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Compound Detail

CHEMBL424294

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COc1ccccc1N1CCN(CCCCNC(=O)c2cc3ccccc3s2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL424294
Phase Preclinical
Structure Type MOL
InChI Key KFMBPIZMZUDONQ-UHFFFAOYSA-N
11
Targets
29
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

423.6
MW (Da)
4.24
ALogP
5
HBA
1
HBD
44.8
PSA (Ų)
0.55
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H29N3O2S
MW 423.58
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.72

Activity Summary

Ki 26 meas. best 9.72
IC50 2 meas. best 9.66
EC50 1 meas. best 9.44

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(3) dopamine receptor
CHEMBL234
 Ki 9.72 9.64 0.2 5
D(3) dopamine receptor
CHEMBL234
 IC50 9.66 9.66 0.2 1
D(3) dopamine receptor
CHEMBL234
 EC50 9.44 9.44 0.4 1
Unchecked
CHEMBL612545
 Ki 7.85 7.6367 14.0 3
Adrenergic receptor alpha-1
CHEMBL2094251
 Ki 7.82 7.82 15.0 1
D(4) dopamine receptor
CHEMBL219
 Ki 7.82 7.445 15.0 4
Unchecked
CHEMBL612545
 IC50 7.67 7.67 21.4 1
D(2) dopamine receptor
CHEMBL217
 Ki 7.6 7.1933 25.0 6
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 7.39 7.39 41.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 6.92 6.92 120.0 1
Serotonin 2 (5-HT2) receptor
CHEMBL2095200
 Ki 6.46 6.46 350.0 1
5-hydroxytryptamine receptor 2A
CHEMBL2490
 Ki 6.46 6.46 350.0 1
D(1A) dopamine receptor
CHEMBL2056
 Ki 6.17 6.135 670.0 2
D(1A) dopamine receptor
CHEMBL5067
 Ki 6.09 6.09 820.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(3) dopamine receptor Ki = 0.19 nM 9.72 Displacement of [125]IABN from human D3 receptor expressed in HEK293 cells 19331412
D(3) dopamine receptor IC50 = 0.22 nM 9.66 Antagonist activity at human D3 receptor expressed in HEK293 cells assessed as i... 19331412
D(3) dopamine receptor Ki = 0.23 nM 9.64 Binding affinity for human Dopamine receptor D3 by [3H]- spiperone displacement. 12361386
D(3) dopamine receptor Ki = 0.23 nM 9.64 Displacement of [3H]spiroperidol from human cloned dopamine D3 receptor by liqui... 19081257
D(3) dopamine receptor Ki = 0.2344 nM 9.63 Displacement of [3H]spiperone from human dopamine D3 expressed in CHO cell membr... 17266201
D(3) dopamine receptor Ki = 0.27 nM 9.57 Displacement of [3H]Spiperone from human dopamine D3 receptor expressed in CHO c... 20839776
D(3) dopamine receptor EC50 = 0.36 nM 9.44 Intrinsic activity in mitogenesis assay using Dopamine receptor D3 expressing CH... 12361386
Unchecked Ki = 14.0 nM 7.85 Displacement of [3H]Prazosin from adrenergic alpha1 receptor in pig cerebral cor... 20839776
D(4) dopamine receptor Ki = 15.0 nM 7.82 Binding affinity for human Dopamine receptor D4 by [3H]- spiperone displacement. 12361386
Adrenergic receptor alpha-1 Ki = 15.0 nM 7.82 Displacement of [3H]- ketanserin from porcine Alpha-1 adrenergic receptor 12361386
D(4) dopamine receptor Ki = 15.14 nM 7.82 Displacement of [3H]spiperone from human dopamine D4.4 expressed in CHO cell mem... 17266201
Unchecked IC50 = 21.4 nM 7.67 Antagonist activity at human D2 like receptor expressed in HEK293 cells assessed... 19331412
Unchecked Ki = 21.5 nM 7.67 Displacement of [125]IABN from human cloned D2 like receptor expressed in HEK293... 19331412
D(4) dopamine receptor Ki = 24.0 nM 7.62 Displacement of [3H]Spiperone from human dopamine D4.4 receptor expressed in CHO... 20839776
D(2) dopamine receptor Ki = 25.0 nM 7.6 Displacement of [3H]spiperone from human dopamine D2L receptor expressed in CHO ... 26299826
5-hydroxytryptamine receptor 1A Ki = 41.0 nM 7.39 Displacement of [3H]- 8-OH-DPAT from porcine 5-hydroxytryptamine 1A receptor 12361386
Unchecked Ki = 41.0 nM 7.39 Displacement of [3H]WAY-100635 from 5-HT1A receptor in pig cerebral cortex homog... 20839776
D(2) dopamine receptor Ki = 52.0 nM 7.28 Binding affinity for human Dopamine receptor D2 (short) by [3H]- spiperone displ... 12361386
D(2) dopamine receptor Ki = 72.0 nM 7.14 Displacement of [3H]Spiperone from human dopamine D2 short receptor expressed in... 20839776
D(2) dopamine receptor Ki = 87.0 nM 7.06 Binding affinity for human Dopamine receptor D2 (long) by [3H]- spiperone displa... 12361386

Literature References

PubMed DOI Target Context # Activities
19331412 10.1021/jm900095y Unchecked 5
12361386 10.1021/jm025558r D(3) dopamine receptor 3
12361386 10.1021/jm025558r D(2) dopamine receptor 2
20839776 10.1021/jm100899z D(2) dopamine receptor 2
20839776 10.1021/jm100899z Unchecked 2
19331412 10.1021/jm900095y D(3) dopamine receptor 2
12361386 10.1021/jm025558r Dopamine receptors; D2 & D3 2
12361386 10.1021/jm025558r Adrenergic receptor alpha-1 1
12361386 10.1021/jm025558r Dopamine receptors; D3 & D4 1
17266201 10.1021/jm0611152 Dopamine receptors; D2 & D3 1
17266201 10.1021/jm0611152 Dopamine receptors; D3 & D4 1
17266201 10.1021/jm0611152 D(2) dopamine receptor 1
17266201 10.1021/jm0611152 D(3) dopamine receptor 1
17266201 10.1021/jm0611152 D(4) dopamine receptor 1
19081257 10.1016/j.bmc.2008.11.044 D(3) dopamine receptor 1
12361386 10.1021/jm025558r Serotonin 2 (5-HT2) receptor 1
12361386 10.1021/jm025558r 5-hydroxytryptamine receptor 1A 1
19331412 10.1021/jm900095y D(4) dopamine receptor 1
26299826 10.1016/j.bmc.2015.07.050 5-hydroxytryptamine receptor 2A 1
12361386 10.1021/jm025558r D(4) dopamine receptor 1

Data from ChEMBL 36 via Core Engine