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Compound Detail

CHEMBL4558031

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O=C1c2ccc(F)cc2CC1CCN1CCCN(c2ccc(Cl)cn2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4558031
Phase Preclinical
Structure Type MOL
InChI Key IKFBJNOEPLDTAT-UHFFFAOYSA-N
14
Targets
24
Activities
2
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

387.9
MW (Da)
3.83
ALogP
4
HBA
0
HBD
36.4
PSA (Ų)
0.80
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H23ClFN3O
MW 387.89
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -1.74

Activity Summary

Ki 20 meas. best 9.15
IC50 4 meas. best 4.38

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 9.15 9.14 0.7 2
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 7.89 7.885 13.0 2
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 7.8 7.795 16.0 2
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 7.63 7.625 23.4 2
D(4) dopamine receptor
CHEMBL219
 Ki 7.44 7.44 36.0 2
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 7.24 7.24 57.5 2
D(3) dopamine receptor
CHEMBL234
 Ki 6.9 6.9 125.0 2
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 6.68 6.68 208.9 2
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 6.45 6.45 354.8 2
D(2) dopamine receptor
CHEMBL217
 Ki 6.44 6.44 363.1 2
MIA PaCa-2
CHEMBL614725
 IC50 4.38 4.38 42000.0 1
PANC-1
CHEMBL614139
 IC50 4.29 4.29 51000.0 1
A549
CHEMBL392
 IC50 4.28 4.28 52000.0 1
MDA-MB-231
CHEMBL400
 IC50 4.24 4.24 58000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 0.7 nM 9.15 Displacement of [3H]-DTG from sigma 2 receptor (unknown origin) expressed in HEK... 30987780
Unchecked Ki = 0.7413 nM 9.13 Displacement of [3H]-DTG from sigma 2 receptor (unknown origin) expressed in HEK... 30987780
5-hydroxytryptamine receptor 2A Ki = 13.0 nM 7.89 Displacement of [3H]-ketanserin from human 5HT2A receptor by liquid scintillatio... 33338898
5-hydroxytryptamine receptor 2A Ki = 13.18 nM 7.88 Displacement of [3H]-ketanserin from human 5HT2A receptor by liquid scintillatio... 33338898
Sigma non-opioid intracellular receptor 1 Ki = 16.0 nM 7.8 Displacement of [3H]-Pentazocine from sigma 1 receptor (unknown origin) expresse... 30987780
Sigma non-opioid intracellular receptor 1 Ki = 16.22 nM 7.79 Displacement of [3H]-Pentazocine from sigma 1 receptor (unknown origin) expresse... 30987780
Sodium-dependent serotonin transporter Ki = 23.44 nM 7.63 Displacement of [3H]-citalopram from human SERT by liquid scintillation counting 33338898
Sodium-dependent serotonin transporter Ki = 24.0 nM 7.62 Displacement of [3H]-citalopram from human SERT by liquid scintillation counting 33338898
D(4) dopamine receptor Ki = 36.0 nM 7.44 Displacement of [3H]-N-methylspiperone from human dopamine D4 receptor by liquid... 33338898
D(4) dopamine receptor Ki = 36.31 nM 7.44 Displacement of [3H]-N-methylspiperone from human dopamine D4 receptor by liquid... 33338898
5-hydroxytryptamine receptor 7 Ki = 58.0 nM 7.24 Displacement of [3H]-LSD from human 5HT7 receptor by liquid scintillation counti... 33338898
5-hydroxytryptamine receptor 7 Ki = 57.54 nM 7.24 Displacement of [3H]-LSD from human 5HT7 receptor by liquid scintillation counti... 33338898
D(3) dopamine receptor Ki = 125.89 nM 6.9 Displacement of [3H]-N-methylspiperone from human dopamine D3 receptor by liquid... 33338898
D(3) dopamine receptor Ki = 125.0 nM 6.9 Displacement of [3H]-N-methylspiperone from human dopamine D3 receptor by liquid... 33338898
5-hydroxytryptamine receptor 1A Ki = 208.93 nM 6.68 Displacement of [3H]-8-OH-DPAT from human 5HT1A receptor by liquid scintillation... 33338898
5-hydroxytryptamine receptor 1A Ki = 209.0 nM 6.68 Displacement of [3H]-8-OH-DPAT from human 5HT1A receptor by liquid scintillation... 33338898
5-hydroxytryptamine receptor 2C Ki = 355.0 nM 6.45 Displacement of [3H]-mesulergine from human 5HT2C receptor by liquid scintillati... 33338898
5-hydroxytryptamine receptor 2C Ki = 354.81 nM 6.45 Displacement of [3H]-mesulergine from human 5HT2C receptor by liquid scintillati... 33338898
D(2) dopamine receptor Ki = 364.0 nM 6.44 Displacement of [3H]-N-methylspiperone from human dopamine D2 receptor by liquid... 33338898
D(2) dopamine receptor Ki = 363.08 nM 6.44 Displacement of [3H]-N-methylspiperone from human dopamine D2 receptor by liquid... 33338898

Literature References

PubMed DOI Target Context # Activities
30987780 10.1016/j.bmc.2019.04.012 Unchecked 3
30987780 10.1016/j.bmc.2019.04.012 MDA-MB-231 3
30987780 10.1016/j.bmc.2019.04.012 Sigma non-opioid intracellular receptor 1 2
33338898 10.1016/j.bmc.2020.115943 Sodium-dependent serotonin transporter 2
33338898 10.1016/j.bmc.2020.115943 5-hydroxytryptamine receptor 7 2
33338898 10.1016/j.bmc.2020.115943 5-hydroxytryptamine receptor 2C 2
33338898 10.1016/j.bmc.2020.115943 5-hydroxytryptamine receptor 2A 2
33338898 10.1016/j.bmc.2020.115943 5-hydroxytryptamine receptor 1A 2
33338898 10.1016/j.bmc.2020.115943 D(4) dopamine receptor 2
33338898 10.1016/j.bmc.2020.115943 D(3) dopamine receptor 2
33338898 10.1016/j.bmc.2020.115943 D(2) dopamine receptor 2
30987780 10.1016/j.bmc.2019.04.012 PANC-1 1
30987780 10.1016/j.bmc.2019.04.012 MIA PaCa-2 1
30987780 10.1016/j.bmc.2019.04.012 PC-3 1
30987780 10.1016/j.bmc.2019.04.012 A549 1
30987780 10.1016/j.bmc.2019.04.012 MCF-10A 1
30987780 10.1016/j.bmc.2019.04.012 MDA-MB-468 1

Data from ChEMBL 36 via Core Engine