dosulepin ๐Ÿถ Veterinary Use | 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 ยตM/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
Acute kidney injury 49.02 30.93 44 1446 263371 63224161

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
Head discomfort 239.20 73.40 43 495 4073 34952320
Migraine 177.21 73.40 43 495 17435 34938958
Neck pain 161.33 73.40 43 495 25306 34931087
Back pain 95.21 73.40 43 495 121746 34834647
Headache 74.87 73.40 43 495 200592 34755801
Pain 74.07 73.40 43 495 204632 34751761

FDA Adverse Event Reporting System (Geriatric)

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
Head discomfort 156.88 30.24 42 2025 14460 79727861
Neck pain 89.18 30.24 42 2025 75375 79666946
Migraine 80.32 30.24 41 2026 87452 79654869
Back pain 54.45 30.24 52 2015 304128 79438193
Headache 33.26 30.24 60 2007 653712 79088609
Anticholinergic syndrome 32.21 30.24 9 2058 3602 79738719

FDA Adverse Event Reporting System (Pediatric)

None

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
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
CHEBI has role CHEBI:35469 antidepressants
CHEBI has role CHEBI:149553 anticoronaviral drug

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Major depressive disorder indication 370143000




๐Ÿถ Veterinary Drug Use

None

๐Ÿถ Veterinary products

None

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
5-hydroxytryptamine receptor 2A GPCR Ki 6.59 WOMBAT-PK
Alpha-1A adrenergic receptor GPCR Ki 6.38 WOMBAT-PK
Alpha-2B adrenergic receptor GPCR Ki 7.92 WOMBAT-PK
Histamine H1 receptor GPCR Ki 8.70 WOMBAT-PK
Muscarinic acetylcholine receptor M1 GPCR Ki 7.74 WOMBAT-PK
Muscarinic acetylcholine receptor M2 GPCR Ki 6.96 WOMBAT-PK
Muscarinic acetylcholine receptor M3 GPCR Ki 7.42 WOMBAT-PK
Muscarinic acetylcholine receptor M4 GPCR Ki 7.22 WOMBAT-PK
Muscarinic acetylcholine receptor M5 GPCR Ki 7.04 WOMBAT-PK
Sodium-dependent dopamine transporter Transporter Ki 5.28 PDSP

External reference:

IDSource
N0000167275 NUI
D01546 KEGG_DRUG
C0013065 UMLSCUI
CHEBI:36798 CHEBI
CHEMBL1492500 ChEMBL_ID
DB09167 DRUGBANK_ID
CHEMBL108947 ChEMBL_ID
5284550 PUBCHEM_CID
7549 IUPHAR_LIGAND_ID
897-15-4 SECONDARY_CAS_RN
142133 RXNORM
003960 NDDF
003961 NDDF
349856007 SNOMEDCT_US
396037001 SNOMEDCT_US
414047005 SNOMEDCT_US
D004308 MESH_DESCRIPTOR_UI
CHEMBL1711280 ChEMBL_ID
1790 INN_ID
W13O82Z7HL UNII

Pharmaceutical products:

None