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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1423
CHEMBL1423
Compound Name PIMOZIDE
ChEMBL Synonyms MCN-JR-6238 | ORAP | PIMOZIDE | R 6238
Max Phase 4 (Approved)
Trade Names PIMOZIDE | ORAP
Molecular Formula C28H29F2N3O

Additional synonyms for CHEMBL1423 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Fc1ccc(cc1)C(CCCN2CCC(CC2)N3C(=O)Nc4ccccc34)c5ccc(F)cc5
Standard InChI InChI=1S/C28H29F2N3O/c29-22-11-7-20(8-12-22)25(21-9-13-23(30 ...
Download InChI
Standard InChI Key YVUQSNJEYSNKRX-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • 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


CHEMBL1423

Molecule Features

CHEMBL1423 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Dopamine receptor antagonist Dopamine receptor DailyMed ISBN
Serotonin 2a (5-HT2a) receptor antagonist Serotonin 2a (5-HT2a) receptor DailyMed ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
AnxietyD001007EFO:0005230anxiety3ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
Amyotrophic Lateral SclerosisD000690EFO:0000253amyotrophic lateral sclerosis2ClinicalTrials
Psychotic DisordersD011618EFO:0005407psychosis4ATC
Tourette SyndromeD005879EFO:0004895Tourette syndrome2ClinicalTrials

Clinical Data

ClinicalTrials.gov PIMOZIDE
The Cochrane Collaboration PIMOZIDE

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 CHEMBL1423. 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
CHEMBL5076 Histamine H3 receptor Cavia porcellus 1.000
CHEMBL216 Muscarinic acetylcholine receptor M1 Homo sapiens 1.000
CHEMBL2014 Nociceptin receptor Homo sapiens 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 0.999
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 0.999
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.989
CHEMBL232 Alpha-1b adrenergic receptor Homo sapiens 0.980
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.974
CHEMBL240 HERG Homo sapiens 0.935
CHEMBL2327 Neurokinin 2 receptor Homo sapiens 0.881
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.874
CHEMBL3998 Dopamine D2 receptor Bos taurus 0.868
CHEMBL274 C-C chemokine receptor type 5 Homo sapiens 0.825
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.740
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.696
CHEMBL245 Muscarinic acetylcholine receptor M3 Homo sapiens 0.630
CHEMBL2035 Muscarinic acetylcholine receptor M5 Homo sapiens 0.403



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2536 Phospholipase D1 Homo sapiens 1.000
CHEMBL2734 Phospholipase D2 Homo sapiens 1.000
CHEMBL5076 Histamine H3 receptor Cavia porcellus 1.000
CHEMBL216 Muscarinic acetylcholine receptor M1 Homo sapiens 1.000
CHEMBL2014 Nociceptin receptor Homo sapiens 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 1.000
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 1.000
CHEMBL2327 Neurokinin 2 receptor Homo sapiens 0.999
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.999
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.999
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.998
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.998
CHEMBL240 HERG Homo sapiens 0.994
CHEMBL232 Alpha-1b adrenergic receptor Homo sapiens 0.986
CHEMBL274 C-C chemokine receptor type 5 Homo sapiens 0.973
CHEMBL3998 Dopamine D2 receptor Bos taurus 0.953
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.913
CHEMBL234 Dopamine D3 receptor Homo sapiens 0.895
CHEMBL1899 Serotonin 3a (5-HT3a) receptor Homo sapiens 0.853

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
461.6 461.2279 5.86 7 41.03 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 1 1 4 1 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.04 9.26 5.76 4.37 4 34 0.37

Structural Alerts

There are no structural alerts for CHEMBL1423

Compound Cross References

ATC N - NERVOUS SYSTEM
N05 - PSYCHOLEPTICS
N05A - ANTIPSYCHOTICS
N05AG - Diphenylbutylpiperidine derivatives
N05AG02 - pimozide

ChemSpider ChemSpider:YVUQSNJEYSNKRX-UHFFFAOYSA-N
DailyMed pimozide
PubChem SID: 104171210 SID: 11111615 SID: 11112507 SID: 11113804 SID: 124881071 SID: 124881072 SID: 124881075 SID: 124881079 SID: 144116849 SID: 144203775 SID: 144211903 SID: 170464864 SID: 26747138 SID: 26751488 SID: 26751978 SID: 26751979 SID: 50104653 SID: 563187 SID: 56422165 SID: 85231181 SID: 855710 SID: 90341263
Wikipedia Pimozide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1423



ACToR 2062-78-4
BindingDB 50334150
Brenda 72164 220067
ChEBI 8212
ChemicalBook CB7290660
DrugBank DB01100
DrugCentral 2172
eMolecules 593283
EPA CompTox Dashboard DTXSID8023474
FDA SRS 1HIZ4DL86F
Guide to Pharmacology 90
Human Metabolome Database HMDB0015232
IBM Patent System B12DB988B800064261B05BA05F72D69E
KEGG Ligand C07566
LINCS LSM-2001
Mcule MCULE-9624510567
MolPort MolPort-001-736-597
Nikkaji J3.698F
PharmGKB PA450965
PubChem 16362
PubChem: Drugs of the Future 12013418
PubChem: Thomson Pharma 14882544
SureChEMBL SCHEMBL41584
ZINC ZINC000004175630

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