amiselimod phosphate   

GtoPdb Ligand ID: 9491

Synonyms: amiselimod-P
Compound class: Synthetic organic
Comment: Amiselimod phosphate is the active metabolite of amiselimod [1]. Bioactivity is ascribed to this compound and not to the prodrug.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 15
Topological polar surface area 132.05
Molecular weight 457.18
XLogP 2.94
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CCCCCCCOc1ccc(cc1C(F)(F)F)CCC(COP(=O)(O)O)(CO)N
Isomeric SMILES CCCCCCCOc1ccc(cc1C(F)(F)F)CC[C@](COP(=O)(O)O)(CO)N
InChI InChI=1S/C19H31F3NO6P/c1-2-3-4-5-6-11-28-17-8-7-15(12-16(17)19(20,21)22)9-10-18(23,13-24)14-29-30(25,26)27/h7-8,12,24H,2-6,9-11,13-14,23H2,1H3,(H2,25,26,27)/t18-/m1/s1
InChI Key OFRUGVQKZMGHHH-GOSISDBHSA-N
Classification
Compound class Synthetic organic
Prodrug amiselimod
IUPAC Name
[(2R)-2-amino-4-[4-heptoxy-3-(trifluoromethyl)phenyl]-2-(hydroxymethyl)butyl] dihydrogen phosphate
Synonyms
amiselimod-P
Database Links
GtoPdb PubChem SID 329968431
PubChem CID 57704582
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