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Compound Detail

CHEMBL346692

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O=C(NCCCCN1CCN(c2cccc(Cl)c2Cl)CC1)c1cc2ccccc2[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL346692
Phase Preclinical
Structure Type MOL
InChI Key WIYPXJWKJSYBKF-UHFFFAOYSA-N
7
Targets
15
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

445.4
MW (Da)
4.81
ALogP
3
HBA
2
HBD
51.4
PSA (Ų)
0.51
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H26Cl2N4O
MW 445.39
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.48

Activity Summary

Ki 15 meas. best 9.21

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 9.18 8.9325 0.7 4
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 7.51 7.51 31.0 1
D(2) dopamine receptor
CHEMBL217
 Ki 6.99 6.5783 103.0 6
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 5.78 5.78 1660.0 1
D(4) dopamine receptor
CHEMBL219
 Ki 5.77 5.77 1698.2 1
Adrenergic receptor alpha-1
CHEMBL1907610
 Ki 5.69 5.69 2050.0 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 Binding affinity towards Dopamine receptor D3 of rat using [3H]spiroperidol as r... 12477356
D(3) dopamine receptor Ki = 0.6607 nM 9.18 Displacement of [3H]spiperone from human dopamine D3 expressed in CHO cell membr... 17266201
D(3) dopamine receptor Ki = 1.4 nM 8.85 Displacement of [125I]-IABN from D3 receptor 22809299
D(3) dopamine receptor Ki = 1.4 nM 8.85 Displacement of [125I]IABN from human D3 receptor expressed in HEK293 cells afte... 22632094
D(3) dopamine receptor Ki = 1.4 nM 8.85 Displacement of [3H]-N-methylspiperone from human dopamine D3 receptor expressed... 27983845
5-hydroxytryptamine receptor 2A Ki = 31.0 nM 7.51 Displacement of [3H]ketanserin from human 5-HT2A receptor expressed in HEK293 ce... 26299826
D(2) dopamine receptor Ki = 103.0 nM 6.99 Displacement of [125I]-IABN from D2 receptor 22809299
D(2) dopamine receptor Ki = 103.0 nM 6.99 Displacement of [125I]IABN from human D2L receptor expressed in HEK293 cells aft... 22632094
D(2) dopamine receptor Ki = 103.0 nM 6.99 Displacement of [3H]-N-methylspiperone from human dopamine D2 receptor expressed... 27983845
D(2) dopamine receptor Ki = 135.0 nM 6.87 Binding affinity towards human Dopamine receptor D2 using [3H]spiroperidol as ra... 12477356
D(2) dopamine receptor Ki = 760.0 nM 6.12 Displacement of [3H]spiperone from human dopamine D2L receptor expressed in CHO ... 26299826
5-hydroxytryptamine receptor 1A Ki = 1660.0 nM 5.78 Binding affinity towards 5-hydroxytryptamine 1A receptor from rat hippocampal me... 12477356
D(4) dopamine receptor Ki = 1698.24 nM 5.77 Displacement of [3H]spiperone from human dopamine D4.4 expressed in CHO cell mem... 17266201
Adrenergic receptor alpha-1 Ki = 2050.0 nM 5.69 Binding affinity towards Alpha-1 adrenergic receptor from rat cortical membranes 12477356
D(2) dopamine receptor Ki = 3090.3 nM 5.51 Binding affinity to dopamine D2 17266201

Literature References

PubMed DOI Target Context # Activities
22809299 10.1021/jm301017v D(3) dopamine receptor 3
22809299 10.1021/jm301017v D(2) dopamine receptor 3
12477356 10.1021/jm020952a D(4) dopamine receptor 2
27983845 10.1021/acs.jmedchem.6b01148 D(3) dopamine receptor 2
22632094 10.1021/jm300482h D(2) dopamine receptor 2
22632094 10.1021/jm300482h D(3) dopamine receptor 2
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
12477356 10.1021/jm020952a No relevant target 1
12477356 10.1021/jm020952a Adrenergic receptor alpha-1 1
22809299 10.1021/jm301017v Unchecked 1
12477356 10.1021/jm020952a 5-hydroxytryptamine receptor 1A 1
12477356 10.1021/jm020952a D(2) dopamine receptor 1
22632094 10.1021/jm300482h Unchecked 1
26299826 10.1016/j.bmc.2015.07.050 Unchecked 1
26299826 10.1016/j.bmc.2015.07.050 D(2) dopamine receptor 1
27983845 10.1021/acs.jmedchem.6b01148 Unchecked 1

Data from ChEMBL 36 via Core Engine