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Compound Detail

CHEMBL2165126

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O=C1CCc2ccc(OCCCCN3CCCN(c4cccc(Cl)c4Cl)CC3)cc2N1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2165126
Phase Preclinical
Structure Type MOL
InChI Key NGCKUAWDNUFNBB-UHFFFAOYSA-N
10
Targets
33
Activities
2
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

462.4
MW (Da)
5.25
ALogP
4
HBA
1
HBD
44.8
PSA (Ų)
0.57
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 C24H29Cl2N3O2
MW 462.42
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -1.27

Activity Summary

Ki 27 meas. best 9.7
EC50 6 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(2) dopamine receptor
CHEMBL217
 Ki 9.7 8.832 0.2 5
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 9.22 9.22 0.6 2
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 9.22 7.8867 0.6 3
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 9.22 8.38 0.6 4
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 9.22 8.08 0.6 2
D(3) dopamine receptor
CHEMBL234
 Ki 8.72 8.26 1.9 2
D(2) dopamine receptor
CHEMBL217
 EC50 8.7 7.6625 2.0 4
Unchecked
CHEMBL612545
 Ki 8.06 7.8867 8.7 3
D(4) dopamine receptor
CHEMBL219
 Ki 7.12 6.91 76.0 2
D(1A) dopamine receptor
CHEMBL2056
 Ki 6.47 6.275 340.0 2
D(1B) dopamine receptor
CHEMBL1850
 Ki 6.21 6.085 615.0 2
5-hydroxytryptamine receptor 1A
CHEMBL214
 EC50 5.6 5.6 2500.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(2) dopamine receptor Ki = 0.2 nM 9.7 Displacement of [3H]spiperone from human D2SR expressed in CHO cell membranes by... 28489379
D(2) dopamine receptor Ki = 0.53 nM 9.28 Displacement of [3H]spiperone from human D2LR expressed in CHO cell membranes by... 28489379
5-hydroxytryptamine receptor 1A Ki = 0.6 nM 9.22 Binding affinity to 5-HT1A receptor 22845053
5-hydroxytryptamine receptor 2C Ki = 0.6 nM 9.22 Binding affinity to 5-HT2C receptor 22845053
5-hydroxytryptamine receptor 2B Ki = 0.6 nM 9.22 Binding affinity to 5-HT2B receptor 22845053
5-hydroxytryptamine receptor 2A Ki = 0.6 nM 9.22 Binding affinity to 5-HT2A receptor 22845053
5-hydroxytryptamine receptor 2B Ki = 0.6 nM 9.22 Radioligand Binding Assay: Membranes prepared as above were resuspended to 1 ug ... -
D(3) dopamine receptor Ki = 1.9 nM 8.72 Displacement of [3H]spiperone from human D3R expressed in CHO cell membranes by ... 28489379
D(2) dopamine receptor EC50 = 2.0 nM 8.7 Partial agonist activity at D2L receptor in human HTLA cells assessed as beta ar... 22845053
5-hydroxytryptamine receptor 2A Ki = 2.0 nM 8.7 Displacement of [3H]ketanserin from human 5-HT2AR expressed in HEK293T cell memb... 28489379
D(2) dopamine receptor EC50 = 3.3 nM 8.48 Beta-Arrestin Recruitment (Tango) Assay: Recruitment of β-arrestin to agonist-st... -
D(2) dopamine receptor Ki = 3.6 nM 8.44 Radioligand Binding Assay: Membranes prepared as above were resuspended to 1 ug ... -
D(2) dopamine receptor Ki = 3.6 nM 8.44 Displacement of [3H]N-methylspiperone from human D2L receptor expressed in CHO c... 22845053
D(2) dopamine receptor Ki = 5.0 nM 8.3 Radioligand Binding Assay: Membranes prepared as above were resuspended to 1 ug ... -
Unchecked Ki = 8.7 nM 8.06 Displacement of [3H]WAY100635 from 5-HT1AR in porcine cerebral cortex by radioli... 28489379
D(3) dopamine receptor Ki = 16.0 nM 7.8 Radioligand Binding Assay: Membranes prepared as above were resuspended to 1 ug ... -
5-hydroxytryptamine receptor 2A Ki = 16.0 nM 7.8 Radioligand Binding Assay: Membranes prepared as above were resuspended to 1 ug ... -
Unchecked Ki = 16.0 nM 7.8 Displacement of [3H]prazosin from alpha1-adrenergic receptor in porcine cerebral... 28489379
Unchecked Ki = 16.0 nM 7.8 Radioligand Binding Assay: Membranes prepared as above were resuspended to 1 ug ... -
5-hydroxytryptamine receptor 2A Ki = 16.0 nM 7.8 Radioligand Binding Assay: Membranes prepared as above were resuspended to 1 ug ... -

Literature References

PubMed DOI Target Context # Activities
28489379 10.1021/acs.jmedchem.7b00363 D(2) dopamine receptor 8
22845053 10.1021/jm300603y D(2) dopamine receptor 5
22845053 10.1021/jm300603y Mus musculus 2
28489379 10.1021/acs.jmedchem.7b00363 Unchecked 2
28489379 10.1021/acs.jmedchem.7b00363 5-hydroxytryptamine receptor 2A 1
28489379 10.1021/acs.jmedchem.7b00363 D(1B) dopamine receptor 1
28489379 10.1021/acs.jmedchem.7b00363 D(4) dopamine receptor 1
28489379 10.1021/acs.jmedchem.7b00363 D(3) dopamine receptor 1
28489379 10.1021/acs.jmedchem.7b00363 D(1A) dopamine receptor 1
22845053 10.1021/jm300603y D(1A) dopamine receptor 1
22845053 10.1021/jm300603y D(3) dopamine receptor 1
22845053 10.1021/jm300603y D(4) dopamine receptor 1
22845053 10.1021/jm300603y D(1B) dopamine receptor 1
22845053 10.1021/jm300603y 5-hydroxytryptamine receptor 2A 1
22845053 10.1021/jm300603y 5-hydroxytryptamine receptor 2B 1
22845053 10.1021/jm300603y 5-hydroxytryptamine receptor 2C 1
22845053 10.1021/jm300603y 5-hydroxytryptamine receptor 1A 1

Data from ChEMBL 36 via Core Engine