methiothepin   

GtoPdb Ligand ID: 89

Synonyms: methiothepine
Compound class: Synthetic organic
Comment: The structure of the INN-assigned compound metitepine is a racemic mixture of two enantiomers. The structure shown here does not specifiy stereochemistry and represents the mixture.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 57.08
Molecular weight 356.14
XLogP 4.3
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CSc1ccc2c(c1)C(Cc1c(S2)cccc1)N1CCN(CC1)C
Isomeric SMILES CSc1ccc2c(c1)C(Cc1c(S2)cccc1)N1CCN(CC1)C
InChI InChI=1S/C20H24N2S2/c1-21-9-11-22(12-10-21)18-13-15-5-3-4-6-19(15)24-20-8-7-16(23-2)14-17(18)20/h3-8,14,18H,9-13H2,1-2H3
InChI Key RLJFTICUTYVZDG-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-HT7 receptor Rn Antagonist Antagonist 9.0 – 9.4 pKi - 28
pKi 9.0 – 9.4 [28]
5-HT2B receptor Hs Antagonist Antagonist 8.7 – 9.2 pKi - 15,30
pKi 8.7 – 9.2 [15,30]
5-HT7 receptor Hs Antagonist Antagonist 8.4 – 9.4 pKi - 4,14,17,29
pKi 8.4 – 9.4 [4,14,17,29]
5-HT6 receptor Hs Antagonist Antagonist 8.2 – 9.4 pKi - 5,8,16
pKi 8.2 – 9.4 [5,8,16]
5-HT5A receptor Hs Antagonist Antagonist 8.5 – 8.9 pKi - 11,27
pKi 8.5 – 8.9 [11,27]
5-HT2A receptor Hs Antagonist Antagonist 8.5 pKi - 15
pKi 8.5 [15]
5-HT6 receptor Rn Antagonist Antagonist 7.5 – 9.4 pKi - 6-8,21
pKi 7.5 – 9.4 [6-8,21]
5-HT2C receptor Hs Antagonist Inverse agonist 8.4 pKi - 15
pKi 8.4 [15]
5-HT7 receptor Mm Antagonist Antagonist 8.2 pKi - 26
pKi 8.2 [26]
5-HT1A receptor Hs Antagonist Antagonist 7.8 – 8.1 pKi - 23-24
pKi 7.8 – 8.1 [23-24]
5-HT1B receptor Hs Antagonist Inverse agonist 7.1 – 8.5 pKi - 12,22,25,31
pKi 7.1 – 8.5 [12,22,25,31]
5-HT1D receptor Hs Antagonist Inverse agonist 7.3 – 8.2 pKi - 9,13,18,31
pKi 7.3 – 8.2 [9,13,18,31]
5-HT5A receptor Rn Antagonist Antagonist 7.5 pKi - 10
pKi 7.5 [10]
5-HT5A receptor Mm Antagonist Antagonist 7.0 pKi - 11,19
pKi 7.0 [11,19]
5-ht1e receptor Hs Antagonist Antagonist 6.7 – 7.0 pKi - 2-3,20,25
pKi 6.7 – 7.0 [2-3,20,25]
5-HT1F receptor Hs Antagonist Antagonist 6.2 pKi - 1-2
pKi 6.2 [1-2]