Fluorine in PDB 3fli: Discovery of XL335, A Highly Potent, Selective and Orally- Active Agonist of the Farnesoid X Receptor (Fxr)

The structure of Discovery of XL335, A Highly Potent, Selective and Orally- Active Agonist of the Farnesoid X Receptor (Fxr), PDB code: 3fli was solved by P.G.Foster, T.J.Stout, with X-Ray Crystallography technique. A brief refinement statistics is given in the table below:

Resolution Low / High (Å)	58.72 / 2.00
Space group	P 41 21 2
Cell size a, b, c (Å), α, β, γ (°)	66.519, 66.519, 125.434, 90.00, 90.00, 90.00
R / Rfree (%)	19 / 24.3

The binding sites of Fluorine atom in the Discovery of XL335, A Highly Potent, Selective and Orally- Active Agonist of the Farnesoid X Receptor (Fxr) (pdb code 3fli). This binding sites where shown within 5.0 Angstroms radius around Fluorine atom.
In total 2 binding sites of Fluorine where determined in the Discovery of XL335, A Highly Potent, Selective and Orally- Active Agonist of the Farnesoid X Receptor (Fxr), PDB code: 3fli:
Jump to Fluorine binding site number: 1; 2;

Fluorine binding site 1 out of 2 in the Discovery of XL335, A Highly Potent, Selective and Orally- Active Agonist of the Farnesoid X Receptor (Fxr)


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 1 of Discovery of XL335, A Highly Potent, Selective and Orally- Active Agonist of the Farnesoid X Receptor (Fxr) within 5.0Å range: probe atom residue distance (Å) B Occ A:F1 b:24.2 occ:1.00 F32 A:33Y1 0.0 24.2 1.0 C24 A:33Y1 1.3 22.3 1.0 C23 A:33Y1 2.3 22.9 1.0 C25 A:33Y1 2.3 23.5 1.0 F26 A:33Y1 2.8 25.8 1.0 CB A:PHE340 3.3 23.9 1.0 CA A:PHE340 3.5 22.0 1.0 C20 A:33Y1 3.5 22.9 1.0 C22 A:33Y1 3.5 22.6 1.0 CD2 A:LEU352 3.7 26.0 1.0 N A:PHE340 3.7 21.6 1.0 O A:SER336 3.7 18.7 1.0 CD2 A:PHE340 3.7 27.8 1.0 CG2 A:ILE339 3.9 20.8 1.0 C21 A:33Y1 4.0 23.6 1.0 CG A:PHE340 4.0 23.5 1.0 CB A:ILE339 4.4 20.3 1.0 C A:ILE339 4.4 20.9 1.0 CG A:LEU352 4.5 25.3 1.0 C A:SER336 4.6 19.0 1.0 CD1 A:ILE356 4.7 28.8 1.0 C18 A:33Y1 4.8 23.3 1.0 CD1 A:LEU352 4.9 26.0 1.0 CA A:SER336 4.9 18.4 1.0 C A:PHE340 4.9 22.4 1.0 OG1 A:THR274 4.9 24.8 1.0 CE2 A:PHE340 5.0 27.2 1.0 O19 A:33Y1 5.0 22.5 1.0

Fluorine binding site 2 out of 2 in the Discovery of XL335, A Highly Potent, Selective and Orally- Active Agonist of the Farnesoid X Receptor (Fxr)


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 2 of Discovery of XL335, A Highly Potent, Selective and Orally- Active Agonist of the Farnesoid X Receptor (Fxr) within 5.0Å range: probe atom residue distance (Å) B Occ A:F1 b:25.8 occ:1.00 F26 A:33Y1 0.0 25.8 1.0 C23 A:33Y1 1.3 22.9 1.0 C22 A:33Y1 2.2 22.6 1.0 C24 A:33Y1 2.4 22.3 1.0 F32 A:33Y1 2.8 24.2 1.0 OG1 A:THR274 3.3 24.8 1.0 C21 A:33Y1 3.5 23.6 1.0 CG2 A:ILE339 3.5 20.8 1.0 CG2 A:ILE273 3.5 23.3 1.0 C25 A:33Y1 3.7 23.5 1.0 CD2 A:LEU352 3.8 26.0 1.0 CD1 A:ILE277 3.9 36.6 1.0 CD1 A:LEU352 3.9 26.0 1.0 C20 A:33Y1 4.1 22.9 1.0 CB A:THR274 4.4 25.4 1.0 CG A:LEU352 4.4 25.3 1.0 CA A:THR274 4.4 24.8 1.0 CB A:ILE273 4.6 23.9 1.0 CB A:ILE339 4.6 20.3 1.0 N A:THR274 4.7 24.4 1.0 C A:ILE273 4.8 23.4 1.0 CD1 A:ILE356 4.8 28.8 1.0

B.Flatt, R.Martin, T.L.Wang, P.Mahaney, B.Murphy, X.H.Gu, P.Foster, J.Li, P.Pircher, M.Petrowski, I.Schulman, S.Westin, J.Wrobel, G.Yan, E.Bischoff, C.Daige, R.Mohan. Discovery of XL335 (Way-362450), A Highly Potent, Selective, and Orally Active Agonist of the Farnesoid X Receptor (Fxr). J.Med.Chem. V. 52 904 2009.
ISSN: ISSN 0022-2623
PubMed: 19159286
DOI: 10.1021/JM8014124