Compound Detail
CHEMBL643
PROMETHAZINE 💊 Approved Drug
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💊 Approved Drug
Basic Information
| ChEMBL ID | CHEMBL643 |
| Name | PROMETHAZINE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | PWWVAXIEGOYWEE-UHFFFAOYSA-N |
| Therapeutic | ✓ Yes |
39
Targets
79
Activities
4
Assay Types
7
PK Parameters
20
Publications
13
Known Names
16
Indications
Molecular Properties
284.4
MW (Da)
4.24
ALogP
3
HBA
0
HBD
6.5
PSA (Ų)
0.83
QED
0
Ro5 Violations
3
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1951 |
| Availability | Prescription |
| Chirality | Racemic |
Indications
Hypersensitivity Pruritus Anxiety Dementia Depressive Disorder Hyperemesis Gravidarum Migraine with Aura Migraine without Aura Nausea Pain Schizophrenia Vertigo Vomiting Crohn Disease Gastroparesis Motion Sickness
ATC Classification
D04AA10
promethazine
Level 1: DERMATOLOGICALS
Level 2: ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.
R06AD02
promethazine
Level 1: RESPIRATORY SYSTEM
Level 2: ANTIHISTAMINES FOR SYSTEMIC USE
R06AD52
promethazine, combinations
Level 1: RESPIRATORY SYSTEM
Level 2: ANTIHISTAMINES FOR SYSTEMIC USE
Activity Summary
IC50 46 meas. best 8.54
Ki 30 meas. best 9.48
EC50 2 meas. best 6.58
Kd 1 meas. best 4.3
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Histamine H1 receptor CHEMBL231 | Ki | 9.48 | 9.48 | 0.3 | 1 |
| Histamine H1 receptor CHEMBL4701 | Ki | 9.0 | 9.0 | 1.0 | 1 |
| Muscarinic acetylcholine receptor M4 CHEMBL1821 | Ki | 8.98 | 8.98 | 1.1 | 1 |
| Histamine H1 receptor CHEMBL231 | IC50 | 8.54 | 8.405 | 2.9 | 2 |
| Muscarinic acetylcholine receptor M1 CHEMBL216 | Ki | 8.48 | 8.48 | 3.3 | 1 |
| Muscarinic acetylcholine receptor M5 CHEMBL2035 | Ki | 8.48 | 8.48 | 3.3 | 1 |
| Muscarinic acetylcholine receptor M3 CHEMBL245 | Ki | 8.38 | 8.38 | 4.1 | 1 |
| Muscarinic acetylcholine receptor M5 CHEMBL2035 | IC50 | 8.34 | 8.34 | 4.6 | 1 |
| 5-hydroxytryptamine receptor 2C CHEMBL225 | Ki | 8.19 | 8.19 | 6.5 | 1 |
| Muscarinic acetylcholine receptor M4 CHEMBL1821 | IC50 | 8.12 | 8.12 | 7.6 | 1 |
| 5-hydroxytryptamine receptor 2C CHEMBL225 | IC50 | 7.92 | 7.92 | 12.0 | 1 |
| Muscarinic acetylcholine receptor M2 CHEMBL211 | Ki | 7.92 | 7.92 | 12.0 | 1 |
| Muscarinic acetylcholine receptor M1 CHEMBL216 | IC50 | 7.85 | 7.85 | 14.0 | 1 |
| 5-hydroxytryptamine receptor 2A CHEMBL224 | Ki | 7.72 | 7.72 | 19.0 | 1 |
| Muscarinic acetylcholine receptor M3 CHEMBL245 | IC50 | 7.7 | 7.7 | 20.0 | 1 |
| Alpha-1B adrenergic receptor CHEMBL315 | Ki | 7.68 | 7.68 | 21.0 | 1 |
| 5-hydroxytryptamine receptor 2A CHEMBL224 | IC50 | 7.64 | 7.405 | 23.0 | 2 |
| Alpha-2B adrenergic receptor CHEMBL1942 | Ki | 7.62 | 7.62 | 24.0 | 1 |
