data_KOE
#

_chem_comp.id                                   KOE
_chem_comp.name                                 "(2~{R},3~{R},4~{S},5~{R},6~{R})-2-(3-bromophenyl)sulfanyl-6-(hydroxymethyl)-4-[4-[3,4,5-tris(fluoranyl)phenyl]-1,2,3-triazol-1-yl]oxane-3,5-diol"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H17 Br F3 N3 O4 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-06-13
_chem_comp.pdbx_modified_date                   2020-07-03
_chem_comp.pdbx_ambiguous_flag                  N
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       532.331
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    KOE
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       6RZL
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 EBI
#   #
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.alt_atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.charge
_chem_comp_atom.pdbx_align
_chem_comp_atom.pdbx_aromatic_flag
_chem_comp_atom.pdbx_leaving_atom_flag
_chem_comp_atom.pdbx_stereo_config
_chem_comp_atom.model_Cartn_x
_chem_comp_atom.model_Cartn_y
_chem_comp_atom.model_Cartn_z
_chem_comp_atom.pdbx_model_Cartn_x_ideal
_chem_comp_atom.pdbx_model_Cartn_y_ideal
_chem_comp_atom.pdbx_model_Cartn_z_ideal
_chem_comp_atom.pdbx_component_atom_id
_chem_comp_atom.pdbx_component_comp_id
_chem_comp_atom.pdbx_ordinal
KOE  N1    N1   N   0  1  Y  N  N  -16.310   8.114  -1.282   2.127   2.391   0.417  N1    KOE   1  
KOE  N3    N2   N   0  1  Y  N  N  -15.500   7.890  -2.321   2.777   2.535  -0.684  N3    KOE   2  
KOE  C4    C1   C   0  1  Y  N  N  -24.198   7.425  -2.266  -4.513  -1.408  -0.412  C4    KOE   3  
KOE  C5    C2   C   0  1  Y  N  N  -22.855   7.537  -2.555  -3.980  -0.599   0.574  C5    KOE   4  
KOE  C6    C3   C   0  1  Y  N  N  -22.286   8.801  -2.569  -2.852   0.166   0.307  C6    KOE   5  
KOE  C7    C4   C   0  1  N  N  R  -19.985   9.039  -1.238  -0.748   1.963   0.730  C7    KOE   6  
KOE  C8    C5   C   0  1  N  N  R  -19.744   6.644  -0.821  -0.168   3.526  -0.994  C8    KOE   7  
KOE  C10   C6   C   0  1  N  N  R  -18.261   6.818  -0.565   0.708   4.334  -0.033  C10   KOE   8  
KOE  C13   C7   C   0  1  Y  N  N  -14.258   8.384  -0.615   3.208   0.555   0.002  C13   KOE   9  
KOE  C15   C8   C   0  1  Y  N  N  -13.117   8.558   1.572   4.618  -1.283  -0.920  C15   KOE  10  
KOE  C17   C9   C   0  1  Y  N  N  -10.756   8.945   1.683   4.812  -3.382   0.227  C17   KOE  11  
KOE  C20   C10  C   0  1  N  N  R  -18.519   9.179  -1.244   0.105   2.708   1.760  C20   KOE  12  
KOE  C1    C11  C   0  1  Y  N  N  -24.966   8.518  -2.004  -3.920  -1.461  -1.661  C1    KOE  13  
KOE  C11   C12  C   0  1  N  N  S  -17.781   7.976  -1.406   1.269   3.400   1.043  C11   KOE  14  
KOE  C12   C13  C   0  1  Y  N  N  -15.605   8.421  -0.175   2.366   1.149   0.896  C12   KOE  15  
KOE  C14   C14  C   0  1  Y  N  N  -13.006   8.611   0.202   3.766  -0.819   0.079  C14   KOE  16  
KOE  C16   C15  C   0  1  Y  N  N  -11.956   8.753   2.292   5.136  -2.563  -0.844  C16   KOE  17  
KOE  C18   C16  C   0  1  Y  N  N  -10.670   8.989   0.309   3.960  -2.924   1.220  C18   KOE  18  
KOE  C19   C17  C   0  1  Y  N  N  -11.808   8.802  -0.448   3.438  -1.646   1.151  C19   KOE  19  
