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Compound Detail

CHEMBL59725

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O=C(NCCCCN1CCN(c2cccc(Cl)c2Cl)CC1)c1cc2ccccc2s1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL59725
Phase Preclinical
Structure Type MOL
InChI Key CPTSTFKVXWZGEV-UHFFFAOYSA-N
12
Targets
56
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

462.4
MW (Da)
5.54
ALogP
4
HBA
1
HBD
35.6
PSA (Ų)
0.47
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 C23H25Cl2N3OS
MW 462.45
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.89

Activity Summary

Ki 52 meas. best 9.85
IC50 4 meas. best 8.31

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(3) dopamine receptor
CHEMBL3138
 Ki 9.85 9.575 0.1 2
D(3) dopamine receptor
CHEMBL234
 Ki 9.3 9.19 0.5 12
D(3) dopamine receptor
CHEMBL234
 IC50 8.31 8.31 4.9 2
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 7.77 7.77 17.0 1
D(2) dopamine receptor
CHEMBL217
 Ki 7.37 5.9331 42.5 13
Unchecked
CHEMBL612545
 Ki 7.19 6.0767 64.7 3
D(2) dopamine receptor
CHEMBL217
 IC50 7.02 7.02 94.7 1
Unchecked
CHEMBL612545
 IC50 7.02 7.02 94.7 1
D(4) dopamine receptor
CHEMBL219
 Ki 6.77 6.3211 170.0 9
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 6.7 6.505 198.0 4
Adrenergic receptor alpha-1
CHEMBL2094251
 Ki 6.43 6.43 370.0 2
D(1A) dopamine receptor
CHEMBL2056
 Ki 5.92 5.49 1195.0 2
Serotonin 2 (5-HT2) receptor
CHEMBL2095200
 Ki 5.7 5.7 2000.0 1
D(2) dopamine receptor
CHEMBL339
 Ki 5.44 5.44 3600.0 1
D(1A) dopamine receptor
CHEMBL5067
 Ki 5.06 5.06 8800.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(3) dopamine receptor Ki = 0.14 nM 9.85 Inhibition of [3H]spiperone binding to rat Dopamine D3 receptor expressed in Sf9... 15916415
D(3) dopamine receptor Ki = 0.5 nM 9.3 Binding affinity for human Dopamine receptor D3 by [3H]- spiperone displacement. 12361386
D(3) dopamine receptor Ki = 0.5 nM 9.3 Binding affinity at dopamine receptor D3 on Sf9 cells by [125I]IABN displacement... 14684327
D(3) dopamine receptor Ki = 0.5 nM 9.3 Binding affinity for human dopamine receptor D3 15689154
D(3) dopamine receptor Ki = 0.5 nM 9.3 Binding affinity towards human D3 receptor using [3H]spiperone expressed in CHO ... 15225707
D(3) dopamine receptor Ki = 0.5 nM 9.3 Inhibition of [3H]spiperone binding to human Dopamine D3 receptor expressed in C... 15916415
D(3) dopamine receptor Ki = 0.5 nM 9.3 Binding affinity towards Dopamine receptor D3 using CHO cell line and [3H]-spipe... 16139501
D(3) dopamine receptor Ki = 0.5012 nM 9.3 Displacement of [3H]spiperone from human dopamine D3 expressed in CHO cell membr... 17266201
D(3) dopamine receptor Ki = 0.5 nM 9.3 Binding affinity to dopamine D3 receptor 21273071
D(3) dopamine receptor Ki = 0.5 nM 9.3 Displacement of [125I]ABN from human dopamine D3 receptor expressed in HEK293 ce... 23618707
D(3) dopamine receptor Ki = 0.8 nM 9.1 Binding affinity for human dopamine D3 receptor 15689168
D(3) dopamine receptor Ki = 0.8 nM 9.1 Inhibition of [125I]IABN binding to human Dopamine D3 receptor expressed in HEK ... 15916415
D(3) dopamine receptor Ki = 0.81 nM 9.09 Displacement of [125]IABN from human D3 receptor expressed in HEK293 cells 19331412
D(3) dopamine receptor Ki = 2.6 nM 8.59 Inhibition of [3H]YM-09151-2 binding to human Dopamine D3 receptor expressed in ... 15916415
D(3) dopamine receptor IC50 = 4.94 nM 8.31 Mitogenic stimulation or antagonism of 30 nM quinpirole-stimulated mitogenesis i... 15916415
D(3) dopamine receptor IC50 = 4.94 nM 8.31 Antagonist activity at human D3 receptor expressed in HEK293 cells assessed as i... 19331412
5-hydroxytryptamine receptor 2A Ki = 17.0 nM 7.77 Displacement of [3H]ketanserin from human 5-HT2A receptor expressed in HEK293 ce... 26299826
D(2) dopamine receptor Ki = 42.5 nM 7.37 Inhibition of [3H]YM-09151-2 binding to human Dopamine D2L receptor expressed in... 15916415
D(2) dopamine receptor Ki = 64.7 nM 7.19 Binding affinity for human dopamine D2 receptor 15689168
D(2) dopamine receptor Ki = 64.7 nM 7.19 Inhibition of [125I]IABN binding to human Dopamine D2L receptor expressed in HEK... 15916415

Literature References

PubMed DOI Target Context # Activities
15916415 10.1021/jm040190e D(3) dopamine receptor 5
19331412 10.1021/jm900095y Unchecked 4
15916415 10.1021/jm040190e D(4) dopamine receptor 4
15916415 10.1021/jm040190e Unchecked 4
15916415 10.1021/jm040190e D(2) dopamine receptor 3
12361386 10.1021/jm025558r D(2) dopamine receptor 2
15689168 10.1021/jm049465g Dopamine receptors; D2 & D3 2
15689168 10.1021/jm049465g D(3) dopamine receptor 2
15689168 10.1021/jm049465g D(2) dopamine receptor 2
15225707 10.1016/j.bmcl.2004.05.052 D(2) dopamine receptor 2
16139501 10.1016/j.bmcl.2005.07.037 D(2) dopamine receptor 2
16139501 10.1016/j.bmcl.2005.07.037 Dopamine receptors; D2 & D3 2
12361386 10.1021/jm025558r Dopamine receptors; D2 & D3 2
12361386 10.1021/jm025558r D(3) dopamine receptor 2
19331412 10.1021/jm900095y D(3) dopamine receptor 2
14684327 10.1016/j.bmcl.2003.09.083 Dopamine receptor D2 and D3 1
15689154 10.1021/jm049612a D(2) dopamine receptor 1
26299826 10.1016/j.bmc.2015.07.050 5-hydroxytryptamine receptor 2A 1
14684327 10.1016/j.bmcl.2003.09.083 D(3) dopamine receptor 1
12361386 10.1021/jm025558r Serotonin 2 (5-HT2) receptor 1

Data from ChEMBL 36 via Core Engine