dosulepin Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
tricyclic compounds 951 113-53-1

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • dosulepin
  • dosulepine
  • dothiepin
  • prothiaden
  • prothiadene
  • dosulepin hydrochloride
  • dothiepin hydrochloride
  • dosulepin HCl
  • dothiepin HCl
A tricyclic antidepressant with some tranquilizing action.
  • Molecular weight: 295.44
  • Formula: C19H21NS
  • CLOGP: 4.53
  • LIPINSKI: 0
  • HAC: 1
  • HDO: 0
  • TPSA: 3.24
  • ALOGS: -5.71
  • ROTB: 3

Drug dosage:

DoseUnitRoute
0.15 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 500 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 5 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 6.46 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 30 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
Jan. 1, 1962 YEAR INTRODUCED

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Toxicity to various agents 82.34 61.26 23 113 32731 2325218
Intentional overdose 73.28 61.26 17 119 11304 2346645
Coma 71.50 61.26 16 120 9040 2348909
Fall 65.59 61.26 21 115 47078 2310871
Confusional state 65.00 61.26 18 118 24326 2333623
Tremor 63.12 61.26 17 119 20644 2337305

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event

Pharmacologic Action:

SourceCodeDescription
ATC N06AA16 NERVOUS SYSTEM
PSYCHOANALEPTICS
ANTIDEPRESSANTS
Non-selective monoamine reuptake inhibitors
MeSH PA D018663 Adrenergic Agents
MeSH PA D018759 Adrenergic Uptake Inhibitors
CHEBI has role CHEBI:35469 antidepressant
MeSH PA D000928 Antidepressive Agents
MeSH PA D000929 Antidepressive Agents, Tricyclic
MeSH PA D002491 Central Nervous System Agents
MeSH PA D049990 Membrane Transport Modulators
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D014179 Neurotransmitter Uptake Inhibitors
MeSH PA D011619 Psychotropic Drugs

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Major depressive disorder indication 370143000

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.66 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Sodium-dependent serotonin transporter Transporter INHIBITOR Kd 8.07 WOMBAT-PK IUPHAR
Sodium-dependent noradrenaline transporter Transporter INHIBITOR Kd 7.34 WOMBAT-PK IUPHAR
Muscarinic acetylcholine receptor M3 GPCR Ki 7.42 WOMBAT-PK
Muscarinic acetylcholine receptor M2 GPCR Ki 6.96 WOMBAT-PK
Muscarinic acetylcholine receptor M1 GPCR Ki 7.74 WOMBAT-PK
Histamine H1 receptor GPCR Ki 8.70 WOMBAT-PK
Alpha-2B adrenergic receptor GPCR Ki 7.92 WOMBAT-PK
Alpha-1A adrenergic receptor GPCR Ki 6.38 WOMBAT-PK
5-hydroxytryptamine receptor 2A GPCR Ki 6.59 WOMBAT-PK
Muscarinic acetylcholine receptor M5 GPCR Ki 7.04 WOMBAT-PK
Sodium-dependent dopamine transporter Transporter Ki 5.27 PDSP
Muscarinic acetylcholine receptor M4 GPCR Ki 7.21 WOMBAT-PK

External reference:

IDSource
D004308 MESH_DESCRIPTOR_UI
N0000167275 NUI
C0013065 UMLSCUI
D01546 KEGG_DRUG
3H0042311V UNII
897-15-4 SECONDARY_CAS_RN
414047005 SNOMEDCT_US
349856007 SNOMEDCT_US
3634 RXNORM
003960 NDDF
CHEBI:31519 CHEBI
CHEMBL108947 ChEMBL_ID
1790 INN_ID
DB09167 DRUGBANK_ID
7549 IUPHAR_LIGAND_ID
5284550 PUBCHEM_CID
CHEMBL1492500 ChEMBL_ID
CHEMBL1711280 ChEMBL_ID

Pharmaceutical products:

None