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 ##