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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL74355
CHEMBL74355
Compound Name VOLINANSERIN
ChEMBL Synonyms MDL-100907 | M100907 | Volinanserin | MDL100.907
Max Phase 3
Trade Names
Molecular Formula C22H28FNO3

Additional synonyms for CHEMBL74355 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1cccc([C@H](O)C2CCN(CCc3ccc(F)cc3)CC2)c1OC
Standard InChI InChI=1S/C22H28FNO3/c1-26-20-5-3-4-19(22(20)27-2)21(25)17-11 ...
Download InChI
Standard InChI Key HXTGXYRHXAGCFP-OAQYLSRUSA-N

Sources

  • AstraZeneca Deposited Data
  • Clinical Candidates
  • PubChem BioAssays
  • Scientific Literature

Alternate Forms of Compound in ChEMBL


CHEMBL74355

Molecule Features

CHEMBL74355 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Mechanism of Action

Mechanism of Action ChEMBL Target References
Serotonin 2a (5-HT2a) receptor antagonist Serotonin 2a (5-HT2a) receptor PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Depressive DisorderD003866EFO:0003761unipolar depression2ClinicalTrials
Sleep Initiation and Maintenance DisordersD007319EFO:0004698insomnia3ClinicalTrials

Clinical Data

ClinicalTrials.gov VOLINANSERIN
The Cochrane Collaboration VOLINANSERIN

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 CHEMBL74355. 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
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 1.000
CHEMBL232 Alpha-1b adrenergic receptor Homo sapiens 1.000
CHEMBL229 Alpha-1a adrenergic receptor Homo sapiens 1.000
CHEMBL4302 P-glycoprotein 1 Homo sapiens 1.000
CHEMBL4828 Synaptic vesicular amine transporter Rattus norvegicus 1.000
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 0.997
CHEMBL3465 Sigma opioid receptor Mus musculus 0.995
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 0.992
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.985
CHEMBL287 Sigma opioid receptor Homo sapiens 0.985
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.977
CHEMBL231 Histamine H1 receptor Homo sapiens 0.972
CHEMBL223 Alpha-1d adrenergic receptor Homo sapiens 0.968
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.956
CHEMBL3602 Sigma opioid receptor Rattus norvegicus 0.902
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.847
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 0.840
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.839
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.825
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.399



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 1.000
CHEMBL232 Alpha-1b adrenergic receptor Homo sapiens 1.000
CHEMBL229 Alpha-1a adrenergic receptor Homo sapiens 1.000
CHEMBL1941 Histamine H2 receptor Homo sapiens 1.000
CHEMBL4302 P-glycoprotein 1 Homo sapiens 1.000
CHEMBL4828 Synaptic vesicular amine transporter Rattus norvegicus 1.000
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 1.000
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.998
CHEMBL3465 Sigma opioid receptor Mus musculus 0.995
CHEMBL223 Alpha-1d adrenergic receptor Homo sapiens 0.993
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.991
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.988
CHEMBL287 Sigma opioid receptor Homo sapiens 0.984
CHEMBL231 Histamine H1 receptor Homo sapiens 0.982
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 0.981
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 0.978
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.972
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.970
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.937
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.862

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
373.5 373.2053 3.83 7 41.93 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.93 8.88 3.47 1.98 2 27 0.8

Structural Alerts

There are no structural alerts for CHEMBL74355

Compound Cross References

ChemSpider ChemSpider:HXTGXYRHXAGCFP-OAQYLSRUSA-N
PubChem SID: 144210564
Wikipedia Volinanserin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL74355



ACToR 139290-65-6
BindingDB 50095027
eMolecules 31634978
EPA CompTox Dashboard DTXSID6047363
FDA SRS EW71EE171J
Guide to Pharmacology 185
IBM Patent System CC6393A83047D2647F1E3C7D53A24F22
MolPort MolPort-003-850-862
Nikkaji J555.944H
PubChem 5311271
PubChem: Drugs of the Future 12014670
PubChem: Thomson Pharma 14804188 14755501
SureChEMBL SCHEMBL675164
ZINC ZINC000000598040

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