Fluorine in PDB 4tn4: Crystal Structure of Ternary Complex of Plasmodium Vivax Shmt with Glycine and A Novel Pyrazolopyran 33G: (4S)-6-Amino-4-(5-Cyano-3'- Fluorobiphenyl-3-Yl)-4-Cyclobutyl-3-Methyl-2,4-Dihydropyrano[2,3- C]Pyrazole-5-Carbonitrile

The structure of Crystal Structure of Ternary Complex of Plasmodium Vivax Shmt with Glycine and A Novel Pyrazolopyran 33G: (4S)-6-Amino-4-(5-Cyano-3'- Fluorobiphenyl-3-Yl)-4-Cyclobutyl-3-Methyl-2,4-Dihydropyrano[2,3- C]Pyrazole-5-Carbonitrile, PDB code: 4tn4 was solved by P.Chitnumsub, A.Jaruwat, U.Leartsakulpanich, M.C.Witschel, with X-Ray Crystallography technique. A brief refinement statistics is given in the table below:

Resolution Low / High (Å)	30.00 / 2.20
Space group	C 1 2 1
Cell size a, b, c (Å), α, β, γ (°)	100.412, 57.989, 236.955, 90.00, 89.99, 90.00
R / Rfree (%)	21.7 / 28.6

The structure of Crystal Structure of Ternary Complex of Plasmodium Vivax Shmt with Glycine and A Novel Pyrazolopyran 33G: (4S)-6-Amino-4-(5-Cyano-3'- Fluorobiphenyl-3-Yl)-4-Cyclobutyl-3-Methyl-2,4-Dihydropyrano[2,3- C]Pyrazole-5-Carbonitrile also contains other interesting chemical elements:

Chlorine

(Cl)

2 atoms

The binding sites of Fluorine atom in the Crystal Structure of Ternary Complex of Plasmodium Vivax Shmt with Glycine and A Novel Pyrazolopyran 33G: (4S)-6-Amino-4-(5-Cyano-3'- Fluorobiphenyl-3-Yl)-4-Cyclobutyl-3-Methyl-2,4-Dihydropyrano[2,3- C]Pyrazole-5-Carbonitrile (pdb code 4tn4). This binding sites where shown within 5.0 Angstroms radius around Fluorine atom.
In total 3 binding sites of Fluorine where determined in the Crystal Structure of Ternary Complex of Plasmodium Vivax Shmt with Glycine and A Novel Pyrazolopyran 33G: (4S)-6-Amino-4-(5-Cyano-3'- Fluorobiphenyl-3-Yl)-4-Cyclobutyl-3-Methyl-2,4-Dihydropyrano[2,3- C]Pyrazole-5-Carbonitrile, PDB code: 4tn4:
Jump to Fluorine binding site number: 1; 2; 3;

Fluorine binding site 1 out of 3 in the Crystal Structure of Ternary Complex of Plasmodium Vivax Shmt with Glycine and A Novel Pyrazolopyran 33G: (4S)-6-Amino-4-(5-Cyano-3'- Fluorobiphenyl-3-Yl)-4-Cyclobutyl-3-Methyl-2,4-Dihydropyrano[2,3- C]Pyrazole-5-Carbonitrile


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 1 of Crystal Structure of Ternary Complex of Plasmodium Vivax Shmt with Glycine and A Novel Pyrazolopyran 33G: (4S)-6-Amino-4-(5-Cyano-3'- Fluorobiphenyl-3-Yl)-4-Cyclobutyl-3-Methyl-2,4-Dihydropyrano[2,3- C]Pyrazole-5-Carbonitrile within 5.0Å range: probe atom residue distance (Å) B Occ A:F503 b:52.1 occ:1.00 F32 A:33G503 0.0 52.1 1.0 C30 A:33G503 1.3 51.7 1.0 C29 A:33G503 2.4 51.4 1.0 C31 A:33G503 2.4 52.8 1.0 O A:HOH693 3.1 43.6 1.0 C28 A:33G503 3.6 54.0 1.0 C26 A:33G503 3.6 53.8 1.0 CE2 A:PHE134 4.0 33.0 1.0 C27 A:33G503 4.1 55.3 1.0 OH B:TYR63 4.2 37.4 1.0 CG1 A:VAL141 4.5 32.3 1.0 CD2 A:LEU124 4.5 32.1 1.0 CZ A:PHE134 4.6 32.0 1.0 C22 A:33G503 4.9 55.4 1.0 CD2 A:PHE134 4.9 31.4 1.0 OD2 A:ASP136 5.0 56.3 1.0

