Compound Detail
CHEMBL772
RESERPINE 💊 Approved Drug
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💊 Approved Drug
COC(=O)[C@H]1[C@H]2C[C@@H]3c4[nH]c5cc(OC)ccc5c4CCN3C[C@H]2C[C@@H](OC(=O)c2cc(OC)c(OC)c(OC)c2)[C@@H]1OC
Basic Information
| ChEMBL ID | CHEMBL772 |
| Name | RESERPINE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | QEVHRUUCFGRFIF-MDEJGZGSSA-N |
| Therapeutic | ✓ Yes |
19
Targets
68
Activities
3
Assay Types
4
PK Parameters
20
Publications
30
Known Names
13
Indications
1
Mechanisms
Molecular Properties
608.7
MW (Da)
4.17
ALogP
10
HBA
1
HBD
117.8
PSA (Ų)
0.37
QED
1
Ro5 Violations
8
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1960 |
| Availability | Withdrawn |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Synaptic vesicular amine transporter inhibitor | INHIBITOR | Synaptic vesicular amine transporter | ✓ | ✓ |
Indications
Hypertension Atherosclerosis Cardiovascular Diseases Cerebrovascular Disorders Coronary Disease Diabetes Mellitus, Type 2 Heart Diseases Hypercholesterolemia Cocaine-Related Disorders Substance-Related Disorders Vascular Diseases Amphetamine-Related Disorders Hypertension, Pulmonary
ATC Classification
C02AA02
reserpine
Level 1: CARDIOVASCULAR SYSTEM
Level 2: ANTIHYPERTENSIVES
C02AA52
reserpine, combinations
Level 1: CARDIOVASCULAR SYSTEM
Level 2: ANTIHYPERTENSIVES
Drug Warnings
Withdrawn
General Warning
associated with a greater frequency and severity of adverse effects in strengths greater than 1 mg
Activity Summary
IC50 50 meas. best 8.75
Ki 17 meas. best 9.0
Kd 1 meas. best 8.1
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Synaptic vesicular amine transporter CHEMBL4271 | Ki | 9.0 | 9.0 | 1.0 | 1 |
| Synaptic vesicular amine transporter CHEMBL4295886 | IC50 | 8.75 | 8.75 | 1.8 | 1 |
| Synaptic vesicular amine transporter CHEMBL1893 | Ki | 8.28 | 6.9567 | 5.3 | 3 |
| Synaptic vesicular amine transporter CHEMBL1893 | Kd | 8.1 | 8.1 | 8.0 | 1 |
| Synaptic vesicular amine transporter CHEMBL1893 | IC50 | 7.88 | 7.845 | 13.2 | 2 |
| Chromaffin granule amine transporter CHEMBL1838 | IC50 | 7.3 | 7.3 | 50.0 | 1 |
| ATP-dependent translocase ABCB1 CHEMBL4302 | Ki | 7.0 | 5.7 | 100.0 | 5 |
| Plasmodium falciparum CHEMBL364 | IC50 | 6.5 | 5.8714 | 316.2 | 7 |
| ATP-dependent translocase ABCB1 CHEMBL4302 | IC50 | 6.3 | 5.564 | 500.0 | 10 |
| Unchecked CHEMBL612545 | Ki | 6.28 | 5.9025 | 528.0 | 4 |
| Unchecked CHEMBL612545 | IC50 | 6.11 | 5.51 | 774.0 | 6 |
| Sodium channel alpha subunits; brain (Types I, II, III) CHEMBL2096682 | IC50 | 5.8 | 5.8 | 1600.0 | 1 |
| Mu-type opioid receptor CHEMBL233 | Ki | 5.77 | 5.77 | 1686.0 | 1 |
| Acetylcholinesterase CHEMBL220 | IC50 | 5.77 | 5.77 | 1700.0 | 1 |
| Cholinesterase CHEMBL1914 | IC50 | 5.55 | 5.55 | 2800.0 | 1 |
| SARS-CoV CHEMBL4303836 | IC50 | 5.47 | 5.47 | 3400.0 | 1 |
| ATP-dependent translocase ABCB1 CHEMBL2573 | Ki | 5.39 | 5.39 | 4030.0 | 1 |
| Mu-type opioid receptor CHEMBL233 | IC50 | 5.38 | 5.38 | 4152.0 | 1 |
| Quinolone resistance protein NorA CHEMBL5114 | IC50 | 5.16 | 5.0713 | 7000.0 | 8 |
| Bile salt export pump CHEMBL6020 | IC50 | 5.08 | 5.0575 | 8350.0 | 4 |
| Broad substrate specificity ATP-binding cassette transporter ABCG2 CHEMBL5393 | IC50 | 4.93 | 4.8033 | 11800.0 | 3 |
| ATP-dependent translocase ABCB1 CHEMBL3467 | Ki | 4.75 | 4.75 | 17900.0 | 1 |
| HL-60 CHEMBL383 | IC50 | 4.17 | 4.17 | 67000.0 | 1 |
| ATP-binding cassette sub-family C member 2 CHEMBL5748 | IC50 | 4.17 | 4.17 | 68400.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| AUC | 8.522 | ng.hr.mL-1 | Homo sapiens |
| CL | 18.3 | mL.min-1.g-1 | Homo sapiens |
| Fu | 0.95 | - | Homo sapiens |
| T1/2 | 3.0 | hr | Homo sapiens |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
Data from ChEMBL 36 via Core Engine