rotigotine   Click here for help

GtoPdb Ligand ID: 941

Synonyms: Leganto® | N-0437 | Neupro®
Approved drug
rotigotine is an approved drug (EMA (2006), FDA (2007))
Compound class: Synthetic organic
Comment: Rotigotine is a non-ergoline type, dopamine receptor agonist drug. At clinical doses rotigotine acts somewhat selectively for D1-like (D1, D5) and D2-like (D2, D3, D4) receptors. α2B-adrenergic and 5-HT1A activity may also provide some clinical benefit.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 51.71
Molecular weight 315.17
XLogP 3.48
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCCN(C1CCc2c(C1)cccc2O)CCc1cccs1
Isomeric SMILES CCCN([C@H]1CCc2c(C1)cccc2O)CCc1cccs1
InChI InChI=1S/C19H25NOS/c1-2-11-20(12-10-17-6-4-13-22-17)16-8-9-18-15(14-16)5-3-7-19(18)21/h3-7,13,16,21H,2,8-12,14H2,1H3/t16-/m0/s1
InChI Key KFQYTPMOWPVWEJ-INIZCTEOSA-N
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
D2 receptor Primary target of this compound Hs Agonist Agonist 10.2 pKi - 1
pKi 10.2 (Ki 6x10-11 M) [1]
D3 receptor Hs Agonist Agonist 8.4 pKi - 1
pKi 8.4 (Ki 4x10-9 M) [1]
D4 receptor Hs Agonist Agonist 7.3 pKi - 3
pKi 7.3 (Ki 5.5x10-8 M) [3]
D5 receptor Hs Agonist Full agonist 6.0 pKi - 2
pKi 6.0 [2]
D1 receptor Hs Agonist Full agonist 5.6 pKi - 2
pKi 5.6 [2]