Fluorine in PDB 3inh: BACE1 with the Aminohydantoin Compound R-58

All present enzymatic activity of BACE1 with the Aminohydantoin Compound R-58:
3.4.23.46;

The structure of BACE1 with the Aminohydantoin Compound R-58, PDB code: 3inh was solved by A.M.Olland, R.Chopra, with X-Ray Crystallography technique. A brief refinement statistics is given in the table below:

Resolution Low / High (Å)	N/A / 1.80
Space group	C 1 2 1
Cell size a, b, c (Å), α, β, γ (°)	73.137, 104.330, 49.551, 90.00, 94.69, 90.00
R / Rfree (%)	21 / 22.4

The binding sites of Fluorine atom in the BACE1 with the Aminohydantoin Compound R-58 (pdb code 3inh). This binding sites where shown within 5.0 Angstroms radius around Fluorine atom.
In total 4 binding sites of Fluorine where determined in the BACE1 with the Aminohydantoin Compound R-58, PDB code: 3inh:
Jump to Fluorine binding site number: 1; 2; 3; 4;

Fluorine binding site 1 out of 4 in the BACE1 with the Aminohydantoin Compound R-58


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 1 of BACE1 with the Aminohydantoin Compound R-58 within 5.0Å range: probe atom residue distance (Å) B Occ A:F1 b:44.7 occ:1.00 F1 A:5691 0.0 44.7 1.0 C11 A:5691 1.3 36.6 1.0 F2 A:5691 2.2 41.7 1.0 F3 A:5691 2.2 42.7 1.0 O2 A:5691 2.3 32.8 1.0 C8 A:5691 2.7 30.2 1.0 O A:HOH474 3.0 28.7 1.0 C7 A:5691 3.0 26.4 1.0 CB A:SER97 3.6 21.6 1.0 C9 A:5691 3.7 27.3 1.0 O A:HOH10 3.8 22.8 1.0 C6 A:5691 4.1 23.3 1.0 NH1 A:ARG190 4.2 41.3 1.0 OD1 A:ASN99 4.2 24.0 1.0 OG A:SER97 4.4 20.7 1.0 CG A:ARG190 4.4 37.2 1.0 CZ A:ARG190 4.5 44.1 1.0 CA A:SER97 4.6 18.5 1.0 C10 A:5691 4.6 30.4 1.0 N A:SER98 4.8 18.4 1.0 C5 A:5691 4.8 21.6 1.0 NH2 A:ARG190 4.9 48.5 1.0 CB A:ASN99 4.9 22.7 1.0 CG A:ASN99 4.9 26.3 1.0 O A:ILE188 4.9 27.9 1.0 CG1 A:VAL131 5.0 44.6 1.0 NE A:ARG190 5.0 43.3 1.0

Fluorine binding site 2 out of 4 in the BACE1 with the Aminohydantoin Compound R-58


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 2 of BACE1 with the Aminohydantoin Compound R-58 within 5.0Å range: probe atom residue distance (Å) B Occ A:F1 b:41.7 occ:1.00 F2 A:5691 0.0 41.7 1.0 C11 A:5691 1.4 36.6 1.0 F1 A:5691 2.2 44.7 1.0 F3 A:5691 2.2 42.7 1.0 O2 A:5691 2.2 32.8 1.0 C8 A:5691 2.9 30.2 1.0 C9 A:5691 3.2 27.3 1.0 CG1 A:VAL131 3.3 44.6 1.0 CZ A:ARG190 3.5 44.1 1.0 NH2 A:ARG190 3.5 48.5 1.0 NE A:ARG190 3.8 43.3 1.0 NH1 A:ARG190 3.9 41.3 1.0 C7 A:5691 4.0 26.4 1.0 CG A:ARG190 4.0 37.2 1.0 C10 A:5691 4.4 30.4 1.0 CD A:ARG190 4.5 38.0 1.0 NE1 A:TRP138 4.6 33.8 1.0 O A:HOH474 4.6 28.7 1.0 CB A:VAL131 4.7 38.7 1.0 CB A:TYR133 4.8 47.2 1.0 C6 A:5691 5.0 23.3 1.0

