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Compound Detail

CHEMBL896

HYDROXYZINE
💊 Approved Drug
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💊 Approved Drug
OCCOCCN1CCN(C(c2ccccc2)c2ccc(Cl)cc2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL896
Name HYDROXYZINE
Phase Approved
Structure Type MOL
InChI Key ZQDWXGKKHFNSQK-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Ataraxoid Hidroxizina Hydroxyzine Marex NSC-169188 Tran-q Tranquizine U.c.b-4492
9
Targets
9
Activities
3
Assay Types
4
PK Parameters
20
Publications
8
Known Names
4
Indications

Molecular Properties

374.9
MW (Da)
3.06
ALogP
4
HBA
1
HBD
35.9
PSA (Ų)
0.72
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1956
Availability Prescription
Chirality Racemic

Routes of Administration

Oral Parenteral

Flags

Natural Product

Extended Properties

Molecular Formula C21H27ClN2O2
MW 374.91
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -1.17

Indications

Anxiety Dementia Depressive Disorder Schizophrenia

ATC Classification

N05BB01
hydroxyzine
Level 1: NERVOUS SYSTEM
Level 2: PSYCHOLEPTICS
N05BB51
hydroxyzine, combinations
Level 1: NERVOUS SYSTEM
Level 2: PSYCHOLEPTICS

Activity Summary

Ki 4 meas. best 8.7
IC50 3 meas. best 8.31
EC50 2 meas. best 7.5

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histamine H1 receptor
CHEMBL231
 Ki 8.7 8.7 2.0 1
Unchecked
CHEMBL612545
 IC50 8.31 8.31 4.9 1
Hepatitis C virus
CHEMBL379
 EC50 7.5 7.5 32.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 7.3 7.3 50.0 1
Adrenergic receptor alpha-1
CHEMBL1907610
 Ki 6.52 6.52 300.0 1
D(2) dopamine receptor
CHEMBL217
 Ki 6.42 6.42 378.0 1
Toxoplasma gondii
CHEMBL612888
 IC50 6.0 6.0 1000.0 1
Middle East respiratory syndrome-related coronavirus
CHEMBL4296578
 EC50 4.84 4.84 14400.0 1
Bile salt export pump
CHEMBL6020
 IC50 4.14 4.14 72910.0 1

Pharmacokinetic Data

Parameter Value Units Species
Fu 0.0102 - Rattus norvegicus
Fu 0.021 - Sus scrofa
T1/2 20.0 hr Homo sapiens
Vd 30.5 L.kg-1 -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histamine H1 receptor Ki = 2.0 nM 8.7 Binding affinity to histamine H1 receptor (unknown origin) 29730027
Unchecked IC50 = 4.87 nM 8.31 Antihistamine effect in HUVEC cells assessed as inhibition of histamine-induced ... 37409873
Hepatitis C virus EC50 = 32.0 nM 7.5 Antiviral activity against HCV JFH-1 infected in Huh7.5.1 cells after 48 hrs by ... 26599718
5-hydroxytryptamine receptor 2A Ki = 50.0 nM 7.3 Binding affinity to 5-HT2A receptor (unknown origin) 29730027
Adrenergic receptor alpha-1 Ki = 300.0 nM 6.52 Displacement of [3H]prazosin from rat cerebral cortex adrenergic receptor alpha1... 29730027
D(2) dopamine receptor Ki = 378.0 nM 6.42 Binding affinity to D2 receptor (unknown origin) 29730027
Toxoplasma gondii IC50 = 1000.0 nM 6.0 Antiparasitic activity against Toxoplasma gondii 31585276
Middle East respiratory syndrome-related coronavirus EC50 = 14400.0 nM 4.84 Antiviral activity against MERS-CoV/KOR/KNIH/002_05_2015 infected in human Huh-7... 32283298
Bile salt export pump IC50 = 72910.0 nM 4.14 Inhibition of human BSEP expressed in baculovirus transfected fall armyworm Sf21... 22961681

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885861 Rattus norvegicus 1385
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
9526560 10.1021/jm9704311 No relevant target 7
37409873 10.1021/acs.jmedchem.3c00321 Mus musculus 4
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 4
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 3
20014752 10.1021/tx900326k Hepatotoxicity 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 3
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 3
37468498 10.1038/s41467-023-40064-9 Histamine H1 receptor 3
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 3
19256501 10.1021/jm801441s No relevant target 3
9526560 10.1021/jm9704311 ADMET 3
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 3
37468498 10.1038/s41467-023-40064-9 Beta-2 adrenergic receptor 2
17725338 10.1021/jm070375w No relevant target 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2

Data from ChEMBL 36 via Core Engine