General Information of the Compound
Compound ID
CP0095655
Compound Name
(R,S)-3-Bromo-N-(1-ethyl-pyrrolidin-2-ylmethyl)-2,6-dimethoxy-benzamide
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Synonyms
(-)-(S)-3-Brom-N-((1-ethyl-2-pyrrolidinyl)methyl)-2,6-dimethoxybenzamid
(-)-(S)-3-Bromo-N-((1-ethyl-2-pyrrolidinyl)methyl)-2,6-dimethoxybenzamide
(-)-n-ethyl-2-(3-bromo-2,6-dimethoxybenzamidomethyl)pyrrolidine
(S)-3-Bromo-2,6-dimethoxy-N-((1-ethyl-2-pyrrolidinyl)methyl)benzamide
(S)-3-Bromo-N-((1-ethyl-2-pyrrolidinyl)methyl)-2,6-dimethoxybenzamide
3-bromo-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]-2,6-dimethoxybenzamide
A 33547
A-33547
FLA 731
FLA-731
Remoxiprida
Remoxiprida [INN-Spanish]
Remoxipride
Remoxipride (USAN)
Remoxipride [USAN:BAN:INN]
Remoxipridum
Remoxipridum [INN-Latin]
Romoxipride
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Structure
Formula
C16H23BrN2O3
Molecular Weight
371.275
Canonical SMILES
CCN1CCC[C@H]1CNC(=O)c1c(OC)ccc(Br)c1OC
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InChI
InChI=1S/C16H23BrN2O3/c1-4-19-9-5-6-11(19)10-18-16(20)14-13(21-2)8-7-12(17)15(14)22-3/h7-8,11H,4-6,9-10H2,1-3H3,(H,18,20)/t11-/m0/s1
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InChIKey
GUJRSXAPGDDABA-NSHDSACASA-N
CAS
80125-14-0
Physicochemical Property
logP
2.6804
Rotatable Bonds
6
Heavy Atom Count
22
Polar Areas
50.8
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
4
Complexity
22

"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: 54477
SID: 12012970
ChEMBL ID
CHEMBL22242
DrugBank ID
DB00409
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: PT01005, D(2) dopamine receptor
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1
 Cell Line Info 
Cricetulus griseus (Chinese hamster)  1
1
Ki > 217 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 880 nM
Clinical Information about the Compound
Drug 1 ( Remoxipride )
Drug Name Remoxipride
Indication
Schizophrenia
Withdrawn from market
Target(s)
Dopamine D2 receptor (D2R)
 Target Info 
Antagonist