General Information of the Compound
Compound ID
CP0120660
Compound Name
N-(1-Butylpiperidine-4-ylmethyl)-1,2-(trimethyleneoxy)-1H-indole-3-carboxamide
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Synonyms
152811-62-6
4UQ3S81B25
AC1L42OO
BDBM85026
CHEMBL356359
DTXSID60165129
GTPL225
N-((1-butylpiperidin-4-yl)methyl)-3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxamide
N-[(1-butyl-4-piperidinyl)methyl]-3,4-dihydro-2H-[1,3]-oxazino[3,2-a]indole-10-carboxamide
N-[(1-butylpiperidin-4-yl)methyl]-3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxamide
Piboserod
Piboserod [INN:BAN]
SB 207266
SB-207266
SB207256
SB207266(Piboserod)
SCHEMBL467339
Serotonin 5-HT4 Receptor Antagonists
UNII-4UQ3S81B25
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Structure
Formula
C22H31N3O2
Molecular Weight
369.509
Canonical SMILES
CCCCN1CCC(CNC(=O)c2c3OCCCn3c3ccccc23)CC1
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InChI
InChI=1S/C22H31N3O2/c1-2-3-11-24-13-9-17(10-14-24)16-23-21(26)20-18-7-4-5-8-19(18)25-12-6-15-27-22(20)25/h4-5,7-8,17H,2-3,6,9-16H2,1H3,(H,23,26)
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InChIKey
KVCSJPATKXABRQ-UHFFFAOYSA-N
CAS
152811-62-6
Physicochemical Property
logP
3.6657
Rotatable Bonds
6
Heavy Atom Count
27
Polar Areas
46.5
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
4
Complexity
27

"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: 177336
SID: 14901873
ChEMBL ID
CHEMBL356359
DrugBank ID
DB04873
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
CL000006 HEK293 Homo sapiens (Human)  4
1
Ki = 0.05248 nM
   TI
   LI
   LO
   TS
2
Ki = 0.1 nM
   TI
   LI
   LO
   TS
3
Ki = 0.1585 nM
   TI
   LI
   LO
   TS
4
Ki = 0.3981 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 0.631 nM
2 Ki = 0.2512 nM
3 Ki = 0.5012 nM
4 Ki = 1.585 nM
Protein ID: PT01197, Type-1 angiotensin II receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000050 HEK293-A Homo sapiens (Human)  1
1
Ki > 10000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Piboserod )
Drug Name Piboserod
Indication
Atrial fibrillation
Phase 2
Target(s)
5-HT 4 receptor (HTR4)
Antagonist