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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL900
CHEMBL900
Compound Name ORPHENADRINE
ChEMBL Synonyms Invagesic | ORPHENADRINE CITRATE | ORPHENADINE CITRATE | Norgesic | ORPHENADRINE (CHLORIDE) | DISIPAL | ORPHENADRINE HYDROCHLORIDE | ORPHENADRINE (CITRATE) | Orphengesic | ORPHENADRINE | BIORPHEN | Disipal | Norflex | NORFLEX
Max Phase 4 (Approved)
Trade Names DISIPAL | BIORPHEN | ORPHENADRINE CITRATE | NORFLEX
Molecular Formula C18H23NO

Additional synonyms for CHEMBL900 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(C)CCOC(c1ccccc1)c2ccccc2C
Standard InChI InChI=1S/C18H23NO/c1-15-9-7-8-12-17(15)18(20-14-13-19(2)3)16 ...
Download InChI
Standard InChI Key QVYRGXJJSLMXQH-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL900

Molecule Features

CHEMBL900 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Glutamate [NMDA] receptor antagonist Glutamate [NMDA] receptor PubMed PubMed PubMed
Histamine H1 receptor antagonist Histamine H1 receptor PubMed
Norepinephrine transporter inhibitor Norepinephrine transporter PubMed PubMed
Sodium channel alpha subunit blocker Sodium channel alpha subunit PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Parkinson DiseaseD010300EFO:0002508Parkinson's disease4ATC

Clinical Data

ClinicalTrials.gov ORPHENADRINE
The Cochrane Collaboration ORPHENADRINE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL900. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL313 Serotonin transporter Rattus norvegicus 1.000
CHEMBL228 Serotonin transporter Homo sapiens 1.000
CHEMBL222 Norepinephrine transporter Homo sapiens 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL238 Dopamine transporter Homo sapiens 1.000
CHEMBL338 Dopamine transporter Rattus norvegicus 1.000
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.999
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.999
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.998
CHEMBL2035 Muscarinic acetylcholine receptor M5 Homo sapiens 0.993
CHEMBL287 Sigma opioid receptor Homo sapiens 0.876
CHEMBL6184 Transporter Rattus norvegicus 0.816
CHEMBL4054 GABA transporter 1 Rattus norvegicus 0.613
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.581
CHEMBL285 Acyl coenzyme A:cholesterol acyltransferase 1 Rattus norvegicus 0.432
CHEMBL1878 Calcium sensing receptor Homo sapiens 0.390
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.228
CHEMBL6141 Acyl-CoA:cholesterol acyltransferase Oryctolagus cuniculus 0.228



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL313 Serotonin transporter Rattus norvegicus 1.000
CHEMBL228 Serotonin transporter Homo sapiens 1.000
CHEMBL238 Dopamine transporter Homo sapiens 1.000
CHEMBL222 Norepinephrine transporter Homo sapiens 1.000
CHEMBL338 Dopamine transporter Rattus norvegicus 1.000
CHEMBL6184 Transporter Rattus norvegicus 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 0.999
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.996
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.991
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.990
CHEMBL4054 GABA transporter 1 Rattus norvegicus 0.984
CHEMBL287 Sigma opioid receptor Homo sapiens 0.856
CHEMBL1941 Histamine H2 receptor Homo sapiens 0.826
CHEMBL4245 Estrogen-related receptor gamma Homo sapiens 0.682
CHEMBL2035 Muscarinic acetylcholine receptor M5 Homo sapiens 0.553
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.446
CHEMBL285 Acyl coenzyme A:cholesterol acyltransferase 1 Rattus norvegicus 0.301
CHEMBL304 Norepinephrine transporter Rattus norvegicus 0.285
CHEMBL6141 Acyl-CoA:cholesterol acyltransferase Oryctolagus cuniculus 0.263
CHEMBL1743122 Solute carrier family 22 member 2 Homo sapiens 0.262

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
269.4 269.178 3.66 6 12.47 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 0 0 2 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.72 3.33 1.99 2 20 0.79

Structural Alerts

There are no structural alerts for CHEMBL900

Compound Cross References

ATC N - NERVOUS SYSTEM
N04 - ANTI-PARKINSON DRUGS
N04A - ANTICHOLINERGIC AGENTS
N04AB - Ethers chemically close to antihistamines
N04AB02 - orphenadrine (chloride)

M - MUSCULO-SKELETAL SYSTEM
M03 - MUSCLE RELAXANTS
M03B - MUSCLE RELAXANTS, CENTRALLY ACTING AGENTS
M03BC - Ethers, chemically close to antihistamines
M03BC01 - orphenadrine (citrate)

ChemSpider ChemSpider:QVYRGXJJSLMXQH-UHFFFAOYSA-N
DailyMed orphenadrine citrate
PubChem SID: 124880989 SID: 174006927 SID: 90341796
Wikipedia Orphenadrine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL900



ACToR 83-98-7
BindingDB 50062614
Brenda 144774
ChEBI 7789
DrugBank DB01173
DrugCentral 1999
EPA CompTox Dashboard DTXSID3023396
Guide to Pharmacology 7251
Human Metabolome Database HMDB0015304
IBM Patent System 2E4A8C43B863E444575A79A5B311936F
KEGG Ligand C07935
LINCS LSM-1630
Mcule MCULE-7320950210
Nikkaji J4.888G
PharmGKB PA450715
PubChem 4601
PubChem: Thomson Pharma 14750489
SureChEMBL SCHEMBL28727

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/QVYRGXJJSLMXQH-UHFFFAOYSA-N spacer
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