Fluorine binding site 2 out of 3 in the Crystal Structure of Ternary Complex of Plasmodium Vivax Shmt with Glycine and A Novel Pyrazolopyran 33G: (4S)-6-Amino-4-(5-Cyano-3'- Fluorobiphenyl-3-Yl)-4-Cyclobutyl-3-Methyl-2,4-Dihydropyrano[2,3- C]Pyrazole-5-Carbonitrile


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 2 of Crystal Structure of Ternary Complex of Plasmodium Vivax Shmt with Glycine and A Novel Pyrazolopyran 33G: (4S)-6-Amino-4-(5-Cyano-3'- Fluorobiphenyl-3-Yl)-4-Cyclobutyl-3-Methyl-2,4-Dihydropyrano[2,3- C]Pyrazole-5-Carbonitrile within 5.0Å range: probe atom residue distance (Å) B Occ B:F503 b:65.8 occ:1.00 F32 B:33G503 0.0 65.8 1.0 C30 B:33G503 1.3 61.8 1.0 C31 B:33G503 2.3 62.4 1.0 C29 B:33G503 2.4 59.5 1.0 C26 B:33G503 3.6 62.6 1.0 C28 B:33G503 3.6 61.6 1.0 CE2 B:PHE134 4.0 33.4 1.0 C27 B:33G503 4.1 62.1 1.0 OH A:TYR63 4.3 36.9 1.0 CG1 B:VAL141 4.3 31.4 1.0 CD2 B:LEU124 4.7 35.6 1.0 CZ B:PHE134 4.8 32.4 1.0 C22 B:33G503 4.8 63.5 1.0 CD2 B:PHE134 4.8 33.8 1.0

Fluorine binding site 3 out of 3 in the Crystal Structure of Ternary Complex of Plasmodium Vivax Shmt with Glycine and A Novel Pyrazolopyran 33G: (4S)-6-Amino-4-(5-Cyano-3'- Fluorobiphenyl-3-Yl)-4-Cyclobutyl-3-Methyl-2,4-Dihydropyrano[2,3- C]Pyrazole-5-Carbonitrile


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 3 of Crystal Structure of Ternary Complex of Plasmodium Vivax Shmt with Glycine and A Novel Pyrazolopyran 33G: (4S)-6-Amino-4-(5-Cyano-3'- Fluorobiphenyl-3-Yl)-4-Cyclobutyl-3-Methyl-2,4-Dihydropyrano[2,3- C]Pyrazole-5-Carbonitrile within 5.0Å range: probe atom residue distance (Å) B Occ C:F503 b:55.1 occ:1.00 F32 C:33G503 0.0 55.1 1.0 C30 C:33G503 1.3 54.0 1.0 C31 C:33G503 2.4 55.2 1.0 C29 C:33G503 2.4 54.0 1.0 C26 C:33G503 3.6 57.2 1.0 C28 C:33G503 3.6 57.6 1.0 CE2 C:PHE134 3.8 33.3 1.0 C27 C:33G503 4.1 59.2 1.0 CZ C:PHE134 4.4 33.1 1.0 CG1 C:VAL141 4.4 32.2 1.0 CD2 C:LEU124 4.6 32.3 1.0 CD2 C:PHE134 4.7 34.2 1.0 C22 C:33G503 4.8 60.1 1.0

M.C.Witschel, M.Rottmann, A.Schwab, U.Leartsakulpanich, P.Chitnumsub, M.Seet, S.Tonazzi, G.Schwertz, F.Stelzer, T.Mietzner, C.Mcnamara, F.Thater, C.Freymond, A.Jaruwat, C.Pinthong, P.Riangrungroj, M.Oufir, M.Hamburger, P.Maser, L.M.Sanz-Alonso, S.Charman, S.Wittlin, Y.Yuthavong, P.Chaiyen, F.Diederich. Inhibitors of Plasmodial Serine Hydroxymethyltransferase (Shmt): Cocrystal Structures of Pyrazolopyrans with Potent Blood- and Liver-Stage Activities J.Med.Chem..
ISSN: ISSN 0022-2623
DOI: 10.1021/JM501987H