data_HKH # _chem_comp.id HKH _chem_comp.name "~{N}-[(2~{S})-1-[(3~{R},3~{a}~{R},6~{S},6~{a}~{S})-6-fluoranyl-3-oxidanyl-2,3,3~{a},5,6,6~{a}-hexahydrofuro[3,2-b]pyrrol-4-yl]-4-methyl-1-oxidanylidene-pentan-2-yl]-4-thiophen-2-yl-benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H27 F N2 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-02-01 _chem_comp.pdbx_modified_date 2020-02-14 _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 446.535 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HKH _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 6QLX _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 HKH C2 C1 C 0 1 N N S 23.094 -1.477 0.633 5.588 -1.663 0.644 C2 HKH 1 HKH C3 C2 C 0 1 N N S 23.719 -0.107 0.594 6.004 -0.212 0.995 C3 HKH 2 HKH O4 O1 O 0 1 N N N 24.902 -0.094 -0.222 6.612 0.381 -0.171 O4 HKH 3 HKH C8 C3 C 0 1 N N N 24.699 0.693 -1.409 6.307 1.790 -0.094 C8 HKH 4 HKH C9 C4 C 0 1 N N N 22.378 -1.550 -0.698 4.301 -1.436 -0.186 C9 HKH 5 HKH C11 C5 C 0 1 N N N 20.637 0.183 -1.320 2.308 -0.038 0.426 C11 HKH 6 HKH C13 C6 C 0 1 N N S 19.828 -0.745 -2.189 1.396 -0.901 -0.407 C13 HKH 7 HKH C14 C7 C 0 1 N N N 19.743 -0.166 -3.605 1.707 -0.689 -1.890 C14 HKH 8 HKH C15 C8 C 0 1 N N N 19.111 -1.141 -4.587 1.327 0.738 -2.292 C15 HKH 9 HKH C20 C9 C 0 1 N N N 18.251 -1.556 -0.491 -0.976 -1.449 -0.303 C20 HKH 10 HKH C22 C10 C 0 1 Y N N 16.835 -1.526 0.035 -2.388 -1.053 -0.146 C22 HKH 11 HKH C24 C11 C 0 1 Y N N 14.447 -1.404 -0.335 -4.020 0.638 0.313 C24 HKH 12 HKH C27 C12 C 0 1 Y N N 16.600 -1.560 1.403 -3.403 -2.000 -0.312 C27 HKH 13 HKH C30 C13 C 0 1 Y N N 10.467 -1.452 1.761 -8.733 -0.133 0.350 C30 HKH 14 HKH C31 C14 C 0 1 Y N N 10.827 -0.926 2.993 -8.685 1.172 0.637 C31 HKH 15 HKH F1 F1 F 0 1 N N N 22.128 -1.569 1.610 5.314 -2.398 1.802 F1 HKH 16 HKH C6 C15 C 0 1 N N R 23.530 1.585 -1.099 4.843 1.850 0.396 C6 HKH 17 HKH O7 O2 O 0 1 N N N 24.091 2.714 -0.424 4.658 2.955 1.283 O7 HKH 18 HKH C5 C16 C 0 1 N N R 22.704 0.770 -0.122 4.639 0.511 1.165 C5 HKH 19 HKH N10 N1 N 0 1 N N N 21.822 -0.195 -0.805 3.630 -0.296 0.465 N10 HKH 20 HKH O12 O3 O 0 1 N N N 20.149 1.267 -1.066 1.852 0.889 1.062 O12 HKH 21 HKH C17 C17 C 0 1 N N N 20.081 -2.207 -5.049 2.287 1.727 -1.628 C17 HKH 22 HKH C18 C18 C 0 1 N N N 18.644 -0.379 -5.820 1.418 0.881 -3.812 C18 HKH 23 HKH N19 N2 N 0 1 N N N 18.502 -0.895 -1.633 0.002 -0.536 -0.144 N19 HKH 24 HKH O21 O4 O 0 1 N N N 19.151 -2.120 0.142 -0.694 -2.600 -0.576 O21 HKH 25 HKH C26 C19 C 0 1 Y N N 15.301 -1.507 1.904 -4.711 -1.633 -0.166 C26 HKH 26 HKH C25 C20 C 0 1 Y N N 14.209 -1.427 1.032 -5.035 -0.310 0.148 C25 HKH 27 HKH C23 C21 C 0 1 Y N N 15.745 -1.450 -0.830 -2.712 0.269 0.174 C23 HKH 28 HKH C28 C22 C 0 1 Y N N 12.794 -1.370 1.486 -6.447 0.088 0.299 C28 HKH 29 HKH S32 S1 S 0 1 Y N N 12.543 -0.755 3.070 -7.011 1.709 0.683 S32 HKH 30 HKH C29 C23 C 0 1 Y N N 11.564 -1.692 0.910 -7.508 -0.737 0.168 C29 HKH 31 HKH H1 H1 H 0 1 N N N 23.863 -2.260 0.710 6.356 -2.154 0.046 H1 HKH 32 HKH H2 H2 H 0 1 N N N 23.913 0.268 1.610 6.635 -0.151 1.882 H2 HKH 33 HKH H3 H3 H 0 1 N N N 24.471 0.044 -2.267 6.965 2.291 0.615 H3 HKH 34 HKH H4 H4 H 0 1 N N N 25.594 1.293 -1.631 6.395 2.243 -1.082 H4 HKH 35 HKH H5 H5 H 0 1 N N N 21.584 -2.311 -0.686 4.553 -1.189 -1.217 H5 HKH 36 HKH H6 H6 H 0 1 N N N 23.078 -1.763 -1.520 3.667 -2.321 -0.152 H6 HKH 37 HKH H7 H7 H 0 1 N N N 20.329 -1.723 -2.236 1.552 -1.949 -0.150 H7 HKH 38 HKH H8 H8 H 0 1 N N N 20.759 0.076 -3.950 2.772 -0.844 -2.063 H8 HKH 39 HKH H9 H9 H 0 1 N N N 19.137 0.751 -3.577 1.135 -1.399 -2.487 H9 HKH 40 HKH H10 H10 H 0 1 N N N 18.244 -1.622 -4.111 0.308 0.947 -1.967 H10 HKH 41 HKH H11 H11 H 0 1 N N N 13.615 -1.350 -1.021 -4.270 1.661 0.551 H11 HKH 42 HKH H12 H12 H 0 1 N N N 17.433 -1.628 2.086 -3.153 -3.023 -0.555 H12 HKH 43 HKH H13 H13 H 0 1 N N N 9.444 -1.658 1.481 -9.664 -0.675 0.271 H13 HKH 44 HKH H14 H14 H 0 1 N N N 10.139 -0.664 3.783 -9.544 1.801 0.814 H14 HKH 45 HKH H15 H15 H 0 1 N N N 22.959 1.852 -2.000 4.160 1.923 -0.451 H15 HKH 46 HKH H16 H16 H 0 1 N N N 23.399 3.324 -0.197 4.831 3.817 0.879 H16 HKH 47 HKH H17 H17 H 0 1 N N N 22.155 1.413 0.582 4.378 0.681 2.209 H17 HKH 48 HKH H18 H18 H 0 1 N N N 20.439 -2.779 -4.180 3.313 1.383 -1.761 H18 HKH 49 HKH H19 H19 H 0 1 N N N 19.573 -2.886 -5.750 2.171 2.709 -2.087 H19 HKH 50 HKH H20 H20 H 0 1 N N N 20.935 -1.732 -5.553 2.061 1.794 -0.564 H20 HKH 51 HKH H21 H21 H 0 1 N N N 17.935 0.407 -5.520 0.734 0.176 -4.285 H21 HKH 52 HKH H22 H22 H 0 1 N N N 19.511 0.080 -6.317 1.147 1.897 -4.098 H22 HKH 53 HKH H23 H23 H 0 1 N N N 18.149 -1.074 -6.514 2.438 0.671 -4.137 H23 HKH 54 HKH H24 H24 H 0 1 N N N 17.733 -0.486 -2.124 -0.217 0.364 0.146 H24 HKH 55 HKH H25 H25 H 0 1 N N N 15.136 -1.528 2.971 -5.494 -2.365 -0.295 H25 HKH 56 HKH H26 H26 H 0 1 N N N 15.911 -1.427 -1.897 -1.929 1.001 0.302 H26 HKH 57 HKH H27 H27 H 0 1 N N N 11.463 -2.087 -0.090 -7.404 -1.786 -0.068 H27 HKH 58 # # 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 HKH C18 C15 SING N N 1 HKH C17 C15 SING N N 2 HKH C15 C14 SING N N 3 HKH C14 C13 