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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL479
CHEMBL479
Compound Name THIORIDAZINE
ChEMBL Synonyms THIORIDAZINE HYDROCHLORIDE | MELLARIL | MELLARIL-S | Mellaril | THIORIDAZINE | THIORIDAZINE HYDROCHLORIDE INTENSOL | RIDERIL | MELLERIL | TP-21
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names MELLARIL | MELLARIL-S | Mellaril | THIORIDAZINE HYDROCHLORIDE INTENSOL | RIDERIL | MELLERIL | THIORIDAZINE HYDROCHLORIDE
Molecular Formula C21H26N2S2

Additional synonyms for CHEMBL479 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CSc1ccc2Sc3ccccc3N(CCC4CCCCN4C)c2c1
Standard InChI InChI=1S/C21H26N2S2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9 ...
Download InChI
Standard InChI Key KLBQZWRITKRQQV-UHFFFAOYSA-N

Sources

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  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL479

Molecule Features

CHEMBL479 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Withdrawal Information

Year 2005
Country United Kingdom; Worldwide
Reason Cardiac arrythmias
Class Cardiotoxicity

Mechanism of Action

Mechanism of Action ChEMBL Target References
D2-like dopamine receptor antagonist D2-like dopamine receptor DailyMed ISBN
Serotonin 2a (5-HT2a) receptor antagonist Serotonin 2a (5-HT2a) receptor DailyMed ISBN
Serotonin 2c (5-HT2c) receptor antagonist Serotonin 2c (5-HT2c) receptor DailyMed ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
DementiaD003704HP:0000726dementia3ClinicalTrials
AnxietyD001007EFO:0005230anxiety3ClinicalTrials
Leukemia, Myeloid, AcuteD015470EFO:0000222acute myeloid leukemia1ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
Psychotic DisordersD011618EFO:0005407psychosis4ATC

Clinical Data

ClinicalTrials.gov THIORIDAZINE
The Cochrane Collaboration THIORIDAZINE

Metabolites for CHEMBL479

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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 CHEMBL479. 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
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 1.000
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.999
CHEMBL2056 Dopamine D1 receptor Homo sapiens 0.999
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.999
CHEMBL216 Muscarinic acetylcholine receptor M1 Homo sapiens 0.999
CHEMBL2035 Muscarinic acetylcholine receptor M5 Homo sapiens 0.995
CHEMBL3223 Serotonin 7 (5-HT7) receptor Rattus norvegicus 0.994
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 0.989
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.986
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.930
CHEMBL1941 Histamine H2 receptor Homo sapiens 0.913
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 0.835
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.799
CHEMBL3371 Serotonin 6 (5-HT6) receptor Homo sapiens 0.796
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 0.767
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.730
CHEMBL1850 Dopamine D5 receptor Homo sapiens 0.678
CHEMBL228 Serotonin transporter Homo sapiens 0.642



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL5131 Trypanothione reductase Trypanosoma cruzi 0.999
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.998
CHEMBL2056 Dopamine D1 receptor Homo sapiens 0.997
CHEMBL1941 Histamine H2 receptor Homo sapiens 0.993
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.985
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.964
CHEMBL216 Muscarinic acetylcholine receptor M1 Homo sapiens 0.946
CHEMBL3223 Serotonin 7 (5-HT7) receptor Rattus norvegicus 0.941
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.742
CHEMBL2366456 Voltage-dependent L-type calcium channel subunit alpha-1C Cavia porcellus 0.687
CHEMBL228 Serotonin transporter Homo sapiens 0.678
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.670
CHEMBL3371 Serotonin 6 (5-HT6) receptor Homo sapiens 0.653
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 0.553
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.491
CHEMBL1287628 NADPH oxidase 1 Homo sapiens 0.476
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 0.337
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 0.290

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
370.6 370.1537 5.89 4 6.48 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 0 1 2 0 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 9.84 5.9 3.5 2 25 0.62

Structural Alerts

There are no structural alerts for CHEMBL479

Compound Cross References

ATC N - NERVOUS SYSTEM
N05 - PSYCHOLEPTICS
N05A - ANTIPSYCHOTICS
N05AC - Phenothiazines with piperidine structure
N05AC02 - thioridazine

ChemSpider ChemSpider:KLBQZWRITKRQQV-UHFFFAOYSA-N
DailyMed thioridazine hydrochloride
PubChem SID: 104171257 SID: 124881748 SID: 144203845 SID: 170465080 SID: 174006671 SID: 26752322 SID: 50105272 SID: 90341630
Wikipedia Thioridazine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL479



ACToR 50-52-2
Atlas thioridazine
BindingDB 50002338
Brenda 6096
ChEBI 9566
ChemicalBook CB6763367
DrugBank DB00679
DrugCentral 2637
eMolecules 1933662
EPA CompTox Dashboard DTXSID6023656
Guide to Pharmacology 100
Human Metabolome Database HMDB0014817
IBM Patent System E936CB88AF5BAEAF4D7935B6E508EBE1
LINCS LSM-1863
Mcule MCULE-7796139302
Nikkaji J4.104A
PharmGKB PA451666
PubChem 5452
PubChem: Drugs of the Future 12013415
PubChem: Thomson Pharma 14804036
SureChEMBL SCHEMBL9566

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