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Compound Detail

CHEMBL8809

RACLOPRIDE
🧪 Phase II
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🧪 Phase II
CCN1CCC[C@H]1CNC(=O)c1c(O)c(Cl)cc(Cl)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL8809
Name RACLOPRIDE
Phase Phase II
Structure Type MOL
InChI Key WAOQONBSWFLFPE-VIFPVBQESA-N

Known Names

Racloprida Raclopride
11
Targets
44
Activities
3
Assay Types
3
PK Parameters
20
Publications
2
Known Names
1
Indications

Molecular Properties

347.2
MW (Da)
2.92
ALogP
4
HBA
2
HBD
61.8
PSA (Ų)
0.86
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -pride
USAN Year 1997

Extended Properties

Molecular Formula C15H20Cl2N2O3
MW 347.24
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness -0.79

Indications

Obesity

Activity Summary

Ki 28 meas. best 8.96
IC50 13 meas. best 8.89
Kd 3 meas. best 9.09

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
No relevant target
CHEMBL2362975
 Kd 9.09 9.09 0.8 1
D(2) dopamine receptor
CHEMBL339
 Kd 8.96 8.555 1.1 2
D(2) dopamine receptor
CHEMBL339
 Ki 8.96 8.5122 1.1 9
D(2) dopamine receptor
CHEMBL217
 Ki 8.92 8.0 1.2 5
D(2) dopamine receptor
CHEMBL339
 IC50 8.89 7.9188 1.3 8
D(2) dopamine receptor
CHEMBL217
 IC50 8.74 7.865 1.8 4
Rattus norvegicus
CHEMBL376
 Ki 8.64 8.47 2.3 2
D(3) dopamine receptor
CHEMBL234
 Ki 8.43 7.9975 3.7 4
Dopamine receptor
CHEMBL2096905
 Ki 8.29 8.175 5.1 2
D(3) dopamine receptor
CHEMBL3138
 Ki 8.03 8.03 9.2 1
Dopamine receptor
CHEMBL2093868
 IC50 7.5 7.5 32.0 1
Unchecked
CHEMBL612545
 Ki 5.52 5.4467 3000.0 3
D(4) dopamine receptor
CHEMBL219
 Ki 5.51 5.51 3100.0 1
D(1A) dopamine receptor
CHEMBL5067
 Ki 4.43 4.43 37000.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 79.0 % Homo sapiens
Fu 0.08 - Rattus norvegicus
Fu 0.27 - Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
No relevant target Kd = 0.81 nM 9.09 Dissociation constant of the compound; value ranges from 0.81-1.2 nM 2391685
D(2) dopamine receptor Kd = 1.1 nM 8.96 Affinity constant of compound was evaluated in rat striatum tissue preparation. 2966245
D(2) dopamine receptor Ki = 1.1 nM 8.96 Competitive binding assay against Dopamine receptor D2 in rat striatal membranes... 2136916
D(2) dopamine receptor Ki = 1.1 nM 8.96 Inhibition constant against dopamine receptor D2 in rat 8093734
D(2) dopamine receptor Ki = 1.21 nM 8.92 Displacement of [3H]spiperone from human D2 receptor transfected in HEK cells 24779610
D(2) dopamine receptor IC50 = 1.3 nM 8.89 Inhibition of 0.1 nM of [125I]- (S)-N-(1-Ethyl-pyrrolidin-2-ylmethyl)-5-iodo-2-m... 3172140
D(2) dopamine receptor Ki = 1.3 nM 8.89 Inhibition of [3H]raclopride binding to rat striatal dopamine receptor D2 1672158
D(2) dopamine receptor Ki = 1.3 nM 8.89 Inhibition of [3H]spiperone binding to rat striatal membrane Dopamine receptor D... 1969484
D(2) dopamine receptor IC50 = 1.82 nM 8.74 Antagonist activity at C-terminal RLuc8-fused D2 long receptor (unknown origin) ... 32184974
D(2) dopamine receptor Ki = 1.8 nM 8.74 In vitro binding affinity against dopamine receptor D2 in rat striata; value ran... 2391685
D(2) dopamine receptor IC50 = 1.83 nM 8.74 Antagonist activity at C-terminal RLuc8-fused D2 long receptor (unknown origin) ... 32184974
Rattus norvegicus Ki = 2.31 nM 8.64 Inhibition constant on radiolabeled [125I]FIDA1 binding to rat striatal membrane... 8093734
D(2) dopamine receptor Ki = 2.6 nM 8.59 Displacement of [3H]raclopride from dopamine D2 receptor in Sprague-Dawley rat s... 26164842
D(2) dopamine receptor IC50 = 3.4 nM 8.47 In vitro binding affinity for Dopamine D2 receptor of rat using [3H]YM-09151 as ... 12361392
D(3) dopamine receptor Ki = 3.7 nM 8.43 Compound was measured for its ability to compete with [3H]spiperone binding to t... 14521403
Rattus norvegicus Ki = 5.0 nM 8.3 Inhibition constant on radiolabeled [125I]FIDA2 binding to rat striatal membrane... 8093734
Dopamine receptor Ki = 5.1 nM 8.29 In vitro inhibition of [3H]-Spiperone binding to Dopamine receptor D2 in Macaca ... 2391685
D(2) dopamine receptor Kd = 7.1 nM 8.15 Affinity constant of compound was evaluated in human brain 2966245
D(2) dopamine receptor IC50 = 7.2 nM 8.14 In vivo inhibitory activity against dopamine (D2) receptor in rat caudate-putame... 14592497
D(2) dopamine receptor Ki = 8.29 nM 8.08 Compound was evaluated for binding affinity towards dopamine receptor D2 in stri... 1827843

Literature References

PubMed DOI Target Context # Activities
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
32184974 10.1021/acsmedchemlett.9b00575 D(2) dopamine receptor 6
1969484 10.1021/jm00166a012 Rattus norvegicus 4
28666735 10.1016/j.bmcl.2017.06.051 D(2) dopamine receptor 4
1672158 10.1021/jm00107a012 Rattus norvegicus 4
8423592 10.1021/jm00054a002 No relevant target 3
3941414 10.1021/jm00151a010 Rattus norvegicus 3
17765546 10.1016/j.bmc.2007.07.017 Unchecked 3
2966245 10.1021/jm00400a027 D(2) dopamine receptor 3
21458999 10.1016/j.bmc.2011.03.011 Caco-2 2
10891117 10.1021/jm0000564 ADMET 2
10891117 10.1021/jm0000564 No relevant target 2
20857909 10.1021/jm100652h Caco-2 2
2391685 10.1021/jm00171a017 Dopamine receptor 2
2391685 10.1021/jm00171a017 No relevant target 2
3172140 10.1021/jm00118a031 D(2) dopamine receptor 2
1535660 10.1021/jm00091a002 D(2) dopamine receptor 2
17765546 10.1016/j.bmc.2007.07.017 D(2) dopamine receptor 2
1827843 10.1021/jm00109a013 D(2) dopamine receptor 2

Data from ChEMBL 36 via Core Engine