Fluorine in PDB 3hek: HSP90 N-Terminal Domain in Complex with 1-{4-[(2R)-1-(5-Chloro-2,4- Dihydroxybenzoyl)Pyrrolidin-2-Yl]Benzyl}-3,3-Difluoropyrrolidinium

The structure of HSP90 N-Terminal Domain in Complex with 1-{4-[(2R)-1-(5-Chloro-2,4- Dihydroxybenzoyl)Pyrrolidin-2-Yl]Benzyl}-3,3-Difluoropyrrolidinium, PDB code: 3hek was solved by K.S.Gajiwala, with X-Ray Crystallography technique. A brief refinement statistics is given in the table below:

Resolution Low / High (Å)	19.98 / 1.95
Space group	P 21 21 21
Cell size a, b, c (Å), α, β, γ (°)	46.083, 80.160, 117.434, 90.00, 90.00, 90.00
R / Rfree (%)	26.8 / 23.8

The structure of HSP90 N-Terminal Domain in Complex with 1-{4-[(2R)-1-(5-Chloro-2,4- Dihydroxybenzoyl)Pyrrolidin-2-Yl]Benzyl}-3,3-Difluoropyrrolidinium also contains other interesting chemical elements:

Chlorine

(Cl)

2 atoms

The binding sites of Fluorine atom in the HSP90 N-Terminal Domain in Complex with 1-{4-[(2R)-1-(5-Chloro-2,4- Dihydroxybenzoyl)Pyrrolidin-2-Yl]Benzyl}-3,3-Difluoropyrrolidinium (pdb code 3hek). This binding sites where shown within 5.0 Angstroms radius around Fluorine atom.
In total 4 binding sites of Fluorine where determined in the HSP90 N-Terminal Domain in Complex with 1-{4-[(2R)-1-(5-Chloro-2,4- Dihydroxybenzoyl)Pyrrolidin-2-Yl]Benzyl}-3,3-Difluoropyrrolidinium, PDB code: 3hek:
Jump to Fluorine binding site number: 1; 2; 3; 4;

Fluorine binding site 1 out of 4 in the HSP90 N-Terminal Domain in Complex with 1-{4-[(2R)-1-(5-Chloro-2,4- Dihydroxybenzoyl)Pyrrolidin-2-Yl]Benzyl}-3,3-Difluoropyrrolidinium


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 1 of HSP90 N-Terminal Domain in Complex with 1-{4-[(2R)-1-(5-Chloro-2,4- Dihydroxybenzoyl)Pyrrolidin-2-Yl]Benzyl}-3,3-Difluoropyrrolidinium within 5.0Å range: probe atom residue distance (Å) B Occ A:F901 b:27.4 occ:1.00 F26 A:BD0901 0.0 27.4 1.0 C25 A:BD0901 1.4 24.8 1.0 F27 A:BD0901 2.2 26.7 1.0 C28 A:BD0901 2.3 25.4 1.0 C24 A:BD0901 2.4 24.4 1.0 O A:HOH309 2.9 45.6 1.0 CE2 A:TYR139 3.2 28.5 1.0 C23 A:BD0901 3.4 24.3 1.0 N22 A:BD0901 3.4 27.4 1.0 O A:ASN106 3.7 28.5 1.0 CD2 A:TYR139 3.9 27.0 1.0 CZ A:TYR139 4.2 30.5 1.0 OH A:TYR139 4.2 33.5 1.0 O A:GLY135 4.3 38.7 1.0 CA A:VAL136 4.3 30.5 1.0 CG1 A:VAL136 4.3 34.1 1.0 C21 A:BD0901 4.6 26.7 1.0 CB A:VAL136 4.6 31.0 1.0 C A:ASN106 4.9 30.3 1.0

Fluorine binding site 2 out of 4 in the HSP90 N-Terminal Domain in Complex with 1-{4-[(2R)-1-(5-Chloro-2,4- Dihydroxybenzoyl)Pyrrolidin-2-Yl]Benzyl}-3,3-Difluoropyrrolidinium


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 2 of HSP90 N-Terminal Domain in Complex with 1-{4-[(2R)-1-(5-Chloro-2,4- Dihydroxybenzoyl)Pyrrolidin-2-Yl]Benzyl}-3,3-Difluoropyrrolidinium within 5.0Å range: probe atom residue distance (Å) B Occ A:F901 b:26.7 occ:1.00 F27 A:BD0901 0.0 26.7 1.0 C25 A:BD0901 1.3 24.8 1.0 F26 A:BD0901 2.2 27.4 1.0 C28 A:BD0901 2.3 25.4 1.0 C24 A:BD0901 2.3 24.4 1.0 N22 A:BD0901 3.0 27.4 1.0 CA A:VAL136 3.2 30.5 1.0 O A:HOH250 3.2 24.1 1.0 C23 A:BD0901 3.3 24.3 1.0 C A:VAL136 3.3 26.4 1.0 CB A:PHE138 3.5 20.1 1.0 CD2 A:TYR139 3.6 27.0 1.0 CE2 A:TYR139 3.6 28.5 1.0 N A:PHE138 3.6 22.1 1.0 O A:VAL136 3.6 25.7 1.0 O A:GLY135 3.8 38.7 1.0 N A:GLY137 3.9 23.1 1.0 CB A:VAL136 4.0 31.0 1.0 CA A:PHE138 4.1 21.0 1.0 N A:VAL136 4.3 34.1 1.0 C21 A:BD0901 4.4 26.7 1.0 N A:TYR139 4.4 21.5 1.0 CG1 A:VAL136 4.4 34.1 1.0 C A:GLY135 4.4 38.1 1.0 CG A:PHE138 4.5 20.1 1.0 CD2 A:PHE138 4.6 20.8 1.0 C A:GLY137 4.6 24.0 1.0 CG A:TYR139 4.6 24.6 1.0 CZ A:TYR139 4.7 30.5 1.0 C A:PHE138 4.8 19.9 1.0 O A:HOH309 4.8 45.6 1.0 CA A:GLY137 4.8 24.0 1.0

