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

Stem definitionDrug idCAS RN
substances of the imipramine group 1592 23047-25-8

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • lofepramine
  • lopramine
  • lofepramine hydrochloride
  • lopramine hydrochloride
  • WHR-2908A
  • lofepramine HCl
  • lopramine HCl
A psychotropic IMIPRAMINE derivative that acts as a tricyclic antidepressant and possesses few anticholinergic properties. It is metabolized to DESIPRAMINE.
  • Molecular weight: 418.97
  • Formula: C26H27ClN2O
  • CLOGP: 7.29
  • LIPINSKI: 1
  • HAC: 3
  • HDO: 0
  • TPSA: 23.55
  • ALOGS: -5.70
  • ROTB: 7

Drug dosage:

DoseUnitRoute
0.11 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 2 Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 4 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 7.16 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD

Approvals:

DateAgencyCompanyOrphan
Jan. 1, 1977 YEAR INTRODUCED

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC N06AA07 NERVOUS SYSTEM
PSYCHOANALEPTICS
ANTIDEPRESSANTS
Non-selective monoamine reuptake inhibitors
MeSH PA D000928 Antidepressive Agents
MeSH PA D000929 Antidepressive Agents, Tricyclic
MeSH PA D002491 Central Nervous System Agents
MeSH PA D011619 Psychotropic Drugs
CHEBI has role CHEBI:35469 antidepressant

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Depressive disorder indication 35489007

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 7.05 Basic
pKa2 5.01 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 noradrenaline transporter Transporter INHIBITOR Ki 8.27 WOMBAT-PK IUPHAR
Sodium-dependent serotonin transporter Transporter INHIBITOR Ki 7.15 WOMBAT-PK IUPHAR
Muscarinic acetylcholine receptor M5 GPCR Ki 6.34 WOMBAT-PK
Muscarinic acetylcholine receptor M4 GPCR Ki 6.47 WOMBAT-PK
Muscarinic acetylcholine receptor M3 GPCR Ki 6.89 WOMBAT-PK
Muscarinic acetylcholine receptor M2 GPCR Ki 6.48 WOMBAT-PK
D(2) dopamine receptor GPCR Ki 5.70 PDSP
Histamine H1 receptor GPCR Ki 6.44 WOMBAT-PK
Alpha-1A adrenergic receptor GPCR Ki 7 WOMBAT-PK
5-hydroxytryptamine receptor 2C GPCR Ki 6.70 WOMBAT-PK
Muscarinic acetylcholine receptor M1 GPCR Ki 7.17 WOMBAT-PK
5-hydroxytryptamine receptor 1A GPCR Ki 5.34 PDSP

External reference:

IDSource
N0000167255 NUI
C0023961 UMLSCUI
D01285 KEGG_DRUG
321831005 SNOMEDCT_US
6465 RXNORM
395772004 SNOMEDCT_US
004095 NDDF
CHEMBL87708 ChEMBL_ID
OCA4JT7PAW UNII
2909 INN_ID
CHEBI:47782 CHEBI
26786-32-3 SECONDARY_CAS_RN
D008127 MESH_DESCRIPTOR_UI
DB13411 DRUGBANK_ID
CHEMBL2106638 ChEMBL_ID
3947 PUBCHEM_CID
7551 IUPHAR_LIGAND_ID

Pharmaceutical products:

None