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Compound Detail

CHEMBL139926

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O=C(NCCCCN1CCN(c2cccc(Cl)c2Cl)CC1)c1cc2ccccc2o1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL139926
Phase Preclinical
Structure Type MOL
InChI Key YJYMXCFUNVLJOC-UHFFFAOYSA-N
9
Targets
35
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

446.4
MW (Da)
5.07
ALogP
4
HBA
1
HBD
48.7
PSA (Ų)
0.52
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 C23H25Cl2N3O2
MW 446.38
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.52

Activity Summary

Ki 31 meas. best 9.21
IC50 4 meas. best 8.04

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(3) dopamine receptor
CHEMBL3138
 Ki 9.21 9.21 0.6 1
D(3) dopamine receptor
CHEMBL234
 Ki 9.1 8.9188 0.8 8
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 8.14 8.14 7.2 1
D(3) dopamine receptor
CHEMBL234
 IC50 8.04 8.04 9.0 2
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 7.55 6.935 27.9 2
D(2) dopamine receptor
CHEMBL217
 Ki 7.35 7.0188 44.8 8
Unchecked
CHEMBL612545
 Ki 7.35 7.35 44.8 1
D(4) dopamine receptor
CHEMBL219
 Ki 7.03 6.3986 93.0 7
D(2) dopamine receptor
CHEMBL217
 IC50 6.93 6.93 118.0 1
Unchecked
CHEMBL612545
 IC50 6.93 6.93 118.0 1
D(1A) dopamine receptor
CHEMBL2056
 Ki 5.68 5.61 2100.0 2
Serotonin 2 (5-HT2) receptor
CHEMBL2095200
 Ki 4.96 4.96 11000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(3) dopamine receptor Ki = 0.62 nM 9.21 Inhibition of [3H]spiperone binding to rat Dopamine D3 receptor expressed in Sf9... 15916415
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 = 0.8 nM 9.1 Displacement of [125I]-IABN from human dopamine D3 receptor expressed in HEK293 ... 21495689
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 = 1.122 nM 8.95 Displacement of [3H]spiperone from human dopamine D3 expressed in CHO cell membr... 17266201
D(3) dopamine receptor Ki = 1.5 nM 8.82 Binding affinity for human Dopamine receptor D3 by [3H]- spiperone displacement. 12361386
D(3) dopamine receptor Ki = 1.5 nM 8.82 Inhibition of [3H]spiperone binding to human Dopamine D3 receptor expressed in C... 15916415
D(3) dopamine receptor Ki = 4.3 nM 8.37 Inhibition of [3H]YM-09151-2 binding to human Dopamine D3 receptor expressed in ... 15916415
5-hydroxytryptamine receptor 2A Ki = 7.2 nM 8.14 Displacement of [3H]ketanserin from human 5-HT2A receptor expressed in HEK293 ce... 26299826
D(3) dopamine receptor IC50 = 9.01 nM 8.04 Antagonist activity at human D3 receptor expressed in HEK293 cells assessed as i... 19331412
D(3) dopamine receptor IC50 = 9.01 nM 8.04 Mitogenic stimulation or antagonism of 30 nM quinpirole-stimulated mitogenesis i... 15916415
5-hydroxytryptamine receptor 1A Ki = 27.9 nM 7.55 Displacement of [3H]8-OH-DPAT from 5HT1A receptor 19331412
Unchecked Ki = 44.8 nM 7.35 Displacement of [125]IABN from human cloned D2 like receptor expressed in HEK293... 19331412
D(2) dopamine receptor Ki = 44.8 nM 7.35 Displacement of [125I]-IABN from human dopamine D2L receptor expressed in HEK293... 21495689
D(2) dopamine receptor Ki = 44.8 nM 7.35 Inhibition of [125I]IABN binding to human Dopamine D2L receptor expressed in HEK... 15916415
D(2) dopamine receptor Ki = 44.8 nM 7.35 Binding affinity for human dopamine D2 receptor 15689168
D(2) dopamine receptor Ki = 80.0 nM 7.1 Binding affinity for human Dopamine receptor D2 (short) by [3H]- spiperone displ... 12361386
D(2) dopamine receptor Ki = 82.0 nM 7.09 Displacement of [3H]spiperone from human dopamine D2L receptor expressed in CHO ... 26299826
D(4) dopamine receptor Ki = 93.0 nM 7.03 Binding affinity for human Dopamine receptor D4 by [3H]- spiperone displacement. 12361386

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 Unchecked 4
15916415 10.1021/jm040190e D(4) dopamine receptor 4
15916415 10.1021/jm040190e D(2) dopamine receptor 3
15689168 10.1021/jm049465g D(3) dopamine receptor 2
19331412 10.1021/jm900095y D(3) dopamine receptor 2
15689168 10.1021/jm049465g Dopamine receptors; D2 & D3 2
15689168 10.1021/jm049465g D(2) dopamine receptor 2
12361386 10.1021/jm025558r Dopamine receptors; D2 & D3 2
12361386 10.1021/jm025558r D(3) dopamine receptor 2
12361386 10.1021/jm025558r D(2) dopamine receptor 2
12361386 10.1021/jm025558r Dopamine receptors; D3 & D4 1
12361386 10.1021/jm025558r D(1A) dopamine receptor 1
12361386 10.1021/jm025558r Adrenergic receptor alpha-1 1
12361386 10.1021/jm025558r Serotonin 2 (5-HT2) receptor 1
12361386 10.1021/jm025558r 5-hydroxytryptamine receptor 1A 1
12361386 10.1021/jm025558r D(4) dopamine receptor 1
26299826 10.1016/j.bmc.2015.07.050 5-hydroxytryptamine receptor 2A 1
17266201 10.1021/jm0611152 Dopamine receptors; D2 & D3 1

Data from ChEMBL 36 via Core Engine