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Compound Detail

CHEMBL3289656

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c1cnc(N2CCN(CCCc3nc4ccccc4s3)CC2)nc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3289656
Phase Preclinical
Structure Type MOL
InChI Key PQVQCEDGSJVHMK-UHFFFAOYSA-N
16
Targets
37
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

339.5
MW (Da)
2.84
ALogP
6
HBA
0
HBD
45.1
PSA (Ų)
0.72
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 C18H21N5S
MW 339.47
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness -2.38

Activity Summary

Ki 29 meas. best 8.41
EC50 4 meas. best 8.36
IC50 4 meas. best 7.49

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(4) dopamine receptor
CHEMBL3361
 Ki 8.41 8.41 3.9 2
D(4) dopamine receptor
CHEMBL219
 EC50 8.36 8.36 4.3 1
D(4) dopamine receptor
CHEMBL219
 Ki 8.19 8.19 6.5 1
D(4) dopamine receptor
CHEMBL219
 IC50 7.49 7.32 32.3 2
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 7.4 7.395 40.0 2
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 7.33 7.33 46.8 2
Alpha-2C adrenergic receptor
CHEMBL1916
 Ki 6.9 6.9 125.9 2
Unchecked
CHEMBL612545
 Ki 6.79 6.79 162.0 2
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 6.59 6.59 257.0 2
5-hydroxytryptamine receptor 2A
CHEMBL322
 Ki 6.55 6.55 281.8 2
5-hydroxytryptamine receptor 2C
CHEMBL324
 Ki 6.55 6.55 280.0 2
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 6.47 6.47 338.8 2
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 6.46 6.46 346.7 2
Histamine H1 receptor
CHEMBL231
 Ki 6.14 6.14 724.4 2
Alpha-2A adrenergic receptor
CHEMBL1867
 Ki 6.07 6.07 844.0 2
D(2) dopamine receptor
CHEMBL217
 EC50 5.97 5.97 1060.0 1
D(3) dopamine receptor
CHEMBL234
 Ki 5.78 5.78 1650.0 1
D(3) dopamine receptor
CHEMBL234
 EC50 5.63 5.63 2340.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
 Ki 5.56 5.56 2754.2 2
D(2) dopamine receptor
CHEMBL217
 Ki 5.2 5.2 6370.0 1
D(2) dopamine receptor
CHEMBL217
 IC50 4.99 4.99 10200.0 1
D(3) dopamine receptor
CHEMBL234
 IC50 4.82 4.82 15100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(4) dopamine receptor Ki = 3.9 nM 8.41 Displacement of [3H]N-methylspiperone from rat dopamine D4 receptor by PDSP assa... 24800940
D(4) dopamine receptor Ki = 3.89 nM 8.41 Displacement of [3H]N-methylspiperone from rat dopamine D4 receptor by PDSP assa... 24800940
D(4) dopamine receptor EC50 = 4.34 nM 8.36 Agonist activity at human D4 receptor stably expressed in CHO-K1 cells assessed ... 37646374
D(4) dopamine receptor Ki = 6.5 nM 8.19 Displacement of [3H]N-methylspiperone from human D4 receptor stably expressed in... 37646374
D(4) dopamine receptor IC50 = 32.3 nM 7.49 Antagonist activity at human D4 receptor stably expressed in CHO-K1 cells assess... 37646374
5-hydroxytryptamine receptor 1A Ki = 40.0 nM 7.4 Displacement of [3H]8-OH-DPAT from human 5-HT1A receptor by PDSP assay 24800940
5-hydroxytryptamine receptor 1A Ki = 40.74 nM 7.39 Displacement of [3H]8-OH-DPAT from human 5-HT1A receptor by PDSP assay 24800940
5-hydroxytryptamine receptor 2B Ki = 46.77 nM 7.33 Displacement of [3H]LSD from human 5-HT2B receptor by PDSP assay 24800940
5-hydroxytryptamine receptor 2B Ki = 47.0 nM 7.33 Displacement of [3H]LSD from human 5-HT2B receptor by PDSP assay 24800940
D(4) dopamine receptor IC50 = 71.5 nM 7.15 Antagonist activity at human D4 receptor stably expressed in CHO-K1 cells assess... 37646374
Alpha-2C adrenergic receptor Ki = 126.0 nM 6.9 Displacement of [3H]clonidine from human adrenergic-alpha2C receptor by PDSP ass... 24800940
Alpha-2C adrenergic receptor Ki = 125.89 nM 6.9 Displacement of [3H]clonidine from human adrenergic-alpha2C receptor by PDSP ass... 24800940
Unchecked Ki = 162.0 nM 6.79 Binding affinity to sigma-2 receptor (unknown origin) by PDSP assay 24800940
Unchecked Ki = 162.18 nM 6.79 Binding affinity to sigma-2 receptor (unknown origin) by PDSP assay 24800940
Alpha-1A adrenergic receptor Ki = 259.0 nM 6.59 Displacement of [3H]prazosin from human adrenergic-alpha1A receptor by PDSP assa... 24800940
Alpha-1A adrenergic receptor Ki = 257.04 nM 6.59 Displacement of [3H]prazosin from human adrenergic-alpha1A receptor by PDSP assa... 24800940
5-hydroxytryptamine receptor 2A Ki = 283.0 nM 6.55 Displacement of [3H]ketanserin from rat 5-HT2A receptor by PDSP assay 24800940
5-hydroxytryptamine receptor 2A Ki = 281.84 nM 6.55 Displacement of [3H]ketanserin from rat 5-HT2A receptor by PDSP assay 24800940
5-hydroxytryptamine receptor 2C Ki = 280.0 nM 6.55 Displacement of [3H]mesulergine from rat 5-HT2C receptor by PDSP assay 24800940
5-hydroxytryptamine receptor 2C Ki = 281.84 nM 6.55 Displacement of [3H]mesulergine from rat 5-HT2C receptor by PDSP assay 24800940