Fluorine binding site 3 out of 4 in the HSP90 N-Terminal Domain in Complex with 1-{4-[(2R)-1-(5-Chloro-2,4- Dihydroxybenzoyl)Pyrrolidin-2-Yl]Benzyl}-3,3-Difluoropyrrolidinium


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 3 of HSP90 N-Terminal Domain in Complex with 1-{4-[(2R)-1-(5-Chloro-2,4- Dihydroxybenzoyl)Pyrrolidin-2-Yl]Benzyl}-3,3-Difluoropyrrolidinium within 5.0Å range: probe atom residue distance (Å) B Occ B:F901 b:34.6 occ:1.00 F26 B:BD0901 0.0 34.6 1.0 C25 B:BD0901 1.3 30.4 1.0 F27 B:BD0901 2.2 29.7 1.0 C28 B:BD0901 2.3 31.5 1.0 C24 B:BD0901 2.4 32.8 1.0 O B:HOH265 3.0 34.8 1.0 C23 B:BD0901 3.4 30.3 1.0 CE2 B:TYR139 3.4 25.0 1.0 N22 B:BD0901 3.4 30.1 1.0 O B:GLY135 3.6 41.6 1.0 O B:ASN106 3.7 25.7 1.0 CA B:VAL136 4.0 33.1 1.0 CD2 B:TYR139 4.1 23.8 1.0 CG1 B:VAL136 4.1 35.3 1.0 CZ B:TYR139 4.4 24.9 1.0 OH B:TYR139 4.4 25.1 1.0 CB B:VAL136 4.5 34.6 1.0 C21 B:BD0901 4.6 31.4 1.0 C B:GLY135 4.6 40.5 1.0 C B:VAL136 4.8 29.7 1.0 N B:VAL136 4.8 37.3 1.0 O B:HOH241 4.9 23.8 1.0 C B:ASN106 4.9 24.8 1.0

Fluorine binding site 4 out of 4 in the HSP90 N-Terminal Domain in Complex with 1-{4-[(2R)-1-(5-Chloro-2,4- Dihydroxybenzoyl)Pyrrolidin-2-Yl]Benzyl}-3,3-Difluoropyrrolidinium


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 4 of HSP90 N-Terminal Domain in Complex with 1-{4-[(2R)-1-(5-Chloro-2,4- Dihydroxybenzoyl)Pyrrolidin-2-Yl]Benzyl}-3,3-Difluoropyrrolidinium within 5.0Å range: probe atom residue distance (Å) B Occ B:F901 b:29.7 occ:1.00 F27 B:BD0901 0.0 29.7 1.0 C25 B:BD0901 1.3 30.4 1.0 F26 B:BD0901 2.2 34.6 1.0 C28 B:BD0901 2.3 31.5 1.0 C24 B:BD0901 2.3 32.8 1.0 N22 B:BD0901 3.0 30.1 1.0 CA B:VAL136 3.1 33.1 1.0 O B:HOH241 3.1 23.8 1.0 C B:VAL136 3.2 29.7 1.0 C23 B:BD0901 3.3 30.3 1.0 CE2 B:TYR139 3.6 25.0 1.0 CD2 B:TYR139 3.6 23.8 1.0 N B:PHE138 3.6 22.4 1.0 CB B:PHE138 3.6 20.5 1.0 O B:VAL136 3.6 29.0 1.0 O B:GLY135 3.7 41.6 1.0 N B:GLY137 3.7 26.5 1.0 CB B:VAL136 4.0 34.6 1.0 N B:VAL136 4.1 37.3 1.0 CA B:PHE138 4.2 21.3 1.0 C B:GLY135 4.2 40.5 1.0 C21 B:BD0901 4.4 31.4 1.0 CG1 B:VAL136 4.4 35.3 1.0 N B:TYR139 4.5 20.4 1.0 C B:GLY137 4.5 22.6 1.0 CA B:GLY137 4.7 25.7 1.0 CG B:PHE138 4.7 21.4 1.0 CZ B:TYR139 4.7 24.9 1.0 CG B:TYR139 4.7 24.7 1.0 CD2 B:PHE138 4.8 21.3 1.0 O B:HOH265 4.8 34.8 1.0 C B:PHE138 4.8 21.9 1.0

S.Cho-Schultz, M.J.Patten, B.Huang, J.Elleraas, K.S.Gajiwala, M.J.Hickey, J.Wang, P.P.Mehta, P.Kang, M.R.Gehring, P.P.Kung, S.C.Sutton. Solution-Phase Parallel Synthesis of HSP90 Inhibitors J.Comb.Chem. V. 11 860.
ISSN: ISSN 1520-4766
PubMed: 19583220
DOI: 10.1021/CC900056D