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Compound Detail

CHEMBL150161

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O=C(CCCN1CCC(O)(c2ccc(Cl)cc2)C1)c1ccc(F)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL150161
Phase Preclinical
Structure Type MOL
InChI Key BETHXCLHMRGYBW-UHFFFAOYSA-N
13
Targets
43
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

361.8
MW (Da)
4.04
ALogP
3
HBA
1
HBD
40.5
PSA (Ų)
0.79
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H21ClFNO2
MW 361.84
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -0.92

Activity Summary

Ki 43 meas. best 8.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 8.52 7.67 3.0 4
D(4) dopamine receptor
CHEMBL219
 Ki 8.44 7.612 3.6 5
Alpha-2C adrenergic receptor
CHEMBL1916
 Ki 7.79 7.41 16.4 2
D(2) dopamine receptor
CHEMBL217
 Ki 7.48 6.936 33.0 5
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 7.47 7.205 34.0 2
Alpha-1B adrenergic receptor
CHEMBL232
 Ki 7.38 7.185 41.7 2
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 7.12 6.87 75.8 4
D(3) dopamine receptor
CHEMBL234
 Ki 6.7 6.2 200.0 3
Histamine H1 receptor
CHEMBL231
 Ki 6.59 6.21 259.6 4
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 6.14 6.1025 722.3 4
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 5.9 5.67 1252.0 4
Alpha-2B adrenergic receptor
CHEMBL1942
 Ki 5.81 5.575 1543.0 2
Alpha-2A adrenergic receptor
CHEMBL1867
 Ki 5.65 5.445 2239.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 3.0 nM 8.52 Ratio of Ki for human dopamine D2 receptor to Ki for human dopamine D4 receptor 19155177
D(4) dopamine receptor Ki = 3.6 nM 8.44 Binding affinity to human cloned dopamine D4 receptor 18595716
D(4) dopamine receptor Ki = 3.6 nM 8.44 Binding affinity to human cloned dopamine D4.4 receptor by radioligand binding a... 16621538
Unchecked Ki = 10.47 nM 7.98 Binding affinity towards dopamine receptor D4 was determined 15808487
D(4) dopamine receptor Ki = 11.0 nM 7.96 Displacement of [125I]DOI from human dopamine D4 receptor by liquid scintillatio... 19155177
Alpha-2C adrenergic receptor Ki = 16.4 nM 7.79 Binding affinity to human cloned adrenergic alpha-2C receptor by radioligand bin... 16621538
Unchecked Ki = 33.11 nM 7.48 Binding affinity towards dopamine receptor D2 was determined 15808487
D(2) dopamine receptor Ki = 33.0 nM 7.48 Displacement of [3H]N-methylspiperone from human dopamine D2 receptor by liquid ... 19155177
Alpha-1A adrenergic receptor Ki = 34.0 nM 7.47 Binding affinity to human cloned adrenergic alpha-1A receptor by radioligand bin... 16621538
Alpha-1B adrenergic receptor Ki = 41.7 nM 7.38 Binding affinity to human cloned adrenergic alpha-1B receptor by radioligand bin... 16621538
D(2) dopamine receptor Ki = 51.1 nM 7.29 Binding affinity to human cloned dopamine D2 receptor by radioligand binding ass... 16621538
D(2) dopamine receptor Ki = 51.1 nM 7.29 Binding affinity to human cloned dopamine D2 receptor 18595716
5-hydroxytryptamine receptor 2A Ki = 75.8 nM 7.12 Binding affinity to human cloned 5HT2A receptor by radioligand binding assay 16621538
5-hydroxytryptamine receptor 2A Ki = 75.8 nM 7.12 Binding affinity to human cloned 5HT2A receptor 18595716
Alpha-2C adrenergic receptor Ki = 94.3 nM 7.03 Binding affinity to human cloned adrenergic alpha-2C receptor by radioligand bin... 16621538
Alpha-1B adrenergic receptor Ki = 102.4 nM 6.99 Binding affinity to human cloned adrenergic alpha-1B receptor by radioligand bin... 16621538
Alpha-1A adrenergic receptor Ki = 114.8 nM 6.94 Binding affinity to human cloned adrenergic alpha-1A receptor by radioligand bin... 16621538
Unchecked Ki = 199.53 nM 6.7 Binding affinity towards dopamine receptor D3 was determined 15808487
D(3) dopamine receptor Ki = 200.0 nM 6.7 Displacement of [3H]N-methylspiperone from human dopamine D3 receptor by liquid ... 19155177
5-hydroxytryptamine receptor 2A Ki = 241.5 nM 6.62 Binding affinity to human cloned 5HT2A receptor by radioligand binding assay 16621538

Literature References

PubMed DOI Target Context # Activities
15808487 10.1016/j.bmcl.2005.02.012 Unchecked 3
16621538 10.1016/j.bmcl.2006.03.057 5-hydroxytryptamine receptor 2A 2
18595716 10.1016/j.bmc.2008.06.030 Histamine H1 receptor 2
18595716 10.1016/j.bmc.2008.06.030 Unchecked 2
18595716 10.1016/j.bmc.2008.06.030 D(2) dopamine receptor 2
16621538 10.1016/j.bmcl.2006.03.057 Histamine H1 receptor 2
16621538 10.1016/j.bmcl.2006.03.057 Alpha-2C adrenergic receptor 2
16621538 10.1016/j.bmcl.2006.03.057 Alpha-2B adrenergic receptor 2
16621538 10.1016/j.bmcl.2006.03.057 Alpha-2A adrenergic receptor 2
16621538 10.1016/j.bmcl.2006.03.057 Alpha-1B adrenergic receptor 2
16621538 10.1016/j.bmcl.2006.03.057 Alpha-1A adrenergic receptor 2
16621538 10.1016/j.bmcl.2006.03.057 5-hydroxytryptamine receptor 2C 2
18595716 10.1016/j.bmc.2008.06.030 5-hydroxytryptamine receptor 1A 2
16621538 10.1016/j.bmcl.2006.03.057 5-hydroxytryptamine receptor 1A 2
16621538 10.1016/j.bmcl.2006.03.057 D(4) dopamine receptor 2
16621538 10.1016/j.bmcl.2006.03.057 D(3) dopamine receptor 2
16621538 10.1016/j.bmcl.2006.03.057 D(2) dopamine receptor 2
16621538 10.1016/j.bmcl.2006.03.057 Dopamine receptors; D2 & D4 2
18595716 10.1016/j.bmc.2008.06.030 5-hydroxytryptamine receptor 2A 2
18595716 10.1016/j.bmc.2008.06.030 D(4) dopamine receptor 2

Data from ChEMBL 36 via Core Engine