ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL422
CHEMBL422
Compound Name TRIFLUOPERAZINE
ChEMBL Synonyms Stelazine | STELAZINE | TRIFLUOPERAZINE MALEATE | STELAZINE FTE | Trifluoperazine hydrochloride | TRIFLUOPERAZINE | AMYLOZINE | Trifluoperazine Dihydrochloride
Max Phase 4 (Approved)
Trade Names Stelazine | STELAZINE | STELAZINE FTE | Trifluoperazine hydrochloride | AMYLOZINE
Molecular Formula C21H24F3N3S

Additional synonyms for CHEMBL422 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN1CCN(CCCN2c3ccccc3Sc4ccc(cc24)C(F)(F)F)CC1
Standard InChI InChI=1S/C21H24F3N3S/c1-25-11-13-26(14-12-25)9-4-10-27-17-5- ...
Download InChI
Standard InChI Key ZEWQUBUPAILYHI-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Drugs for Neglected Diseases Initiative (DNDi)
  • 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


CHEMBL422

Molecule Features

CHEMBL422 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 antagonist D2-like dopamine receptor ISBN
Serotonin 2a (5-HT2a) receptor antagonist Serotonin 2a (5-HT2a) receptor ISBN
Serotonin 2c (5-HT2c) receptor antagonist Serotonin 2c (5-HT2c) receptor ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Psychotic DisordersD011618EFO:0005407psychosis4ATC

Clinical Data

ClinicalTrials.gov TRIFLUOPERAZINE
The Cochrane Collaboration TRIFLUOPERAZINE

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 CHEMBL422. 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
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 1.000
CHEMBL4892 Alpha-1a adrenergic receptor Bos taurus 1.000
CHEMBL217 Dopamine D2 receptor Homo sapiens 1.000
CHEMBL1850 Dopamine D5 receptor Homo sapiens 1.000
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 1.000
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 1.000
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 1.000
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 1.000
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 1.000
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 1.000
CHEMBL223 Alpha-1d adrenergic receptor Homo sapiens 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 1.000
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 1.000
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 1.000
CHEMBL3223 Serotonin 7 (5-HT7) receptor Rattus norvegicus 1.000
CHEMBL326 Alpha-1d adrenergic receptor Rattus norvegicus 1.000
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 1.000
CHEMBL2035 Muscarinic acetylcholine receptor M5 Homo sapiens 1.000



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 1.000
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 1.000
CHEMBL4892 Alpha-1a adrenergic receptor Bos taurus 1.000
CHEMBL1850 Dopamine D5 receptor Homo sapiens 1.000
CHEMBL217 Dopamine D2 receptor Homo sapiens 1.000
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 1.000
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 1.000
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 1.000
CHEMBL5131 Trypanothione reductase Trypanosoma cruzi 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 1.000
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 1.000
CHEMBL223 Alpha-1d adrenergic receptor Homo sapiens 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 1.000
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 1.000
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 1.000
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 1.000
CHEMBL2056 Dopamine D1 receptor Homo sapiens 1.000
CHEMBL2035 Muscarinic acetylcholine receptor M5 Homo sapiens 1.000
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 1.000

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
407.5 407.1643 4.95 4 9.72 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 0 0 3 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 7.66 4.62 4.02 2 28 0.71

Structural Alerts

There are no structural alerts for CHEMBL422

Compound Cross References

ATC N - NERVOUS SYSTEM
N05 - PSYCHOLEPTICS
N05A - ANTIPSYCHOTICS
N05AB - Phenothiazines with piperazine structure
N05AB06 - trifluoperazine

ChemSpider ChemSpider:ZEWQUBUPAILYHI-UHFFFAOYSA-N
DailyMed trifluoperazine hydrochloride
PubChem SID: 11110644 SID: 11110645 SID: 124877144 SID: 124877145 SID: 174006276 SID: 26751598 SID: 26751599 SID: 4252673 SID: 50100152 SID: 50104251 SID: 50104252 SID: 50104253 SID: 57287812 SID: 90341087 SID: 92763314
Wikipedia Trifluoperazine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL422



ACToR 117-89-5
Atlas trifluoperazine
BindingDB 79181
Brenda 6813 16001 16220 977 129678
ChEBI 45951
DrugBank DB00831
DrugCentral 2740
eMolecules 730268
EPA CompTox Dashboard DTXSID1046928
FDA SRS 214IZI85K3
Guide to Pharmacology 214
Human Metabolome Database HMDB0014969
IBM Patent System 43EB486AD8794C1C6CE66EE4EFE4F489
KEGG Ligand C07168
LINCS LSM-4010
Mcule MCULE-3726407978
MolPort MolPort-001-727-956
Nikkaji J5.293K
PDBe TFP
PharmGKB PA451771
PubChem 5566
PubChem: Thomson Pharma 14904043
SureChEMBL SCHEMBL24866
ZINC ZINC000019418959

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