Siponimod Fumaric Acid

JFDA label: Mayzent

Mechanism of Action

Agonist of Sphingosine 1-phosphate receptor 1 — Sphingosine 1-phosphate receptor Edg-1 agonist

Target	Action	Gene / class
Sphingosine 1-phosphate receptor 1 efficacy	AGONIST	S1PR1

Indications

Approved

• Multiple Sclerosis — multiple sclerosis
• Multiple Sclerosis, Chronic Progressive — chronic progressive multiple sclerosis
• Multiple Sclerosis, Relapsing-Remitting — relapsing-remitting multiple sclerosis

Chemistry & Properties

Formula	C62H74F6N4O10
Molecular weight	1149.28 g/mol
IUPAC name	(E)-but-2-enedioic acid;bis(1-[[4-[(E)-N-[[4-cyclohexyl-3-(trifluoromethyl)phenyl]methoxy]-C-methylcarbonimidoyl]-2-ethylphenyl]methyl]azetidine-3-carboxylic acid)
CAS	1234627-85-0
PubChem CID	46700777
InChIKey	JNLIKIBISICTMS-PEJBKAKVSA-N
logP	6.77
Polar surface area	62.13 Ų
H-bond acceptors / donors	4 / 1
Drug-likeness (QED)	0.30
Lipinski violations	2

SMILES

CCc1cc(/C(C)=N/OCc2ccc(C3CCCCC3)c(C(F)(F)F)c2)ccc1CN1CC(C(=O)O)C1.CCc1cc(/C(C)=N/OCc2ccc(C3CCCCC3)c(C(F)(F)F)c2)ccc1CN1CC(C(=O)O)C1.O=C(O)/C=C/C(=O)O

Biology & Pharmacokinetics

Pharmacokinetics predicted

Bioavailability	10.0%
Half-life	1.109 h
Volume of distribution	3.115 L/kg
Protein binding	99.9%
BBB penetrant	No

Transporters

BCRP (Inhibitor)BCRP (Inhibitor)BSEP (Inhibitor)BSEP (Inhibitor)MATE1 (Inhibitor)MATE2 (Inhibitor)MDR1 (Inhibitor)MRP1 (Inhibitor)MRP2 (Inhibitor)OAT1 (Inhibitor)OAT3 (Inhibitor)OATP1B1 (Inhibitor)OATP1B1 (Inhibitor)OATP1B3 (Inhibitor)OATP1B3 (Inhibitor)OCT1 (Inhibitor)OCT2 (Inhibitor)P-gp (Inhibitor)BCRP (Substrate)MDR1 (Substrate)OATP (Substrate)OCT(unspecified) (Substrate)P-gp (Substrate)Transporter(unspecified) (Substrate)

Registered Products (1)

Brand	Form / strength	Pack	Agent	Citizen (JOD)
Mayzent	Film-Coated Tablet 2 mg	28 F.C Tab (Maintenance Pack)	The Jordan Drugstore Co	—