SING N N 4 HKH C13 N19 SING N N 5 HKH C13 C11 SING N N 6 HKH N19 C20 SING N N 7 HKH C8 C6 SING N N 8 HKH C8 O4 SING N N 9 HKH C11 O12 DOUB N N 10 HKH C11 N10 SING N N 11 HKH C6 O7 SING N N 12 HKH C6 C5 SING N N 13 HKH C23 C24 DOUB Y N 14 HKH C23 C22 SING Y N 15 HKH N10 C9 SING N N 16 HKH N10 C5 SING N N 17 HKH C9 C2 SING N N 18 HKH C20 C22 SING N N 19 HKH C20 O21 DOUB N N 20 HKH C24 C25 SING Y N 21 HKH O4 C3 SING N N 22 HKH C5 C3 SING N N 23 HKH C22 C27 DOUB Y N 24 HKH C3 C2 SING N N 25 HKH C2 F1 SING N N 26 HKH C29 C28 DOUB Y N 27 HKH C29 C30 SING Y N 28 HKH C25 C28 SING N N 29 HKH C25 C26 DOUB Y N 30 HKH C27 C26 SING Y N 31 HKH C28 S32 SING Y N 32 HKH C30 C31 DOUB Y N 33 HKH C31 S32 SING Y N 34 HKH C2 H1 SING N N 35 HKH C3 H2 SING N N 36 HKH C8 H3 SING N N 37 HKH C8 H4 SING N N 38 HKH C9 H5 SING N N 39 HKH C9 H6 SING N N 40 HKH C13 H7 SING N N 41 HKH C14 H8 SING N N 42 HKH C14 H9 SING N N 43 HKH C15 H10 SING N N 44 HKH C24 H11 SING N N 45 HKH C27 H12 SING N N 46 HKH C30 H13 SING N N 47 HKH C31 H14 SING N N 48 HKH C6 H15 SING N N 49 HKH O7 H16 SING N N 50 HKH C5 H17 SING N N 51 HKH C17 H18 SING N N 52 HKH C17 H19 SING N N 53 HKH C17 H20 SING N N 54 HKH C18 H21 SING N N 55 HKH C18 H22 SING N N 56 HKH C18 H23 SING N N 57 HKH N19 H24 SING N N 58 HKH C26 H25 SING N N 59 HKH C23 H26 SING N N 60 HKH C29 H27 SING N N 61 # # 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 HKH InChI InChI 1.03 "InChI=1S/C23H27FN2O4S/c1-13(2)10-17(23(29)26-11-16(24)21-20(26)18(27)12-30-21)25-22(28)15-7-5-14(6-8-15)19-4-3-9-31-19/h3-9,13,16-18,20-21,27H,10-12H2,1-2H3,(H,25,28)/t16-,17-,18-,20+,21+/m0/s1" HKH InChIKey InChI 1.03 PPPDNJKXIHLWJW-DSVUQQCSSA-N HKH SMILES_CANONICAL CACTVS 3.385 "CC(C)C[C@H](NC(=O)c1ccc(cc1)c2sccc2)C(=O)N3C[C@H](F)[C@H]4OC[C@H](O)[C@@H]34" HKH SMILES CACTVS 3.385 "CC(C)C[CH](NC(=O)c1ccc(cc1)c2sccc2)C(=O)N3C[CH](F)[CH]4OC[CH](O)[CH]34" HKH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)C[C@@H](C(=O)N1C[C@@H]([C@@H]2[C@H]1[C@H](CO2)O)F)NC(=O)c3ccc(cc3)c4cccs4" HKH SMILES "OpenEye OEToolkits" 2.0.7 "CC(C)CC(C(=O)N1CC(C2C1C(CO2)O)F)NC(=O)c3ccc(cc3)c4cccs4" # _pdbx_chem_comp_identifier.comp_id HKH _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 "~{N}-[(2~{S})-1-[(3~{R},3~{a}~{R},6~{S},6~{a}~{S})-6-fluoranyl-3-oxidanyl-2,3,3~{a},5,6,6~{a}-hexahydrofuro[3,2-b]pyrrol-4-yl]-4-methyl-1-oxidanylidene-pentan-2-yl]-4-thiophen-2-yl-benzamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HKH "Create component" 2019-02-01 RCSB HKH "Initial release" 2020-02-19 RCSB ##