HALOPERIDOL

Search structure
Trade Names:
Synonyms:
Status: Approved (1967)
Entry Type: Small molecule
Molecule Category: Parent Metabolite
ATC: N05AD01
UNII: J6292F8L3D

Structure
InChI Key LNEPOXFFQSENCJ-UHFFFAOYSA-N
Smile O=C(CCCN1CCC(O)(c2ccc(Cl)cc2)CC1)c1ccc(F)cc1
InChI
InChI=1S/C21H23ClFNO2/c22-18-7-5-17(6-8-18)21(26)11-14-24(15-12-21)13-1-2-20(25)16-3-9-19(23)10-4-16/h3-10,26H,1-2,11-15H2

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H23ClFNO2
Molecular Weight 375.87
AlogP 4.43
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 6.0
Polar Surface Area 40.54
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 26.0

Pharmacology

Action Mechanism of Action Reference
INVERSE AGONIST D2-like dopamine receptor inverse agonist ISBN PubMed Wikipedia
Primary Target
5-HT2A receptor
D2 receptor
D3 receptor
D4 receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- 2870 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 3640 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 8200-33100 - - -
Enzyme Isomerase
- - - 1 -
Enzyme Lyase
- 2300 - - -
Enzyme Oxidoreductase
- - - - 28
Enzyme Protease Aspartic protease Aspartic protease AA clan Aspartic protease A2A subfamily
- - - 100-100000 -
Enzyme Protease Cysteine protease Cysteine protease PAC clan Cysteine protease C3A subfamily
- - - 100 -
Enzyme
- 8200-33100 - 100-100000 28
Ion channel Ligand-gated ion channel Ionotropic glutamate receptor NMDA receptor
- - - - 25
Ion channel Voltage-gated ion channel Potassium channels Two-pore domain potassium channel
- 5500 - - -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 10-1400 - 120-512 -
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 1300-1700 - - -
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- 1200 - - 86
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Opioid receptor
- 5687 - 1210 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Acetylcholine receptor
- 54-6600 - 238-6120 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 7-6000 17 1-146 14
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
17 0-40 1 0-6400 -12-103
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- - - 440-730 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 18-360 - 20-166 58
Membrane receptor
17 0-40 1 0-6400 -12-103
Other membrane protein
- - - 1-9 -
Secreted protein
- - 96900 - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- - - 1800-1800 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC18 family of vesicular amine transporters
- - - 391 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 112
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 67
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 22760 - 200 -
Unclassified protein
- - - 21-125 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Psychotic Disorders 4 D011618 ClinicalTrials
Psychotic Disorders 4 D011618 ClinicalTrials
Bipolar Disorder 3 D001714 ClinicalTrials
Postoperative Complications 3 D011183 ClinicalTrials
Anxiety 3 D001007 ClinicalTrials
Alzheimer Disease 3 D000544 ClinicalTrials
Dementia 3 D003704 ClinicalTrials
Delirium 3 D003693 ClinicalTrials
Nausea 3 D009325 ClinicalTrials
Psychomotor Agitation 3 D011595 ClinicalTrials
Depressive Disorder 3 D003866 ClinicalTrials
Mood Disorders 2 D019964 ClinicalTrials
Aggression 2 D000374 ClinicalTrials
Amphetamine-Related Disorders 2 D019969 ClinicalTrials
Tobacco Use Disorder 1 D014029 ClinicalTrials
Huntington Disease 1 D006816 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Nervous system disorders
22.36
Psychiatric disorders
14.75
General disorders and administration site conditions
11.82
Injury, poisoning and procedural complications
9.76
Musculoskeletal and connective tissue disorders
6.81
Investigations
5.35
Gastrointestinal disorders
3.78
Cardiac disorders
3.56
Respiratory, thoracic and mediastinal disorders
3.47
Metabolism and nutrition disorders
2.71
Vascular disorders
2.33
Infections and infestations
2.25

Cross References

Resources Reference
CAS NUMBER 52-86-8
ChEBI 5613
ChEMBL CHEMBL54
DrugBank DB00502
DrugCentral 1353
EPA CompTox DTXSID4034150
FDA SRS J6292F8L3D
Human Metabolome Database HMDB0014645
Guide to Pharmacology 86
KEGG C01814
PDB GMJ
PharmGKB PA449841
PubChem 3559
SureChEMBL SCHEMBL8264
ZINC ZINC000000537822
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