data_SWH # _chem_comp.id SWH _chem_comp.name "{4-[(4-{(Z)-[3-(4-FLUOROBENZYL)-2,4-DIOXO-1,3-THIAZOLIDIN-5-YLIDENE]METHYL}PHENOXY)METHYL]PHENYL}(TRIHYDROXY)BORATE(1-)" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H20 B F N O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "HA155 INHIBITOR" _chem_comp.pdbx_formal_charge -1 _chem_comp.pdbx_initial_date 2010-09-14 _chem_comp.pdbx_modified_date 2021-03-01 _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 480.293 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SWH _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 2XRG _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 SWH O1 O1 O 0 1 N N N -24.952 6.097 5.441 4.628 -0.082 2.861 O1 SWH 1 SWH C2 C2 C 0 1 N N N -24.632 5.553 6.483 4.218 0.468 1.857 C2 SWH 2 SWH N3 N3 N 0 1 N N N -25.436 5.259 7.514 4.960 1.035 0.899 N3 SWH 3 SWH C4 C4 C 0 1 N N N -26.867 5.594 7.459 6.422 1.032 0.999 C4 SWH 4 SWH C5 C5 C 0 1 Y N N -27.652 4.412 6.947 6.968 -0.206 0.336 C5 SWH 5 SWH C6 C6 C 0 1 Y N N -28.061 3.408 7.818 7.291 -0.185 -1.008 C6 SWH 6 SWH C7 C7 C 0 1 Y N N -28.785 2.322 7.339 7.792 -1.321 -1.616 C7 SWH 7 SWH C8 C8 C 0 1 Y N N -29.101 2.239 5.985 7.970 -2.479 -0.879 C8 SWH 8 SWH F9 F9 F 0 1 N N N -29.801 1.186 5.507 8.460 -3.589 -1.473 F9 SWH 9 SWH C10 C10 C 0 1 Y N N -28.694 3.247 5.118 7.647 -2.499 0.467 C10 SWH 10 SWH C11 C11 C 0 1 Y N N -27.970 4.330 5.597 7.151 -1.361 1.075 C11 SWH 11 SWH C12 C12 C 0 1 N N N -24.920 4.671 8.587 4.365 1.598 -0.140 C12 SWH 12 SWH O13 O13 O 0 1 N N N -25.587 4.375 9.565 4.986 2.129 -1.042 O13 SWH 13 SWH S14 S14 S 0 1 N N N -23.003 5.009 6.931 2.523 0.666 1.379 S14 SWH 14 SWH C15 C15 C 0 1 N N N -23.482 4.373 8.520 2.899 1.534 -0.123 C15 SWH 15 SWH C16 C16 C 0 1 N N N -22.770 3.738 9.495 2.031 2.022 -1.045 C16 SWH 16 SWH C17 C17 C 0 1 Y N N -21.342 3.370 9.532 0.599 1.717 -0.938 C17 SWH 17 SWH C18 C18 C 0 1 Y N N -20.836 2.927 10.767 -0.343 2.535 -1.576 C18 SWH 18 SWH C19 C19 C 0 1 Y N N -19.520 2.531 10.890 -1.685 2.244 -1.473 C19 SWH 19 SWH C20 C20 C 0 1 Y N N -18.663 2.565 9.790 -2.105 1.141 -0.738 C20 SWH 20 SWH O21 O21 O 0 1 N N N -17.379 2.137 9.990 -3.430 0.859 -0.641 O21 SWH 21 SWH C22 C22 C 0 1 N N N -16.309 2.412 9.075 -3.794 -0.288 0.129 C22 SWH 22 SWH C23 C23 C 0 1 Y N N -16.376 1.525 7.853 -5.293 -0.442 0.124 C23 SWH 23 SWH C24 C24 C 0 1 Y N N -17.054 0.310 7.877 -5.907 -1.194 -0.859 C24 SWH 24 SWH C25 C25 C 0 1 Y N N -17.127 -0.472 6.734 -7.282 -1.335 -0.864 C25 SWH 25 SWH C26 C26 C 0 1 