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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL54
CHEMBL54
Compound Name HALOPERIDOL
ChEMBL Synonyms MCN-JR-1625 | R-1625 | Serenace | HALOPERIDOL | HALOPERIDOL LACTATE | HALOPERIDOL INTENSOL | HALDOL | Haldol solutab | Keselen
Max Phase 4 (Approved)
Trade Names HALOPERIDOL INTENSOL | Keselen | HALDOL | Haldol solutab | Haloperidol | Serenace | HALOPERIDOL LACTATE
Molecular Formula C21H23ClFNO2

Additional synonyms for CHEMBL54 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES OC1(CCN(CCCC(=O)c2ccc(F)cc2)CC1)c3ccc(Cl)cc3
Standard InChI InChI=1S/C21H23ClFNO2/c22-18-7-5-17(6-8-18)21(26)11-14-24(15 ...
Download InChI
Standard InChI Key LNEPOXFFQSENCJ-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • BindingDB Database
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Open TG-GATEs
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL54

Molecule Features

CHEMBL54 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
D2-like dopamine receptor inverse agonist D2-like dopamine receptor ISBN PubMed
Serotonin 2a (5-HT2a) receptor antagonist Serotonin 2a (5-HT2a) receptor ISBN PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
BIPOLAR DISORDERD001714EFO:0000289BIPOLAR DISORDER3ClinicalTrials
PSYCHOMOTOR AGITATIOND011595HP:0000713AGITATION3ClinicalTrials
SCHIZOPHRENIAD012559EFO:0000692SCHIZOPHRENIA4ClinicalTrials
TICSD0203234
CONDUCT DISORDERD019955EFO:0004216CONDUCT DISORDER4DailyMed
POSTOPERATIVE COMPLICATIONSD011183EFO:0005323POST-OPERATIVE SIGN OR SYMPTOM3ClinicalTrials
PSYCHOTIC DISORDERSD011618EFO:0005407PSYCHOSIS4ClinicalTrials
ATC
DailyMed
TOURETTE SYNDROMED005879EFO:0004895TOURETTE SYNDROME4DailyMed

Clinical Data

ClinicalTrials.gov HALOPERIDOL
The Cochrane Collaboration HALOPERIDOL

Metabolites for CHEMBL54

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Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL54. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL3361 Dopamine D4 receptor Rattus norvegicus 1.000
CHEMBL2413 C-C chemokine receptor type 1 Homo sapiens 1.000
CHEMBL5067 Dopamine D1 receptor Sus scrofa 1.000
CHEMBL2490 Serotonin 2a (5-HT2a) receptor Sus scrofa 1.000
CHEMBL219 Dopamine D4 receptor Homo sapiens 1.000
CHEMBL3602 Sigma opioid receptor Rattus norvegicus 1.000
CHEMBL217 Dopamine D2 receptor Homo sapiens 1.000
CHEMBL4153 Sigma-1 receptor Cavia porcellus 1.000
CHEMBL287 Sigma opioid receptor Homo sapiens 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 1.000
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 1.000
CHEMBL1075228 Melanin-concentrating hormone receptor 1 Rattus norvegicus 1.000
CHEMBL2327 Neurokinin 2 receptor Homo sapiens 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 1.000
CHEMBL2014 Nociceptin receptor Homo sapiens 0.997
CHEMBL3465 Sigma opioid receptor Mus musculus 0.991
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 0.988
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 0.981
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 0.935



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3361 Dopamine D4 receptor Rattus norvegicus 1.000
CHEMBL2413 C-C chemokine receptor type 1 Homo sapiens 1.000
CHEMBL5067 Dopamine D1 receptor Sus scrofa 1.000
CHEMBL2490 Serotonin 2a (5-HT2a) receptor Sus scrofa 1.000
CHEMBL219 Dopamine D4 receptor Homo sapiens 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL217 Dopamine D2 receptor Homo sapiens 1.000
CHEMBL4153 Sigma-1 receptor Cavia porcellus 1.000
CHEMBL3602 Sigma opioid receptor Rattus norvegicus 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 1.000
CHEMBL287 Sigma opioid receptor Homo sapiens 1.000
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 1.000
CHEMBL2327 Neurokinin 2 receptor Homo sapiens 1.000
CHEMBL1075228 Melanin-concentrating hormone receptor 1 Rattus norvegicus 1.000
CHEMBL3491 Cytochrome P450 2J2 Homo sapiens 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 1.000
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.999
CHEMBL2014 Nociceptin receptor Homo sapiens 0.999
CHEMBL1941 Histamine H2 receptor Homo sapiens 0.999
CHEMBL3465 Sigma opioid receptor Mus musculus 0.998

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
375.9 375.1401 3.89 6 40.54 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 1 0 3 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.86 8.04 3.76 2.93 2 26 0.78

Structural Alerts

There are 1 structural alerts for CHEMBL54. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N05 - PSYCHOLEPTICS
N05A - ANTIPSYCHOTICS
N05AD - Butyrophenone derivatives
N05AD01 - haloperidol

ChemSpider ChemSpider:LNEPOXFFQSENCJ-UHFFFAOYSA-N
DailyMed haloperidol haloperidol lactate
PubChem SID: 104171168 SID: 11111260 SID: 11112116 SID: 11113356 SID: 124880286 SID: 124880288 SID: 124880291 SID: 124880292 SID: 144203713 SID: 144210793 SID: 170464841 SID: 26747061 SID: 26747062 SID: 26751574 SID: 26751575 SID: 487337 SID: 50100251 SID: 50104201 SID: 50104202 SID: 56422397 SID: 85231072 SID: 855969 SID: 90341418
Wikipedia Haloperidol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL54



ACToR 52-86-8
Atlas haloperidol
BindingDB 21398
Brenda 78069 3539 75627
ChEBI 5613
DrugBank DB00502
DrugCentral 1353
eMolecules 538987
EPA CompTox Dashboard DTXSID4034150
FDA SRS J6292F8L3D
Guide to Pharmacology 86
Human Metabolome Database HMDB0014645
IBM Patent System 96146FF72A954E9F37EE23A9473BE0B6
KEGG Ligand C01814
LINCS LSM-3512
Mcule MCULE-3693790133
MolPort MolPort-000-883-311
Nikkaji J1.365J
NMRShiftDB 20207509
PharmGKB PA449841
PubChem 3559
PubChem: Drugs of the Future 12013409
PubChem: Thomson Pharma 14902191
Selleck Haloperidol(Haldol)
SureChEMBL SCHEMBL8264
ZINC ZINC000000537822

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/LNEPOXFFQSENCJ-UHFFFAOYSA-N spacer
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