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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL621
CHEMBL621
Compound Name TRAZODONE
ChEMBL Synonyms AF-1161 | TRAZODONE | Desyrel | TRIALODINE | TRAZODONE HYDROCHLORIDE | MOLIPAXIN | OLEPTRO | MOLIPAXIN CR | Trialodine | DESYREL
Max Phase 4 (Approved)
Trade Names DESYREL | TRIALODINE | TRAZODONE HYDROCHLORIDE | MOLIPAXIN CR | OLEPTRO | MOLIPAXIN
Molecular Formula C19H22ClN5O

Additional synonyms for CHEMBL621 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Clc1cccc(c1)N2CCN(CCCN3N=C4C=CC=CN4C3=O)CC2
Standard InChI InChI=1S/C19H22ClN5O/c20-16-5-3-6-17(15-16)23-13-11-22(12-14 ...
Download InChI
Standard InChI Key PHLBKPHSAVXXEF-UHFFFAOYSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL621

Molecule Features

CHEMBL621 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:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Serotonin 2a (5-HT2a) receptor antagonist Serotonin 2a (5-HT2a) receptor FDA
Serotonin 2c (5-HT2c) receptor antagonist Serotonin 2c (5-HT2c) receptor FDA
Serotonin transporter inhibitor Serotonin transporter FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
AnxietyD001007EFO:0005230anxiety3ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease3ClinicalTrials
AlcoholismD000437EFO:0003829alcohol dependence2ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression4ClinicalTrials
ATC
ClinicalTrials
Diabetic NeuropathiesD003929EFO:1000783diabetic neuropathy2ClinicalTrials
Sleep Apnea, ObstructiveD020181EFO:0003918obstructive sleep apnea1ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
Sleep Initiation and Maintenance DisordersD007319EFO:0004698insomnia3ClinicalTrials

Clinical Data

ClinicalTrials.gov TRAZODONE
The Cochrane Collaboration TRAZODONE

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 CHEMBL621. 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
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 1.000
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 1.000
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 1.000
CHEMBL217 Dopamine D2 receptor Homo sapiens 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 0.999
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.999
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 0.998
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 0.997
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.997
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 0.995
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.994
CHEMBL2490 Serotonin 2a (5-HT2a) receptor Sus scrofa 0.975
CHEMBL231 Histamine H1 receptor Homo sapiens 0.969
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.936
CHEMBL2749 Platelet-derived growth factor receptor beta Mus musculus 0.898
CHEMBL3361 Dopamine D4 receptor Rattus norvegicus 0.880
CHEMBL3223 Serotonin 7 (5-HT7) receptor Rattus norvegicus 0.871
CHEMBL1875 Serotonin 4 (5-HT4) receptor Homo sapiens 0.779
CHEMBL3998 Dopamine D2 receptor Bos taurus 0.652



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 1.000
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 1.000
CHEMBL2490 Serotonin 2a (5-HT2a) receptor Sus scrofa 1.000
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 1.000
CHEMBL5067 Dopamine D1 receptor Sus scrofa 1.000
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 1.000
CHEMBL217 Dopamine D2 receptor Homo sapiens 1.000
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 1.000
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.999
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 0.999
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 0.998
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.998
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.997
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.976
CHEMBL3998 Dopamine D2 receptor Bos taurus 0.971
CHEMBL3361 Dopamine D4 receptor Rattus norvegicus 0.933
CHEMBL2967 Dopamine D1 receptor Bos taurus 0.907
CHEMBL3223 Serotonin 7 (5-HT7) receptor Rattus norvegicus 0.865
CHEMBL2749 Platelet-derived growth factor receptor beta Mus musculus 0.847

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
371.9 371.1513 2.36 5 45.78 NEUTRAL


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 7.52 2.76 2.58 3 26 0.69

Structural Alerts

There are no structural alerts for CHEMBL621

Compound Cross References

ATC N - NERVOUS SYSTEM
N06 - PSYCHOANALEPTICS
N06A - ANTIDEPRESSANTS
N06AX - Other antidepressants
N06AX05 - trazodone

ChemSpider ChemSpider:PHLBKPHSAVXXEF-UHFFFAOYSA-N
DailyMed trazodone hydrochloride
PubChem SID: 11111900 SID: 11111901 SID: 174007449 SID: 90341328
Wikipedia Trazodone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL621



ACToR 19794-93-5
BindingDB 50073444
Brenda 145088 146002
ChEBI 9654
ChemicalBook CB3727463
DrugBank DB00656
DrugCentral 2717
EPA CompTox Dashboard DTXSID5045043
FDA SRS YBK48BXK30
Guide to Pharmacology 213
Human Metabolome Database HMDB0014794
IBM Patent System 66D4AABC32A7E74762E27B4116A22C93
KEGG Ligand C07156
LINCS LSM-3580
Mcule MCULE-8110542411
MolPort MolPort-003-850-601
Nikkaji J10.767K
PharmGKB PA451744
PubChem 5533
PubChem: Thomson Pharma 14828880
SureChEMBL SCHEMBL28167
ZINC ZINC000000538483

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