SKF-83959   Click here for help

GtoPdb Ligand ID: 8443

Synonyms: SKF83959
Compound class: Synthetic organic
Comment: Some substituted benzazepines such as SKF-83959 are G-protein biased agonists of the dopamine D1 receptor and fail to activate arrestin recruitment [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 43.7
Molecular weight 317.12
XLogP 3.67
No. Lipinski's rules broken 0
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Canonical SMILES CN1CCc2c(C(C1)c1cccc(c1)C)cc(c(c2Cl)O)O
Isomeric SMILES CN1CCc2c(C(C1)c1cccc(c1)C)cc(c(c2Cl)O)O
InChI InChI=1S/C18H20ClNO2/c1-11-4-3-5-12(8-11)15-10-20(2)7-6-13-14(15)9-16(21)18(22)17(13)19/h3-5,8-9,15,21-22H,6-7,10H2,1-2H3
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
D1 receptor Hs Agonist Biased agonist 9.7 pEC50 - 1
pEC50 9.7 (EC50 2x10-10 M) [1]
Description: Biased towards G-protein signalling in a cellular assay expressing only D1 receptor.