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Compound Detail

CHEMBL2165119

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O=C1CCc2ccc(OCCCCN3CCCN(c4cccc(Cl)c4Cl)CC3)nc2N1

Basic Information

ChEMBL ID CHEMBL2165119
Phase Preclinical
Structure Type MOL
InChI Key JQSRFMXTGAVHIR-UHFFFAOYSA-N
10
Targets
19
Activities
2
Assay Types
0
PK Parameters
1
Publications
0
Known Names

Molecular Properties

463.4
MW (Da)
4.64
ALogP
5
HBA
1
HBD
57.7
PSA (Ų)
0.61
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 C23H28Cl2N4O2
MW 463.41
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -1.45

Activity Summary

Ki 14 meas. best 8.96
EC50 5 meas. best 8.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 8.96 8.96 1.1 1
D(2) dopamine receptor
CHEMBL217
Ki 8.92 8.81 1.2 3
D(2) dopamine receptor
CHEMBL217
EC50 8.8 8.39 1.6 3
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 8.13 8.13 7.4 2
D(3) dopamine receptor
CHEMBL234
Ki 7.96 7.96 11.0 1
Unchecked
CHEMBL612545
Ki 7.96 7.96 11.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 7.54 7.54 29.0 2
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 7.0 7.0 99.0 1
D(4) dopamine receptor
CHEMBL219
Ki 6.75 6.75 178.0 1
D(1B) dopamine receptor
CHEMBL1850
Ki 6.29 6.29 513.0 1
D(1A) dopamine receptor
CHEMBL2056
Ki 5.98 5.98 1040.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
EC50 5.75 5.75 1800.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2B Ki = 1.1 nM 8.96 Radioligand Binding Assay: Membranes prepared as above were resuspended to 1 ug ... -
D(2) dopamine receptor Ki = 1.2 nM 8.92 Displacement of [3H]N-methylspiperone from human D2L receptor expressed in CHO c... 22845053
D(2) dopamine receptor Ki = 1.2 nM 8.92 Radioligand Binding Assay: Membranes prepared as above were resuspended to 1 ug ... -
D(2) dopamine receptor EC50 = 1.6 nM 8.8 Agonist activity at D2L receptor in human HTLA cells assessed as beta arrestin r... 22845053
D(2) dopamine receptor Ki = 2.6 nM 8.59 Radioligand Binding Assay: Membranes prepared as above were resuspended to 1 ug ... -
D(2) dopamine receptor EC50 = 3.3 nM 8.48 Beta-Arrestin Recruitment (Tango) Assay: Recruitment of β-arrestin to agonist-st... -
5-hydroxytryptamine receptor 2A Ki = 7.4 nM 8.13 Radioligand Binding Assay: Membranes prepared as above were resuspended to 1 ug ... -
5-hydroxytryptamine receptor 2A Ki = 7.4 nM 8.13 Radioligand Binding Assay: Membranes prepared as above were resuspended to 1 ug ... -
D(3) dopamine receptor Ki = 11.0 nM 7.96 Radioligand Binding Assay: Membranes prepared as above were resuspended to 1 ug ... -
Unchecked Ki = 11.0 nM 7.96 Radioligand Binding Assay: Membranes prepared as above were resuspended to 1 ug ... -
D(2) dopamine receptor EC50 = 13.0 nM 7.89 cAMP GloSensor Assay: HEK293T cells co-expressing the cAMP biosensor GloSensor-2... -
5-hydroxytryptamine receptor 1A Ki = 29.0 nM 7.54 Radioligand Binding Assay: Membranes prepared as above were resuspended to 1 ug ... -
5-hydroxytryptamine receptor 1A Ki = 29.0 nM 7.54 Radioligand Binding Assay: Membranes prepared as above were resuspended to 1 ug ... -
5-hydroxytryptamine receptor 2C Ki = 99.0 nM 7.0 Radioligand Binding Assay: Membranes prepared as above were resuspended to 1 ug ... -
D(4) dopamine receptor Ki = 178.0 nM 6.75 Radioligand Binding Assay: Membranes prepared as above were resuspended to 1 ug ... -
D(1B) dopamine receptor Ki = 513.0 nM 6.29 Radioligand Binding Assay: Membranes prepared as above were resuspended to 1 ug ... -
D(1A) dopamine receptor Ki = 1040.0 nM 5.98 Radioligand Binding Assay: Membranes prepared as above were resuspended to 1 ug ... -
5-hydroxytryptamine receptor 1A EC50 = 1800.0 nM 5.75 pERK High-Content Assay: Cell Culture: Chinese Hamster Ovary (CHO) cells stably ... -
5-hydroxytryptamine receptor 1A EC50 = 1800.0 nM 5.75 pERK High-Content Assay: Cell Culture: Chinese Hamster Ovary (CHO) cells stably ... -

Literature References

PubMed DOI Target Context # Activities
22845053 10.1021/jm300603y D(2) dopamine receptor 5

Data from ChEMBL 36 via Core Engine