diroximel fumarate   

GtoPdb Ligand ID: 10525

Synonyms: ALKS-8700 | ALKS8700 | BIIB098 | Vumerity®
diroximel fumarate is an approved drug (FDA (2019))
Compound class: Synthetic organic
Comment: Diroximel fumarate is a novel oral fumarate prodrug. It is rapidly converted to monomethyl fumarate, which is the same active metabolite of dimethyl fumarate.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 0
Rotatable bonds 7
Topological polar surface area 89.98
Molecular weight 255.07
XLogP -0.81
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COC(=O)C=CC(=O)OCCN1C(=O)CCC1=O
Isomeric SMILES COC(=O)/C=C/C(=O)OCCN1C(=O)CCC1=O
InChI InChI=1S/C11H13NO6/c1-17-10(15)4-5-11(16)18-7-6-12-8(13)2-3-9(12)14/h4-5H,2-3,6-7H2,1H3/b5-4+
InChI Key YIMYDTCOUQIDMT-SNAWJCMRSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2019))
Is prodrug? Yes
Active form monomethyl fumarate
IUPAC Name
4-O-[2-(2,5-dioxopyrrolidin-1-yl)ethyl] 1-O-methyl (E)-but-2-enedioate
International Nonproprietary Names
INN number INN
10356 diroximel fumarate
Synonyms
ALKS-8700 | ALKS8700 | BIIB098 | Vumerity®
Database Links
CAS Registry No. 1577222-14-0 (source: WHO INN record)
ChEMBL Ligand CHEMBL3989944
GtoPdb PubChem SID 387065607
PubChem CID 73330464
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