methiothepin   Click here for help

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.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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 - 12,27
pKi 8.5 – 8.9 [12,27]
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 - 11,22,25,31
pKi 7.1 – 8.5 [11,22,25,31]
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 - 12,19
pKi 7.0 [12,19]
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]