TRAZODONE

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category Free-form
ATC N06AX05
UNII YBK48BXK30
EPA CompTox DTXSID5045043

Structure

InChI Key PHLBKPHSAVXXEF-UHFFFAOYSA-N
Smiles 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
Assay Description Organism Bioactivity Reference
Binding affinity of a compound to rat brain 5-hydroxytryptamine 1A (serotonin) receptor assayed by radiolabeled [3H]-8-OH-DPAT ligand displacement None 223.87 nM
Compound was tested for the inhibition of [3H]ketanserin binding to 5-hydroxytryptamine 2A receptor None 17.0 nM
Displacement of [3H]ketanserin from rat cortical membrane 5-hydroxytryptamine 2A receptor at 10e-7 M Rattus norvegicus 78.0 %
Displacement of [3H]-citalopram from rat forebrain membrane 5-hydroxytryptamine receptor at 10e-7 M Rattus norvegicus 38.0 %
Binding affinity by its ability to displace [3H]prazosin radioligand from Alpha-1 adrenergic receptor on rat cerebral cortex None 281.0 nM
Compound was tested for the inhibition of [3H]-prazosin binding to Alpha-1 adrenergic receptor None 281.0 nM
Displacement of [3H]prazosin from Alpha-1 adrenergic receptor of rat cortical membrane at 10e-7 M Rattus norvegicus 49.0 %
Displacement of [3H]sulpiride from rat striatal membrane Dopamine receptor D2 at 10e-7 M Rattus norvegicus 12.0 %
Inhibition of [3H]pyrilamine binding to Histamine H1 receptor of bovine cerebellar membrane at 10e-7 M Bos taurus 5.0 %
Inhibition of [3H]desmethylimipramine binding to Norepinephrine receptor of rat cortical membrane at 10e-7 M Rattus norvegicus 0.0 %
Inhibition of [3H](+)-pentazocine binding to Sigma opioid receptor type 1 of pig brain membranes at 10e-7 M Sus scrofa 29.0 %
Inhibition of binding of Batrachotoxinin [3H]BTX-B to high affinity sites on voltage dependent sodium channels in a vesicular preparation from guinea pig cerebral cortex at 10 uM Cavia porcellus 26.2 %
Inhibition of binding of Batrachotoxinin [3H]BTX-B to high-affinity sites on voltage-dependent sodium channels in a vesicular preparation from guinea pig cerebral cortex at 100 uM Cavia porcellus 79.6 %
Inhibition of human FAAH at 1 uM Homo sapiens 13.75 %
DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: [3H] 8-OH-DPAT) None 311.0 nM DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: [3H] 8-OH-DPAT) None 178.0 nM
DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1B radioligand binding (ligand: [125I] Cyanopindolol) Rattus norvegicus 830.0 nM
DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: [3H] Ketanserin) None 20.0 nM DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: [3H] Ketanserin) None 5.602 nM
DRUGMATRIX: Alpha-1A adrenergic receptor radioligand binding (ligand: prazosin) Rattus norvegicus 117.0 nM DRUGMATRIX: Alpha-1A adrenergic receptor radioligand binding (ligand: prazosin) Rattus norvegicus 47.0 nM
DRUGMATRIX: Alpha-1B adrenergic receptor radioligand binding (ligand: prazosin) Rattus norvegicus 111.0 nM DRUGMATRIX: Alpha-1B adrenergic receptor radioligand binding (ligand: prazosin) Rattus norvegicus 61.0 nM
DRUGMATRIX: Alpha-1D adrenergic receptor radioligand binding (ligand: prazosin) None 265.0 nM DRUGMATRIX: Alpha-1D adrenergic receptor radioligand binding (ligand: prazosin) None 130.0 nM
DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912) None 909.0 nM DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912) None 341.0 nM
DRUGMATRIX: Alpha-2B adrenergic receptor radioligand binding (ligand: Rauwolscine) None 389.0 nM DRUGMATRIX: Alpha-2B adrenergic receptor radioligand binding (ligand: Rauwolscine) None 178.0 nM
DRUGMATRIX: Adrenergic Alpha-2C radioligand binding (ligand: [3H] MK-912) None 282.0 nM
DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: [3H] Lysergic acid diethylamide) None 107.0 nM DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: [3H] Lysergic acid diethylamide) None 68.0 nM
DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: [3H] Mesulergine) None 91.0 nM DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: [3H] Mesulergine) None 47.0 nM
DRUGMATRIX: Transporter, Serotonin (5-Hydroxytryptamine) (SERT) radioligand binding (ligand: [3H] Paroxetine) None 192.0 nM DRUGMATRIX: Transporter, Serotonin (5-Hydroxytryptamine) (SERT) radioligand binding (ligand: [3H] Paroxetine) None 102.0 nM
DRUGMATRIX: Sigma1 radioligand binding (ligand: [3H] Haloperidol) None 926.0 nM
DRUGMATRIX: Sigma2 radioligand binding (ligand: [3H] Ifenprodil) Rattus norvegicus 826.0 nM
DRUGMATRIX: Histamine H1, Central radioligand binding (ligand: [3H] Pyrilamine) None 361.0 nM DRUGMATRIX: Histamine H1, Central radioligand binding (ligand: [3H] Pyrilamine) None 42.0 nM
Agonist activity at 5HT1A receptor (unknown origin) by calcium-dye based FLIPR assay Homo sapiens 785.0 nM
Antagonist activity at 5HT2A receptor (unknown origin) by HTRF cAMP assay Homo sapiens 243.0 nM

Environmental Exposure

Environmental Exposure Map
Countries
Croatia
Czech Republic
Germany
Hungary
Romania
Slovakia
Slovenia

Cross References

Resources Reference
ChEBI 9654
ChEMBL CHEMBL621
DrugBank DB00656
DrugCentral 2717
FDA SRS YBK48BXK30
Human Metabolome Database HMDB0014794
Guide to Pharmacology 213
KEGG C07156
PharmGKB PA451744
PubChem 5533
SureChEMBL SCHEMBL28167
ZINC ZINC000000538483
CONTENTS