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Compound Detail

CHEMBL476935

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O=C(CCCN1CCN(c2ccc(Cl)cc2)CC1)c1ccc(F)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL476935
Phase Preclinical
Structure Type MOL
InChI Key ROKAKGMAWJNFEN-UHFFFAOYSA-N
11
Targets
22
Activities
2
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

360.9
MW (Da)
4.26
ALogP
3
HBA
0
HBD
23.6
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 C20H22ClFN2O
MW 360.86
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -1.67

Activity Summary

Ki 21 meas. best 8.12
Kd 1 meas. best 7.55

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(4) dopamine receptor
CHEMBL219
 Ki 8.12 7.8833 7.6 3
Unchecked
CHEMBL612545
 Ki 7.89 6.905 13.0 2
D(4) dopamine receptor
CHEMBL3361
 Ki 7.76 7.76 17.5 1
D(2) dopamine receptor
CHEMBL217
 Kd 7.55 7.55 28.2 1
D(2) dopamine receptor
CHEMBL217
 Ki 7.53 6.955 29.5 6
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 7.04 7.04 90.9 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 6.96 6.96 109.6 1
Histamine H1 receptor
CHEMBL231
 Ki 6.8 6.8 157.6 1
D(3) dopamine receptor
CHEMBL234
 Ki 6.75 6.51 180.0 3
D(1A) dopamine receptor
CHEMBL5067
 Ki 6.47 6.47 340.0 1
5-hydroxytryptamine receptor 2A
CHEMBL2490
 Ki 6.36 6.36 440.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 5.45 5.45 3552.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ka 2.86 10'7/M/min Homo sapiens
T1/2 0.01483 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(4) dopamine receptor Ki = 7.6 nM 8.12 Displacement of [3H]Spiperone from human dopamine D4.4 receptor expressed in CHO... 20839776
Unchecked Ki = 13.0 nM 7.89 Displacement of [3H]Prazosin from adrenergic alpha1 receptor in pig cerebral cor... 20839776
D(4) dopamine receptor Ki = 17.0 nM 7.77 Displacement of [125I]DOI from human dopamine D4 receptor by liquid scintillatio... 19155177
D(4) dopamine receptor Ki = 17.5 nM 7.76 Binding affinity to human cloned dopamine D4 receptor 18595716
D(4) dopamine receptor Ki = 17.5 nM 7.76 Displacement of [3H]N-methylspiperone from rat dopamine D4 receptor by PDSP assa... 24800940
D(2) dopamine receptor Kd = 28.18 nM 7.55 Displacement of PPHT-red from SNAP-tagged human D2LR expressed in CHOK1 cell mem... 31580666
D(2) dopamine receptor Ki = 29.51 nM 7.53 Displacement of PPHT-red from SNAP-tagged human D2LR expressed in CHOK1 cell mem... 31580666
D(2) dopamine receptor Ki = 61.0 nM 7.21 Displacement of [3H]Spiperone from human dopamine D2 short receptor expressed in... 20839776
D(2) dopamine receptor Ki = 63.0 nM 7.2 Displacement of [3H]Spiperone from human dopamine D2 long receptor expressed in ... 20839776
5-hydroxytryptamine receptor 1A Ki = 90.9 nM 7.04 Binding affinity to human cloned 5HT1A receptor 18595716
5-hydroxytryptamine receptor 2A Ki = 109.6 nM 6.96 Binding affinity to human cloned 5HT2A receptor 18595716
Histamine H1 receptor Ki = 157.6 nM 6.8 Binding affinity to human cloned histamine H1 receptor 18595716
D(3) dopamine receptor Ki = 180.0 nM 6.75 Displacement of [3H]Spiperone from human dopamine D3 receptor expressed in CHO c... 20839776
D(2) dopamine receptor Ki = 253.5 nM 6.6 Binding affinity to human cloned dopamine D2 receptor 18595716
D(2) dopamine receptor Ki = 253.3 nM 6.6 Displacement of [3H]N-methylspiperone from human dopamine D2 receptor by PDSP as... 24800940
D(2) dopamine receptor Ki = 254.0 nM 6.59 Displacement of [3H]N-methylspiperone from human dopamine D2 receptor by liquid ... 19155177
D(1A) dopamine receptor Ki = 340.0 nM 6.47 Displacement of [3H]SCH23390 from dopamine D1 receptor in pig striatal membranes 20839776
D(3) dopamine receptor Ki = 404.0 nM 6.39 Displacement of [3H]N-methylspiperone from human dopamine D3 receptor by liquid ... 22245230
D(3) dopamine receptor Ki = 403.9 nM 6.39 Displacement of [3H]N-methylspiperone from human dopamine D3 receptor by PDSP as... 24800940
5-hydroxytryptamine receptor 2A Ki = 440.0 nM 6.36 Displacement of [3H]Ketanserin from 5-HT2 receptor in pig cortex membranes 20839776

Literature References

PubMed DOI Target Context # Activities
31580666 10.1021/acs.jmedchem.9b00864 D(2) dopamine receptor 7
20839776 10.1021/jm100899z D(2) dopamine receptor 2
24800940 10.1016/j.bmc.2014.04.026 Unchecked 2
20839776 10.1021/jm100899z Unchecked 2
20839776 10.1021/jm100899z D(4) dopamine receptor 1
18595716 10.1016/j.bmc.2008.06.030 Histamine H1 receptor 1
18595716 10.1016/j.bmc.2008.06.030 Unchecked 1
24800940 10.1016/j.bmc.2014.04.026 D(3) dopamine receptor 1
24800940 10.1016/j.bmc.2014.04.026 D(2) dopamine receptor 1
24800940 10.1016/j.bmc.2014.04.026 D(1A) dopamine receptor 1
22245230 10.1016/j.bmc.2011.12.019 D(3) dopamine receptor 1
20839776 10.1021/jm100899z 5-hydroxytryptamine receptor 2A 1
18595716 10.1016/j.bmc.2008.06.030 D(2) dopamine receptor 1
18595716 10.1016/j.bmc.2008.06.030 D(4) dopamine receptor 1
20839776 10.1021/jm100899z D(3) dopamine receptor 1
18595716 10.1016/j.bmc.2008.06.030 5-hydroxytryptamine receptor 2C 1
20839776 10.1021/jm100899z D(1A) dopamine receptor 1
19155177 10.1016/j.bmc.2008.12.054 D(4) dopamine receptor 1
19155177 10.1016/j.bmc.2008.12.054 D(2) dopamine receptor 1
18595716 10.1016/j.bmc.2008.06.030 5-hydroxytryptamine receptor 2A 1

Data from ChEMBL 36 via Core Engine