General Information of the Compound
Compound ID
CP0281107
Compound Name
4-amino-5-chloro-2-methoxy-N-(3-methoxypiperidin-4-yl)benzamide
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Synonyms
(4-Amino-5-chloro-2-methoxy)-N-[3-methoxy(4-piperidyl)]benzamide
4-Amino-5-chloro-2-methoxy-N-(3-methoxy-4-piperidyl)benzamide
4-amino-5-chloro-2-methoxy-N-(3-methoxy-4-piperidinyl)benzamide
4-amino-5-chloro-2-methoxy-N-(3-methoxypiperidin-4-yl)benzamide
84946-16-7
AC1MI81F
AKOS030254741
API0006151
BDBM50301927
Benzamide,4-amino-5-chloro-2-methoxy-N-[(3S,4R)-3-methoxy-4-piperidinyl]-, hydrochloride(1:1)
CHEMBL1748
CTK4E8653
DB-076176
EINECS 284-619-3
Norcisapride
OMLDMGPCWMBPAN-UHFFFAOYSA-N
SCHEMBL593405
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Structure
Formula
C14H20ClN3O3
Molecular Weight
313.785
Canonical SMILES
COC1CNCCC1NC(=O)c1cc(Cl)c(N)cc1OC
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InChI
InChI=1S/C14H20ClN3O3/c1-20-12-6-10(16)9(15)5-8(12)14(19)18-11-3-4-17-7-13(11)21-2/h5-6,11,13,17H,3-4,7,16H2,1-2H3,(H,18,19)
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InChIKey
OMLDMGPCWMBPAN-UHFFFAOYSA-N
CAS
83863-69-8
84946-16-7
Physicochemical Property
logP
1.0375
Rotatable Bonds
4
Heavy Atom Count
21
Polar Areas
85.61
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
5
Complexity
21

"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: 3019427
SID: 14923513
ChEMBL ID
CHEMBL1748
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: PT02227, 5-hydroxytryptamine receptor 3A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  2
1
EC50 = 2300 nM
   TI
   LI
   LO
   TS
2
IC50 = 1600 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Norcisapride )
Drug Name Norcisapride
Indication
Gastroesophageal reflux disease
Discontinued in Phase 2
Target(s)
5-HT 4 receptor (HTR4)
Inhibitor
5-HT 3A receptor (HTR3A)
Inhibitor