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Compound Detail

CHEMBL240773

QUINPIROLE
🧪 Phase II
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🧪 Phase II
CCCN1CCC[C@@H]2Cc3[nH]ncc3C[C@H]21

Basic Information

ChEMBL ID CHEMBL240773
Name QUINPIROLE
Phase Phase II
Structure Type MOL
InChI Key FTSUPYGMFAPCFZ-ZWNOBZJWSA-N

Known Names

Quinpirol Quinpirole
15
Targets
236
Activities
4
Assay Types
0
PK Parameters
20
Publications
2
Known Names

Molecular Properties

219.3
MW (Da)
2.00
ALogP
2
HBA
1
HBD
31.9
PSA (Ų)
0.82
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer
USAN Year 1984

Extended Properties

Molecular Formula C13H21N3
MW 219.33
Aromatic Rings 1
Heavy Atoms 16
NP-Likeness -0.48

Activity Summary

EC50 131 meas. best 10.01
Ki 90 meas. best 9.39
IC50 11 meas. best 8.58
Kd 4 meas. best 5.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(3) dopamine receptor
CHEMBL234
EC50 10.01 8.4897 0.1 34
D(3) dopamine receptor
CHEMBL234
Ki 9.39 7.5645 0.4 20
D(2) dopamine receptor
CHEMBL217
EC50 9.03 7.5306 0.9 64
Unchecked
CHEMBL612545
EC50 8.85 7.484 1.4 5
D(4) dopamine receptor
CHEMBL219
EC50 8.85 7.9989 1.4 18
D(3) dopamine receptor
CHEMBL3138
EC50 8.77 7.935 1.7 2
D(4) dopamine receptor
CHEMBL219
Ki 8.74 8.0733 1.8 12
D(2) dopamine receptor/Metabotropic glutamate receptor 5
CHEMBL4296096
EC50 8.72 8.72 1.9 1
D(2) dopamine receptor
CHEMBL339
EC50 8.66 7.95 2.2 4
D(2) dopamine receptor
CHEMBL217
IC50 8.58 7.455 2.6 2
D(2) dopamine receptor
CHEMBL217
Ki 8.26 6.5866 5.6 29
D(3) dopamine receptor
CHEMBL3138
Ki 8.25 8.25 5.7 1
Homo sapiens
CHEMBL372
EC50 8.0 8.0 10.0 1
D(3) dopamine receptor
CHEMBL3138
IC50 7.6 7.57 25.0 2
D(3) dopamine receptor
CHEMBL234
IC50 7.57 7.57 26.9 1
D(4) dopamine receptor
CHEMBL219
IC50 7.48 7.48 33.1 1
D(2) dopamine receptor
CHEMBL339
Ki 7.27 7.235 54.0 2
D(2) dopamine receptor
CHEMBL3998
Ki 7.23 6.2133 59.4 3
Unchecked
CHEMBL612545
Ki 7.23 5.2118 59.0 11
D(1A) dopamine receptor
CHEMBL2056
Ki 7.2 5.345 63.0 4
D(2) dopamine receptor
CHEMBL339
IC50 7.0 5.8933 100.0 3
Dopamine receptor D2 and D3
CHEMBL2111342
IC50 6.34 6.105 454.0 2
D(2) dopamine receptor
CHEMBL339
Kd 5.72 5.4975 1900.0 4
Rattus norvegicus
CHEMBL376
Ki 5.69 5.395 2053.0 2
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 4.6 4.6 25000.0 1
D(1A) dopamine receptor
CHEMBL5067
Ki 4.14 4.1 72000.0 2
Beta-2 adrenergic receptor
CHEMBL210
Ki 4.0 4.0 100000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(3) dopamine receptor EC50 = 0.097 nM 10.01 Agonist activity at human D3 receptor expressed in HEK293 cells assessed as inhi... 30288220
D(3) dopamine receptor Ki = 0.41 nM 9.39 Displacement of [3H]spiroperidol from cloned human dopamine receptor D3 in CHO c... 16335915
D(3) dopamine receptor EC50 = 0.42 nM 9.38 Agonist activity at human Gi/o-coupled D3 receptor expressed in HEK293T cells as... 32282200
D(2) dopamine receptor EC50 = 0.9333 nM 9.03 Partial agonist activity at D2 receptor in HEK293T cells assessed as G beta-gamm... 36661568
D(2) dopamine receptor EC50 = 0.93 nM 9.03 Partial agonist activity at D2 receptor in HEK293T cells assessed as G beta-gamm... 36661568
D(2) dopamine receptor EC50 = 1.18 nM 8.93 Partial agonist activity at D2 receptor (unknown origin) expressed in HEK293T ce... 34797051
D(2) dopamine receptor EC50 = 1.175 nM 8.93 Partial agonist activity at D2 receptor (unknown origin) expressed in HEK293T ce... 34797051
D(2) dopamine receptor EC50 = 1.2 nM 8.92 Agonist activity at N-terminal flag-tagged D2S receptor (unknown origin) express... 28248104
D(2) dopamine receptor EC50 = 1.2 nM 8.92 Agonist activity at N-terminal flag-tagged D2S receptor (unknown origin) express... 28248104
D(2) dopamine receptor EC50 = 1.2 nM 8.92 Agonist activity at recombinant human D2 receptor expressed in CHOK1 cells asses... 31021617
D(2) dopamine receptor EC50 = 1.3 nM 8.89 Agonist activity at D2R (unknown origin) expressed in HEK293 cells assessed as e... 31098001
Unchecked EC50 = 1.4 nM 8.85 Partial agonist activity at human dopamine D4.2 receptor expressed in CHO10001 c... 23099096
D(4) dopamine receptor EC50 = 1.4 nM 8.85 Activity at human D4.2 receptor assessed as [3H]thymidine incorporation in CHO 1... 16789750
D(3) dopamine receptor EC50 = 1.4 nM 8.85 Effective concentration in [3H]thymidine uptake assay by CHO dhfr- mutant cells ... 15916420
D(3) dopamine receptor EC50 = 1.4 nM 8.85 Agonist activity at human dopamine D3 receptor expressed in dhfr-deficient CHO c... 21273071
D(3) dopamine receptor EC50 = 1.7 nM 8.77 Agonist activity by measuring the [3H]thymidine uptake against Dopamine receptor... 10956195
D(3) dopamine receptor EC50 = 1.7 nM 8.77 Effective concentration was determined as thymidine uptake in CHO-L6 cells trans... 11000009
D(3) dopamine receptor EC50 = 1.778 nM 8.75 Agonist activity at human D3 receptor stably expressed in HEK293T cells co-expre... 34110814
D(3) dopamine receptor EC50 = 1.778 nM 8.75 Agonist activity at human histamine D3 receptor receptor expressed in HEK293T ce... 33548637
D(4) dopamine receptor Ki = 1.8 nM 8.74 In vitro for its ability to displace [3H]- spiperone from cloned human Dopamine ... 11549463

