Fluorine in PDB 5kzq: Metabotropic Glutamate Receptor in Complex with Antagonist (1~{S}, 2~{R},3~{S},4~{S},5~{R},6~{R})-2-Azanyl-3-[[3,4-Bis(Fluoranyl) Phenyl]Sulfanylmethyl]-4-Oxidanyl-Bicyclo[3.1.0]Hexane-2,6- Dicarboxylic Acid

The structure of Metabotropic Glutamate Receptor in Complex with Antagonist (1~{S}, 2~{R},3~{S},4~{S},5~{R},6~{R})-2-Azanyl-3-[[3,4-Bis(Fluoranyl) Phenyl]Sulfanylmethyl]-4-Oxidanyl-Bicyclo[3.1.0]Hexane-2,6- Dicarboxylic Acid, PDB code: 5kzq was solved by M.D.Chappell, R.Li, S.C.Smith, B.A.Dressman, E.G.Tromiczak, A.E.Tripp, M.-J.Blanco, T.Vetman, S.J.Quimby, J.Matt, T.Britton, A.M.Fivush, J.M.Schkeryantz, D.Mayhugh, J.A.Erickson, M.Bures, C.Jaramillo, M.Carpintero, J.E.De Diego, M.Barberis, S.Garcia-Cerrada, J.F.Soriano, S.Antonysamy, S.Atwell, I.Macewan, B.Condon, C.Bradley, J.Wang, A.Zhang, K.Conners, C.Groshong, S.R.Wasserman, J.W.Koss, J.M.Witkin, X.Li, C.Overshiner, K.A.Wafford, W.Seidel, X.-S.Wang, B.A.Heinz, S.Swanson, J.Catlow, D.Bedwell, J.A.Monn, C.H.Mitch, P.Ornstein, with X-Ray Crystallography technique. A brief refinement statistics is given in the table below:

Resolution Low / High (Å)	32.80 / 2.80
Space group	P 41 21 2
Cell size a, b, c (Å), α, β, γ (°)	166.297, 166.297, 79.776, 90.00, 90.00, 90.00
R / Rfree (%)	20.8 / 24.5

The binding sites of Fluorine atom in the Metabotropic Glutamate Receptor in Complex with Antagonist (1~{S}, 2~{R},3~{S},4~{S},5~{R},6~{R})-2-Azanyl-3-[[3,4-Bis(Fluoranyl) Phenyl]Sulfanylmethyl]-4-Oxidanyl-Bicyclo[3.1.0]Hexane-2,6- Dicarboxylic Acid (pdb code 5kzq). This binding sites where shown within 5.0 Angstroms radius around Fluorine atom.
In total 2 binding sites of Fluorine where determined in the Metabotropic Glutamate Receptor in Complex with Antagonist (1~{S}, 2~{R},3~{S},4~{S},5~{R},6~{R})-2-Azanyl-3-[[3,4-Bis(Fluoranyl) Phenyl]Sulfanylmethyl]-4-Oxidanyl-Bicyclo[3.1.0]Hexane-2,6- Dicarboxylic Acid, PDB code: 5kzq:
Jump to Fluorine binding site number: 1; 2;

Fluorine binding site 1 out of 2 in the Metabotropic Glutamate Receptor in Complex with Antagonist (1~{S}, 2~{R},3~{S},4~{S},5~{R},6~{R})-2-Azanyl-3-[[3,4-Bis(Fluoranyl) Phenyl]Sulfanylmethyl]-4-Oxidanyl-Bicyclo[3.1.0]Hexane-2,6- Dicarboxylic Acid


