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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1088
CHEMBL1088
Compound Name MESORIDAZINE
ChEMBL Synonyms SERENTIL | Serentil | NC-123 | MESORIDAZINE BESYLATE | MESORIDAZINE | LIDANAR | TPS-23
Max Phase 4 (Approved)
Trade Names LIDANAR | SERENTIL
Molecular Formula C21H26N2OS2

Additional synonyms for CHEMBL1088 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN1CCCCC1CCN2c3ccccc3Sc4ccc(cc24)[S+](C)[O-]
Standard InChI InChI=1S/C21H26N2OS2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4- ...
Download InChI
Standard InChI Key SLVMESMUVMCQIY-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • Curated Drug Metabolism Pathways
  • 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


CHEMBL1088

Molecule Features

CHEMBL1088 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:Y Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
Dopamine D2 receptor antagonist Dopamine D2 receptor 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 MESORIDAZINE
The Cochrane Collaboration MESORIDAZINE

Metabolites for CHEMBL1088

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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 CHEMBL1088. 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
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 1.000
CHEMBL216 Muscarinic acetylcholine receptor M1 Homo sapiens 1.000
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.999
CHEMBL2035 Muscarinic acetylcholine receptor M5 Homo sapiens 0.999
CHEMBL231 Histamine H1 receptor Homo sapiens 0.999
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.998
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.994
CHEMBL1850 Dopamine D5 receptor Homo sapiens 0.954
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.880
CHEMBL2056 Dopamine D1 receptor Homo sapiens 0.872
CHEMBL309 Muscarinic acetylcholine receptor M2 Rattus norvegicus 0.849
CHEMBL2367 Peptide deformylase Staphylococcus aureus subsp. aureus Mu50 0.846
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.829
CHEMBL1941 Histamine H2 receptor Homo sapiens 0.367
CHEMBL245 Muscarinic acetylcholine receptor M3 Homo sapiens 0.222



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 1.000
CHEMBL5131 Trypanothione reductase Trypanosoma cruzi 1.000
CHEMBL216 Muscarinic acetylcholine receptor M1 Homo sapiens 0.993
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.989
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.989
CHEMBL231 Histamine H1 receptor Homo sapiens 0.988
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.864
CHEMBL1941 Histamine H2 receptor Homo sapiens 0.834
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.828
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.718
CHEMBL2056 Dopamine D1 receptor Homo sapiens 0.603
CHEMBL2367 Peptide deformylase Staphylococcus aureus subsp. aureus Mu50 0.533
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.263

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
386.6 386.1487 4.9 4 23.55 BASE


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
- 9.84 3.16 .76 2 26 0.75

Structural Alerts

There are 5 structural alerts for CHEMBL1088. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N05 - PSYCHOLEPTICS
N05A - ANTIPSYCHOTICS
N05AC - Phenothiazines with piperidine structure
N05AC03 - mesoridazine

ChemSpider ChemSpider:SLVMESMUVMCQIY-UHFFFAOYSA-N
PubChem SID: 144203603 SID: 144205571 SID: 170465272 SID: 26756521 SID: 447728
Wikipedia Mesoridazine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1088



ACToR 5588-33-0
BindingDB 50131440
ChEBI 6780
DrugBank DB00933
DrugCentral 1712
EPA CompTox Dashboard DTXSID3023265
Guide to Pharmacology 7227
Human Metabolome Database HMDB0015068
IBM Patent System CC4B2B4A66F6125A669F55B79BA6B752
KEGG Ligand C07143
LINCS LSM-1329
MolPort MolPort-006-167-667
Nikkaji J8.016K
PharmGKB PA450386
PubChem 4078
PubChem: Thomson Pharma 14927472
SureChEMBL SCHEMBL19735

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