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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1201
CHEMBL1201
Compound Name THIOTHIXENE
ChEMBL Synonyms THIOTHIXENE HYDROCHLORIDE | THIOTHIXENE | THIOTHIXENE HYDROCHLORIDE INTENSOL | Navane | TIOTIXENE | CP-12252-1 | NAVANE | CP-12,252-1 | ORBINAMON | P-4657 B
Max Phase 4 (Approved)
Trade Names ORBINAMON | THIOTHIXENE HYDROCHLORIDE | NAVANE | Navane | THIOTHIXENE HYDROCHLORIDE INTENSOL | THIOTHIXENE
Molecular Formula C23H29N3O2S2

Additional synonyms for CHEMBL1201 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(C)S(=O)(=O)c1ccc2Sc3ccccc3\C(=C\CCN4CCN(C)CC4)\c2c1
Standard InChI InChI=1S/C23H29N3O2S2/c1-24(2)30(27,28)18-10-11-23-21(17-18) ...
Download InChI
Standard InChI Key GFBKORZTTCHDGY-UWVJOHFNSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL1201

Molecule Features

CHEMBL1201 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
Dopamine D2 receptor antagonist Dopamine D2 receptor PubMed PubMed PubMed PubMed
Serotonin 2a (5-HT2a) receptor antagonist Serotonin 2a (5-HT2a) receptor PubMed PubMed

Indications

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

Clinical Data

ClinicalTrials.gov THIOTHIXENE
The Cochrane Collaboration THIOTHIXENE

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 CHEMBL1201. 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
CHEMBL1850 Dopamine D5 receptor Homo sapiens 1.000
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 0.999
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.997
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.938
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 0.900
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.833
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.673
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.644
CHEMBL2035 Muscarinic acetylcholine receptor M5 Homo sapiens 0.593
CHEMBL326 Alpha-1d adrenergic receptor Rattus norvegicus 0.530
CHEMBL3943 Histamine H1 receptor Cavia porcellus 0.369
CHEMBL4892 Alpha-1a adrenergic receptor Bos taurus 0.345
CHEMBL2056 Dopamine D1 receptor Homo sapiens 0.326



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL1850 Dopamine D5 receptor Homo sapiens 1.000
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 0.959
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.958
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.767
CHEMBL1841 Tyrosine-protein kinase FYN Homo sapiens 0.732
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.639
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.432
CHEMBL3943 Histamine H1 receptor Cavia porcellus 0.355
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.325
CHEMBL326 Alpha-1d adrenergic receptor Rattus norvegicus 0.322
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 0.272
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.210

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
443.6 443.1701 3.47 5 43.86 NEUTRAL


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 7.62 3.72 3.2 2 30 0.6

Structural Alerts

There are 1 structural alerts for CHEMBL1201. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N05 - PSYCHOLEPTICS
N05A - ANTIPSYCHOTICS
N05AF - Thioxanthene derivatives
N05AF04 - tiotixene

ChemSpider ChemSpider:GFBKORZTTCHDGY-UWVJOHFNSA-N
DailyMed thiothixene
PubChem SID: 11532885 SID: 50111253
Wikipedia Thiothixene

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1201



ACToR 3313-26-6 3313-27-7
BindingDB 78576
ChEBI 9571
DrugBank DB01623
DrugCentral 2639
EPA CompTox Dashboard DTXSID2091542
FDA SRS 7318FJ13YJ
Guide to Pharmacology 212
Human Metabolome Database HMDB0015560
MolPort MolPort-000-006-316
Nikkaji J902D
PharmGKB PA451669
PubChem 941651
PubChem: Drugs of the Future 12013417
PubChem: Thomson Pharma 14759539
SureChEMBL SCHEMBL34305
ZINC ZINC000030690433

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