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

CHEMBL93403

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
COc1cccc(C(=O)NCCN2CCN(c3ccc(Cl)cc3)CC2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL93403
Phase Preclinical
Structure Type MOL
InChI Key DQVARXSGNFBPMB-UHFFFAOYSA-N
6
Targets
14
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

373.9
MW (Da)
2.90
ALogP
4
HBA
1
HBD
44.8
PSA (Ų)
0.85
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C20H24ClN3O2
MW 373.88
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -1.87

Activity Summary

Ki 9 meas. best 10.4
IC50 5 meas. best 10.24

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(4) dopamine receptor
CHEMBL219
 Ki 10.4 10.4 0.0 2
D(4) dopamine receptor
CHEMBL219
 IC50 10.24 10.24 0.1 1
D(4) dopamine receptor
CHEMBL3361
 Ki 8.3 8.3 5.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 6.83 6.83 147.0 2
5-hydroxytryptamine receptor 1A
CHEMBL273
 IC50 6.66 6.66 220.0 1
Adrenergic receptor alpha-1
CHEMBL1907610
 Ki 6.61 6.61 245.0 2
Adrenergic receptor alpha-1
CHEMBL1907610
 IC50 6.57 6.57 270.0 1
D(2) dopamine receptor
CHEMBL217
 Ki 5.72 5.72 1900.0 2
Plasmodium falciparum
CHEMBL364
 IC50 4.9 4.9 12589.2 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(4) dopamine receptor Ki = 0.04 nM 10.4 In vitro binding affinity at human Dopamine receptor D4.4 by [3H]YM-09151-2 disp... 10649982
D(4) dopamine receptor Ki = 0.04 nM 10.4 Binding affinity towards human Dopamine receptor D4 using [3H]spiroperidol as ra... 12477356
D(4) dopamine receptor IC50 = 0.057 nM 10.24 In vitro binding affinity at human cloned Dopamine receptor D4.2 by [3H]YM-09151... 9822559
D(4) dopamine receptor Ki = 4.97 nM 8.3 Displacement of [3H]MSP from rat dopamine D4 receptor expressed in HEK293 cells ... 20873719
5-hydroxytryptamine receptor 1A Ki = 147.0 nM 6.83 In vitro binding affinity at 5-hydroxytryptamine receptor 1A receptor in rat hip... 10649982
5-hydroxytryptamine receptor 1A Ki = 147.0 nM 6.83 Binding affinity towards 5-hydroxytryptamine 1A receptor from rat hippocampal me... 12477356
5-hydroxytryptamine receptor 1A IC50 = 220.0 nM 6.66 Binding affinity was measured at the serotonin 5-hydroxytryptamine 1A receptor u... 9822559
Adrenergic receptor alpha-1 Ki = 245.0 nM 6.61 In vitro binding affinity towards alpha-1 adrenergic receptor by using [3H]prazo... 10649982
Adrenergic receptor alpha-1 Ki = 245.0 nM 6.61 Binding affinity towards Alpha-1 adrenergic receptor from rat cortical membranes 12477356
Adrenergic receptor alpha-1 IC50 = 270.0 nM 6.57 Binding affinity was measured at the Alpha-1 adrenergic receptor using [3H]prazo... 9822559
D(2) dopamine receptor Ki = 1900.0 nM 5.72 In vitro binding affinity at human Dopamine receptor D2 (long) by [3H]spiroperid... 10649982
D(2) dopamine receptor Ki = 1900.0 nM 5.72 Binding affinity towards human Dopamine receptor D2 using [3H]spiroperidol as ra... 12477356
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910

Literature References

PubMed DOI Target Context # Activities
20873719 10.1021/jm100925m No relevant target 3
12477356 10.1021/jm020952a D(3) dopamine receptor 2
19734910 10.1038/nchembio.215 Plasmodium falciparum 2
9822559 10.1021/jm981041x D(4) dopamine receptor 1
20873719 10.1021/jm100925m Sigma non-opioid intracellular receptor 1 1
20873719 10.1021/jm100925m D(2) dopamine receptor 1
20873719 10.1021/jm100925m D(4) dopamine receptor 1
17417631 10.1038/nchembio873 Unchecked 1
9822559 10.1021/jm981041x Adrenergic receptor alpha-1 1
9822559 10.1021/jm981041x 5-hydroxytryptamine receptor 1A 1
9822559 10.1021/jm981041x D(2) dopamine receptor 1
10649982 10.1021/jm991138z D(4) 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
10649982 10.1021/jm991138z Adrenergic receptor alpha-1 1
10649982 10.1021/jm991138z 5-hydroxytryptamine receptor 1A 1
10649982 10.1021/jm991138z D(2) dopamine receptor 1

Data from ChEMBL 36 via Core Engine