data_HUG # _chem_comp.id HUG _chem_comp.name "1-O-(4,6-difluoro-5-{4-[(2S)-oxan-2-yl]phenyl}-1H-indole-3-carbonyl)-beta-D-glucopyranuronic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H25 F2 N O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-07-19 _chem_comp.pdbx_modified_date 2018-08-03 _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 533.475 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HUG _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 6E4W _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 HUG C4 C1 C 0 1 Y N N 48.771 -82.944 -39.850 -4.505 0.937 -1.202 C4 HUG 1 HUG C7 C2 C 0 1 Y N N 46.598 -79.942 -39.305 -2.301 -1.979 -0.326 C7 HUG 2 HUG C6 C3 C 0 1 Y N N 47.706 -80.884 -39.202 -3.406 -0.991 -0.286 C6 HUG 3 HUG C9 C4 C 0 1 Y N N 45.810 -77.598 -39.397 -1.558 -4.255 -0.613 C9 HUG 4 HUG C13 C5 C 0 1 Y N N 42.808 -79.631 -39.624 1.505 -2.417 0.010 C13 HUG 5 HUG C20 C6 C 0 1 N N S 38.886 -83.410 -41.336 4.867 2.083 -0.269 C20 HUG 6 HUG C21 C7 C 0 1 N N N 38.827 -83.602 -42.841 4.649 2.928 -1.498 C21 HUG 7 HUG C8 C8 C 0 1 Y N N 46.825 -78.541 -39.302 -2.577 -3.329 -0.574 C8 HUG 8 HUG C18 C9 C 0 1 N N S 37.604 -82.676 -39.343 6.578 0.954 1.154 C18 HUG 9 HUG C16 C10 C 0 1 N N S 39.921 -81.895 -39.838 4.343 -0.053 0.686 C16 HUG 10 HUG C19 C11 C 0 1 N N S 37.494 -83.094 -40.803 6.367 1.862 -0.061 C19 HUG 11 HUG C26 C12 C 0 1 N N N 51.607 -85.581 -37.649 -8.930 2.072 0.327 C26 HUG 12 HUG C1 C13 C 0 1 Y N N 48.764 -80.604 -38.340 -4.379 -1.069 0.708 C1 HUG 13 HUG C2 C14 C 0 1 Y N N 49.824 -81.495 -38.236 -5.402 -0.143 0.743 C2 HUG 14 HUG C3 C15 C 0 1 Y N N 49.829 -82.666 -38.991 -5.469 0.854 -0.213 C3 HUG 15 HUG C5 C16 C 0 1 Y N N 47.708 -82.053 -39.957 -3.475 0.020 -1.243 C5 HUG 16 HUG C10 C17 C 0 1 Y N N 44.510 -78.104 -39.500 -0.240 -3.853 -0.404 C10 HUG 17 HUG C11 C18 C 0 1 Y N N 44.228 -79.490 -39.507 0.043 -2.499 -0.166 C11 HUG 18 HUG C12 C19 C 0 1 Y N N 45.289 -80.405 -39.409 -0.989 -1.564 -0.122 C12 HUG 19 HUG F1 F1 F 0 1 N N N 45.025 -81.696 -39.416 -0.716 -0.262 0.118 F1 HUG 20 HUG C14 C20 C 0 1 Y N N 42.263 -78.359 -39.684 1.984 -3.686 -0.135 C14 HUG 21 HUG N1 N1 N 0 1 Y N N 43.296 -77.423 -39.609 0.958 -4.536 -0.384 N1 HUG 22 HUG C15 C21 C 0 1 N N N 42.119 -80.900 -39.667 2.291 -1.207 0.281 C15 HUG 23 HUG O1 O1 O 0 1 N N N 42.610 -82.014 -39.613 1.735 -0.131 0.383 O1 HUG 24 HUG O2 O2 O 0 1 N N N 40.755 -80.731 -39.782 3.630 -1.290 0.418 O2 HUG 25 HUG C17 C22 C 0 1 N N R 38.592 -81.528 -39.189 5.822 -0.360 0.933 C17 HUG 26 HUG O3 O3 O 0 1 N N N 39.723 -82.254 -41.193 4.220 0.820 -0.438 O3 HUG 27 HUG O4 O4 O 0 1 N N N 38.770 -82.754 -43.708 4.084 2.462 -2.459 O4 HUG 28 HUG O5 O5 O 0 1 N N N 38.846 -84.909 -43.174 5.083 4.198 -1.525 O5 HUG 29 HUG O6 O6 O 0 1 N N N 36.640 -84.226 -40.923 7.008 3.119 0.166 O6 HUG 30 