Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL196476

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COc1cccc2cc(C(=O)NCCCCN3CCN(c4cccc(Cl)c4Cl)CC3)oc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL196476
Phase Preclinical
Structure Type MOL
InChI Key OVCZXWAILUTIOQ-UHFFFAOYSA-N
11
Targets
15
Activities
1
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

476.4
MW (Da)
5.08
ALogP
5
HBA
1
HBD
58.0
PSA (Ų)
0.46
QED
1
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H27Cl2N3O3
MW 476.40
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -1.37

Activity Summary

Ki 15 meas. best 9.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(3) dopamine receptor
CHEMBL234
 Ki 9.89 9.89 0.1 2
D(3) dopamine receptor
CHEMBL3138
 Ki 9.89 9.89 0.1 2
Adrenergic receptor alpha-1
CHEMBL1907610
 Ki 6.96 6.96 110.0 1
Alpha-1A adrenergic receptor
CHEMBL319
 Ki 6.96 6.96 110.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL3602
 Ki 6.75 6.75 180.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 6.74 6.74 184.0 2
Sigma 2 receptor
CHEMBL613288
 Ki 6.47 6.47 342.0 1
D(2) dopamine receptor
CHEMBL217
 Ki 6.43 6.43 373.0 2
D(4) dopamine receptor
CHEMBL3361
 Ki 6.43 6.43 373.0 1
D(4) dopamine receptor
CHEMBL219
 Ki 6.14 6.14 720.0 1
D(2) dopamine receptor
CHEMBL339
 Ki 6.14 6.14 720.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(3) dopamine receptor Ki = 0.13 nM 9.89 Binding affinity towards Dopamine receptor D3 of rat using [3H]spiroperidol as r... 12477356
D(3) dopamine receptor Ki = 0.13 nM 9.89 Binding affinity for rat dopamine D3 receptor using [11C] radiotracer 16250661
D(3) dopamine receptor Ki = 0.13 nM 9.89 Displacement of [3H]spiroperidol from cloned human dopamine receptor D3 expresse... 16392820
D(3) dopamine receptor Ki = 0.13 nM 9.89 Displacement of [3H]spiroperidol from human cloned dopamine D3 receptor by liqui... 19081257
Adrenergic receptor alpha-1 Ki = 110.0 nM 6.96 Binding affinity towards Alpha-1 adrenergic receptor from rat cortical membranes 12477356
Alpha-1A adrenergic receptor Ki = 110.0 nM 6.96 Binding affinity for rat Alpha-1A adrenergic receptor using [11C] radiotracer 16250661
Sigma non-opioid intracellular receptor 1 Ki = 180.0 nM 6.75 Binding affinity for rat Opioid receptor sigma 1 using [11C] radiotracer 16250661
5-hydroxytryptamine receptor 1A Ki = 184.0 nM 6.74 Binding affinity towards 5-hydroxytryptamine 1A receptor from rat hippocampal me... 12477356
5-hydroxytryptamine receptor 1A Ki = 184.0 nM 6.74 Binding affinity for rat 5-Hydroxytryptamine receptor using [11C] radiotracer 16250661
Sigma 2 receptor Ki = 342.0 nM 6.47 Binding affinity for rat Opioid receptor sigma 2 using [11C] radiotracer 16250661
D(2) dopamine receptor Ki = 373.0 nM 6.43 Binding affinity towards human Dopamine receptor D2 using [3H]spiroperidol as ra... 12477356
D(4) dopamine receptor Ki = 373.0 nM 6.43 Binding affinity for rat dopamine D4 receptor using [11C] radiotracer 16250661
D(2) dopamine receptor Ki = 373.0 nM 6.43 Displacement of [3H]spiroperidol from cloned human dopamine receptor D2(long) ex... 16392820
D(4) dopamine receptor Ki = 720.0 nM 6.14 Binding affinity towards human Dopamine receptor D4 using [3H]spiroperidol as ra... 12477356
D(2) dopamine receptor Ki = 720.0 nM 6.14 Binding affinity towards rat dopamine D2 receptor using [11C] radiotracer 16250661

Literature References

PubMed DOI Target Context # Activities
16250661 10.1021/jm050171k 5-hydroxytryptamine receptor 1A 1
19081257 10.1016/j.bmc.2008.11.044 D(3) dopamine receptor 1
16392820 10.1021/jm050734s Caco-2 1
16392820 10.1021/jm050734s D(2) dopamine receptor 1
16392820 10.1021/jm050734s D(3) dopamine receptor 1
16250661 10.1021/jm050171k Sigma 2 receptor 1
16250661 10.1021/jm050171k Sigma non-opioid intracellular receptor 1 1
16250661 10.1021/jm050171k Alpha-1A adrenergic receptor 1
16250661 10.1021/jm050171k No relevant target 1
12477356 10.1021/jm020952a D(3) dopamine receptor 1
16250661 10.1021/jm050171k D(4) dopamine receptor 1
16250661 10.1021/jm050171k D(2) dopamine receptor 1
16250661 10.1021/jm050171k D(3) dopamine receptor 1
12477356 10.1021/jm020952a No relevant target 1
12477356 10.1021/jm020952a Adrenergic receptor alpha-1 1
12477356 10.1021/jm020952a 5-hydroxytryptamine receptor 1A 1
12477356 10.1021/jm020952a D(2) dopamine receptor 1
12477356 10.1021/jm020952a D(4) dopamine receptor 1

Data from ChEMBL 36 via Core Engine