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Compound Detail

CHEMBL1096146

PONESIMOD
💊 Approved Drug
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💊 Approved Drug
CCC/N=C1\S/C(=C\c2ccc(OC[C@H](O)CO)c(Cl)c2)C(=O)N1c1ccccc1C

Basic Information

ChEMBL ID CHEMBL1096146
Name PONESIMOD
Phase Approved
Structure Type MOL
InChI Key LPAUOXUZGSBGDU-STDDISTJSA-N
Therapeutic ✓ Yes

Known Names

ACT-128800 Ponesimod Ponvory
2
Targets
4
Activities
2
Assay Types
3
PK Parameters
17
Publications
3
Known Names
4
Indications
1
Mechanisms

Molecular Properties

461.0
MW (Da)
4.27
ALogP
6
HBA
2
HBD
82.4
PSA (Ų)
0.57
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2021
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product
USAN Stem -imod
USAN Year 2015

Extended Properties

Molecular Formula C23H25ClN2O4S
MW 460.98
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -1.12

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Sphingosine 1-phosphate receptor Edg-1 agonist AGONIST Sphingosine 1-phosphate receptor 1

Indications

Multiple Sclerosis Multiple Sclerosis, Relapsing-Remitting Bronchiolitis Obliterans Syndrome Psoriasis

ATC Classification

L04AE04
ponesimod
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: IMMUNOSUPPRESSANTS

Activity Summary

EC50 3 meas. best 8.01
IC50 1 meas. best 7.9

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sphingosine 1-phosphate receptor 1
CHEMBL4333
EC50 8.01 8.005 9.7 2
Sphingosine 1-phosphate receptor 1
CHEMBL4333
IC50 7.9 7.9 12.6 1
Sphingosine 1-phosphate receptor 3
CHEMBL3892
EC50 6.96 6.96 109.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 30.0 hr -
T1/2 3.0 hr Homo sapiens
T1/2 3.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
20446681 10.1021/jm100181s Rattus norvegicus 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
30143424 10.1016/j.bmcl.2018.07.044 No relevant target 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
30143424 10.1016/j.bmcl.2018.07.044 Homo sapiens 1
36758307 10.1016/j.ejmech.2023.115182 Sphingosine 1-phosphate receptor 1 1
30891137 10.1021/acsmedchemlett.8b00616 ADMET 1
30891137 10.1021/acsmedchemlett.8b00616 Unchecked 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
30143424 10.1016/j.bmcl.2018.07.044 ADMET 1
30143424 10.1016/j.bmcl.2018.07.044 Sphingosine 1-phosphate receptor 1 1
28291340 10.1021/acs.jmedchem.6b01575 Homo sapiens 1
24125884 10.1016/j.bmcl.2013.09.058 No relevant target 1
20446681 10.1021/jm100181s Sphingosine 1-phosphate receptor 1 1
20446681 10.1021/jm100181s Sphingosine 1-phosphate receptor 3 1

Data from ChEMBL 36 via Core Engine