Literature References

PubMed DOI Target Context # Activities
3102743 10.1021/jm00386a023 Rattus norvegicus 13
34797051 10.1021/acs.jmedchem.1c01327 D(2) dopamine receptor 9
15801839 10.1021/jm049269+ D(2) dopamine receptor 8
28248104 10.1021/acs.jmedchem.6b01857 D(2) dopamine receptor 8
30964661 10.1021/acs.jmedchem.9b00508 D(2) dopamine receptor 8
25734236 10.1021/jm501889t D(2) dopamine receptor 7
27035329 10.1021/acs.jmedchem.5b01612 D(3) dopamine receptor 6
12723940 10.1021/jm030092d D(2) dopamine receptor 6
36661568 10.1021/acs.jmedchem.2c01624 D(2) dopamine receptor 6
27035329 10.1021/acs.jmedchem.5b01612 D(2) dopamine receptor 6
27132867 10.1016/j.bmc.2016.04.028 D(2) dopamine receptor 6
34797051 10.1021/acs.jmedchem.1c01327 D(3) dopamine receptor 6
24831693 10.1021/jm5004039 Unchecked 5
25564378 10.1016/j.bmc.2014.12.012 D(3) dopamine receptor 5
24831693 10.1021/jm5004039 D(2) dopamine receptor 5
27132867 10.1016/j.bmc.2016.04.028 Beta-2 adrenergic receptor 5
15801839 10.1021/jm049269+ D(3) dopamine receptor 5
28870802 10.1016/j.bmc.2017.08.037 D(2) dopamine receptor 5
28300398 10.1021/acs.jmedchem.6b01875 D(2) dopamine receptor 5
16563764 10.1016/j.bmcl.2006.02.075 D(2) dopamine receptor 4

Data from ChEMBL 36 via Core Engine