LOBELINE

Search structure
Synonyms:
Status: Phase 1
Entry Type: Small molecule
Molecule Category: Parent
UNII: D0P25S3P81

Structure
InChI Key MXYUKLILVYORSK-HBMCJLEFSA-N
Smile CN1[C@H](C[C@H](O)c2ccccc2)CCC[C@@H]1CC(=O)c1ccccc1
InChI
InChI=1S/C22H27NO2/c1-23-19(15-21(24)17-9-4-2-5-10-17)13-8-14-20(23)16-22(25)18-11-6-3-7-12-18/h2-7,9-12,19-21,24H,8,13-16H2,1H3/t19-,20+,21-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H27NO2
Molecular Weight 337.46
AlogP 4.24
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 6.0
Polar Surface Area 40.54
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 25.0

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- - - 120 -
Enzyme Transferase
- - - - 3.19-14.6
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -9.37-18.77
Ion channel Ligand-gated ion channel Nicotinic acetylcholine receptor Nicotinic acetylcholine receptor alpha subunit
- 1010-14900 - 1.995-40 0
Ion channel Ligand-gated ion channel Nicotinic acetylcholine receptor Nicotinic acetylcholine receptor beta subunit
- 87-18100 - 1.995-40 -
Ion channel Ligand-gated ion channel Nicotinic acetylcholine receptor
- 1010-14900 - 1.995-40 0
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- 11220.18 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- - - 7400 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- - - 28200-28200 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC18 family of vesicular amine transporters
- 381 - 4-6260 -
Unclassified protein
- - 630-630.96 630.96 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Attention Deficit Disorder with Hyperactivity 2 D001289 ClinicalTrials
Amphetamine-Related Disorders 1 D019969 ClinicalTrials

Related Entries

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 90-69-7
ChEBI 48723
ChEMBL CHEMBL122270
DrugBank DB05137
EPA CompTox DTXSID3023219
FDA SRS D0P25S3P81
KEGG C07475
PDB L0B
PubChem 101616
SureChEMBL SCHEMBL290803
ZINC ZINC000000001624
CONTENTS