2-bromo-LSD   Click here for help

GtoPdb Ligand ID: 272

Synonyms: 2-br-LSD | 2-bromolysergic acid diethylamide | bromolysergide
Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 39.34
Molecular weight 401.11
XLogP 3.23
No. Lipinski's rules broken 0
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Canonical SMILES CCN(C(=O)C1CN(C)C2C(=C1)c1cccc3c1c(C2)c([nH]3)Br)CC
Isomeric SMILES CCN(C(=O)[C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c([nH]3)Br)CC
InChI InChI=1S/C20H24BrN3O/c1-4-24(5-2)20(25)12-9-14-13-7-6-8-16-18(13)15(19(21)22-16)10-17(14)23(3)11-12/h6-9,12,17,22H,4-5,10-11H2,1-3H3/t12-,17-/m1/s1
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
5-HT7 receptor Mm Antagonist Antagonist 8.0 pKi - 3
pKi 8.0 [3]
5-HT6 receptor Rn Antagonist Antagonist 7.8 pKi - 2
pKi 7.8 [2]
5-HT7 receptor Hs Antagonist Antagonist 7.5 pKi - 1
pKi 7.5 [1]