General Information of the Compound
Compound ID
CP0037955
Compound Name
METHIOTHEPIN
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Synonyms
(+-)-1-(10,11-Dihydro-8-(methylthio)dibenzo(b,f)thiepin-10-yl)-4-methylpiperazine
(+-)-10-(4-Methylpiperazinyl)-8-(methylthio)-10,11-dihydrodibenzo(b,f)thiepin
(+-)-8-Methylthio-10-(4-methylpiperazino)-10,11-dihydrodibenzo(b,f)thiepin
1-(10,11-Dihydro-8-(methylthio)dibenzo(b,f)thiepin-10-yl)-4-methylpiperazine
20229-30-5
BRN 0626221
CHEBI:64203
DSSTox_CID_24000
METHIOTHEPIN
Methiothepine
Metitepina
Metitepina [INN-Spanish]
Metitepine
Metitepine [INN]
Metitepinum
Metitepinum [INN-Latin]
NCGC00024665-03
methiothepin
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Structure
Formula
C20H24N2S2
Molecular Weight
356.56
Canonical SMILES
CSc1ccc2Sc3ccccc3CC(N3CCN(C)CC3)c2c1
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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
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InChIKey
RLJFTICUTYVZDG-UHFFFAOYSA-N
Physicochemical Property
logP
4.4043
Rotatable Bonds
2
Heavy Atom Count
24
Polar Areas
6.48
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
Complexity
24

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 4106
SID: 12012717
ChEMBL ID
CHEMBL93240
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00819, 5-hydroxytryptamine receptor 1A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000017 HeLa Homo sapiens (Human)  1
1
Ki = 2.2 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 4 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
Ki = 4.8 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 630.96 nM
Protein ID: PT00825, 5-hydroxytryptamine receptor 2A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
Ki = 1.995 nM
   TI
   LI
   LO
   TS
Protein ID: PT00939, 5-hydroxytryptamine receptor 2C
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
EC50 = 0.38 nM
   TI
   LI
   LO
   TS
Protein ID: PT01354, 5-hydroxytryptamine receptor 6
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  3
1
IC50 = 4.7 nM
   TI
   LI
   LO
   TS
2
Ki = 0.9333 nM
   TI
   LI
   LO
   TS
3
Ki = 1 nM
   TI
   LI
   LO
   TS
CL000017 HeLa Homo sapiens (Human)  1
1
IC50 = 127 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 0.9 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 4.1 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 2.4 nM
2 Ki = 0.4 nM
Protein ID: PT00941, 5-hydroxytryptamine receptor 7
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 21 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  3
1
Ki = 0.5623 nM
   TI
   LI
   LO
   TS
2
Ki = 0.9 nM
   TI
   LI
   LO
   TS
3
Ki = 1 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
Ki = 1.7 nM
   TI
   LI
   LO
   TS
2
Ki = 2.2 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 3.1 nM
2 Ki = 3.7 nM
Protein ID: PT06109, Geminin
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000015 SW480 Homo sapiens (Human)  1
1
Potency ~ 26608.6 nM
   TI
   LI
   LO
   TS
Protein ID: PT01065, Serine/threonine-protein kinase mTOR
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL001056 MEF-1 [Mouse fibroblast] Mus musculus (Mouse)  1
1
Potency = 14689.2 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( METHIOTHEPIN )
Drug Name METHIOTHEPIN
Target(s)
5-HT 5A receptor (HTR5A)
Inhibitor
5-HT 7 receptor (HTR7)
Inhibitor
5-HT 6 receptor (HTR6)
Inhibitor