conessine   Click here for help

GtoPdb Ligand ID: 8981

Comment: Conessine is an alkaloid obtained from the bark and seeds of Holarrhena antidysenterica trees. It binds with high affinity to rat and human histamine H3 receptors in radio-ligand binding assays, acting as a receptor antagonist [2-3]. H3 antagonists are being researched as potential drugs for the treatment of neurodegenerative conditions and for their stimulant and nootropic effects. For example, pitolisant is in clinical trial for Parkinson's disease, narcolepsy, cataplexy and excessive daytime sleepiness.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 6.48
Molecular weight 356.32
XLogP 5
No. Lipinski's rules broken 0
Click here for help
Isomeric SMILES CN([C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]24[C@H]3CC[C@@H]4[C@@H](N(C2)C)C)C1)C)C
InChI InChI=1S/C24H40N2/c1-16-20-8-9-22-19-7-6-17-14-18(25(3)4)10-12-23(17,2)21(19)11-13-24(20,22)15-26(16)5/h6,16,18-22H,7-15H2,1-5H3/t16-,18-,19+,20+,21-,22-,23-,24-/m0/s1
Bioactivity Comments
Conessine also has high affinity for human α2C-adrenoceptor (Ki 10.6nM) [3].
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
H3 receptor Hs Antagonist Antagonist 8.3 pKi - 1
pKi 8.3 [1]
H1 receptor Hs Antagonist Antagonist <5.0 pKi - 1
pKi <5.0 (Ki >1x10-5 M) [1]
H2 receptor Hs Antagonist Antagonist <5.0 pKi - 1
pKi <5.0 (Ki >1x10-5 M) [1]
H4 receptor Hs Antagonist Antagonist <5.0 pKi - 1
pKi <5.0 (Ki >1x10-5 M) [1]