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Compound Detail

CHEMBL301265

PRAMIPEXOLE
💊 Approved Drug
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💊 Approved Drug
CCCN[C@H]1CCc2nc(N)sc2C1

Basic Information

ChEMBL ID CHEMBL301265
Name PRAMIPEXOLE
Phase Approved
Structure Type MOL
InChI Key FASDKYOPVNHBLU-ZETCQYMHSA-N
Therapeutic ✓ Yes

Known Names

Ctc-501 Neliprax NSC-760426 Pipexus Pramipexol Pramipexole SUD-919CL2Y SUD919CL2Y U-98528E
20
Targets
99
Activities
4
Assay Types
1
PK Parameters
20
Publications
9
Known Names
18
Indications

Molecular Properties

211.3
MW (Da)
1.58
ALogP
4
HBA
2
HBD
50.9
PSA (Ų)
0.80
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1997
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product
USAN Year 1995

Extended Properties

Molecular Formula C10H17N3S
MW 211.33
Aromatic Rings 1
Heavy Atoms 14
NP-Likeness -1.42

Indications

Parkinson Disease Depressive Disorder Essential Tremor Feeding and Eating Disorders Psychotic Disorders Restless Legs Syndrome Schizophrenia Tourette Syndrome Alzheimer Disease Bipolar Disorder Depressive Disorder, Major Fibromyalgia Obsessive-Compulsive Disorder Amyotrophic Lateral Sclerosis Cocaine-Related Disorders Renal Colic Substance-Related Disorders Chronic Pain

ATC Classification

N04BC05
pramipexole
Level 1: NERVOUS SYSTEM
Level 2: ANTI-PARKINSON DRUGS

Activity Summary

Ki 60 meas. best 9.35
EC50 27 meas. best 9.68
Kd 7 meas. best 10.83
IC50 5 meas. best 8.11

