data_KOQ
#

_chem_comp.id                                   KOQ
_chem_comp.name                                 "(2~{S},3~{R},4~{S},5~{S},6~{R})-2-[(2~{S},3~{R},4~{S},5~{R},6~{R})-4-[4-(4-fluorophenyl)-1,2,3-triazol-1-yl]-6-(hydroxymethyl)-3,5-bis(oxidanyl)oxan-2-yl]sulfanyl-6-(hydroxymethyl)oxane-3,4,5-triol"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H26 F N3 O9 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                       503.499
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    KOQ
_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       6RZH
_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
KOQ  C10   C1   C  0  1  N  N  N  -20.537   5.647  -0.418   0.815  -3.053  -2.445  C10   KOQ   1  
KOQ  C14   C2   C  0  1  N  N  S  -17.822   8.057  -1.734  -1.164  -1.524   0.481  C14   KOQ   2  
KOQ  C12   C3   C  0  1  N  N  R  -18.396   6.858  -0.921  -0.931  -2.260  -0.842  C12   KOQ   3  
KOQ  C23   C4   C  0  1  Y  N  N  -11.956   8.653  -0.427  -7.064  -0.106   0.900  C23   KOQ   4  
KOQ  C18   C5   C  0  1  Y  N  N  -13.234   8.571   0.099  -5.830   0.258   0.368  C18   KOQ   5  
KOQ  C17   C6   C  0  1  Y  N  N  -14.389   8.375  -0.701  -4.627  -0.568   0.644  C17   KOQ   6  
KOQ  C16   C7   C  0  1  Y  N  N  -15.722   8.467  -0.386  -3.358  -0.343   0.197  C16   KOQ   7  
KOQ  C22   C8   C  0  1  Y  N  N  -10.845   8.815   0.370  -8.180   0.664   0.640  C22   KOQ   8  
KOQ  C21   C9   C  0  1  Y  N  N  -10.993   8.886   1.747  -8.072   1.798  -0.148  C21   KOQ   9  
KOQ  C20   C10  C  0  1  Y  N  N  -12.247   8.795   2.312  -6.846   2.164  -0.679  C20   KOQ  10  
KOQ  C19   C11  C  0  1  Y  N  N  -13.329   8.624   1.487  -5.726   1.399  -0.424  C19   KOQ  11  
KOQ  C02   C12  C  0  1  N  N  N  -24.671  10.673  -4.314   5.797  -0.865   2.207  C02   KOQ  12  
KOQ  C03   C13  C  0  1  N  N  R  -24.369  10.240  -2.895   5.406  -0.184   0.894  C03   KOQ  13  
KOQ  C05   C14  C  0  1  N  N  S  -22.684  10.075  -1.266   3.559   0.846  -0.237  C05   KOQ  14  
KOQ  C07   C15  C  0  1  N  N  S  -20.066   9.110  -1.547   1.006  -0.346   0.113  C07   KOQ  15  
KOQ  C09   C16  C  0  1  N  N  R  -19.879   6.755  -1.188   0.575  -2.372  -1.097  C09   KOQ  16  
KOQ  C26   C17  C  0  1  N  N  R  -18.591   9.357  -1.370  -0.482  -0.154   0.417  C26   KOQ  17  
KOQ  C28   C18  C  0  1  N  N  R  -23.576  10.469  -0.087   4.368   2.118  -0.502  C28   KOQ  18  
KOQ  C30   C19  C  0  1  N  N  S  -25.041  10.152  -0.447   5.853   1.756  -0.611  C30   KOQ  19  
KOQ  C32   C20  C  0  1  N  N  S  -25.392  10.768  -1.841   6.290   1.047   0.674  C32   KOQ  20  
KOQ  F34   F1   F  0  1  N  N  N   -9.921   9.050   2.516  -9.166   2.550  -0.400  F34   KOQ  21  
KOQ  N15   N1   N  0  1  Y  N  N  -16.415   8.154  -1.530  -2.602  -1.347   0.697  N15   KOQ  22  
KOQ  N24   N2   N  0  1  Y  N  N  -14.351   7.982  -2.040  -4.569  -1.686   1.389  N24   KOQ  23  
KOQ  N25   N3   N  0  1  Y  N  N  -15.541   7.858  -2.504  -3.359  -2.120   1.393  N25   KOQ  24  
KOQ  O01   O1   O  0  1  N  N  N  -24.600  12.037  -4.291   5.053  -2.076   2.356  O01   KOQ  25  
KOQ  O04   O2   O  0  1  N  N  N  -23.079  10.664  -2.488   4.037   0.219   0.955  O04   KOQ  26  
KOQ  O08   O3   O  0  1  N  N  N  -20.488   7.978  -0.841   1.151  -1.064  -1.113  O08   KOQ  27  
KOQ  O11   O4   O  0  1  N  N  N  -21.898   5.554  -0.723   2.216  -3.261  -2.631  O11   KOQ  28  
