lysergic acid   Click here for help

GtoPdb Ligand ID: 139

Synonyms: (+)-lysergic acid | D-lysergic acid | isolysergic acid
Comment: Lysergic acid is not LSD.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 56.33
Molecular weight 268.12
XLogP 1.64
No. Lipinski's rules broken 0
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Canonical SMILES CN1CC(C=C2C1Cc1c[nH]c3c1c2ccc3)C(=O)O
Isomeric SMILES CN1C[C@@H](C=C2C1Cc1c[nH]c3c1c2ccc3)C(=O)O
InChI InChI=1S/C16H16N2O2/c1-18-8-10(16(19)20)5-12-11-3-2-4-13-15(11)9(7-17-13)6-14(12)18/h2-5,7,10,14,17H,6,8H2,1H3,(H,19,20)/t10-,14?/m1/s1
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
5-HT1D receptor Hs Agonist Full agonist 8.8 – 9.0 pKi - 1
pKi 8.8 – 9.0 [1]
5-HT5A receptor Mm Agonist Full agonist 5.7 pKi - 2
pKi 5.7 [2]
Ligand mentioned in the following text fields