data_9Q5
# 
_chem_comp.id                                    9Q5 
_chem_comp.name                                  
"5,6-bis(fluoranyl)-3-[[(2~{S},3~{R},4~{S},5~{S},6~{R})-2-[(2~{S},3~{R},4~{S},5~{R},6~{R})-4-[4-(3-fluorophenyl)-1,2,3-triazol-1-yl]-6-(hydroxymethyl)-3,5-bis(oxidanyl)oxan-2-yl]sulfanyl-6-(hydroxymethyl)-3,5-bis(oxidanyl)oxan-4-yl]oxymethyl]chromen-2-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H30 F3 N3 O11 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-06-25 
_chem_comp.pdbx_modified_date                    2018-04-27 
_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                        697.633 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     9Q5 
_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        5OAX 
_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 
9Q5 O5  O1  O 0 1 N N N -18.033 7.068  0.466  3.224   1.632  -2.316 O5  9Q5 1  
9Q5 O4  O2  O 0 1 N N N -23.224 9.169  1.215  -3.480  -0.028 -1.736 O4  9Q5 2  
9Q5 C13 C1  C 0 1 N N N -13.347 7.883  -2.746 6.690   -0.899 2.452  C13 9Q5 3  
9Q5 N2  N1  N 0 1 Y N N -26.110 10.699 1.705  -7.032  1.131  -1.037 N2  9Q5 4  
9Q5 C17 C2  C 0 1 Y N N -10.742 10.340 -1.902 9.601   -2.610 1.158  C17 9Q5 5  
9Q5 C11 C3  C 0 1 Y N N -12.008 9.732  -1.940 8.420   -1.884 1.206  C11 9Q5 6  
9Q5 C9  C4  C 0 1 N N R -23.866 9.857  0.161  -3.517  0.533  -0.422 C9  9Q5 7  
9Q5 C8  C5  C 0 1 N N S -23.067 9.670  -1.135 -2.232  1.324  -0.167 C8  9Q5 8  
9Q5 C20 C6  C 0 1 Y N N -13.016 11.639 -0.641 8.435   -1.738 -1.220 C20 9Q5 9  
9Q5 N1  N2  N 0 1 Y N N -27.059 10.677 2.774  -7.939  0.219  -1.021 N1  9Q5 10 
9Q5 O1  O3  O 0 1 N N N -20.596 7.722  -0.718 0.663   2.195  -1.206 O1  9Q5 11 
9Q5 O2  O4  O 0 1 N N N -21.790 5.267  -0.405 0.477   4.810  -2.385 O2  9Q5 12 
9Q5 C1  C7  C 0 1 N N S -18.023 8.054  -1.798 3.092   1.472  0.094  C1  9Q5 13 
9Q5 C2  C8  C 0 1 N N R -18.935 9.213  -1.487 1.900   0.514  0.013  C2  9Q5 14 
9Q5 C3  C9  C 0 1 N N S -25.236 9.309  -0.049 -4.720  1.473  -0.301 C3  9Q5 15 
9Q5 C4  C10 C 0 1 N N R -19.821 6.564  -1.106 1.730   3.144  -1.162 C4  9Q5 16 
9Q5 C5  C11 C 0 1 N N N -20.353 5.421  -0.274 1.675   4.031  -2.408 C5  9Q5 17 
9Q5 C6  C12 C 0 1 N N S -18.337 6.824  -0.913 3.069   2.402  -1.122 C6  9Q5 18 
9Q5 O3  O5  O 0 1 N N N -23.605 10.334 -2.308 -2.296  1.933  1.124  O3  9Q5 19 
9Q5 C7  C13 C 0 1 N N S -20.396 8.796  -1.573 0.606   1.329  -0.071 C7  9Q5 20 
9Q5 C10 C14 C 0 1 N N R -25.791 9.950  -1.309 -4.705  2.128  1.084  C10 9Q5 21 
9Q5 C12 C15 C 0 1 Y N N -13.187 10.380 -1.365 7.830   -1.443 0.007  C12 9Q5 22 
9Q5 C14 C16 C 0 1 N N R -24.869 9.795  -2.543 -3.373  2.859  1.280  C14 9Q5 23 
