data_BKK # _chem_comp.id BKK _chem_comp.name "(2~{S},3~{R},4~{S},5~{R},6~{R})-2-(3-chlorophenyl)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 Cl 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 2017-10-10 _chem_comp.pdbx_modified_date 2018-08-17 _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 487.880 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BKK _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 6EOG _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 BKK C1 C1 C 0 1 N N S -17.334 7.526 -1.671 0.054 1.602 0.829 C1 BKK 1 BKK C2 C2 C 0 1 N N R -19.354 6.350 -0.904 -1.808 2.505 -0.566 C2 BKK 2 BKK C3 C3 C 0 1 N N R -18.110 8.825 -1.585 -0.600 0.221 0.719 C3 BKK 3 BKK C4 C4 C 0 1 N N S -19.587 8.489 -1.797 -2.109 0.394 0.531 C4 BKK 4 BKK C5 C5 C 0 1 N N N -19.970 5.388 0.108 -2.157 3.266 -1.846 C5 BKK 5 BKK C6 C6 C 0 1 Y N N -15.209 8.186 -0.382 2.249 0.501 0.317 C6 BKK 6 BKK C10 C7 C 0 1 Y N N -11.488 8.694 -0.588 6.002 0.329 0.733 C10 BKK 7 BKK C11 C8 C 0 1 Y N N -11.684 8.730 2.145 5.725 -1.837 -0.981 C11 BKK 8 BKK C12 C9 C 0 1 Y N N -10.451 8.916 1.567 6.979 -1.471 -0.515 C12 BKK 9 BKK C13 C10 C 0 1 Y N N -10.363 8.928 0.129 7.116 -0.389 0.341 C13 BKK 10 BKK C14 C11 C 0 1 Y N N -23.737 7.619 -4.500 -7.303 -0.250 0.199 C14 BKK 11 BKK C15 C12 C 0 1 Y N N -22.976 8.706 -4.913 -6.375 0.763 0.354 C15 BKK 12 BKK C7 C13 C 0 1 Y N N -13.887 8.176 -0.751 3.542 0.734 0.686 C7 BKK 13 BKK C8 C14 C 0 1 Y N N -12.705 8.494 0.044 4.741 -0.035 0.267 C8 BKK 14 BKK C9 C15 C 0 1 Y N N -12.792 8.422 1.419 4.607 -1.123 -0.592 C9 BKK 15 BKK CL CL1 CL 0 0 N N N -24.487 5.805 -2.635 -8.055 -2.834 -0.098 CL BKK 16 BKK C19 C16 C 0 1 Y N N -23.523 7.205 -3.189 -6.885 -1.566 0.089 C19 BKK 17 BKK C18 C17 C 0 1 Y N N -22.597 7.854 -2.353 -5.538 -1.869 0.128 C18 BKK 18 BKK C17 C18 C 0 1 Y N N -21.837 8.976 -2.797 -4.602 -0.852 0.278 C17 BKK 19 BKK C16 C19 C 0 1 Y N N -22.081 9.364 -4.122 -5.027 0.466 0.399 C16 BKK 20 BKK S S1 S 0 1 N N N -20.664 9.820 -1.824 -2.883 -1.234 0.329 S BKK 21 BKK O2 O1 O 0 1 N N N -20.002 7.600 -0.761 -2.356 1.186 -0.632 O2 BKK 22 BKK O3 O2 O 0 1 N N N -21.355 5.153 -0.131 -3.573 3.448 -1.922 O3 BKK 23 BKK C C20 C 0 1 N N R -17.889 6.553 -0.675 -0.287 2.418 -0.422 C BKK 24 BKK O O3 O 0 1 N N N -17.628 6.970 0.652 0.266 1.778 -1.574 O BKK 25 BKK O1 O4 O 0 1 N N N -17.692 9.750 -2.616 -0.347 -0.522 1.913 O1 BKK 26 BKK N N1 N 0 1 Y N N -15.916 7.764 -1.445 1.508 1.450 0.933 N BKK 27 BKK N2 N2 N 0 1 Y N N -13.799 7.718 -2.033 3.512 1.801 1.505 N2 BKK 28 BKK N1 N3 N 0 1 Y N N -15.071 7.488 -2.467 2.294 2.195 1.627 N1 BKK 29 BKK F2 F1 F 0 1 N N N -9.160 9.108 -0.456 8.339 -0.035 0.793 F2 BKK 30 BKK F1 F2 F 0 1 N N N -9.341 9.157 2.255 8.070 -2.171 -0.896 F1 BKK 31 BKK F F3 F 0 1 N N N -11.701 8.703 3.516 5.597 -2.891 -1.815 F BKK 32 BKK H1 H1 H 0 1 N N N -17.471 7.109 -2.679 -0.323 2.115 1.714 H1 BKK 33 BKK H2 H2 H 0 1 N N N -19.511 5.950 -1.917 -2.225 3.029 0.294 H2 BKK 34 BKK H3 H3 H 0 1 N N N -17.975 9.270 -0.588 -0.184 -0.311 -0.137 H3 BKK 35 BKK H4 H4 H 0 1 N N N -19.690 7.991 -2.773 -2.530 0.890 1.406 H4 BKK 36 BKK H5 H5 