General Information of the Compound
Compound ID
CP0106868
Compound Name
4-Amino-5-chloro-2,3-dihydro-benzofuran-7-carboxylic acid [1-(3-methoxy-propyl)-piperidin-4-yl]-amide
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Synonyms
0A09IUW5TP
179474-81-8
4-Amino-5-chloro-2,3-dihydro-N-(1-(3-methoxypropyl)-4-piperidyl)-7-benzofurancarboxamide
4-Amino-5-chloro-2,3-dihydro-N-[1-(3-methoxypropyl)-4-piperidinyl]-7-benzofurancarboxamide
4-Amino-5-chloro-N-(1-(3-methoxypropyl)piperidin-4-yl)-2,3-dihydrobenzofuran-7-carboxamide
4-amino-5-chloro-N-[1-(3-methoxypropyl)piperidin-4-yl]-2,3-dihydro-1-benzofuran-7-carboxamide
C18H26ClN3O3
CHEMBL117287
Motegrity
Prucalopride
Prucalopride [USAN:INN:BAN]
R 093877
R-093877
R0-93877
R093877
UNII-0A09IUW5TP
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Structure
Formula
C18H26ClN3O3
Molecular Weight
367.877
Canonical SMILES
COCCCN1CCC(CC1)NC(=O)c1cc(Cl)c(N)c2CCOc12
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InChI
InChI=1S/C18H26ClN3O3/c1-24-9-2-6-22-7-3-12(4-8-22)21-18(23)14-11-15(19)16(20)13-5-10-25-17(13)14/h11-12H,2-10,20H2,1H3,(H,21,23)
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InChIKey
ZPMNHBXQOOVQJL-UHFFFAOYSA-N
CAS
179474-81-8
Physicochemical Property
logP
2.0878
Rotatable Bonds
6
Heavy Atom Count
25
Polar Areas
76.82
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
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: 3052762
SID: 14803834
ChEMBL ID
CHEMBL117287
DrugBank ID
DB06480
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: PT01307, 5-hydroxytryptamine receptor 4
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
EC50 = 5.2 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 26 nM
2 Ki = 2.512 nM
Protein ID: PT01897, 5-hydroxytryptamine receptor 4
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
EC50 = 26 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( R0-93877 )
Drug Name R0-93877
Company Shire/Takeda
Indication
Constipation
Approved
Irritable bowel syndrome
Approved
Target(s)
5-HT 4 receptor (HTR4)
Agonist