SIPONIMOD

Search structure
Synonyms:
Status: Approved (2019)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: L04AA42
UNII: RR6P8L282I

Structure
InChI Key KIHYPELVXPAIDH-HNSNBQBZSA-N
Smile CCc1cc(/C(C)=N/OCc2ccc(C3CCCCC3)c(C(F)(F)F)c2)ccc1CN1CC(C(=O)O)C1
InChI
InChI=1S/C29H35F3N2O3/c1-3-21-14-23(10-11-24(21)15-34-16-25(17-34)28(35)36)19(2)33-37-18-20-9-12-26(22-7-5-4-6-8-22)27(13-20)29(30,31)32/h9-14,22,25H,3-8,15-18H2,1-2H3,(H,35,36)/b33-19+

Physicochemical Descriptors

Property Name Value
Molecular Formula C29H35F3N2O3
Molecular Weight 516.6
AlogP 6.77
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 9.0
Polar Surface Area 62.13
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 37.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Sphingosine 1-phosphate receptor Edg-1 agonist PubMed PubMed FDA
Primary Target
S1P1 receptor
S1P5 receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) EDG receptor
0 - - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Multiple Sclerosis 3 D009103 ClinicalTrials
Multiple Sclerosis, Chronic Progressive 3 D020528 ClinicalTrials
Polymyositis 2 D017285 ClinicalTrials
Multiple Sclerosis, Relapsing-Remitting 2 D020529 ClinicalTrials
Dermatomyositis 2 D003882 ClinicalTrials
Liver Diseases 1 D008107 ClinicalTrials
Kidney Diseases 1 D007674 ClinicalTrials

Related Entries

Scaffolds

Cross References

Resources Reference
CAS NUMBER 1230487-00-9
ChEMBL CHEMBL2336071
DrugBank DB12371
DrugCentral 5326
EPA CompTox DTXSID40153847
FDA SRS RR6P8L282I
Guide to Pharmacology 9289
PubChem 44599207
SureChEMBL SCHEMBL641699
ZINC ZINC000006717453
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