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 ##