AFD(R)   Click here for help

GtoPdb Ligand ID: 2937

Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 13
Topological polar surface area 111.82
Molecular weight 373.2
XLogP 3.15
No. Lipinski's rules broken 1
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Canonical SMILES CCCCCCCOc1ccc(cc1)CCC(COP(=O)(O)O)(N)C
Isomeric SMILES CCCCCCCOc1ccc(cc1)CC[C@](COP(=O)(O)O)(N)C
InChI InChI=1S/C18H32NO5P/c1-3-4-5-6-7-14-23-17-10-8-16(9-11-17)12-13-18(2,19)15-24-25(20,21)22/h8-11H,3-7,12-15,19H2,1-2H3,(H2,20,21,22)/t18-/m1/s1
1. Brinkmann V, Davis MD, Heise CE, Albert R, Cottens S, Hof R, Bruns C, Prieschl E, Baumruker T, Hiestand P et al.. (2002)
The immune modulator FTY720 targets sphingosine 1-phosphate receptors.
J Biol Chem, 277 (24): 21453-7. [PMID:11967257]
2. Sanna MG, Liao J, Jo E, Alfonso C, Ahn MY, Peterson MS, Webb B, Lefebvre S, Chun J, Gray N et al.. (2004)
Sphingosine 1-phosphate (S1P) receptor subtypes S1P1 and S1P3, respectively, regulate lymphocyte recirculation and heart rate.
J Biol Chem, 279 (14): 13839-48. [PMID:14732717]