HUG O7 O7 O 0 1 N N N 36.326 -82.288 -38.850 7.972 0.683 1.313 O7 HUG 31 HUG O8 O8 O 0 1 N N N 38.790 -81.237 -37.811 5.952 -1.187 2.091 O8 HUG 32 HUG F2 F2 F 0 1 N N N 48.071 -78.103 -39.203 -3.852 -3.726 -0.776 F2 HUG 33 HUG C22 C23 C 0 1 N N S 50.988 -83.620 -38.864 -6.595 1.855 -0.176 C22 HUG 34 HUG C23 C24 C 0 1 N N N 51.263 -84.302 -40.190 -6.234 2.995 0.781 C23 HUG 35 HUG C24 C25 C 0 1 N N N 52.294 -85.410 -40.018 -7.407 3.977 0.859 C24 HUG 36 HUG C25 C26 C 0 1 N N N 51.900 -86.356 -38.903 -8.663 3.220 1.303 C25 HUG 37 HUG O9 O9 O 0 1 N N N 50.596 -84.587 -37.880 -7.788 1.214 0.278 O9 HUG 38 HUG H1 H1 H 0 1 N N N 48.775 -83.852 -40.434 -4.562 1.718 -1.946 H1 HUG 39 HUG H2 H2 H 0 1 N N N 46.012 -76.537 -39.392 -1.781 -5.294 -0.804 H2 HUG 40 HUG H3 H3 H 0 1 N N N 39.307 -84.297 -40.840 4.450 2.592 0.600 H3 HUG 41 HUG H4 H4 H 0 1 N N N 37.978 -83.534 -38.765 6.198 1.446 2.050 H4 HUG 42 HUG H5 H5 H 0 1 N N N 40.380 -82.724 -39.279 3.919 0.427 1.568 H5 HUG 43 HUG H6 H6 H 0 1 N N N 37.082 -82.252 -41.378 6.793 1.390 -0.947 H6 HUG 44 HUG H7 H7 H 0 1 N N N 51.257 -86.275 -36.871 -9.797 1.504 0.662 H7 HUG 45 HUG H8 H8 H 0 1 N N N 52.528 -85.085 -37.310 -9.122 2.477 -0.667 H8 HUG 46 HUG H9 H9 H 0 1 N N N 48.760 -79.697 -37.754 -4.331 -1.850 1.452 H9 HUG 47 HUG H10 H10 H 0 1 N N N 50.646 -81.280 -37.569 -6.157 -0.203 1.513 H10 HUG 48 HUG H11 H11 H 0 1 N N N 46.886 -82.268 -40.624 -2.723 0.085 -2.016 H11 HUG 49 HUG H12 H12 H 0 1 N N N 41.212 -78.129 -39.774 3.023 -3.970 -0.064 H12 HUG 50 HUG H13 H13 H 0 1 N N N 43.185 -76.429 -39.630 1.053 -5.491 -0.522 H13 HUG 51 HUG H14 H14 H 0 1 N N N 38.185 -80.645 -39.703 6.236 -0.877 0.067 H14 HUG 52 HUG H15 H15 H 0 1 N N N 38.809 -84.996 -44.119 4.920 4.700 -2.335 H15 HUG 53 HUG H16 H16 H 0 1 N N N 35.778 -84.010 -40.586 6.911 3.747 -0.562 H16 HUG 54 HUG H17 H17 H 0 1 N N N 36.403 -82.029 -37.939 8.178 0.106 2.061 H17 HUG 55 HUG H18 H18 H 0 1 N N N 37.958 -81.009 -37.412 5.497 -2.037 2.020 H18 HUG 56 HUG H19 H19 H 0 1 N N N 51.885 -83.073 -38.538 -6.756 2.258 -1.176 H19 HUG 57 HUG H20 H20 H 0 1 N N N 51.646 -83.560 -40.906 -6.032 2.589 1.772 H20 HUG 58 HUG H21 H21 H 0 1 N N N 50.328 -84.735 -40.575 -5.349 3.513 0.412 H21 HUG 59 HUG H22 H22 H 0 1 N N N 52.373 -85.976 -40.958 -7.179 4.761 1.581 H22 HUG 60 HUG H23 H23 H 0 1 N N N 53.269 -84.959 -39.779 -7.577 4.421 -0.122 H23 HUG 61 HUG H24 H24 H 0 1 N N N 51.003 -86.917 -39.202 -9.515 3.900 1.308 H24 HUG 62 HUG H25 H25 H 0 1 N N N 52.725 -87.058 -38.713 -8.510 2.819 2.305 H25 HUG 63 # 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 HUG O4 C21 DOUB N N 1 HUG O5 C21 SING N N 2 HUG C21 C20 SING N N 3 HUG C20 O3 SING N N 4 HUG C20 C19 SING N N 5 HUG O3 C16 SING N N 6 HUG O6 C19 SING N N 7 HUG C19 C18 SING N N 8 HUG C23 C24 SING N N 9 HUG C23 C22 SING N N 10 HUG C24 C25 