Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL356359

PIBOSEROD
🧪 Phase II
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
🧪 Phase II
CCCCN1CCC(CNC(=O)c2c3n(c4ccccc24)CCCO3)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL356359
Name PIBOSEROD
Phase Phase II
Structure Type MOL
InChI Key KVCSJPATKXABRQ-UHFFFAOYSA-N

Known Names

Piboserod SB-207266
2
Targets
11
Activities
2
Assay Types
4
PK Parameters
20
Publications
2
Known Names
2
Indications
1
Mechanisms

Molecular Properties

369.5
MW (Da)
3.67
ALogP
4
HBA
1
HBD
46.5
PSA (Ų)
0.85
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem -serod
USAN Year 1999

Extended Properties

Molecular Formula C22H31N3O2
MW 369.51
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -0.97

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Serotonin 4 (5-HT4) receptor antagonist ANTAGONIST 5-hydroxytryptamine receptor 4 ✓ ✓

Indications

Atrial Fibrillation Heart Failure

Activity Summary

Ki 10 meas. best 10.28
IC50 1 meas. best 9.2

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 4
CHEMBL1875
 Ki 10.28 9.6089 0.1 9
5-hydroxytryptamine receptor 4
CHEMBL1875
 IC50 9.2 9.2 0.6 1
5-hydroxytryptamine receptor 4
CHEMBL5017
 Ki 8.8 8.8 1.6 1

Pharmacokinetic Data

Parameter Value Units Species
CL 8.0 mL.min-1.kg-1 Canis lupus familiaris
F 71.0 % Canis lupus familiaris
T1/2 7.1 hr Canis lupus familiaris
Vd 5.0 L.kg-1 Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 4 Ki = 0.05248 nM 10.28 Displacement of [3H]GR113808 from human 5HT4 receptor expressed in HEK293 cells ... 21075638
5-hydroxytryptamine receptor 4 Ki = 0.1 nM 10.0 Displacement of [3H]GR113808 from human 5-HT4B receptor expressed in HEK293 cell... 23711770
5-hydroxytryptamine receptor 4 Ki = 0.1 nM 10.0 Displacement of [3H]GR113808 from human 5HT4B receptor expressed in HEK293 cells 24113240
5-hydroxytryptamine receptor 4 Ki = 0.1585 nM 9.8 Displacement of [3H](1-(2-(methylsulfonamido)ethyl)piperidin-4-yl)methyl 1-methy... 23043420
5-hydroxytryptamine receptor 4 Ki = 0.2512 nM 9.6 Inhibitory constant for human cloned 5-HT4 receptor 15745824
5-hydroxytryptamine receptor 4 Ki = 0.3981 nM 9.4 Displacement of [3H]GR113808 from human 5HT4b receptor expressed in HEK293 cell ... 25149506
5-hydroxytryptamine receptor 4 Ki = 0.5012 nM 9.3 Binding affinity was determined against 5-hydroxytryptamine 2C receptor using cl... 7490724
5-hydroxytryptamine receptor 4 Ki = 0.5012 nM 9.3 Binding affinity at 5HT4 receptor 19261477
5-hydroxytryptamine receptor 4 IC50 = 0.631 nM 9.2 Binding affinity was determined against 5-hydroxytryptamine 3 receptor 7490724
5-hydroxytryptamine receptor 4 Ki = 1.585 nM 8.8 Displacement of [125I]SB207710 from 5-HT4 receptor in guinea pig brain membranes 24113240
5-hydroxytryptamine receptor 4 Ki = 1.585 nM 8.8 Displacement of [125I]SB207710 from human recombinant 5-HT4 receptor 24113240

Literature References

PubMed DOI Target Context # Activities
15745824 10.1016/j.bmcl.2005.01.039 ADMET 6
24113240 10.1016/j.bmc.2013.09.004 5-hydroxytryptamine receptor 4 4
23043420 10.1021/jm300573d 5-hydroxytryptamine receptor 4 4
7490724 10.1021/jm00024a002 5-hydroxytryptamine receptor 4 2
23711770 10.1016/j.ejmech.2013.03.060 5-hydroxytryptamine receptor 4 2
25149506 10.1016/j.bmcl.2014.06.083 5-hydroxytryptamine receptor 4 2
21075638 10.1016/j.bmc.2010.10.011 5-hydroxytryptamine receptor 4 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
7490724 10.1021/jm00024a002 D(2) dopamine receptor 1
7490724 10.1021/jm00024a002 Histamine H1 receptor 1
15745824 10.1016/j.bmcl.2005.01.039 5-hydroxytryptamine receptor 4 1
7490724 10.1021/jm00024a002 Unchecked 1
19261477 10.1016/j.bmc.2008.11.045 5-hydroxytryptamine receptor 3A 1
21075638 10.1016/j.bmc.2010.10.011 No relevant target 1
7490724 10.1021/jm00024a002 5-hydroxytryptamine receptor 2A 1
7490724 10.1021/jm00024a002 5-hydroxytryptamine receptor 1E 1
7490724 10.1021/jm00024a002 5-hydroxytryptamine receptor 1D 1
7490724 10.1021/jm00024a002 5-hydroxytryptamine receptor 1A 1

Data from ChEMBL 36 via Core Engine