ki = 2.0 nM 8.7 Binding affinity for rat dopamine D3 receptor using [11C]GR-218,231 16250661
D(3) dopamine receptor Ki = 2.1 nM 8.68 Binding affinity at dopamine receptor D3 on Sf9 cells by [125I]IABN displacement... 14684327
D(3) dopamine receptor Ki = 2.1 nM 8.68 Displacement of [125I]ABN from human dopamine D3 receptor expressed in HEK293 ce... 23618707
D(3) dopamine receptor Ki = 2.1 nM 8.68 Binding affinity to dopamine D3 receptor (unknown origin) by radioligand binding... 23734634
D(2) dopamine receptor Ki = 58.8 nM 7.23 Binding affinity at dopamine receptor D2 on Sf9 cells by [125I]IABN displacement... 14684327
D(2) dopamine receptor Ki = 58.8 nM 7.23 Displacement of [125I]ABN from human dopamine D2L receptor expressed in HEK293 c... 23618707
D(2) dopamine receptor Ki = 58.8 nM 7.23 Binding affinity to dopamine D2 receptor (unknown origin) by radioligand binding... 23734634
Sigma 2 receptor Ki = 75.0 nM 7.12 Inhibition of [3H](+)-DTG binding to Sigma opioid receptor (type 2) of rat liver... 14684327
Unchecked Ki = 75.0 nM 7.12 Binding affinity to sigma-2 opioid receptor (unknown origin) 23734634
D(4) dopamine receptor Ki = 800.0 nM 6.1 Binding affinity for human dopamine receptor D4 using [125I]IABN as radioligand 14684327
D(4) dopamine receptor Ki = 800.0 nM 6.1 Binding affinity to dopamine D4 receptor (unknown origin) by radioligand binding... 23734634
Sigma non-opioid intracellular receptor 1 Ki = 809.0 nM 6.09 Inhibition of [3H](+)-pentazocine binding to Sigma opioid receptor of guiena pig... 14684327
Sigma non-opioid intracellular receptor 1 Ki = 809.0 nM 6.09 Binding affinity to sigma-1 opioid receptor (unknown origin) 23734634

Literature References

PubMed DOI Target Context # Activities
23734634 10.1021/jm301545c Unchecked 2
23618707 10.1016/j.bmc.2013.03.074 Unchecked 1
23734634 10.1021/jm301545c No relevant target 1
23734634 10.1021/jm301545c Sigma non-opioid intracellular receptor 1 1
23734634 10.1021/jm301545c D(4) dopamine receptor 1
23734634 10.1021/jm301545c D(3) dopamine receptor 1
23734634 10.1021/jm301545c D(2) dopamine receptor 1
23618707 10.1016/j.bmc.2013.03.074 D(2) dopamine receptor 1
23618707 10.1016/j.bmc.2013.03.074 D(3) dopamine receptor 1
14684327 10.1016/j.bmcl.2003.09.083 D(2) dopamine receptor 1
16250661 10.1021/jm050171k D(3) dopamine receptor 1
14684327 10.1016/j.bmcl.2003.09.083 Dopamine receptors; D3 & D4 1
14684327 10.1016/j.bmcl.2003.09.083 Sigma 2 receptor 1
14684327 10.1016/j.bmcl.2003.09.083 Sigma non-opioid intracellular receptor 1 1
14684327 10.1016/j.bmcl.2003.09.083 D(4) 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 D(3) dopamine receptor 1

Data from ChEMBL 36 via Core Engine