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

CHEMBL1774386

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
O=C(NCCC(F)CN1CCN(c2cccc(Cl)c2Cl)CC1)c1cc2ccccc2o1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1774386
Phase Preclinical
Structure Type MOL
InChI Key LRBUVURCWWAQQT-UHFFFAOYSA-N
5
Targets
27
Activities
3
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

464.4
MW (Da)
5.02
ALogP
4
HBA
1
HBD
48.7
PSA (Ų)
0.53
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H24Cl2FN3O2
MW 464.37
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -1.44

Activity Summary

Ki 16 meas. best 8.77
Kd 10 meas. best 11.0
IC50 1 meas. best 6.37

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Kd 11.0 10.5486 0.0 7
D(2) dopamine receptor
CHEMBL217
 Kd 10.52 10.52 0.0 1
D(3) dopamine receptor
CHEMBL234
 Kd 10.52 10.46 0.0 2
Unchecked
CHEMBL612545
 Ki 8.77 7.5743 1.7 7
D(3) dopamine receptor
CHEMBL234
 Ki 8.27 7.995 5.4 4
D(3) dopamine receptor
CHEMBL234
 IC50 6.37 6.37 430.0 1
D(2) dopamine receptor
CHEMBL217
 Ki 6.02 5.3 960.0 3
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 5.94 5.94 1150.0 1
D(4) dopamine receptor
CHEMBL219
 Ki 5.27 5.27 5340.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Kd = 0.01 nM 11.0 Binding affinity to human dopamine D2/D3 receptor chimera D expressed in HEK293 ... 21495689
Unchecked Kd = 0.02 nM 10.7 Binding affinity to human dopamine D2/D3 receptor chimera B expressed in HEK293 ... 21495689
Unchecked Kd = 0.02 nM 10.7 Binding affinity to human dopamine D2/D3 receptor chimera C expressed in HEK293 ... 21495689
D(2) dopamine receptor Kd = 0.03 nM 10.52 Binding affinity to wild type human dopamine D2 receptor expressed in HEK293 cel... 21495689
Unchecked Kd = 0.03 nM 10.52 Binding affinity to human dopamine D2/D3 receptor chimera E expressed in HEK293 ... 21495689
Unchecked Kd = 0.03 nM 10.52 Binding affinity to human dopamine D2/D3 receptor chimera F expressed in HEK293 ... 21495689
D(3) dopamine receptor Kd = 0.03 nM 10.52 Binding affinity to human dopamine D3/E2 loop of D2 receptor expressed in HEK293... 21495689
D(3) dopamine receptor Kd = 0.04 nM 10.4 Binding affinity to wild type human dopamine D3 receptor expressed in HEK293 cel... 21495689
Unchecked Kd = 0.05 nM 10.3 Binding affinity to human dopamine D2/D3 receptor chimera A expressed in HEK293 ... 21495689
Unchecked Kd = 0.08 nM 10.1 Binding affinity to human dopamine D2/E2 loop of D3 receptor expressed in HEK293... 21495689
Unchecked Ki = 1.7 nM 8.77 Displacement of [125I]-IABN from human dopamine D2/D3 receptor chimera E express... 21495689
Unchecked Ki = 2.9 nM 8.54 Displacement of [125I]-IABN from human dopamine D2/D3 receptor chimera F express... 21495689
D(3) dopamine receptor Ki = 5.4 nM 8.27 Displacement of [125I]-IABN from wild type human dopamine D3 receptor expressed ... 21495689
D(3) dopamine receptor Ki = 6.1 nM 8.21 Displacement of [125I]-IABN from human dopamine D3 receptor expressed in HEK293 ... 21495689
D(3) dopamine receptor Ki = 10.0 nM 8.0 Displacement of [3H]N-methylspiperone from human dopamine D3 receptor expressed ... 24944737
Unchecked Ki = 11.5 nM 7.94 Displacement of [125I]-IABN from human dopamine D2/D3 receptor chimera D express... 21495689
Unchecked Ki = 13.9 nM 7.86 Displacement of [125I]-IABN from human dopamine D2/D3 receptor chimera B express... 21495689
Unchecked Ki = 20.8 nM 7.68 Displacement of [125I]-IABN from human dopamine D2/D3 receptor chimera C express... 21495689
D(3) dopamine receptor Ki = 31.5 nM 7.5 Displacement of [125I]-IABN from human dopamine D3/E2 loop of D2 receptor expres... 21495689
Unchecked Ki = 245.0 nM 6.61 Displacement of [125I]-IABN from human dopamine D2/E2 loop of D3 receptor expres... 21495689

Literature References

PubMed DOI Target Context # Activities
21495689 10.1021/jm200288r Unchecked 22
21495689 10.1021/jm200288r D(3) dopamine receptor 7
21495689 10.1021/jm200288r D(2) dopamine receptor 4
21495689 10.1021/jm200288r 5-hydroxytryptamine receptor 1A 2
21495689 10.1021/jm200288r 5-hydroxytryptamine receptor 2A 1
21495689 10.1021/jm200288r D(4) dopamine receptor 1
21495689 10.1021/jm200288r Dopamine receptors; D3 & D4 1
24944737 10.1021/ml500006v D(3) dopamine receptor 1
24944737 10.1021/ml500006v D(2) dopamine receptor 1
24944737 10.1021/ml500006v Unchecked 1
24944737 10.1021/ml500006v D(4) dopamine receptor 1

Data from ChEMBL 36 via Core Engine