SING N N 11 HUG C5 C4 DOUB Y N 12 HUG C5 C6 SING Y N 13 HUG C4 C3 SING Y N 14 HUG C16 O2 SING N N 15 HUG C16 C17 SING N N 16 HUG O2 C15 SING N N 17 HUG C14 C13 DOUB Y N 18 HUG C14 N1 SING Y N 19 HUG C15 C13 SING N N 20 HUG C15 O1 DOUB N N 21 HUG C13 C11 SING Y N 22 HUG N1 C10 SING Y N 23 HUG C11 C10 DOUB Y N 24 HUG C11 C12 SING Y N 25 HUG C10 C9 SING Y N 26 HUG F1 C12 SING N N 27 HUG C12 C7 DOUB Y N 28 HUG C9 C8 DOUB Y N 29 HUG C18 C17 SING N N 30 HUG C18 O7 SING N N 31 HUG C7 C8 SING Y N 32 HUG C7 C6 SING N N 33 HUG C8 F2 SING N N 34 HUG C6 C1 DOUB Y N 35 HUG C17 O8 SING N N 36 HUG C3 C22 SING N N 37 HUG C3 C2 DOUB Y N 38 HUG C25 C26 SING N N 39 HUG C22 O9 SING N N 40 HUG C1 C2 SING Y N 41 HUG O9 C26 SING N N 42 HUG C4 H1 SING N N 43 HUG C9 H2 SING N N 44 HUG C20 H3 SING N N 45 HUG C18 H4 SING N N 46 HUG C16 H5 SING N N 47 HUG C19 H6 SING N N 48 HUG C26 H7 SING N N 49 HUG C26 H8 SING N N 50 HUG C1 H9 SING N N 51 HUG C2 H10 SING N N 52 HUG C5 H11 SING N N 53 HUG C14 H12 SING N N 54 HUG N1 H13 SING N N 55 HUG C17 H14 SING N N 56 HUG O5 H15 SING N N 57 HUG O6 H16 SING N N 58 HUG O7 H17 SING N N 59 HUG O8 H18 SING N N 60 HUG C22 H19 SING N N 61 HUG C23 H20 SING N N 62 HUG C23 H21 SING N N 63 HUG C24 H22 SING N N 64 HUG C24 H23 SING N N 65 HUG C25 H24 SING N N 66 HUG C25 H25 SING N N 67 # 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 HUG SMILES ACDLabs 12.01 "c4c(ccc(c3c(cc1c(c(cn1)C(=O)OC2C(C(O)C(C(O2)C(=O)O)O)O)c3F)F)c4)C5OCCCC5" HUG InChI InChI 1.03 "InChI=1S/C26H25F2NO9/c27-14-9-15-18(19(28)17(14)12-6-4-11(5-7-12)16-3-1-2-8-36-16)13(10-29-15)25(35)38-26-22(32)20(30)21(31)23(37-26)24(33)34/h4-7,9-10,16,20-23,26,29-32H,1-3,8H2,(H,33,34)/t16-,20-,21-,22+,23-,26-/m0/s1" HUG InChIKey InChI 1.03 GZCJKJJWOUAGMR-WBTGXFMPSA-N HUG SMILES_CANONICAL CACTVS 3.385 "O[C@@H]1[C@@H](O)[C@@H](O[C@@H]([C@H]1O)C(O)=O)OC(=O)c2c[nH]c3cc(F)c(c(F)c23)c4ccc(cc4)[C@@H]5CCCCO5" HUG SMILES CACTVS 3.385 "O[CH]1[CH](O)[CH](O[CH]([CH]1O)C(O)=O)OC(=O)c2c[nH]c3cc(F)c(c(F)c23)c4ccc(cc4)[CH]5CCCCO5" HUG SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2c(cc3c(c2F)c(c[nH]3)C(=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O)F)[C@@H]5CCCCO5" HUG SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2c(cc3c(c2F)c(c[nH]3)C(=O)OC4C(C(C(C(O4)C(=O)O)O)O)O)F)C5CCCCO5" # 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 HUG "SYSTEMATIC NAME" ACDLabs 12.01 "1-O-(4,6-difluoro-5-{4-[(2S)-oxan-2-yl]phenyl}-1H-indole-3-carbonyl)-beta-D-glucopyranuronic acid" HUG "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S},3~{S},4~{S},5~{R},6~{S})-6-[[4,6-bis(fluoranyl)-5-[4-[(2~{S})-oxan-2-yl]phenyl]-1~{H}-indol-3-yl]carbonyloxy]-3,4,5-tris(oxidanyl)oxane-2-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HUG "Create component" 2018-07-19 RCSB HUG "Initial release" 2018-08-08 RCSB #