DIPHENHYDRAMINE

Search structure
Synonyms:
Status: Approved (1946)
Entry Type: Small molecule
Molecule Category: Parent
ATC: D04AA32
UNII: 8GTS82S83M

Structure
InChI Key ZZVUWRFHKOJYTH-UHFFFAOYSA-N
Smile CN(C)CCOC(c1ccccc1)c1ccccc1
InChI
InChI=1S/C17H21NO/c1-18(2)13-14-19-17(15-9-5-3-6-10-15)16-11-7-4-8-12-16/h3-12,17H,13-14H2,1-2H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C17H21NO
Molecular Weight 255.36
AlogP 3.35
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 6.0
Polar Surface Area 12.47
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 19.0

Pharmacology

Primary Target
H1 receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - -4.061-3.361
Enzyme Transferase
- - - - 11.32
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 2570.4-31859 - 26101.3 -
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 228000-228000 - - -
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- 41000 - - 59.8
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Acetylcholine receptor
- 1050 - 116 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- 171-84000 11.75 11000-42657.95 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 1118 - 370 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- 3542 - 3513 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 24000 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Lupus Nephritis 3 D008181 ClinicalTrials
Multiple Myeloma 3 D009101 ClinicalTrials
Kidney Diseases 3 D007674 ClinicalTrials
Pain 3 D010146 ClinicalTrials
Anxiety 3 D001007 ClinicalTrials
Urticaria 3 D014581 ClinicalTrials
Dementia 3 D003704 ClinicalTrials
Cough 3 D003371 ClinicalTrials
Inflammation 3 D007249 ClinicalTrials
Rhinitis 3 D012220 ClinicalTrials
Stomatitis 3 D013280 ClinicalTrials
Stomatitis 3 D013280 ClinicalTrials
Depressive Disorder 3 D003866 ClinicalTrials
Multiple Sclerosis, Chronic Progressive 3 D020528 ClinicalTrials
Schizophrenia 3 D012559 ClinicalTrials
Migraine Disorders 3 D008881 ClinicalTrials
Lupus Erythematosus, Systemic 3 D008180 ClinicalTrials
Multiple Sclerosis 3 D009103 ClinicalTrials
Chronic Urticaria 3 D000080223 ClinicalTrials
Alcoholism 2 D000437 ClinicalTrials
Hepatitis B, Chronic 2 D019694 ClinicalTrials
Restless Legs Syndrome 2 D012148 ClinicalTrials
Graft vs Host Disease 2 D006086 ClinicalTrials
Lymphoma, Follicular 2 D008224 ClinicalTrials
Lymphoma 2 D008223 ClinicalTrials
Lymphoma, Follicular 2 D008224 ClinicalTrials
Lymphoma, Non-Hodgkin 2 D008228 ClinicalTrials
Leukemia, Mast-Cell 2 D007946 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Neoplasms 2 D009369 ClinicalTrials
Neoplasms 2 D009369 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 2 D054198 ClinicalTrials
Lymphoma, Large B-Cell, Diffuse 2 D016403 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 2 D002289 ClinicalTrials
Leukemia, T-Cell 2 D015458 ClinicalTrials
Stomach Neoplasms 2 D013274 ClinicalTrials
Stomach Neoplasms 2 D013274 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 2 D064129 ClinicalTrials
Endometrial Neoplasms 2 D016889 ClinicalTrials
Precursor T-Cell Lymphoblastic Leukemia-Lymphoma 2 D054218 ClinicalTrials
Leukemia, Myeloid, Acute 2 D015470 ClinicalTrials
Breast Carcinoma In Situ 2 D000071960 ClinicalTrials
Immunoglobulin G4-Related Disease 2 D000077733 ClinicalTrials
Myelodysplastic Syndromes 2 D009190 ClinicalTrials
Carcinoma, Renal Cell 2 D002292 ClinicalTrials
Autistic Disorder 2 D001321 ClinicalTrials
Cocaine-Related Disorders 2 D019970 ClinicalTrials
Leukemia, Hairy Cell 2 D007943 ClinicalTrials
Stomatitis, Aphthous 2 D013281 ClinicalTrials
Glycogen Storage Disease Type II 1 D006009 ClinicalTrials
Purpura, Thrombocytopenic, Idiopathic 1 D016553 ClinicalTrials
Dermatitis, Atopic 1 D003876 ClinicalTrials
Depressive Disorder, Major 1 D003865 ClinicalTrials
alpha 1-Antitrypsin Deficiency 1 D019896 ClinicalTrials
Mesothelioma 1 D008654 ClinicalTrials
Crohn Disease 1 D003424 ClinicalTrials
Immune System Diseases 1 D007154 ClinicalTrials
Lung Neoplasms 1 D008175 ClinicalTrials
Hyperuricemia 1 D033461 ClinicalTrials
Fibrosis 1 D005355 ClinicalTrials

Related Entries

Salt
Salt

Cross References

Resources Reference
CAS NUMBER 58-73-1
ChEBI 4636
ChEMBL CHEMBL657
DrugBank DB06975
DrugCentral 916
EPA CompTox DTXSID4022949
FDA SRS 8GTS82S83M
Human Metabolome Database HMDB01927
Guide to Pharmacology 1224
KEGG C06960
PDB 2PM
PharmGKB PA449349
PubChem 3100
SureChEMBL SCHEMBL4064
ZINC ZINC000000020244
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