9Q5 F2  F1  F 0 1 N N N -30.372 6.412  5.661  -11.390 -3.684 -0.797 F2  9Q5 24 
9Q5 C28 C17 C 0 1 Y N N -29.969 7.630  5.334  -10.116 -3.521 -0.380 C28 9Q5 25 
9Q5 C23 C18 C 0 1 Y N N -30.444 8.707  6.056  -9.460  -4.558 0.264  C23 9Q5 26 
9Q5 C27 C19 C 0 1 Y N N -29.049 7.823  4.252  -9.464  -2.322 -0.603 C27 9Q5 27 
9Q5 C26 C20 C 0 1 Y N N -28.595 9.089  3.944  -8.150  -2.157 -0.173 C26 9Q5 28 
9Q5 C25 C21 C 0 1 Y N N -29.076 10.139 4.698  -7.498  -3.202 0.479  C25 9Q5 29 
9Q5 C24 C22 C 0 1 Y N N -29.998 9.982  5.733  -8.155  -4.397 0.692  C24 9Q5 30 
9Q5 C22 C23 C 0 1 Y N N -27.609 9.449  2.859  -7.445  -0.872 -0.409 C22 9Q5 31 
9Q5 C21 C24 C 0 1 Y N N -26.966 8.702  1.834  -6.166  -0.561 -0.050 C21 9Q5 32 
9Q5 N   N3  N 0 1 Y N N -26.109 9.501  1.106  -5.959  0.709  -0.468 N   9Q5 33 
9Q5 O7  O6  O 0 1 N N N -25.936 11.380 -1.127 -4.850  1.122  2.089  O7  9Q5 34 
9Q5 C16 C25 C 0 1 N N N -25.406 10.498 -3.811 -3.325  3.465  2.684  C16 9Q5 35 
9Q5 O8  O7  O 0 1 N N N -24.328 10.591 -4.754 -2.135  4.242  2.828  O8  9Q5 36 
9Q5 S   S1  S 0 1 N N N -21.385 10.157 -0.983 -0.807  0.204  -0.238 S   9Q5 37 
9Q5 O   O8  O 0 1 N N N -18.652 10.280 -2.385 1.871   -0.312 1.179  O   9Q5 38 
9Q5 O10 O9  O 0 1 N N N -16.723 8.455  -1.576 4.308   0.722  0.099  O10 9Q5 39 
9Q5 C29 C26 C 0 1 N N N -15.727 7.688  -2.194 4.762   0.358  1.404  C29 9Q5 40 
9Q5 C   C27 C 0 1 N N N -14.489 8.497  -2.089 6.044   -0.426 1.291  C   9Q5 41 
9Q5 C15 C28 C 0 1 N N N -14.446 9.721  -1.438 6.582   -0.678 0.069  C15 9Q5 42 
9Q5 F1  F2  F 0 1 N N N -14.100 12.245 -0.020 7.873   -1.317 -2.374 F1  9Q5 43 
9Q5 C19 C29 C 0 1 Y N N -11.630 12.207 -0.598 9.611   -2.463 -1.242 C19 9Q5 44 
9Q5 F   F3  F 0 1 N N N -11.521 13.418 0.013  10.201  -2.751 -2.423 F   9Q5 45 
9Q5 C18 C30 C 0 1 Y N N -10.567 11.559 -1.242 10.190  -2.895 -0.057 C18 9Q5 46 
9Q5 O6  O10 O 0 1 N N N -12.156 8.497  -2.570 7.833   -1.599 2.388  O6  9Q5 47 
9Q5 O9  O11 O 0 1 N N N -13.451 6.723  -3.233 6.200   -0.661 3.542  O9  9Q5 48 
9Q5 H1  H1  H 0 1 N N N -18.238 6.294  0.978  3.219   2.158  -3.127 H1  9Q5 49 
9Q5 H2  H2  H 0 1 N N N -23.719 9.285  2.017  -2.741  -0.633 -1.884 H2  9Q5 50 
9Q5 H3  H3  H 0 1 N N N -9.901  9.864  -2.384 10.061  -2.952 2.074  H3  9Q5 51 
9Q5 H4  H4  H 0 1 N N N -23.932 10.932 0.386  -3.604  -0.267 0.313  H4  9Q5 52 
9Q5 H5  H5  H 0 1 N N N -23.031 8.590  -1.340 -2.124  2.098  -0.928 H5  9Q5 53 
9Q5 H6  H6  H 0 1 N N N -22.081 4.540  0.133  0.376   5.397  -3.147 H6  9Q5 54 
9Q5 H7  H7  H 0 1 N N N -18.164 7.766  -2.850 3.025   2.062  1.008  H7  9Q5 55 
9Q5 H8  H8  H 0 1 N N N -18.735 9.541  -0.456 1.994   -0.112 -0.874 H8  9Q5 56 
9Q5 H9  H9  H 0 1 N N N -25.144 8.229  -0.238 -4.661  2.243  -1.070 H9  9Q5 57 