H 0 1 N N N -19.435 4.428 0.052 -1.666 4.240 -1.835 H5 BKK 37 BKK H6 H6 H 0 1 N N N -19.854 5.815 1.115 -1.817 2.697 -2.711 H6 BKK 38 BKK H7 H7 H 0 1 N N N -15.606 8.477 0.579 1.890 -0.279 -0.338 H7 BKK 39 BKK H8 H8 H 0 1 N N N -11.436 8.663 -1.666 6.108 1.169 1.404 H8 BKK 40 BKK H9 H9 H 0 1 N N N -24.446 7.129 -5.152 -8.357 -0.015 0.167 H9 BKK 41 BKK H10 H10 H 0 1 N N N -23.102 9.053 -5.928 -6.704 1.788 0.439 H10 BKK 42 BKK H11 H11 H 0 1 N N N -13.712 8.130 1.904 3.631 -1.408 -0.956 H11 BKK 43 BKK H12 H12 H 0 1 N N N -22.457 7.492 -1.345 -5.212 -2.895 0.043 H12 BKK 44 BKK H13 H13 H 0 1 N N N -21.544 10.209 -4.528 -4.303 1.258 0.520 H13 BKK 45 BKK H14 H14 H 0 1 N N N -21.692 4.551 0.522 -3.866 3.925 -2.710 H14 BKK 46 BKK H15 H15 H 0 1 N N N -17.390 5.587 -0.843 0.128 3.421 -0.328 H15 BKK 47 BKK H16 H16 H 0 1 N N N -17.990 6.336 1.260 0.088 2.240 -2.405 H16 BKK 48 BKK H17 H17 H 0 1 N N N -16.775 9.967 -2.495 -0.733 -1.409 1.913 H17 BKK 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 BKK C15 C14 DOUB Y N 1 BKK C15 C16 SING Y N 2 BKK C14 C19 SING Y N 3 BKK C16 C17 DOUB Y N 4 BKK C19 CL SING N N 5 BKK C19 C18 DOUB Y N 6 BKK C17 C18 SING Y N 7 BKK C17 S SING N N 8 BKK O1 C3 SING N N 9 BKK N1 N2 DOUB Y N 10 BKK N1 N SING Y N 11 BKK N2 C7 SING Y N 12 BKK S C4 SING N N 13 BKK C4 C3 SING N N 14 BKK C4 O2 SING N N 15 BKK C1 C3 SING N N 16 BKK C1 N SING N N 17 BKK C1 C SING N N 18 BKK N C6 SING Y N 19 BKK C2 O2 SING N N 20 BKK C2 C SING N N 21 BKK C2 C5 SING N N 22 BKK C7 C6 DOUB Y N 23 BKK C7 C8 SING N N 24 BKK C O SING N N 25 BKK C10 C8 DOUB Y N 26 BKK C10 C13 SING Y N 27 BKK F2 C13 SING N N 28 BKK O3 C5 SING N N 29 BKK C8 C9 SING Y N 30 BKK C13 C12 DOUB Y N 31 BKK C9 C11 DOUB Y N 32 BKK C12 C11 SING Y N 33 BKK C12 F1 SING N N 34 BKK C11 F SING N N 35 BKK C1 H1 SING N N 36 BKK C2 H2 SING N N 37 BKK C3 H3 SING N N 38 BKK C4 H4 SING N N 39 BKK C5 H5 SING N N 40 BKK C5 H6 SING N N 41 BKK C6 H7 SING N N 42 BKK C10 H8 SING N N 43 BKK C14 H9 SING N N 44 BKK C15 H10 SING N N 45 BKK C9 H11 SING N N 46 BKK C18 H12 SING N N 47 BKK C16 H13 SING N N 48 BKK O3 H14 SING N N 49 BKK C H15 SING N N 50 BKK O H16 SING N N 51 BKK O1 H17 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 BKK InChI InChI 1.03 "InChI=1S/C20H17ClF3N3O4S/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" BKK InChIKey InChI 1.03 MJHCQQXAUYYTBY-ZKIDJSGLSA-N BKK SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@@H](Sc2cccc(Cl)c2)[C@H](O)[C@H]([C@H]1O)n3cc(nn3)c4cc(F)c(F)c(F)c4" BKK SMILES CACTVS 3.385 "OC[CH]1O[CH](Sc2cccc(Cl)c2)[CH](O)[CH]([CH]1O)n3cc(nn3)c4cc(F)c(F)c(F)c4" BKK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(cc(c1)Cl)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" BKK SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(cc(c1)Cl)SC2C(C(C(C(O2)CO)O)n3cc(nn3)c4cc(c(c(c4)F)F)F)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 BKK "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S},3~{R},4~{S},5~{R},6~{R})-2-(3-chlorophenyl)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 BKK "Create component" 2017-10-10 EBI BKK "Initial release" 2018-08-22 RCSB #