Fluorine binding site 3 out of 4 in the BACE1 with the Aminohydantoin Compound R-58


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 3 of BACE1 with the Aminohydantoin Compound R-58 within 5.0Å range: probe atom residue distance (Å) B Occ A:F1 b:42.7 occ:1.00 F3 A:5691 0.0 42.7 1.0 C11 A:5691 1.4 36.6 1.0 F2 A:5691 2.2 41.7 1.0 F1 A:5691 2.2 44.7 1.0 O2 A:5691 2.3 32.8 1.0 CG A:ARG190 3.0 37.2 1.0 CG1 A:VAL131 3.2 44.6 1.0 C8 A:5691 3.5 30.2 1.0 CZ2 A:TRP138 3.6 32.1 1.0 OD1 A:ASN99 3.7 24.0 1.0 NE1 A:TRP138 3.8 33.8 1.0 CB A:ARG190 3.9 29.1 1.0 O A:HOH474 4.0 28.7 1.0 CG2 A:VAL131 4.0 40.5 1.0 CE2 A:TRP138 4.0 33.6 1.0 CB A:VAL131 4.1 38.7 1.0 CD A:ARG190 4.2 38.0 1.0 NE A:ARG190 4.2 43.3 1.0 CG A:ASN99 4.3 26.3 1.0 C7 A:5691 4.3 26.4 1.0 CZ A:ARG190 4.3 44.1 1.0 NH1 A:ARG190 4.4 41.3 1.0 C9 A:5691 4.5 27.3 1.0 CB A:ASN99 4.6 22.7 1.0 CH2 A:TRP138 4.7 33.2 1.0 O A:HOH10 4.9 22.8 1.0 NH2 A:ARG190 4.9 48.5 1.0 N A:ARG190 4.9 28.2 1.0

Fluorine binding site 4 out of 4 in the BACE1 with the Aminohydantoin Compound R-58


Mono view


Stereo pair view

A full contact list of Fluorine with other atoms in the F binding site number 4 of BACE1 with the Aminohydantoin Compound R-58 within 5.0Å range: probe atom residue distance (Å) B Occ A:F1 b:24.0 occ:1.00 F4 A:5691 0.0 24.0 1.0 C15 A:5691 1.3 21.6 1.0 C14 A:5691 2.3 24.6 1.0 C16 A:5691 2.4 21.2 1.0 C18 A:5691 2.9 22.7 1.0 C21 A:5691 3.0 23.2 1.0 O A:HOH490 3.1 38.3 1.0 CZ2 A:TRP177 3.1 22.5 1.0 CH2 A:TRP177 3.2 23.3 1.0 CD1 A:ILE172 3.3 32.5 1.0 O A:PHE170 3.4 31.7 1.0 CG1 A:ILE172 3.6 33.6 1.0 C13 A:5691 3.6 25.4 1.0 C17 A:5691 3.6 22.3 1.0 C19 A:5691 4.0 23.2 1.0 C12 A:5691 4.1 20.9 1.0 N5 A:5691 4.2 28.0 1.0 CE2 A:TRP177 4.5 24.2 1.0 CZ3 A:TRP177 4.5 23.0 1.0 C A:PHE170 4.6 33.4 1.0 CB A:ILE172 4.9 28.1 1.0 C20 A:5691 4.9 23.2 1.0 N4 A:5691 5.0 23.2 1.0

M.S.Malamas, J.Erdei, I.Gunawan, J.Turner, Y.Hu, E.Wagner, K.Fan, R.Chopra, A.Olland, J.Bard, S.Jacobsen, R.L.Magolda, M.Pangalos, A.J.Robichaud. Design and Synthesis of 5,5'-Disubstituted Aminohydantoins As Potent and Selective Human Beta-Secretase (BACE1) Inhibitors. J.Med.Chem. V. 53 1146 2010.
ISSN: ISSN 0022-2623
PubMed: 19968289
DOI: 10.1021/JM901414E