lisuride   

GtoPdb Ligand ID: 43

Synonyms: (+)-lisuride | Dopergin® | lysuride
lisuride is an approved drug (EMA (2011))
Comment: Lisuride is an antiparkinson agent of the iso-ergoline class, acting principally as a dopamine receptor partial agonist.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 51.37
Molecular weight 338.21
XLogP 2.55
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CCN(C(=O)NC1CN(C)C2C(=C1)c1cccc3c1c(C2)c[nH]3)CC
Isomeric SMILES CCN(C(=O)N[C@@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3)CC
InChI InChI=1S/C20H26N4O/c1-4-24(5-2)20(25)22-14-10-16-15-7-6-8-17-19(15)13(11-21-17)9-18(16)23(3)12-14/h6-8,10-11,14,18,21H,4-5,9,12H2,1-3H3,(H,22,25)/t14-,18+/m0/s1
InChI Key BKRGVLQUQGGVSM-KBXCAEBGSA-N
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
α2A-adrenoceptor Hs Antagonist Antagonist 10.3 pKi - 7
pKi 10.3 [7]
α2B-adrenoceptor Hs Antagonist Antagonist 9.9 pKi - 7
pKi 9.9 [7]
α2C-adrenoceptor Hs Antagonist Antagonist 9.9 pKi - 7
pKi 9.9 [7]
5-HT1A receptor Hs Agonist Full agonist 9.7 – 9.8 pKi - 7,9-10
pKi 9.7 – 9.8 [7,9-10]
D3 receptor Hs Agonist Partial agonist 9.6 pKi - 7
pKi 9.6 [7]
D2 receptor Hs Agonist Partial agonist 9.2 – 9.5 pKi - 7
pKi 9.2 – 9.5 [7]
5-HT1D receptor Hs Agonist Partial agonist 9.0 pKi - 7
pKi 9.0 [7]
5-HT2B receptor Hs Antagonist Antagonist 8.9 pKi - 7
pKi 8.9 [7]
5-HT7 receptor Rn Agonist Full agonist 8.2 – 9.3 pKi - 11-12
pKi 8.2 – 9.3 [11-12]
5-HT2A receptor Hs Agonist Partial agonist 8.6 pKi - 7
pKi 8.6 [7]
D5 receptor Hs Agonist Partial agonist 8.5 pKi - 7
pKi 8.5 [7]
α1A-adrenoceptor Hs Antagonist Antagonist 8.3 pKi - 7
pKi 8.3 [7]
D4 receptor Hs Agonist Partial agonist 8.3 pKi - 7
pKi 8.3 [7]
5-HT2C receptor Hs Agonist Partial agonist 7.9 – 8.3 pKi - 5-7
pKi 7.9 – 8.3 [5-7]
5-HT6 receptor Hs Agonist Partial agonist 8.0 – 8.1 pKi - 1,4
pKi 8.0 – 8.1 [1,4]
5-HT6 receptor Rn Agonist Partial agonist 7.5 – 8.3 pKi - 2-4,8
pKi 7.5 – 8.3 [2-4,8]
5-HT1B receptor Hs Agonist Partial agonist 7.7 pKi - 7
pKi 7.7 [7]
D1 receptor Hs Agonist Partial agonist 7.2 pKi - 7
pKi 7.2 [7]