thioridazine   

GtoPdb Ligand ID: 100

Synonyms: Mellaril® | thioridazin | TP-21
thioridazine is an approved drug (FDA (1962))
Compound class: Synthetic organic
Comment: Marketed formulations may contain thioridazine hydrochloride (PubChem CID 66062).
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 57.08
Molecular weight 370.15
XLogP 5.94
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CSc1ccc2c(c1)N(CCC1CCCCN1C)c1c(S2)cccc1
Isomeric SMILES CSc1ccc2c(c1)N(CCC1CCCCN1C)c1c(S2)cccc1
InChI InChI=1S/C21H26N2S2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)25-21-11-10-17(24-2)15-19(21)23/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3
InChI Key KLBQZWRITKRQQV-UHFFFAOYSA-N
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
5-HT6 receptor Rn Antagonist Inverse agonist 8.2 pKi - 7
pKi 8.2 [7]
5-HT2A receptor Hs Antagonist Antagonist 7.4 – 8.0 pKi - 3-4
pKi 7.4 – 8.0 [3-4]
H1 receptor Hs Antagonist Antagonist 7.7 pKi - 4
pKi 7.7 [4]
5-HT2C receptor Hs Antagonist Antagonist 7.2 – 7.3 pKi - 1,4
pKi 7.2 – 7.3 [1,4]
5-HT6 receptor Hs Antagonist Inverse agonist 7.2 pKi - 6
pKi 7.2 [6]
5-HT7 receptor Rn Antagonist Inverse agonist 7.2 pKi - 7
pKi 7.2 [7]
5-HT1A receptor Hs Antagonist Antagonist 7.1 pKi - 5
pKi 7.1 [5]
5-HT7 receptor Hs Antagonist Inverse agonist 7.1 pKi - 6
pKi 7.1 [6]
D1 receptor Hs Antagonist Antagonist 7.0 pKi - 8
pKi 7.0 [8]
D5 receptor Hs Antagonist Antagonist 5.6 pKi - 8
pKi 5.6 [8]
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Kir3.2 Mm Gating inhibitor Antagonist 4.2 pEC50 - 2
pEC50 4.2 [2]
Voltage: -70.0 mV