Literature References

PubMed DOI Target Context # Activities
37646374 10.1021/acs.jmedchem.3c00734 D(2) dopamine receptor 9
37646374 10.1021/acs.jmedchem.3c00734 D(4) dopamine receptor 9
37646374 10.1021/acs.jmedchem.3c00734 Unchecked 8
37646374 10.1021/acs.jmedchem.3c00734 D(3) dopamine receptor 5
24800940 10.1016/j.bmc.2014.04.026 Unchecked 4
24800940 10.1016/j.bmc.2014.04.026 5-hydroxytryptamine receptor 2C 2
24800940 10.1016/j.bmc.2014.04.026 Alpha-2C adrenergic receptor 2
24800940 10.1016/j.bmc.2014.04.026 Alpha-2A adrenergic receptor 2
24800940 10.1016/j.bmc.2014.04.026 Alpha-1A adrenergic receptor 2
24800940 10.1016/j.bmc.2014.04.026 Histamine H1 receptor 2
24800940 10.1016/j.bmc.2014.04.026 5-hydroxytryptamine receptor 7 2
24800940 10.1016/j.bmc.2014.04.026 5-hydroxytryptamine receptor 2B 2
24800940 10.1016/j.bmc.2014.04.026 5-hydroxytryptamine receptor 2A 2
24800940 10.1016/j.bmc.2014.04.026 5-hydroxytryptamine receptor 1A 2
24800940 10.1016/j.bmc.2014.04.026 D(4) dopamine receptor 2
24800940 10.1016/j.bmc.2014.04.026 Sigma non-opioid intracellular receptor 1 2
24800940 10.1016/j.bmc.2014.04.026 Sodium-dependent noradrenaline transporter 2
24800940 10.1016/j.bmc.2014.04.026 5-hydroxytryptamine receptor 3A 1
24800940 10.1016/j.bmc.2014.04.026 D(1A) dopamine receptor 1
24800940 10.1016/j.bmc.2014.04.026 D(3) dopamine receptor 1

Data from ChEMBL 36 via Core Engine