KOE  C2    C18  C   0  1  Y  N  N  -24.382   9.772  -1.997  -2.796  -0.701  -1.929  C2    KOE  20  
KOE  C3    C19  C   0  1  Y  N  N  -23.024   9.926  -2.318  -2.262   0.114  -0.951  C3    KOE  21  
KOE  C9    C20  C   0  1  N  N  N  -20.348   5.561   0.044   0.685   2.469  -1.696  C9    KOE  22  
KOE  F1    F1   F   0  1  N  N  N  -12.015   8.699   3.639   5.959  -3.016  -1.816  F1    KOE  23  
KOE  F2    F2   F   0  1  N  N  N   -9.484   9.180  -0.268   3.646  -3.725   2.262  F2    KOE  24  
KOE  F3    F3   F   0  1  N  N  N   -9.624   9.143   2.403   5.319  -4.632   0.297  F3    KOE  25  
KOE  N2    N3   N   0  1  Y  N  N  -14.238   8.055  -1.922   3.432   1.464  -0.964  N2    KOE  26  
KOE  O1    O1   O   0  1  N  N  N  -20.433   7.860  -0.441  -1.212   2.885  -0.259  O1    KOE  27  
KOE  O2    O2   O   0  1  N  N  N  -21.712   5.377  -0.255  -0.092   1.824  -2.707  O2    KOE  28  
KOE  O3    O3   O   0  1  N  N  N  -17.979   7.082   0.783   1.787   4.930  -0.757  O3    KOE  29  
KOE  O4    O4   O   0  1  N  N  N  -18.050  10.319  -1.914  -0.696   3.687   2.425  O4    KOE  30  
KOE  S1    S1   S   0  1  N  N  N  -20.512   8.951  -2.935  -2.170   1.200   1.560  S1    KOE  31  
KOE  BR1   BR1  BR  0  0  N  N  N  -24.964   5.702  -2.235  -6.049  -2.451  -0.050  BR1   KOE  32  
KOE  H51   H1   H   0  1  N  N  N  -22.260   6.661  -2.766  -4.441  -0.561   1.550  H51   KOE  33  
KOE  H71   H2   H   0  1  N  N  N  -20.440   9.951  -0.825  -0.148   1.189   0.252  H71   KOE  34  
KOE  H81   H3   H   0  1  N  N  N  -19.915   6.414  -1.883  -0.604   4.194  -1.737  H81   KOE  35  
KOE  H101  H4   H   0  0  N  N  N  -17.739   5.906  -0.890   0.110   5.115   0.437  H101  KOE  36  
KOE  H151  H5   H   0  0  N  N  N  -14.063   8.373   2.059   4.871  -0.646  -1.754  H151  KOE  37  
KOE  H201  H6   H   0  0  N  N  N  -18.318   9.430  -0.192   0.496   2.000   2.490  H201  KOE  38  
KOE  H11   H7   H   0  1  N  N  N  -26.021   8.407  -1.803  -4.335  -2.098  -2.428  H11   KOE  39  
KOE  H111  H8   H   0  0  N  N  N  -17.952   7.658  -2.445   1.849   3.977   1.763  H111  KOE  40  
KOE  H121  H9   H   0  0  N  N  N  -15.978   8.643   0.814   1.971   0.716   1.803  H121  KOE  41  
KOE  H191  H10  H   0  0  N  N  N  -11.760   8.805  -1.527   2.778  -1.288   1.927  H191  KOE  42  
KOE  H21   H11  H   0  1  N  N  N  -24.975  10.638  -1.743  -2.336  -0.745  -2.905  H21   KOE  43  
KOE  H31   H12  H   0  1  N  N  N  -22.574  10.906  -2.366  -1.385   0.707  -1.161  H31   KOE  44  
KOE  H92   H13  H   0  1  N  N  N  -19.811   4.618  -0.133   1.552   2.946  -2.154  H92   KOE  45  
KOE  H91   H14  H   0  1  N  N  N  -20.247   5.847   1.101   1.020   1.730  -0.968  H91   KOE  46  
KOE  H22   H15  H   0  1  N  N  N  -22.069   4.693   0.300   0.387   1.139  -3.195  H22   KOE  47  
KOE  H32   H16  H   0  1  N  N  N  -18.279   6.356   1.318   1.504   5.532  -1.459  H32   KOE  48  
KOE  H41   H17  H   0  1  N  N  N  -18.623  11.054  -1.729  -1.456   3.318   2.898  H41   KOE  49  
#   #
loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.value_order
_chem_comp_bond.pdbx_aromatic_flag
_chem_comp_bond.pdbx_stereo_config
