ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL267936
CHEMBL267936
Compound Name MECAMYLAMINE
ChEMBL Synonyms INVERSINE | MECAMYLAMINE | Mecamylamine chloride | MECAMYLAMINE HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names MECAMYLAMINE HYDROCHLORIDE | INVERSINE
Molecular Formula C11H21N

Additional synonyms for CHEMBL267936 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CNC1(C)C2CCC(C2)C1(C)C
Standard InChI InChI=1S/C11H21N/c1-10(2)8-5-6-9(7-8)11(10,3)12-4/h8-9,12H,5 ...
Download InChI
Standard InChI Key IMYZQPCYWPFTAG-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • 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


CHEMBL267936

Molecule Features

CHEMBL267936 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Neuronal acetylcholine receptor; alpha3/beta4 negative allosteric modulator Neuronal acetylcholine receptor; alpha3/beta4 DailyMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Diabetic RetinopathyD003930EFO:0003770diabetic retinopathy2ClinicalTrials
AlcoholismD000437EFO:0003829alcohol dependence2ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression2ClinicalTrials
ClinicalTrials
HypertensionD006973EFO:0000537hypertension4ATC
AgingD000375GO:0007568aging1ClinicalTrials
Macular DegenerationD008268EFO:0001365age-related macular degeneration2ClinicalTrials
Tobacco Use DisorderD014029EFO:0003768nicotine dependence2ClinicalTrials

Clinical Data

ClinicalTrials.gov MECAMYLAMINE
The Cochrane Collaboration MECAMYLAMINE

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 CHEMBL267936. 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
CHEMBL3996 Oxytocin receptor Rattus norvegicus 1.000
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 0.739
CHEMBL237 Kappa opioid receptor Homo sapiens 0.429
CHEMBL2868 Vasopressin V1a receptor Rattus norvegicus 0.362
CHEMBL287 Sigma opioid receptor Homo sapiens 0.341
CHEMBL3419 Carboxypeptidase B2 isoform A Homo sapiens 0.265
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.201



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3996 Oxytocin receptor Rattus norvegicus 1.000
CHEMBL3766 Vasopressin V2 receptor Rattus norvegicus 0.999
CHEMBL2492 Neuronal acetylcholine receptor protein alpha-7 subunit Homo sapiens 0.792
CHEMBL2868 Vasopressin V1a receptor Rattus norvegicus 0.596
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 0.554
CHEMBL237 Kappa opioid receptor Homo sapiens 0.458
CHEMBL3419 Carboxypeptidase B2 isoform A Homo sapiens 0.422
CHEMBL287 Sigma opioid receptor Homo sapiens 0.289
CHEMBL2014 Nociceptin receptor Homo sapiens 0.247

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
167.3 167.1674 2.42 1 12.03 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
1 1 0 1 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 11.35 2.98 -.07 0 12 0.63

Structural Alerts

There are no structural alerts for CHEMBL267936

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C02 - ANTIHYPERTENSIVES
C02B - ANTIADRENERGIC AGENTS, GANGLION-BLOCKING
C02BB - Secondary and tertiary amines
C02BB01 - mecamylamine

ChemSpider ChemSpider:IMYZQPCYWPFTAG-UHFFFAOYSA-N
DailyMed mecamylamine hydrochloride
PubChem SID: 104171190 SID: 144203749 SID: 170465225 SID: 26755706 SID: 50111169 SID: 90341710

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL267936



ACToR 87564-10-1 60-40-2
BindingDB 50061565
Brenda 147739
ChEBI 6706
DrugBank DB00657
DrugCentral 1646
eMolecules 29849868
EPA CompTox Dashboard DTXSID0023240
Guide to Pharmacology 3990
Human Metabolome Database HMDB0014795
IBM Patent System 46F2EE8D6089A81B08BAF98588027145
KEGG Ligand C07511
LINCS LSM-4990
MolPort MolPort-002-052-009
Nikkaji J4.802J
PharmGKB PA450334
PubChem 4032
PubChem: Thomson Pharma 14748127
SureChEMBL SCHEMBL34252

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