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Compound Detail

CHEMBL3321789

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OC1(c2ccc(Cl)cc2)CC2CCC(C1)N2CCCOc1ccc(F)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3321789
Phase Preclinical
Structure Type MOL
InChI Key AWIYLVWAILOVMX-UHFFFAOYSA-N
13
Targets
15
Activities
1
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

389.9
MW (Da)
4.76
ALogP
3
HBA
1
HBD
32.7
PSA (Ų)
0.72
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 C22H25ClFNO2
MW 389.90
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -0.86

Activity Summary

Ki 15 meas. best 8.39

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(3) dopamine receptor
CHEMBL234
 Ki 8.39 8.39 4.1 1
Sigma intracellular receptor 2
CHEMBL4105907
 Ki 7.75 7.725 18.0 2
D(2) dopamine receptor
CHEMBL217
 Ki 7.66 7.66 22.0 1
D(4) dopamine receptor
CHEMBL3361
 Ki 7.31 7.31 49.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 6.91 6.91 123.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 6.78 6.78 166.0 2
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 6.63 6.63 236.0 1
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 6.59 6.59 255.0 1
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 6.38 6.38 420.0 1
Sodium-dependent dopamine transporter
CHEMBL238
 Ki 6.21 6.21 620.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 6.05 6.05 898.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
 Ki 5.75 5.75 1791.0 1
Histamine H1 receptor
CHEMBL231
 Ki 5.38 5.38 4149.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(3) dopamine receptor Ki = 4.1 nM 8.39 Displacement of [3H]N-methylspiperone from human dopamine D3 receptor by liquid ... 25070422
Sigma intracellular receptor 2 Ki = 18.0 nM 7.75 Displacement [3H]-DTG from sigma 2 receptor (unknown origin) expressed in HEK ce... 30737135
Sigma intracellular receptor 2 Ki = 19.95 nM 7.7 Displacement [3H]-DTG from sigma 2 receptor (unknown origin) expressed in HEK ce... 30737135
D(2) dopamine receptor Ki = 22.0 nM 7.66 Displacement of [3H]N-methylspiperone from human dopamine D2 receptor by liquid ... 25070422
D(4) dopamine receptor Ki = 49.0 nM 7.31 Displacement of [3H]N-methylspiperone from rat dopamine D4 receptor by liquid sc... 25070422
5-hydroxytryptamine receptor 1A Ki = 123.0 nM 6.91 Displacement of [3H] 8-OH-DPAT from human 5-HT1A receptor by liquid scintillatio... 25070422
Sigma non-opioid intracellular receptor 1 Ki = 166.0 nM 6.78 Displacement [3H]-Pentazocine from sigma 1 receptor (unknown origin) expressed i... 30737135
Sigma non-opioid intracellular receptor 1 Ki = 165.96 nM 6.78 Displacement [3H]-Pentazocine from sigma 1 receptor (unknown origin) expressed i... 30737135
5-hydroxytryptamine receptor 2A Ki = 236.0 nM 6.63 Displacement of [3H]Ketanserin from human 5-HT2A receptor by liquid scintillatio... 25070422
Sodium-dependent serotonin transporter Ki = 255.0 nM 6.59 Displacement of [3H]Citalopram from human Serotonin transporter by liquid scinti... 25070422
5-hydroxytryptamine receptor 7 Ki = 420.0 nM 6.38 Displacement of [3H]LSD from human 5-HT7 receptor by liquid scintillation counti... 25070422
Sodium-dependent dopamine transporter Ki = 620.0 nM 6.21 Displacement of [3H]GBR12935 from human dopamine transporter by liquid scintilla... 25070422
5-hydroxytryptamine receptor 2B Ki = 898.0 nM 6.05 Displacement of [3H]LSD from human 5-HT2B receptor by liquid scintillation count... 25070422
Sodium-dependent noradrenaline transporter Ki = 1791.0 nM 5.75 Displacement of [3H]Nisoxetine from human Norepinephrine transporter by liquid s... 25070422
Histamine H1 receptor Ki = 4149.0 nM 5.38 Displacement of [3H]Pyrilamine from human histamine H1 receptor by liquid scinti... 25070422

Literature References

PubMed DOI Target Context # Activities
30737135 10.1016/j.bmc.2019.01.035 Sigma non-opioid intracellular receptor 1 2
30737135 10.1016/j.bmc.2019.01.035 Sigma intracellular receptor 2 2
25070422 10.1016/j.bmcl.2014.07.018 5-hydroxytryptamine receptor 1A 1
25070422 10.1016/j.bmcl.2014.07.018 5-hydroxytryptamine receptor 2A 1
25070422 10.1016/j.bmcl.2014.07.018 5-hydroxytryptamine receptor 7 1
25070422 10.1016/j.bmcl.2014.07.018 D(1A) dopamine receptor 1
25070422 10.1016/j.bmcl.2014.07.018 D(2) dopamine receptor 1
25070422 10.1016/j.bmcl.2014.07.018 D(3) dopamine receptor 1
25070422 10.1016/j.bmcl.2014.07.018 D(4) dopamine receptor 1
25070422 10.1016/j.bmcl.2014.07.018 D(1B) dopamine receptor 1
25070422 10.1016/j.bmcl.2014.07.018 5-hydroxytryptamine receptor 2B 1
25070422 10.1016/j.bmcl.2014.07.018 Histamine H1 receptor 1
25070422 10.1016/j.bmcl.2014.07.018 Sodium-dependent dopamine transporter 1
25070422 10.1016/j.bmcl.2014.07.018 Sodium-dependent noradrenaline transporter 1
25070422 10.1016/j.bmcl.2014.07.018 Sodium-dependent serotonin transporter 1
30737135 10.1016/j.bmc.2019.01.035 Unchecked 1

Data from ChEMBL 36 via Core Engine