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Compound Detail

CHEMBL1036

HYDROXYHALOPERIDOL
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OC(CCCN1CCC(O)(c2ccc(Cl)cc2)CC1)c1ccc(F)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1036
Name HYDROXYHALOPERIDOL
Phase Preclinical
Structure Type MOL
InChI Key WNZBBTJFOIOEMP-UHFFFAOYSA-N
8
Targets
33
Activities
4
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

377.9
MW (Da)
4.28
ALogP
3
HBA
2
HBD
43.7
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 C21H25ClFNO2
MW 377.89
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -0.66

Activity Summary

Ki 18 meas. best 9.01
IC50 12 meas. best 4.25
EC50 2 meas. best 4.55
Kd 1 meas. best 7.04

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 9.01 8.7375 1.0 4
Sigma non-opioid intracellular receptor 1
CHEMBL4153
 Ki 8.64 8.5725 2.3 4
Sigma intracellular receptor 2
CHEMBL4105864
 Ki 8.62 8.62 2.4 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 7.84 7.84 14.3 2
Sigma 2 receptor
CHEMBL613288
 Ki 7.54 7.54 28.6 2
D(2) dopamine receptor
CHEMBL217
 Kd 7.04 7.04 91.2 1
D(2) dopamine receptor
CHEMBL217
 Ki 7.04 7.04 91.2 1
D(2) dopamine receptor
CHEMBL339
 Ki 6.63 6.625 232.0 2
D(3) dopamine receptor
CHEMBL3138
 Ki 5.99 5.975 1024.0 2
Unchecked
CHEMBL612545
 EC50 4.55 4.54 28421.0 2
Unchecked
CHEMBL612545
 IC50 4.25 4.19 56600.0 6

Pharmacokinetic Data

Parameter Value Units Species
Ka 6.19 10'6/M/min Homo sapiens
T1/2 0.02083 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 0.98 nM 9.01 Displacement of [3H]DTG from sigma 2 receptor in guinea pig brain membrane after... 21055848
Unchecked Ki = 2.0 nM 8.7 Displacement of [3H]-DTG from sigma 2 receptor guinea pig brain membranes incuba... 25461306
Sigma non-opioid intracellular receptor 1 Ki = 2.3 nM 8.64 Displacement of [3H]-(+)-pentazocine from sigma 1 receptor in guinea pig brain m... 21055848
Sigma intracellular receptor 2 Ki = 2.4 nM 8.62 Displacement of [3H]-DTG from Sprague-Dawley rat liver Sigma 2 receptor incubate... 35016113
Unchecked Ki = 2.4 nM 8.62 Displacement of [3H](+)-pentazocine from sigma 2 receptor in guinea pig brain me... 34477381
Unchecked Ki = 2.4 nM 8.62 Displacement of [3H]-DTG from sigma2 receptor in guinea pig brain membranes by s... 27739690
Sigma non-opioid intracellular receptor 1 Ki = 2.7 nM 8.57 Displacement of [3H]-(+)-pentazocine from Dunkin-Hartley guinea pig brain cortex... 35016113
Sigma non-opioid intracellular receptor 1 Ki = 2.9 nM 8.54 Displacement of [3H](+)-pentazocine from sigma 1 receptor in guinea pig brain me... 34477381
Sigma non-opioid intracellular receptor 1 Ki = 2.9 nM 8.54 Displacement of [3H]-pentazocine from sigma1 receptor in guinea pig brain membra... 27739690
Sigma non-opioid intracellular receptor 1 Ki = 14.34 nM 7.84 Binding affinity for sigma 1 opioid receptor, measured on guinea pig brain membr... 11728186
Sigma non-opioid intracellular receptor 1 Ki = 14.34 nM 7.84 Binding affinity against sigma-1 receptor in guinea pig brain membranes using [3... 9632369
Sigma 2 receptor Ki = 28.55 nM 7.54 Binding affinity for sigma 2 opioid receptor, measured on rat liver membranes us... 11728186
Sigma 2 receptor Ki = 28.6 nM 7.54 Binding affinity towards sigma 2 receptor site in rat liver membranes using [3H]... 9632369
D(2) dopamine receptor Kd = 91.2 nM 7.04 Displacement of PPHT-red from SNAP-tagged human D2LR expressed in CHOK1 cell mem... 31580666
D(2) dopamine receptor Ki = 91.2 nM 7.04 Displacement of PPHT-red from SNAP-tagged human D2LR expressed in CHOK1 cell mem... 31580666
D(2) dopamine receptor Ki = 232.0 nM 6.63 Displacement radioligand form dopamine D2 receptor in rat striatum by liquid sci... 21055848
D(2) dopamine receptor Ki = 241.0 nM 6.62 Displacement of [3H]-spiperone from DRD2 in rat striatum by scintillation counti... 27739690
D(3) dopamine receptor Ki = 1024.0 nM 5.99 Displacement of [3H]-7-OH-DPAT from DRD3 in rat olfactory tubercle by scintillat... 27739690
D(3) dopamine receptor Ki = 1095.0 nM 5.96 Displacement radioligand form dopamine D3 receptor in rat olfactory tubercle by ... 21055848
Unchecked EC50 = 28421.0 nM 4.55 PUBCHEM_BIOASSAY: High Throughput Screen to Identify Compounds that Suppress the... -

Literature References

PubMed DOI Target Context # Activities
27739690 10.1021/acs.jmedchem.6b01039 Unchecked 20
31580666 10.1021/acs.jmedchem.9b00864 D(2) dopamine receptor 7
34477381 10.1021/acs.jmedchem.1c00995 Unchecked 6
25461306 10.1016/j.ejmech.2014.11.012 C6 6
9632369 10.1021/jm980032l Sigma non-opioid intracellular receptor 1 2
11728186 10.1021/jm010384j Sigma non-opioid intracellular receptor 1 2
25461306 10.1016/j.ejmech.2014.11.012 Histone deacetylase 2
25461306 10.1016/j.ejmech.2014.11.012 Unchecked 1
36202063 10.1016/j.bmc.2022.117032 MCF7 1
34477381 10.1021/acs.jmedchem.1c00995 Sigma non-opioid intracellular receptor 1 1
27739690 10.1021/acs.jmedchem.6b01039 D(3) dopamine receptor 1
27739690 10.1021/acs.jmedchem.6b01039 D(2) dopamine receptor 1
27739690 10.1021/acs.jmedchem.6b01039 Sigma non-opioid intracellular receptor 1 1
21055848 10.1016/j.ejmech.2010.10.012 PC-3 1
21055848 10.1016/j.ejmech.2010.10.012 LNCaP 1
21055848 10.1016/j.ejmech.2010.10.012 D(3) dopamine receptor 1
21055848 10.1016/j.ejmech.2010.10.012 D(2) dopamine receptor 1
21055848 10.1016/j.ejmech.2010.10.012 Unchecked 1
21055848 10.1016/j.ejmech.2010.10.012 Sigma non-opioid intracellular receptor 1 1
9632369 10.1021/jm980032l Sigma 2 receptor 1

Data from ChEMBL 36 via Core Engine