| Alpha-1A adrenergic receptor CHEMBL319 | Ki | 7.5 | 7.5 | 32.0 | 1 |
| Muscarinic acetylcholine receptor M2 CHEMBL211 | IC50 | 7.46 | 7.46 | 35.0 | 1 |
| Alpha-1B adrenergic receptor CHEMBL315 | IC50 | 7.41 | 7.41 | 39.0 | 1 |
| 5-hydroxytryptamine receptor 2B CHEMBL1833 | Ki | 7.37 | 7.37 | 43.0 | 1 |
| Alpha-2B adrenergic receptor CHEMBL1942 | IC50 | 7.28 | 7.28 | 53.0 | 1 |
| 5-hydroxytryptamine receptor 2B CHEMBL1833 | IC50 | 7.17 | 7.17 | 68.0 | 1 |
| Alpha-1A adrenergic receptor CHEMBL319 | IC50 | 7.1 | 7.1 | 79.0 | 1 |
| Alpha-1D adrenergic receptor CHEMBL223 | Ki | 7.05 | 7.05 | 90.0 | 1 |
| D(2) dopamine receptor CHEMBL217 | IC50 | 7.0 | 6.555 | 100.0 | 2 |
| Sigma non-opioid intracellular receptor 1 CHEMBL287 | Ki | 6.92 | 6.92 | 120.0 | 1 |
| Alpha-1D adrenergic receptor CHEMBL223 | IC50 | 6.74 | 6.74 | 183.0 | 1 |
| D(3) dopamine receptor CHEMBL234 | Ki | 6.72 | 6.72 | 190.0 | 1 |
| Alpha-2A adrenergic receptor CHEMBL1867 | Ki | 6.59 | 6.59 | 256.0 | 1 |
| HT-1080 CHEMBL614580 | EC50 | 6.58 | 6.58 | 264.0 | 1 |
| D(2) dopamine receptor CHEMBL217 | Ki | 6.58 | 6.58 | 260.0 | 1 |
| Sigma non-opioid intracellular receptor 1 CHEMBL287 | IC50 | 6.54 | 6.54 | 287.0 | 1 |
| Alpha-2C adrenergic receptor CHEMBL1916 | Ki | 6.45 | 6.45 | 353.0 | 1 |
| Plasmodium falciparum CHEMBL364 | IC50 | 6.4 | 5.2667 | 400.0 | 3 |
| D(3) dopamine receptor CHEMBL234 | IC50 | 6.25 | 6.25 | 559.0 | 1 |
| Alpha-2A adrenergic receptor CHEMBL1867 | IC50 | 6.17 | 6.17 | 681.0 | 1 |
| Unchecked CHEMBL612545 | Ki | 6.08 | 5.81 | 842.0 | 4 |
| Unchecked CHEMBL612545 | IC50 | 6.06 | 5.614 | 866.0 | 5 |
| 5-hydroxytryptamine receptor 6 CHEMBL3371 | Ki | 5.95 | 5.95 | 1128.0 | 1 |
| Histamine H2 receptor CHEMBL1941 | Ki | 5.94 | 5.94 | 1146.0 | 1 |
| Histamine H2 receptor CHEMBL1941 | IC50 | 5.93 | 5.93 | 1165.0 | 1 |
| D(1A) dopamine receptor CHEMBL2056 | Ki | 5.86 | 5.86 | 1372.0 | 1 |
| 5-hydroxytryptamine receptor 1A CHEMBL273 | Ki | 5.83 | 5.83 | 1484.0 | 1 |
| Sodium-dependent serotonin transporter CHEMBL228 | Ki | 5.67 | 5.67 | 2130.0 | 1 |
| 5-hydroxytryptamine receptor 6 CHEMBL3371 | IC50 | 5.62 | 5.62 | 2429.0 | 1 |
| Alpha-2C adrenergic receptor CHEMBL1916 | IC50 | 5.61 | 5.61 | 2431.0 | 1 |
| 5-hydroxytryptamine receptor 1A CHEMBL273 | IC50 | 5.59 | 5.59 | 2596.0 | 1 |
| D(1A) dopamine receptor CHEMBL2056 | IC50 | 5.56 | 5.56 | 2744.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| CL | 14.0 | mL.min-1.kg-1 | Homo sapiens |
| CL | 14.0 | mL.min-1.kg-1 | Homo sapiens |
| F | 49.0 | % | Homo sapiens |
| Fu | 0.07 | - | Homo sapiens |
| Fu | 0.09 | - | Homo sapiens |
| MRT | 17.0 | hr | Homo sapiens |
| T1/2 | 14.0 | hr | Homo sapiens |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
Data from ChEMBL 36 via Core Engine