Compound Detail
CHEMBL657
DIPHENHYDRAMINE 💊 Approved Drug
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💊 Approved Drug
Basic Information
| ChEMBL ID | CHEMBL657 |
| Name | DIPHENHYDRAMINE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | ZZVUWRFHKOJYTH-UHFFFAOYSA-N |
| Therapeutic | ✓ Yes |
18
Targets
43
Activities
3
Assay Types
30
PK Parameters
20
Publications
4
Known Names
20
Indications
Molecular Properties
255.4
MW (Da)
3.35
ALogP
2
HBA
0
HBD
12.5
PSA (Ų)
0.78
QED
0
Ro5 Violations
6
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1946 |
| Availability | OTC |
| Chirality | Achiral |
Indications
Hypersensitivity Pruritus Anxiety Chronic Urticaria Cough Dementia Depressive Disorder Inflammation Kidney Diseases Lupus Erythematosus, Systemic Lupus Nephritis Migraine Disorders Multiple Myeloma Multiple Sclerosis Multiple Sclerosis, Chronic Progressive Pain Rhinitis Schizophrenia Stomatitis Stomatitis
ATC Classification
D04AA32
diphenhydramine
Level 1: DERMATOLOGICALS
Level 2: ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.
R06AA02
diphenhydramine
Level 1: RESPIRATORY SYSTEM
Level 2: ANTIHISTAMINES FOR SYSTEMIC USE
R06AA52
diphenhydramine, combinations
Level 1: RESPIRATORY SYSTEM
Level 2: ANTIHISTAMINES FOR SYSTEMIC USE
Activity Summary
IC50 27 meas. best 9.0
Ki 15 meas. best 7.83
Kd 1 meas. best 7.93
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Histamine H1 receptor CHEMBL3943 | IC50 | 9.0 | 9.0 | 1.0 | 1 |
| Histamine H1 receptor CHEMBL3943 | Kd | 7.93 | 7.93 | 11.8 | 1 |
| Histamine H1 receptor CHEMBL231 | Ki | 7.83 | 7.765 | 14.8 | 2 |
| Muscarinic acetylcholine receptor M4 CHEMBL1821 | Ki | 7.28 | 7.28 | 52.0 | 1 |
| Muscarinic acetylcholine receptor M1 CHEMBL216 | Ki | 7.08 | 7.08 | 83.0 | 1 |
| Muscarinic acetylcholine receptor M5 CHEMBL2035 | Ki | 6.94 | 6.94 | 116.0 | 1 |
| Muscarinic acetylcholine receptor M3 CHEMBL245 | Ki | 6.86 | 6.86 | 137.0 | 1 |
| Muscarinic acetylcholine receptor M5 CHEMBL2035 | IC50 | 6.79 | 6.79 | 162.0 | 1 |
| Histamine H1 receptor CHEMBL231 | IC50 | 6.77 | 4.9767 | 171.0 | 3 |
| Muscarinic acetylcholine receptor M1 CHEMBL216 | IC50 | 6.46 | 6.46 | 346.0 | 1 |
| Muscarinic acetylcholine receptor M4 CHEMBL1821 | IC50 | 6.43 | 6.43 | 372.0 | 1 |
| 5-hydroxytryptamine receptor 2A CHEMBL224 | Ki | 6.43 | 6.43 | 370.0 | 1 |
| Muscarinic acetylcholine receptor M2 CHEMBL211 | Ki | 6.43 | 6.43 | 373.0 | 1 |
| 5-hydroxytryptamine receptor 2C CHEMBL225 | Ki | 6.29 | 6.29 | 513.0 | 1 |
| Muscarinic acetylcholine receptor M3 CHEMBL245 | IC50 | 6.19 | 6.19 | 647.0 | 1 |
| 5-hydroxytryptamine receptor 2B CHEMBL1833 | Ki | 6.15 | 6.15 | 711.0 | 1 |
