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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL297302
CHEMBL297302
Compound Name BENPERIDOL
ChEMBL Synonyms MCN-JR-4584 | R-4584 | BENPERIDOL | ANQUIL | BENQUIL
Max Phase 4 (Approved)
Trade Names BENQUIL | ANQUIL
Molecular Formula C22H24FN3O2

Additional synonyms for CHEMBL297302 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Oc1nc2ccccc2n1C3CCN(CCCC(=O)c4ccc(F)cc4)CC3
Standard InChI InChI=1S/C22H24FN3O2/c23-17-9-7-16(8-10-17)21(27)6-3-13-25-1 ...
Download InChI
Standard InChI Key FEBOTPHFXYHVPL-UHFFFAOYSA-N

Sources

  • British National Formulary
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL297302

Molecule Features

CHEMBL297302 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Unknown

Mechanism of Action

Mechanism of Action ChEMBL Target References
Dopamine D2 receptor antagonist Dopamine D2 receptor PubMed PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Psychotic DisordersD011618EFO:0005407psychosis4ATC
AnxietyD001007EFO:0005230anxiety3ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials

Clinical Data

ClinicalTrials.gov BENPERIDOL
The Cochrane Collaboration BENPERIDOL

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 CHEMBL297302. 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
CHEMBL2536 Phospholipase D1 Homo sapiens 1.000
CHEMBL2734 Phospholipase D2 Homo sapiens 1.000
CHEMBL3361 Dopamine D4 receptor Rattus norvegicus 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL217 Dopamine D2 receptor Homo sapiens 1.000
CHEMBL219 Dopamine D4 receptor Homo sapiens 1.000
CHEMBL2014 Nociceptin receptor Homo sapiens 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 0.999
CHEMBL3943 Histamine H1 receptor Cavia porcellus 0.999
CHEMBL3998 Dopamine D2 receptor Bos taurus 0.998
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 0.997
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 0.996
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.991
CHEMBL344 Melanin-concentrating hormone receptor 1 Homo sapiens 0.989
CHEMBL6164 Tankyrase-1 Homo sapiens 0.963
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.959
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.925
CHEMBL3465 Sigma opioid receptor Mus musculus 0.823
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.804



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2734 Phospholipase D2 Homo sapiens 1.000
CHEMBL2536 Phospholipase D1 Homo sapiens 1.000
CHEMBL3361 Dopamine D4 receptor Rattus norvegicus 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL217 Dopamine D2 receptor Homo sapiens 1.000
CHEMBL219 Dopamine D4 receptor Homo sapiens 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 1.000
CHEMBL2014 Nociceptin receptor Homo sapiens 1.000
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.999
CHEMBL3943 Histamine H1 receptor Cavia porcellus 0.999
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 0.999
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 0.998
CHEMBL233 Mu opioid receptor Homo sapiens 0.997
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.995
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.995
CHEMBL344 Melanin-concentrating hormone receptor 1 Homo sapiens 0.993
CHEMBL3998 Dopamine D2 receptor Bos taurus 0.983
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.980
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 0.972

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
381.5 381.1853 4.18 6 58.36 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 1 0 5 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
5.41 8.31 4.33 3.18 3 28 0.65

Structural Alerts

There are 1 structural alerts for CHEMBL297302. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N05 - PSYCHOLEPTICS
N05A - ANTIPSYCHOTICS
N05AD - Butyrophenone derivatives
N05AD07 - benperidol

ChemSpider ChemSpider:FEBOTPHFXYHVPL-UHFFFAOYSA-N
PubChem SID: 11112508 SID: 144204068 SID: 170466409 SID: 56463215
Wikipedia Benperidol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL297302



ACToR 2062-84-2 983-42-6
BindingDB 50183266 81492
ChEBI 93403
DrugBank DB12867
DrugCentral 312
eMolecules 33447043
EPA CompTox Dashboard DTXSID7045364
FDA SRS 97O6X78C53
Guide to Pharmacology 9215
IBM Patent System 1A5222861AD14BAB3A676F07F44E325B
LINCS LSM-3792
Mcule MCULE-4111012284
MolPort MolPort-019-993-885
Nikkaji J7.316D
PubChem 16363
PubChem: Thomson Pharma 15053655
SureChEMBL SCHEMBL122650
ZINC ZINC000009232411

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