KOQ  O13   O5   O  0  1  N  N  N  -18.152   7.079   0.460  -1.543  -1.532  -1.908  O13   KOQ  29  
KOQ  O27   O6   O  0  1  N  N  N  -18.158  10.351  -2.264  -0.631   0.513   1.672  O27   KOQ  30  
KOQ  O29   O7   O  0  1  N  N  N  -23.196   9.751   1.055   3.931   2.716  -1.724  O29   KOQ  31  
KOQ  O31   O8   O  0  1  N  N  N  -25.840  10.756   0.527   6.623   2.947  -0.786  O31   KOQ  32  
KOQ  O33   O9   O  0  1  N  N  N  -26.685  10.343  -2.197   7.654   0.640   0.554  O33   KOQ  33  
KOQ  S06   S1   S  0  1  N  N  N  -20.961  10.530  -0.942   1.808   1.274  -0.035  S06   KOQ  34  
KOQ  H101  H1   H  0  0  N  N  N  -20.047   4.695  -0.671   0.299  -4.013  -2.465  H101  KOQ  35  
KOQ  H102  H2   H  0  0  N  N  N  -20.424   5.843   0.659   0.433  -2.419  -3.246  H102  KOQ  36  
KOQ  H141  H3   H  0  0  N  N  N  -18.014   7.851  -2.797  -0.741  -2.103   1.302  H141  KOQ  37  
KOQ  H121  H4   H  0  0  N  N  N  -17.901   5.935  -1.258  -1.366  -3.258  -0.785  H121  KOQ  38  
KOQ  H231  H5   H  0  0  N  N  N  -11.826   8.588  -1.497  -7.150  -0.993   1.510  H231  KOQ  39  
KOQ  H161  H6   H  0  0  N  N  N  -16.143   8.733   0.572  -3.024   0.472  -0.428  H161  KOQ  40  
KOQ  H221  H7   H  0  0  N  N  N   -9.863   8.886  -0.075  -9.137   0.383   1.052  H221  KOQ  41  
KOQ  H201  H8   H  0  0  N  N  N  -12.375   8.857   3.383  -6.766   3.049  -1.293  H201  KOQ  42  
KOQ  H191  H9   H  0  0  N  N  N  -14.306   8.525   1.937  -4.770   1.685  -0.839  H191  KOQ  43  
KOQ  H022  H10  H  0  0  N  N  N  -25.677  10.343  -4.613   6.863  -1.092   2.195  H022  KOQ  44  
KOQ  H021  H11  H  0  0  N  N  N  -23.927  10.259  -5.011   5.577  -0.198   3.041  H021  KOQ  45  
KOQ  H031  H12  H  0  0  N  N  N  -24.410   9.141  -2.865   5.543  -0.882   0.068  H031  KOQ  46  
KOQ  H051  H13  H  0  0  N  N  N  -22.688   8.979  -1.356   3.671   0.162  -1.077  H051  KOQ  47  
KOQ  H071  H14  H  0  0  N  N  N  -20.302   9.024  -2.618   1.472  -0.910   0.922  H071  KOQ  48  
KOQ  H091  H15  H  0  0  N  N  N  -20.023   6.563  -2.262   1.035  -2.962  -0.304  H091  KOQ  49  
KOQ  H261  H16  H  0  0  N  N  N  -18.376   9.630  -0.326  -0.940   0.444  -0.371  H261  KOQ  50  
KOQ  H281  H17  H  0  0  N  N  N  -23.481  11.551   0.085   4.223   2.820   0.319  H281  KOQ  51  
KOQ  H301  H18  H  0  0  N  N  N  -25.188   9.062  -0.480   6.005   1.095  -1.464  H301  KOQ  52  
KOQ  H321  H19  H  0  0  N  N  N  -25.326  11.865  -1.783   6.184   1.727   1.519  H321  KOQ  53  
KOQ  H011  H20  H  0  0  N  N  N  -24.781  12.379  -5.159   5.250  -2.561   3.169  H011  KOQ  54  
KOQ  H111  H21  H  0  0  N  N  N  -22.287   4.847  -0.223   2.443  -3.690  -3.467  H111  KOQ  55  
KOQ  H131  H22  H  0  0  N  N  N  -18.499   6.352   0.964  -1.435  -1.942  -2.777  H131  KOQ  56  
KOQ  H271  H23  H  0  0  N  N  N  -18.607  11.166  -2.074  -0.222   1.389   1.703  H271  KOQ  57  
KOQ  H291  H24  H  0  0  N  N  N  -23.752   9.998   1.785   2.997   2.967  -1.727  H291  KOQ  58  
KOQ  H311  H25  H  0  0  N  N  N  -25.634  10.388   1.379   6.394   3.451  -1.579  H311  KOQ  59  
KOQ  H331  H26  H  0  0  N  N  N  -27.311  10.662  -1.558   8.272   1.370   0.413  H331  KOQ  60  
#   #
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
KOQ  C02  O01   SING  N  N   1  
KOQ  C02  C03   SING  N  N   2  
KOQ  C03  O04   SING  N  N   3  
KOQ  C03  C32   SING  N  N   4  
