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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1201328
CHEMBL1201328
Compound Name CARPHENAZINE
ChEMBL Synonyms WY-2445 | PROKETAZINE | CARPHENAZINE | CARPHENAZINE MALEATE | CARFENAZINE
Max Phase 4 (Approved)
Trade Names PROKETAZINE
Molecular Formula C24H31N3O2S

Additional synonyms for CHEMBL1201328 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCC(=O)c1ccc2Sc3ccccc3N(CCCN4CCN(CCO)CC4)c2c1
Standard InChI InChI=1S/C24H31N3O2S/c1-2-22(29)19-8-9-24-21(18-19)27(20-6-3 ...
Download InChI
Standard InChI Key XZSMZRXAEFNJCU-UHFFFAOYSA-N

Sources

  • Orange Book
  • PubChem BioAssays
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL1201328

Molecule Features

CHEMBL1201328 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Discontinued

Mechanism of Action

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

Clinical Data

ClinicalTrials.gov CARPHENAZINE
The Cochrane Collaboration CARPHENAZINE

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 CHEMBL1201328. 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
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 1.000
CHEMBL217 Dopamine D2 receptor Homo sapiens 1.000
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 1.000
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 1.000
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 1.000
CHEMBL3223 Serotonin 7 (5-HT7) receptor Rattus norvegicus 1.000
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.999
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.999
CHEMBL234 Dopamine D3 receptor Homo sapiens 0.999
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.999
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.999
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.998
CHEMBL223 Alpha-1d adrenergic receptor Homo sapiens 0.998
CHEMBL287 Sigma opioid receptor Homo sapiens 0.996
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 0.996
CHEMBL3138 Dopamine D3 receptor Rattus norvegicus 0.992
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.970



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 1.000
CHEMBL5131 Trypanothione reductase Trypanosoma cruzi 1.000
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 1.000
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 1.000
CHEMBL1941 Histamine H2 receptor Homo sapiens 1.000
CHEMBL217 Dopamine D2 receptor Homo sapiens 1.000
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 1.000
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 1.000
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 1.000
CHEMBL3223 Serotonin 7 (5-HT7) receptor Rattus norvegicus 0.999
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.999
CHEMBL234 Dopamine D3 receptor Homo sapiens 0.998
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.998
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.998
CHEMBL4892 Alpha-1a adrenergic receptor Bos taurus 0.996
CHEMBL223 Alpha-1d adrenergic receptor Homo sapiens 0.996
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.995
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.994

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
425.6 425.2137 3.88 8 47.02 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 1 0 5 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 7.39 3.35 3.01 2 30 0.65

Structural Alerts

There are 1 structural alerts for CHEMBL1201328. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:XZSMZRXAEFNJCU-UHFFFAOYSA-N
PubChem SID: 50125832
Wikipedia Carfenazine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1201328



ACToR 2622-30-2
DrugBank DB01038
DrugCentral 516
EPA CompTox Dashboard DTXSID8022745
FDA SRS CLY16Y8Z7E
Guide to Pharmacology 7140
IBM Patent System 5D746A40C7E202C364B4C89E076FD3C7
MolPort MolPort-001-728-033
Nikkaji J7.634A
PharmGKB PA164750571
PubChem 18104
PubChem: Thomson Pharma 15476861
SureChEMBL SCHEMBL120591
ZINC ZINC000022446644

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