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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL2103769
CHEMBL2103769
Compound Name LOBELINE
ChEMBL Synonyms LOBELINE | LOBELINE HYDROCHLORIDE
Max Phase 2
Trade Names
Molecular Formula C22H27NO2

Additional synonyms for CHEMBL2103769 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN1[C@H](CC(=O)c2ccccc2)CCC[C@@H]1C[C@H](O)c3ccccc3
Standard InChI InChI=1S/C22H27NO2/c1-23-19(15-21(24)17-9-4-2-5-10-17)13-8-1 ...
Download InChI
Standard InChI Key MXYUKLILVYORSK-HKBOAZHASA-N

Sources

  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL2103769

Molecule Features

CHEMBL2103769 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Amphetamine-Related DisordersD019969EFO:0004701metamphetamine dependence1ClinicalTrials
Attention Deficit Disorder with HyperactivityD001289EFO:0003888attention deficit hyperactivity disorder2ClinicalTrials

Clinical Data

ClinicalTrials.gov LOBELINE
The Cochrane Collaboration LOBELINE

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 CHEMBL2103769. 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
CHEMBL4828 Synaptic vesicular amine transporter Rattus norvegicus 1.000
CHEMBL3465 Sigma opioid receptor Mus musculus 0.923
CHEMBL338 Dopamine transporter Rattus norvegicus 0.499
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.230

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4828 Synaptic vesicular amine transporter Rattus norvegicus 1.000
CHEMBL338 Dopamine transporter Rattus norvegicus 1.000
CHEMBL3465 Sigma opioid receptor Mus musculus 0.956
CHEMBL313 Serotonin transporter Rattus norvegicus 0.896
CHEMBL3427 Dopamine D2 receptor Mus musculus 0.464

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
337.5 337.2042 4.24 6 40.54 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 1 0 3 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 9.78 3.61 1.38 2 25 0.8

Structural Alerts

There are 1 structural alerts for CHEMBL2103769. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:MXYUKLILVYORSK-HKBOAZHASA-N

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL2103769



BindingDB 50422013
IBM Patent System E3186AA2D736F68C9D77D143086A0DF1
MolPort MolPort-023-220-365
PubChem 736282
PubChem: Thomson Pharma 57277143
SureChEMBL SCHEMBL3308906
ZINC ZINC000000156831

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