9Q5 H10 H10 H 0 1 N N N -20.002 6.340  -2.168 1.631   3.763  -0.271 H10 9Q5 58 
9Q5 H11 H11 H 0 1 N N N -19.866 4.490  -0.600 1.685   3.405  -3.300 H11 9Q5 59 
9Q5 H12 H12 H 0 1 N N N -20.112 5.610  0.782  2.540   4.694  -2.420 H12 9Q5 60 
9Q5 H13 H13 H 0 1 N N N -17.766 5.961  -1.286 3.883   3.124  -1.045 H13 9Q5 61 
9Q5 H14 H14 H 0 1 N N N -20.690 8.588  -2.612 0.491   1.923  0.836  H14 9Q5 62 
9Q5 H15 H15 H 0 1 N N N -26.767 9.499  -1.540 -5.528  2.839  1.160  H15 9Q5 63 
9Q5 H16 H16 H 0 1 N N N -24.782 8.721  -2.765 -3.280  3.652  0.538  H16 9Q5 64 
9Q5 H17 H17 H 0 1 N N N -31.151 8.560  6.859  -9.970  -5.495 0.433  H17 9Q5 65 
9Q5 H18 H18 H 0 1 N N N -28.710 6.975  3.676  -9.974  -1.515 -1.109 H18 9Q5 66 
9Q5 H19 H19 H 0 1 N N N -28.720 11.134 4.476  -6.479  -3.078 0.814  H19 9Q5 67 
9Q5 H20 H20 H 0 1 N N N -30.361 10.842 6.277  -7.650  -5.207 1.198  H20 9Q5 68 
9Q5 H21 H21 H 0 1 N N N -27.127 7.650  1.650  -5.462  -1.198 0.465  H21 9Q5 69 
9Q5 H22 H22 H 0 1 N N N -26.496 11.549 -0.378 -4.849  1.467  2.993  H22 9Q5 70 
9Q5 H23 H23 H 0 1 N N N -25.767 11.505 -3.555 -4.196  4.103  2.834  H23 9Q5 71 
9Q5 H24 H24 H 0 1 N N N -26.231 9.912  -4.243 -3.329  2.665  3.425  H24 9Q5 72 
9Q5 H25 H25 H 0 1 N N N -24.634 11.021 -5.544 -2.038  4.657  3.696  H25 9Q5 73 
9Q5 H26 H26 H 0 1 N N N -19.224 11.015 -2.195 1.139   -0.944 1.195  H26 9Q5 74 
9Q5 H27 H27 H 0 1 N N N -15.980 7.506  -3.249 4.938   1.259  1.992  H27 9Q5 75 
9Q5 H28 H28 H 0 1 N N N -15.604 6.726  -1.675 4.005   -0.254 1.895  H28 9Q5 76 
9Q5 H29 H29 H 0 1 N N N -15.333 10.157 -1.003 6.103   -0.324 -0.831 H29 9Q5 77 
9Q5 H30 H30 H 0 1 N N N -9.587  12.014 -1.228 11.110  -3.460 -0.086 H30 9Q5 78 
# 
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 
9Q5 O8  C16 SING N N 1  
9Q5 C16 C14 SING N N 2  
9Q5 O9  C13 DOUB N N 3  
9Q5 C13 O6  SING N N 4  
9Q5 C13 C   SING N N 5  
9Q5 O6  C11 SING N N 6  
9Q5 C14 O3  SING N N 7  
9Q5 C14 C10 SING N N 8  
9Q5 O   C2  SING N N 9  
9Q5 O3  C8  SING N N 10 
9Q5 C29 C   SING N N 11 
9Q5 C29 O10 SING N N 12 
9Q5 C   C15 DOUB N N 13 
9Q5 C11 C17 DOUB Y N 14 
9Q5 C11 C12 SING Y N 15 
9Q5 C17 C18 SING Y N 16 
9Q5 C1  O10 SING N N 17 
9Q5 C1  C2  SING N N 18 
9Q5 C1  C6  SING N N 19 
9Q5 C7  C2  SING N N 20 
9Q5 C7  S   SING N N 21 
9Q5 C7  O1  SING N N 22 
9Q5 C15 C12 SING N N 23 
9Q5 C12 C20 DOUB Y N 24 
9Q5 C10 O7  SING N N 25 
9Q5 C10 C3  SING N N 26 
9Q5 C18 C19 DOUB Y N 27 
9Q5 C8  S   SING N N 28 
9Q5 C8  C9  SING N N 29 
9Q5 C4  C6  SING N N 30 
9Q5 C4  O1  SING N N 31 
9Q5 C4  C5  SING N N 32 
9Q5 C6  O5  SING N N 33 
9Q5 C20 C19 SING Y N 34 
9Q5 C20 F1  SING N N 35 
9Q5 C19 F   SING N N 36 
9Q5 O2  C5  SING N N 37 