_chem_comp_bond.pdbx_ordinal
KOE  S1   C6    SING  N  N   1  
KOE  S1   C7    SING  N  N   2  
KOE  C6   C5    DOUB  Y  N   3  
KOE  C6   C3    SING  Y  N   4  
KOE  C5   C4    SING  Y  N   5  
KOE  N3   N2    DOUB  Y  N   6  
KOE  N3   N1    SING  Y  N   7  
KOE  C3   C2    DOUB  Y  N   8  
KOE  C4   BR1   SING  N  N   9  
KOE  C4   C1    DOUB  Y  N  10  
KOE  C1   C2    SING  Y  N  11  
KOE  N2   C13   SING  Y  N  12  
KOE  O4   C20   SING  N  N  13  
KOE  C11  N1    SING  N  N  14  
KOE  C11  C20   SING  N  N  15  
KOE  C11  C10   SING  N  N  16  
KOE  N1   C12   SING  Y  N  17  
KOE  C20  C7    SING  N  N  18  
KOE  C7   O1    SING  N  N  19  
KOE  C8   C10   SING  N  N  20  
KOE  C8   O1    SING  N  N  21  
KOE  C8   C9    SING  N  N  22  
KOE  C13  C12   DOUB  Y  N  23  
KOE  C13  C14   SING  N  N  24  
KOE  C10  O3    SING  N  N  25  
KOE  C19  C14   DOUB  Y  N  26  
KOE  C19  C18   SING  Y  N  27  
KOE  F2   C18   SING  N  N  28  
KOE  O2   C9    SING  N  N  29  
KOE  C14  C15   SING  Y  N  30  
KOE  C18  C17   DOUB  Y  N  31  
KOE  C15  C16   DOUB  Y  N  32  
KOE  C17  C16   SING  Y  N  33  
KOE  C17  F3    SING  N  N  34  
KOE  C16  F1    SING  N  N  35  
KOE  C5   H51   SING  N  N  36  
KOE  C7   H71   SING  N  N  37  
KOE  C8   H81   SING  N  N  38  
KOE  C10  H101  SING  N  N  39  
KOE  C15  H151  SING  N  N  40  
KOE  C20  H201  SING  N  N  41  
KOE  C1   H11   SING  N  N  42  
KOE  C11  H111  SING  N  N  43  
KOE  C12  H121  SING  N  N  44  
KOE  C19  H191  SING  N  N  45  
KOE  C2   H21   SING  N  N  46  
KOE  C3   H31   SING  N  N  47  
KOE  C9   H92   SING  N  N  48  
KOE  C9   H91   SING  N  N  49  
KOE  O2   H22   SING  N  N  50  
KOE  O3   H32   SING  N  N  51  
KOE  O4   H41   SING  N  N  52  
#   #
loop_
_pdbx_chem_comp_descriptor.comp_id
_pdbx_chem_comp_descriptor.type
_pdbx_chem_comp_descriptor.program
_pdbx_chem_comp_descriptor.program_version
_pdbx_chem_comp_descriptor.descriptor
KOE  InChI             InChI                 1.03   "InChI=1S/C20H17BrF3N3O4S/c21-10-2-1-3-11(6-10)32-20-19(30)17(18(29)15(8-28)31-20)27-7-14(25-26-27)9-4-12(22)16(24)13(23)5-9/h1-7,15,17-20,28-30H,8H2/t15-,17+,18+,19-,20-/m1/s1"  
KOE  InChIKey          InChI                 1.03   SPFBQIPGOIBLKZ-DABHTEOTSA-N  
KOE  SMILES_CANONICAL  CACTVS                3.385  "OC[C@H]1O[C@H](Sc2cccc(Br)c2)[C@H](O)[C@H]([C@H]1O)n3cc(nn3)c4cc(F)c(F)c(F)c4"  
KOE  SMILES            CACTVS                3.385  "OC[CH]1O[CH](Sc2cccc(Br)c2)[CH](O)[CH]([CH]1O)n3cc(nn3)c4cc(F)c(F)c(F)c4"  
KOE  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1cc(cc(c1)Br)S[C@@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)n3cc(nn3)c4cc(c(c(c4)F)F)F)O"  
KOE  SMILES            "OpenEye OEToolkits"  2.0.7  "c1cc(cc(c1)Br)SC2C(C(C(C(O2)CO)O)n3cc(nn3)c4cc(c(c(c4)F)F)F)O"  
#
_pdbx_chem_comp_identifier.comp_id          KOE
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "(2~{R},3~{R},4~{S},5~{R},6~{R})-2-(3-bromophenyl)sulfanyl-6-(hydroxymethyl)-4-[4-[3,4,5-tris(fluoranyl)phenyl]-1,2,3-triazol-1-yl]oxane-3,5-diol"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
KOE  "Create component"  2019-06-13  EBI   
KOE  "Initial release"   2020-07-08  RCSB  
##
