SPM-354   

GtoPdb Ligand ID: 9493

Compound class: Synthetic organic
Comment: SPM-354 is a novel bitopic sphingosine 1-phosphate 3 receptor (SIP3R) antagonist [1]. SPM-354 competes for binding in both the orthosteric and allosteric sites, as defined by the natural ligand and the selective allosteric S1P3 positive allosteric modulator CYM-5541, respectively. SPM-354 is reference example 47 in WO2011004604.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 4
Rotatable bonds 11
Topological polar surface area 148.12
Molecular weight 513.08
XLogP 4.44
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CCCC(COP(=O)(O)O)(CCc1ccc(cc1Cl)Sc1cc(ccc1O)C(F)(F)F)N
Isomeric SMILES CCC[C@@](COP(=O)(O)O)(CCc1ccc(cc1Cl)Sc1cc(ccc1O)C(F)(F)F)N
InChI InChI=1S/C20H24ClF3NO5PS/c1-2-8-19(25,12-30-31(27,28)29)9-7-13-3-5-15(11-16(13)21)32-18-10-14(20(22,23)24)4-6-17(18)26/h3-6,10-11,26H,2,7-9,12,25H2,1H3,(H2,27,28,29)/t19-/m0/s1
InChI Key WDHXDLFPOPVGGO-IBGZPJMESA-N
Classification
Compound class Synthetic organic
IUPAC Name
[(2S)-2-amino-2-[2-[2-chloro-4-[2-hydroxy-5-(trifluoromethyl)phenyl]sulfanylphenyl]ethyl]pentyl] dihydrogen phosphate
Database Links
GtoPdb PubChem SID 329968433
PubChem CID 49869062
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