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Compound Detail

CHEMBL238804

SELEXIPAG
💊 Approved Drug
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💊 Approved Drug
CC(C)N(CCCCOCC(=O)NS(C)(=O)=O)c1cnc(-c2ccccc2)c(-c2ccccc2)n1

Basic Information

ChEMBL ID CHEMBL238804
Name SELEXIPAG
Phase Approved
Structure Type MOL
InChI Key QXWZQTURMXZVHJ-UHFFFAOYSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL239226

Known Names

ACT-293987 NS-304 Selexipag Uptravi
5
Targets
7
Activities
2
Assay Types
10
PK Parameters
20
Publications
4
Known Names
6
Indications
1
Mechanisms

Molecular Properties

496.6
MW (Da)
3.90
ALogP
7
HBA
1
HBD
101.5
PSA (Ų)
0.38
QED
0
Ro5 Violations
12
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2015
Availability Prescription
Chirality Achiral

Routes of Administration

Oral Parenteral

Flags

Natural Product Prodrug
USAN Year 2011

Extended Properties

Molecular Formula C26H32N4O4S
MW 496.63
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness -0.88

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Prostanoid IP receptor agonist AGONIST Prostacyclin receptor

Indications

Familial Primary Pulmonary Hypertension Familial Primary Pulmonary Hypertension Hypertension, Pulmonary Hypertension, Pulmonary Pulmonary Arterial Hypertension Thrombosis

ATC Classification

B01AC27
selexipag
Level 1: BLOOD AND BLOOD FORMING ORGANS
Level 2: ANTITHROMBOTIC AGENTS

Activity Summary

IC50 4 meas. best 7.21
EC50 3 meas. best 8.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prostacyclin receptor
CHEMBL1995
EC50 8.22 8.22 6.0 1
Prostacyclin receptor
CHEMBL1995
IC50 7.21 6.2 62.0 2
Prostaglandin D2 receptor
CHEMBL4427
EC50 7.0 7.0 100.0 1
Prostacyclin receptor
CHEMBL3322
EC50 6.7 6.7 200.0 1
Plasma
CHEMBL613652
IC50 5.19 5.19 6400.0 1
SKP1-SKP2-CKS1
CHEMBL5482973
IC50 4.37 4.37 42800.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 384.0 ng.hr.mL-1 Macaca fascicularis
AUC 859.0 ng.hr.mL-1 Macaca fascicularis
Cmax 94.64 nM Macaca fascicularis
Cmax 70.48 nM Macaca fascicularis
T1/2 4.9 hr Macaca fascicularis
T1/2 10.7 hr Macaca fascicularis
T1/2 1.0 hr Homo sapiens
T1/2 1.0 hr Rattus norvegicus
Tmax 6.7 hr Macaca fascicularis
Tmax 14.0 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5303300 HEK-293T 304
- 10.6019/CHEMBL5303300 Fibroblast 304
- 10.6019/CHEMBL5303300 U2OS 304
17881233 10.1016/j.bmc.2007.08.052 Cynomolgus monkey 8
37204466 10.1021/acs.jmedchem.2c01675 PC-3 7
- 10.6019/CHEMBL5058564 U2OS 7
37204466 10.1021/acs.jmedchem.2c01675 MGC-803 7
28072531 10.1021/acs.jmedchem.6b00871 Prostacyclin receptor 6
37204466 10.1021/acs.jmedchem.2c01675 Unchecked 6
- 10.6019/CHEMBL5058564 Fibroblast 6
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 5
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 5
17881233 10.1016/j.bmc.2007.08.052 ADMET 5
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 5
- 10.6019/CHEMBL5058564 HEK-293T 5
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 5
- 10.6019/CHEMBL5209801 Apelin receptor 5
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 5
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 5
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 5

Data from ChEMBL 36 via Core Engine