| 5-hydroxytryptamine receptor 2C CHEMBL225 | IC50 | 6.01 | 6.01 | 980.0 | 1 |
| Muscarinic acetylcholine receptor M2 CHEMBL211 | IC50 | 5.98 | 5.98 | 1050.0 | 1 |
| 5-hydroxytryptamine receptor 2B CHEMBL1833 | IC50 | 5.95 | 5.95 | 1118.0 | 1 |
| 5-hydroxytryptamine receptor 2A CHEMBL224 | IC50 | 5.89 | 5.89 | 1295.0 | 1 |
| Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240 | IC50 | 5.59 | 4.8467 | 2570.4 | 6 |
| Sodium-dependent noradrenaline transporter CHEMBL222 | Ki | 5.45 | 5.45 | 3513.0 | 1 |
| Sodium-dependent noradrenaline transporter CHEMBL222 | IC50 | 5.45 | 5.45 | 3542.0 | 1 |
| Sodium channel alpha subunits; brain (Types I, II, III) CHEMBL2096682 | IC50 | 5.22 | 5.22 | 6000.0 | 1 |
| Unchecked CHEMBL612545 | Ki | 5.15 | 5.15 | 7078.0 | 1 |
| Unchecked CHEMBL612545 | IC50 | 5.14 | 5.14 | 7280.0 | 1 |
| Histamine H4 receptor CHEMBL3759 | IC50 | 4.96 | 4.96 | 11000.0 | 1 |
| Histamine H4 receptor CHEMBL3759 | Ki | 4.96 | 4.665 | 11000.0 | 2 |
| Solute carrier family 22 member 1 CHEMBL2073670 | IC50 | 4.62 | 4.62 | 24000.0 | 1 |
| Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240 | Ki | 4.58 | 4.58 | 26101.3 | 1 |
| Solute carrier family 22 member 2 CHEMBL1770032 | IC50 | 4.5 | 4.5 | 32000.0 | 1 |
| Sodium channel protein type 5 subunit alpha CHEMBL1980 | IC50 | 4.39 | 4.39 | 41000.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| CL | 679.6 | mL.min-1.g-1 | Rattus norvegicus |
| CL | 679.6 | mL.min-1.g-1 | Rattus norvegicus |
| CL | 9.8 | mL.min-1.kg-1 | Homo sapiens |
| CL | 9.8 | mL.min-1.kg-1 | Homo sapiens |
| CL | 680.0 | uL/min | Rattus norvegicus |
| CL | 53.0 | mL.min-1.kg-1 | Rattus norvegicus |
| CL | 49.68 | mL.min-1.g-1 | Mus musculus |
| F | 79.0 | % | Homo sapiens |
| F | 72.0 | % | Homo sapiens |
| Fu | 0.22 | - | - |
| Fu | 0.019 | - | - |
| Fu | 0.22 | - | Homo sapiens |
| Fu | 0.19 | - | Homo sapiens |
| Fu | 0.48 | - | Rattus norvegicus |
| Fu | 0.093 | - | Rattus norvegicus |
| Fu | 0.042 | - | Homo sapiens |
| Fu | 0.047 | - | Macaca fascicularis |
| Fu | 0.04 | - | Canis lupus familiaris |
| Fu | 0.038 | - | Cavia porcellus |
| Fu | 0.054 | - | Mus musculus |
| Fu | 0.027 | - | Rattus norvegicus |
| Fu | 0.027 | - | Rattus norvegicus |
| MRT | 11.0 | hr | Homo sapiens |
| T1/2 | 31.05 | hr | Homo sapiens |
| T1/2 | 0.1133 | hr | Rattus norvegicus |
| T1/2 | 0.1133 | hr | Rattus norvegicus |
| T1/2 | 9.3 | hr | Homo sapiens |
| T1/2 | 0.1167 | hr | Rattus norvegicus |
| T1/2 | 0.5 | hr | Mus musculus |
| T1/2 | 0.2833 | hr | Rattus norvegicus |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
Data from ChEMBL 36 via Core Engine