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 1 of Metabotropic Glutamate Receptor in Complex with Antagonist (1~{S}, 2~{R},3~{S},4~{S},5~{R},6~{R})-2-Azanyl-3-[[3,4-Bis(Fluoranyl) Phenyl]Sulfanylmethyl]-4-Oxidanyl-Bicyclo[3.1.0]Hexane-2,6- Dicarboxylic Acid within 5.0Å range: probe atom residue distance (Å) B Occ A:F601 b:0.6 occ:1.00 F22 A:6YS601 0.0 0.6 1.0 C4 A:6YS601 1.3 0.7 1.0 C5 A:6YS601 2.3 0.5 1.0 C1 A:6YS601 2.4 98.6 1.0 F23 A:6YS601 2.7 0.2 1.0 CA A:GLY296 3.2 94.0 1.0 C3 A:6YS601 3.6 98.9 1.0 C2 A:6YS601 3.6 96.1 1.0 N A:GLY296 4.0 93.1 1.0 N A:SER272 4.1 0.8 1.0 O A:ASP295 4.1 96.8 1.0 O A:GLY296 4.1 99.5 1.0 CE2 A:TYR216 4.1 0.7 1.0 C6 A:6YS601 4.1 93.6 1.0 C A:GLY296 4.1 99.8 1.0 CA A:ARG271 4.2 0.9 1.0 C A:ASP295 4.3 96.5 1.0 CZ A:TYR216 4.5 0.2 1.0 OH A:TYR216 4.6 0.7 1.0 C A:ARG271 4.6 0.1 1.0 CD2 A:TYR216 4.6 0.8 1.0 O A:THR270 4.7 0.5 1.0 OD2 A:ASP295 4.7 0.2 1.0 CB A:SER272 4.8 0.7 1.0 CB A:ARG271 4.9 0.3 1.0

Fluorine binding site 2 out of 2 in the Metabotropic Glutamate Receptor in Complex with Antagonist (1~{S}, 2~{R},3~{S},4~{S},5~{R},6~{R})-2-Azanyl-3-[[3,4-Bis(Fluoranyl) Phenyl]Sulfanylmethyl]-4-Oxidanyl-Bicyclo[3.1.0]Hexane-2,6- Dicarboxylic Acid


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 2 of Metabotropic Glutamate Receptor in Complex with Antagonist (1~{S}, 2~{R},3~{S},4~{S},5~{R},6~{R})-2-Azanyl-3-[[3,4-Bis(Fluoranyl) Phenyl]Sulfanylmethyl]-4-Oxidanyl-Bicyclo[3.1.0]Hexane-2,6- Dicarboxylic Acid within 5.0Å range: probe atom residue distance (Å) B Occ A:F601 b:0.2 occ:1.00 F23 A:6YS601 0.0 0.2 1.0 C5 A:6YS601 1.4 0.5 1.0 C4 A:6YS601 2.4 0.7 1.0 C3 A:6YS601 2.4 98.9 1.0 F22 A:6YS601 2.7 0.6 1.0 CB A:ARG271 3.4 0.3 1.0 CA A:ARG271 3.6 0.9 1.0 C6 A:6YS601 3.7 93.6 1.0 C1 A:6YS601 3.7 98.6 1.0 CD2 A:TYR216 4.1 0.8 1.0 C2 A:6YS601 4.2 96.1 1.0 CE2 A:TYR216 4.4 0.7 1.0 N A:SER272 4.5 0.8 1.0 C A:ARG271 4.6 0.1 1.0 OE1 A:GLU273 4.7 0.6 1.0 N A:ARG271 4.7 0.0 1.0 CG A:TYR216 4.7 0.1 1.0

M.D.Chappell, R.Li, S.C.Smith, B.A.Dressman, E.G.Tromiczak, A.E.Tripp, M.J.Blanco, T.Vetman, S.J.Quimby, J.Matt, T.C.Britton, A.M.Fivush, J.M.Schkeryantz, D.Mayhugh, J.A.Erickson, M.G.Bures, C.Jaramillo, M.Carpintero, J.E.Diego, M.Barberis, S.Garcia-Cerrada, J.F.Soriano, S.Antonysamy, S.Atwell, I.Macewan, B.Condon, C.Sougias, J.Wang, A.Zhang, K.Conners, C.Groshong, S.R.Wasserman, J.W.Koss, J.M.Witkin, X.Li, C.Overshiner, K.A.Wafford, W.Seidel, X.S.Wang, B.A.Heinz, S.Swanson, J.T.Catlow, D.W.Bedwell, J.A.Monn, C.H.Mitch, P.L.Ornstein. Discovery of (1S,2R,3S,4S,5R,6R)-2-Amino-3-[(3,4-Difluorophenyl) Sulfanylmethyl]-4-Hydroxy-Bicyclo[3.1.0]Hexane-2, 6-Dicarboxylic Acid Hydrochloride (LY3020371HCL): A Potent, Metabotropic Glutamate 2/3 Receptor Antagonist with Antidepressant-Like Activity. J. Med. Chem. V. 59 10974 2016.
ISSN: ISSN 1520-4804
PubMed: 28002967