KOQ  N25  N24   DOUB  Y  N   5  
KOQ  N25  N15   SING  Y  N   6  
KOQ  O04  C05   SING  N  N   7  
KOQ  O27  C26   SING  N  N   8  
KOQ  O33  C32   SING  N  N   9  
KOQ  N24  C17   SING  Y  N  10  
KOQ  C32  C30   SING  N  N  11  
KOQ  C14  N15   SING  N  N  12  
KOQ  C14  C26   SING  N  N  13  
KOQ  C14  C12   SING  N  N  14  
KOQ  C07  C26   SING  N  N  15  
KOQ  C07  S06   SING  N  N  16  
KOQ  C07  O08   SING  N  N  17  
KOQ  N15  C16   SING  Y  N  18  
KOQ  C05  S06   SING  N  N  19  
KOQ  C05  C28   SING  N  N  20  
KOQ  C09  C12   SING  N  N  21  
KOQ  C09  O08   SING  N  N  22  
KOQ  C09  C10   SING  N  N  23  
KOQ  C12  O13   SING  N  N  24  
KOQ  O11  C10   SING  N  N  25  
KOQ  C17  C16   DOUB  Y  N  26  
KOQ  C17  C18   SING  N  N  27  
KOQ  C30  C28   SING  N  N  28  
KOQ  C30  O31   SING  N  N  29  
KOQ  C23  C18   DOUB  Y  N  30  
KOQ  C23  C22   SING  Y  N  31  
KOQ  C28  O29   SING  N  N  32  
KOQ  C18  C19   SING  Y  N  33  
KOQ  C22  C21   DOUB  Y  N  34  
KOQ  C19  C20   DOUB  Y  N  35  
KOQ  C21  C20   SING  Y  N  36  
KOQ  C21  F34   SING  N  N  37  
KOQ  C10  H101  SING  N  N  38  
KOQ  C10  H102  SING  N  N  39  
KOQ  C14  H141  SING  N  N  40  
KOQ  C12  H121  SING  N  N  41  
KOQ  C23  H231  SING  N  N  42  
KOQ  C16  H161  SING  N  N  43  
KOQ  C22  H221  SING  N  N  44  
KOQ  C20  H201  SING  N  N  45  
KOQ  C19  H191  SING  N  N  46  
KOQ  C02  H022  SING  N  N  47  
KOQ  C02  H021  SING  N  N  48  
KOQ  C03  H031  SING  N  N  49  
KOQ  C05  H051  SING  N  N  50  
KOQ  C07  H071  SING  N  N  51  
KOQ  C09  H091  SING  N  N  52  
KOQ  C26  H261  SING  N  N  53  
KOQ  C28  H281  SING  N  N  54  
KOQ  C30  H301  SING  N  N  55  
KOQ  C32  H321  SING  N  N  56  
KOQ  O01  H011  SING  N  N  57  
KOQ  O11  H111  SING  N  N  58  
KOQ  O13  H131  SING  N  N  59  
KOQ  O27  H271  SING  N  N  60  
KOQ  O29  H291  SING  N  N  61  
KOQ  O31  H311  SING  N  N  62  
KOQ  O33  H331  SING  N  N  63  
#   #
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
KOQ  InChI             InChI                 1.03   "InChI=1S/C20H26FN3O9S/c21-9-3-1-8(2-4-9)10-5-24(23-22-10)13-14(27)11(6-25)32-19(16(13)29)34-20-18(31)17(30)15(28)12(7-26)33-20/h1-5,11-20,25-31H,6-7H2/t11-,12-,13+,14+,15-,16-,17+,18-,19+,20+/m1/s1"  
KOQ  InChIKey          InChI                 1.03   GENRCHHKNABMLO-CPMKIQJPSA-N  
KOQ  SMILES_CANONICAL  CACTVS                3.385  "OC[C@H]1O[C@@H](S[C@@H]2O[C@H](CO)[C@H](O)[C@@H]([C@H]2O)n3cc(nn3)c4ccc(F)cc4)[C@H](O)[C@@H](O)[C@@H]1O"  
KOQ  SMILES            CACTVS                3.385  "OC[CH]1O[CH](S[CH]2O[CH](CO)[CH](O)[CH]([CH]2O)n3cc(nn3)c4ccc(F)cc4)[CH](O)[CH](O)[CH]1O"  
KOQ  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1cc(ccc1c2cn(nn2)[C@H]3[C@H]([C@H](O[C@H]([C@@H]3O)S[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)CO)O)F"  
KOQ  SMILES            "OpenEye OEToolkits"  2.0.7  "c1cc(ccc1c2cn(nn2)C3C(C(OC(C3O)SC4C(C(C(C(O4)CO)O)O)O)CO)O)F"  
#
_pdbx_chem_comp_identifier.comp_id          KOQ
_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~{S},3~{R},4~{S},5~{S},6~{R})-2-[(2~{S},3~{R},4~{S},5~{R},6~{R})-4-[4-(4-fluorophenyl)-1,2,3-triazol-1-yl]-6-(hydroxymethyl)-3,5-bis(oxidanyl)oxan-2-yl]sulfanyl-6-(hydroxymethyl)oxane-3,4,5-triol"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
KOQ  "Create component"  2019-06-13  EBI   
KOQ  "Initial release"   2020-07-08  RCSB  
##
