General Information of the Compound
Compound ID
CP0427995
Compound Name
Amisulpride
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Synonyms
4-Amino-N-((1-ethyl-2-pyrrolidinyl)methyl)-5-(ethylsulfonyl)-2-anisamid
4-Amino-N-((1-ethyl-2-pyrrolidinyl)methyl)-5-(ethylsulfonyl)-2-methoxybenzamide
4-Amino-N-((1-ethyl-2-pyrrolidinyl)methyl)-5-(ethylsulfonyl)-o-anisamide
4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide
4-amino-N-[(1-ethylpyrrolidin-2-yl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide
4-amino-N-[(1-ethylpyrrolidin-2-yl)methyl]-5-ethylsulfonyl-2-methoxybenzamide
Aminosultopride
Amisulpiride
Amisulprida
Amisulprida [INN-Spanish]
Amisulpride
Amisulpride (INN)
Amisulpride [INN]
Amisulpridum
Amisulpridum [INN-Latin]
DAN 2163
DAN-2163
Deniban
Deniban (TN)
SL-91.1077
Socian
Solian
Solian (TN)
Solian, Amisulpride
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Structure
Formula
C17H27N3O4S
Molecular Weight
369.487
Canonical SMILES
CCN1CCCC1CNC(=O)c1cc(c(N)cc1OC)S(=O)(=O)CC
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InChI
InChI=1S/C17H27N3O4S/c1-4-20-8-6-7-12(20)11-19-17(21)13-9-16(25(22,23)5-2)14(18)10-15(13)24-3/h9-10,12H,4-8,11,18H2,1-3H3,(H,19,21)
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InChIKey
NTJOBXMMWNYJFB-UHFFFAOYSA-N
CAS
71675-85-9
Physicochemical Property
logP
1.2851
Rotatable Bonds
7
Heavy Atom Count
25
Polar Areas
101.73
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
6
Complexity
25

"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: 2159
SID: 14852985
ChEMBL ID
CHEMBL243712
DrugBank ID
DB06288
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: PT00825, 5-hydroxytryptamine receptor 2A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 630.96 nM
   TI
   LI
   LO
   TS
Protein ID: PT01019, 5-hydroxytryptamine receptor 2B
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 316.23 nM
   TI
   LI
   LO
   TS
Protein ID: PT00941, 5-hydroxytryptamine receptor 7
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 25.12 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 11.5 nM
Protein ID: PT01005, D(2) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
IC50 = 3.04 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 12.59 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 3 nM
Protein ID: PT00943, D(3) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 3.981 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 3.5 nM
Clinical Information about the Compound
Drug 1 ( Amisulpride )
Drug Name Amisulpride
Company Sanofi-Aventis
Indication
Schizophrenia
Approved
Target(s)
Dopamine D2 receptor (D2R)
Antagonist