Compound Detail
CHEMBL2336071
SIPONIMOD 💊 Approved Drug
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💊 Approved Drug
CCc1cc(/C(C)=N/OCc2ccc(C3CCCCC3)c(C(F)(F)F)c2)ccc1CN1CC(C(=O)O)C1
Basic Information
| ChEMBL ID | CHEMBL2336071 |
| Name | SIPONIMOD |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | KIHYPELVXPAIDH-HNSNBQBZSA-N |
| Therapeutic | ✓ Yes |
4
Targets
5
Activities
1
Assay Types
9
PK Parameters
20
Publications
5
Known Names
7
Indications
1
Mechanisms
Molecular Properties
516.6
MW (Da)
6.77
ALogP
4
HBA
1
HBD
62.1
PSA (Ų)
0.30
QED
2
Ro5 Violations
9
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 2019 |
| Availability | Prescription |
| Chirality | Achiral |
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, Chronic Progressive Dermatomyositis Multiple Sclerosis, Relapsing-Remitting Polymyositis Kidney Diseases Liver Diseases
ATC Classification
L04AE03
siponimod
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: IMMUNOSUPPRESSANTS
Activity Summary
EC50 5 meas. best 9.4
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Sphingosine 1-phosphate receptor 1 CHEMBL4333 | EC50 | 9.4 | 9.4 | 0.4 | 2 |
| Sphingosine 1-phosphate receptor 5 CHEMBL2274 | EC50 | 9.01 | 9.01 | 1.0 | 1 |
| Sphingosine 1-phosphate receptor 4 CHEMBL3230 | EC50 | 6.12 | 6.12 | 750.0 | 1 |
| Sphingosine 1-phosphate receptor 3 CHEMBL3892 | EC50 | 5.3 | 5.3 | 5000.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| CL | 1.633 | mL.min-1.kg-1 | Macaca mulatta |
| CL | 6.0 | mL.min-1.kg-1 | Rattus norvegicus |
| F | 71.0 | % | Macaca mulatta |
| F | 50.0 | % | Rattus norvegicus |
| T1/2 | 19.0 | hr | Macaca mulatta |
| T1/2 | 6.0 | hr | Rattus norvegicus |
| T1/2 | 30.0 | hr | Homo sapiens |
| T1/2 | 56.4 | hr | Homo sapiens |
| Tmax | 8.0 | hr | Rattus norvegicus |
Activity Data Samples
Top measurements by pChEMBL value
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| Sphingosine 1-phosphate receptor 1 | EC50 | = | 0.4 | nM | 9.4 | Agonist activity at human S1P1 receptor transfected in CHO cells incubated for 1... | 24900670 |
| Sphingosine 1-phosphate receptor 1 | EC50 | = | 0.3981 | nM | 9.4 | Modulation of S1PR1 (unknown origin) | 36758307 |
| Sphingosine 1-phosphate receptor 5 | EC50 | = | 0.98 | nM | 9.01 | Agonist activity at human S1P5 receptor expressed in CHO cells by [35S]GTPgammaS... | 24125884 |
| Sphingosine 1-phosphate receptor 4 | EC50 | = | 750.0 | nM | 6.12 | Agonist activity at human S1P4 receptor expressed in CHO cells by [35S]GTPgammaS... | 24125884 |
| Sphingosine 1-phosphate receptor 3 | EC50 | = | 5000.0 | nM | 5.3 | Agonist activity at human S1P3 receptor transfected in CHO cells incubated for 1... | 24900670 |
Literature References
Data from ChEMBL 36 via Core Engine