9Q5 C3  C9  SING N N 38 
9Q5 C3  N   SING N N 39 
9Q5 C9  O4  SING N N 40 
9Q5 N   N2  SING Y N 41 
9Q5 N   C21 SING Y N 42 
9Q5 N2  N1  DOUB Y N 43 
9Q5 C21 C22 DOUB Y N 44 
9Q5 N1  C22 SING Y N 45 
9Q5 C22 C26 SING N N 46 
9Q5 C26 C27 DOUB Y N 47 
9Q5 C26 C25 SING Y N 48 
9Q5 C27 C28 SING Y N 49 
9Q5 C25 C24 DOUB Y N 50 
9Q5 C28 F2  SING N N 51 
9Q5 C28 C23 DOUB Y N 52 
9Q5 C24 C23 SING Y N 53 
9Q5 O5  H1  SING N N 54 
9Q5 O4  H2  SING N N 55 
9Q5 C17 H3  SING N N 56 
9Q5 C9  H4  SING N N 57 
9Q5 C8  H5  SING N N 58 
9Q5 O2  H6  SING N N 59 
9Q5 C1  H7  SING N N 60 
9Q5 C2  H8  SING N N 61 
9Q5 C3  H9  SING N N 62 
9Q5 C4  H10 SING N N 63 
9Q5 C5  H11 SING N N 64 
9Q5 C5  H12 SING N N 65 
9Q5 C6  H13 SING N N 66 
9Q5 C7  H14 SING N N 67 
9Q5 C10 H15 SING N N 68 
9Q5 C14 H16 SING N N 69 
9Q5 C23 H17 SING N N 70 
9Q5 C27 H18 SING N N 71 
9Q5 C25 H19 SING N N 72 
9Q5 C24 H20 SING N N 73 
9Q5 C21 H21 SING N N 74 
9Q5 O7  H22 SING N N 75 
9Q5 C16 H23 SING N N 76 
9Q5 C16 H24 SING N N 77 
9Q5 O8  H25 SING N N 78 
9Q5 O   H26 SING N N 79 
9Q5 C29 H27 SING N N 80 
9Q5 C29 H28 SING N N 81 
9Q5 C15 H29 SING N N 82 
9Q5 C18 H30 SING N N 83 
# 
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 
9Q5 InChI            InChI                1.03  
;InChI=1S/C30H30F3N3O11S/c31-14-3-1-2-12(6-14)17-8-36(35-34-17)22-23(39)19(9-37)46-29(25(22)41)48-30-26(42)27(24(40)20(10-38)47-30)44-11-13-7-15-18(45-28(13)43)5-4-16(32)21(15)33/h1-8,19-20,22-27,29-30,37-42H,9-11H2/t19-,20-,22+,23+,24+,25-,26-,27+,29+,30+/m1/s1
;
9Q5 InChIKey         InChI                1.03  GCZYLGQPCXFNES-NFWFBJQFSA-N 
9Q5 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)c4cccc(F)c4)[C@H](O)[C@@H](OCC5=Cc6c(F)c(F)ccc6OC5=O)[C@H]1O" 
9Q5 SMILES           CACTVS               3.385 "OC[CH]1O[CH](S[CH]2O[CH](CO)[CH](O)[CH]([CH]2O)n3cc(nn3)c4cccc(F)c4)[CH](O)[CH](OCC5=Cc6c(F)c(F)ccc6OC5=O)[CH]1O" 
9Q5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(cc(c1)F)c2cn(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)OCC5=Cc6c(ccc(c6F)F)OC5=O)O)CO)O" 
9Q5 SMILES           "OpenEye OEToolkits" 2.0.6 "c1cc(cc(c1)F)c2cn(nn2)C3C(C(OC(C3O)SC4C(C(C(C(O4)CO)O)OCC5=Cc6c(ccc(c6F)F)OC5=O)O)CO)O" 
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
9Q5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 
"5,6-bis(fluoranyl)-3-[[(2~{S},3~{R},4~{S},5~{S},6~{R})-2-[(2~{S},3~{R},4~{S},5~{R},6~{R})-4-[4-(3-fluorophenyl)-1,2,3-triazol-1-yl]-6-(hydroxymethyl)-3,5-bis(oxidanyl)oxan-2-yl]sulfanyl-6-(hydroxymethyl)-3,5-bis(oxidanyl)oxan-4-yl]oxymethyl]chromen-2-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
9Q5 "Create component" 2017-06-25 EBI  
9Q5 "Initial release"  2018-05-02 RCSB 
# 
