TRAZODONE

Search structure
Synonyms:
Status: Approved (1981)
Entry Type: Small molecule
Molecule Category: Parent
ATC: N06AX05
UNII: YBK48BXK30

Structure
InChI Key PHLBKPHSAVXXEF-UHFFFAOYSA-N
Smile O=c1n(CCCN2CCN(c3cccc(Cl)c3)CC2)nc2ccccn12
InChI
InChI=1S/C19H22ClN5O/c20-16-5-3-6-17(15-16)23-13-11-22(12-14-23)8-4-10-25-19(26)24-9-2-1-7-18(24)21-25/h1-3,5-7,9,15H,4,8,10-14H2

Physicochemical Descriptors

Property Name Value
Molecular Formula C19H22ClN5O
Molecular Weight 371.87
AlogP 2.36
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 5.0
Polar Surface Area 45.78
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 26.0

Pharmacology

Primary Target
5-HT2A receptor
5-HT2C receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 14
Ion channel Ligand-gated ion channel 5HT3 receptor
- - - - 38
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- - - - 26-80
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 281-281 - - 49
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- 4485 - - 12
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- - - - 5
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
785 17 - 224 38
Membrane receptor
785 281-281 - 224 12
Secreted protein
- - 7950 - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- - - - 0
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 90000 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Depressive Disorder 4 D003866 ClinicalTrials
Anxiety 3 D001007 ClinicalTrials
Schizophrenia 3 D012559 ClinicalTrials
Dementia 3 D003704 ClinicalTrials
Sleep Wake Disorders 3 D012893 ClinicalTrials
Depressive Disorder, Major 3 D003865 ClinicalTrials
Sleep Initiation and Maintenance Disorders 3 D007319 ClinicalTrials
Alzheimer Disease 3 D000544 ClinicalTrials
Diabetic Neuropathies 2 D003929 ClinicalTrials
Alcoholism 2 D000437 ClinicalTrials
Sleep Apnea, Obstructive 1 D020181 ClinicalTrials

Related Entries

Scaffolds

UNKNOWN

Cross References

Resources Reference
CAS NUMBER 19794-93-5
ChEBI 9654
ChEMBL CHEMBL621
DrugBank DB00656
DrugCentral 2717
EPA CompTox DTXSID5045043
FDA SRS YBK48BXK30
Human Metabolome Database HMDB0014794
Guide to Pharmacology 213
KEGG C07156
PharmGKB PA451744
PubChem 5533
SureChEMBL SCHEMBL28167
ZINC ZINC000000538483
CONTENTS