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

Stem definitionDrug idCAS RN
opioid receptor antagonists/agonists, morphinan derivates 1560 152-02-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • levallorphan
  • levallorphan tartrate
  • lorfan
  • naloxiphan
An opioid antagonist with properties similar to those of NALOXONE; in addition it also possesses some agonist properties. It should be used cautiously; levallorphan reverses severe opioid-induced respiratory depression but may exacerbate respiratory depression such as that induced by alcohol or other non-opioid central depressants. (From Martindale, The Extra Pharmacopoeia, 30th ed, p683)
  • Molecular weight: 283.42
  • Formula: C19H25NO
  • CLOGP: 4.13
  • LIPINSKI: 0
  • HAC: 2
  • HDO: 1
  • TPSA: 23.47
  • ALOGS: -4.05
  • ROTB: 2

  • Status: OFM

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

None

ADMET properties:

None

Approvals:

DateAgencyCompanyOrphan
None FDA ROCHE

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
MeSH PA D002491 Central Nervous System Agents
MeSH PA D009292 Narcotic Antagonists
MeSH PA D018373 Peripheral Nervous System Agents
MeSH PA D018689 Sensory System Agents

Drug Use (View source of the data)

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 10.05 acidic
pKa2 9.05 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
Mu-type opioid receptor GPCR ANTAGONIST Ki 9.32 CHEMBL CHEMBL
Acetylcholinesterase Enzyme Ki 4.92 CHEMBL
Mu-type opioid receptor GPCR IC50 9.20 CHEMBL
Opioid receptor GPCR IC50 9.27 CHEMBL

External reference:

IDSource
N0000167305 NUI
D02238 KEGG_DRUG
71-82-9 SECONDARY_CAS_RN
C0023554 UMLSCUI
CHEBI:6431 CHEBI
CHEMBL1254682 ChEMBL_ID
CHEMBL2062276 ChEMBL_ID
D007977 MESH_DESCRIPTOR_UI
DB00504 DRUGBANK_ID
7209 IUPHAR_LIGAND_ID
264 INN_ID
353613BU4U UNII
5359371 PUBCHEM_CID
235419 RXNORM
001613 NDDF
004660 NDDF
17008002 SNOMEDCT_US

Pharmaceutical products:

None