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(2) dopamine receptor
CHEMBL217
Kd 10.83 10.83 0.0 2
D(3) dopamine receptor
CHEMBL234
Kd 10.59 10.59 0.0 1
D(3) dopamine receptor
CHEMBL3138
EC50 9.68 9.68 0.2 1
D(3) dopamine receptor
CHEMBL3138
Ki 9.35 9.19 0.5 3
D(4) dopamine receptor
CHEMBL219
Ki 9.31 7.898 0.5 10
D(3) dopamine receptor
CHEMBL234
Ki 9.18 8.5229 0.7 17
D(3) dopamine receptor
CHEMBL234
EC50 9.09 8.7443 0.8 7
D(2) dopamine receptor
CHEMBL3998
Kd 8.8 8.8 1.6 1
D(2) dopamine receptor
CHEMBL339
EC50 8.77 8.06 1.7 6
Dopamine receptor D2 and D3
CHEMBL2111342
EC50 8.7 8.7 2.0 1
Unchecked
CHEMBL612545
Ki 8.51 8.51 3.1 1
D(2) dopamine receptor
CHEMBL339
Ki 8.51 7.96 3.1 2
Histamine H1 receptor
CHEMBL231
Kd 8.35 8.35 4.5 1
D(2) dopamine receptor
CHEMBL217
Ki 8.33 6.9188 4.7 17
D(2) dopamine receptor
CHEMBL217
EC50 8.3 7.675 5.0 8
D(3) dopamine receptor
CHEMBL3138
IC50 8.11 8.11 7.8 1
Histamine H2 receptor
CHEMBL1941
Kd 7.91 7.91 12.2 1
D(4) dopamine receptor
CHEMBL219
EC50 7.82 7.82 15.0 2
Histamine H4 receptor
CHEMBL3759
Kd 7.8 7.8 16.0 1
Dopamine receptor D2 and D3
CHEMBL2111342
IC50 7.77 7.325 17.1 2
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 7.28 7.28 52.2 1
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 7.17 7.17 67.7 1
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 7.12 7.12 75.7 1
Histamine H2 receptor
CHEMBL1941
EC50 6.78 6.78 166.0 1
D(2) dopamine receptor
CHEMBL339
IC50 6.35 5.84 450.0 2
5-hydroxytryptamine receptor 2A
CHEMBL224
EC50 5.93 5.93 1174.9 1
5-hydroxytryptamine receptor 7
CHEMBL3155
Ki 5.92 5.92 1188.0 1
Histamine H2 receptor
CHEMBL1941
Ki 5.57 5.215 2683.0 2
5-hydroxytryptamine receptor 1B
CHEMBL1898
Ki 5.46 5.46 3508.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
Ki 5.35 5.35 4446.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 5.19 5.19 6514.0 1
Beta-2 adrenergic receptor
CHEMBL210
Ki 4.0 4.0 100000.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 90.0 % Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(2) dopamine receptor Kd = 0.0149 nM 10.83 Displacement of [3H]N-methylspiperone from human D2 long receptor stably express... 34110814
D(2) dopamine receptor Kd = 0.0149 nM 10.83 Displacement of [3H]N-methylspiperone from human D2 long receptor stably express... 34110814
D(3) dopamine receptor Kd = 0.0258 nM 10.59 Displacement of [3H]N-methylspiperone from human D3 receptor stably expressed in... 34110814
D(3) dopamine receptor EC50 = 0.21 nM 9.68 Effective concentration was determined as thymidine uptake in CHO-L6 cells trans... 11000009
D(3) dopamine receptor Ki = 0.45 nM 9.35 Displacement of [3H]R(+)-7-OH-DPAT from Sprague-Dawley rat dopamine D3 receptor ... 22125662
D(4) dopamine receptor Ki = 0.49 nM 9.31 in vitro high binding affinity was determined on human Dopamine receptor D4 expr... 11000009
D(3) dopamine receptor Ki = 0.6607 nM 9.18 Displacement of [3H]N-methylspiperone from human D3 receptor stably expressed in... 34110814
D(3) dopamine receptor Ki = 0.7244 nM 9.14 Inhibition constant against [3H]-spiperone binding to human Dopamine receptor D3... 15801839
D(3) dopamine receptor Ki = 0.78 nM 9.11 Displacement of [3H]-R(+)-7-OHDPAT from dopamine D3 receptor in rat brain homoge... 22871578
D(3) dopamine receptor Ki = 0.78 nM 9.11 Displacement of [3H]PD128907 from dopamine D3 receptor in Sprague-Dawley rat ven... 18785726
D(3) dopamine receptor EC50 = 0.8128 nM 9.09 Agonist activity at human D3 receptor stably expressed in HEK293T cells co-expre... 34110814
D(3) dopamine receptor Ki = 0.87 nM 9.06 Binding affinity of compound measured using [3H]-spiperone for the cloned human ... 12161137
D(3) dopamine receptor Ki = 0.88 nM 9.06 High inhibition constant against [3H]spiperone binding to human Dopamine recepto... 15801839
D(3) dopamine receptor Ki = 0.88 nM 9.06 High binding affinity towards human dopamine receptor 3 expressed in Chinese ham... 16134944
D(3) dopamine receptor Ki = 0.9 nM 9.05 Displacement of [3H]-N-methylspiperone from D3 receptor (unknown origin) measure... 32342685
D(3) dopamine receptor Ki = 0.94 nM 9.03 Displacement of [3H]-7-OH-DPAT from human D3R expressed in HEK293 cell membranes... 32342685
D(3) dopamine receptor EC50 = 1.0 nM 9.0 Agonist activity at human recombinant dopamine D3 receptor expressed in CHO cell... 17976986
D(3) dopamine receptor Ki = 1.1 nM 8.96 Displacement of [3H]-7-OH-DPAT from human D3R expressed in HEK293 cell membranes... 32342685
D(3) dopamine receptor Ki = 1.32 nM 8.88 Displacement of [3H]-(R)-(+)-7-OH-DPAT from recombinant human D3 receptor expres... 31257877
D(3) dopamine receptor EC50 = 1.5 nM 8.82 Effective concentration against dopamine D3 receptor 16134944

Literature References

PubMed DOI Target Context # Activities
32342685 10.1021/acs.jmedchem.0c00424 D(3) dopamine receptor 14
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
22125662 10.1021/ml200100t Rattus norvegicus 11
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
15801839 10.1021/jm049269+ D(2) dopamine receptor 8
28489379 10.1021/acs.jmedchem.7b00363 D(2) dopamine receptor 7
32342685 10.1021/acs.jmedchem.0c00424 Unchecked 7
34110814 10.1021/acs.jmedchem.1c00692 D(2) dopamine receptor 6
12161137 10.1016/s0960-894x(02)00390-6 D(2) dopamine receptor 5
15801839 10.1021/jm049269+ D(3) dopamine receptor 5
22871578 10.1016/j.bmcl.2012.07.003 Unchecked 5
11000009 10.1021/jm000087z D(2) dopamine receptor 5
15801839 10.1021/jm049269+ D(4) dopamine receptor 4
11000009 10.1021/jm000087z D(4) dopamine receptor 4
16134944 10.1021/jm0503805 D(2) dopamine receptor 4
16134944 10.1021/jm0503805 D(3) dopamine receptor 4
11000009 10.1021/jm000087z D(3) dopamine receptor 4
23237836 10.1016/j.bmcl.2012.11.023 D(2) dopamine receptor 4
- 10.1007/s00044-004-0006-x Dopamine receptor D2 and D3 4

Data from ChEMBL 36 via Core Engine