Y N N -16.504 -0.043 5.554 -8.043 -0.724 0.116 C26 SWH 26 SWH B27 B27 B -1 1 N N N -16.625 -0.894 4.237 -9.591 -0.882 0.111 B27 SWH 27 SWH O28 O28 O 0 1 N N N -16.478 -2.230 4.508 -9.939 -1.980 0.846 O28 SWH 28 SWH O29 O29 O 0 1 N N N -15.686 -0.492 3.322 -10.165 0.232 0.656 O29 SWH 29 SWH C30 C30 C 0 1 Y N N -15.843 1.191 5.530 -7.428 0.027 1.100 C30 SWH 30 SWH C31 C31 C 0 1 Y N N -15.775 1.958 6.679 -6.053 0.164 1.107 C31 SWH 31 SWH C32 C32 C 0 1 Y N N -19.162 2.982 8.546 -1.175 0.326 -0.104 C32 SWH 32 SWH C33 C33 C 0 1 Y N N -20.488 3.371 8.410 0.169 0.605 -0.204 C33 SWH 33 SWH OX0 OX0 O 0 1 N Y N -18.200 -0.576 3.921 -10.029 -1.038 -1.175 OX0 SWH 34 SWH H41C H41C H 0 0 N N N -27.219 5.855 8.468 6.822 1.916 0.502 H41C SWH 35 SWH H42C H42C H 0 0 N N N -27.013 6.447 6.781 6.714 1.042 2.049 H42C SWH 36 SWH H6 H6 H 0 1 N N N -27.816 3.472 8.868 7.152 0.718 -1.582 H6 SWH 37 SWH H11 H11 H 0 1 N N N -27.654 5.110 4.920 6.903 -1.374 2.126 H11 SWH 38 SWH H7 H7 H 0 1 N N N -29.102 1.543 8.017 8.043 -1.304 -2.666 H7 SWH 39 SWH H10 H10 H 0 1 N N N -28.942 3.187 4.069 7.785 -3.402 1.043 H10 SWH 40 SWH H16 H16 H 0 1 N N N -23.337 3.463 10.372 2.394 2.635 -1.857 H16 SWH 41 SWH H18 H18 H 0 1 N N N -21.485 2.896 11.630 -0.017 3.392 -2.146 H18 SWH 42 SWH H33 H33 H 0 1 N N N -20.865 3.674 7.445 0.892 -0.032 0.286 H33 SWH 43 SWH H19 H19 H 0 1 N N N -19.150 2.192 11.846 -2.412 2.874 -1.964 H19 SWH 44 SWH H32 H32 H 0 1 N N N -18.508 3.000 7.686 -1.508 -0.529 0.466 H32 SWH 45 SWH H221 H221 H 0 0 N N N -16.380 3.462 8.754 -3.336 -1.177 -0.305 H221 SWH 46 SWH H222 H222 H 0 0 N N N -15.357 2.216 9.590 -3.444 -0.164 1.154 H222 SWH 47 SWH H24 H24 H 0 1 N N N -17.525 -0.025 8.789 -5.313 -1.671 -1.625 H24 SWH 48 SWH H31 H31 H 0 1 N N N -15.250 2.902 6.663 -5.572 0.748 1.878 H31 SWH 49 SWH H25 H25 H 0 1 N N N -17.663 -1.410 6.753 -7.763 -1.922 -1.633 H25 SWH 50 SWH H30 H30 H 0 1 N N N -15.387 1.543 4.616 -8.022 0.504 1.866 H30 SWH 51 SWH H28 H28 H 0 1 N N N -16.444 -2.717 3.693 -9.567 -2.809 0.516 H28 SWH 52 SWH H29 H29 H 0 1 N N N -16.094 -0.399 2.469 -9.960 1.051 0.184 H29 SWH 53 SWH HX0 HX0 H 0 1 N N N -18.681 -0.514 4.738 -10.987 -1.142 -1.254 HX0 SWH 54 # # 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 SWH O1 C2 DOUB N N 1 SWH C2 N3 SING N N 2 SWH C2 S14 SING N N 3 SWH N3 C4 SING N N 4 SWH N3 C12 SING N N 5 SWH C4 C5 SING N N 6 SWH C5 C6 SING Y N 7 SWH C5 C11 DOUB Y N 8 SWH C6 C7 DOUB Y N 9 SWH C7 C8 SING Y N 10 SWH C8 F9 SING N N 11 SWH C8 C10 DOUB Y N 12 SWH C10 C11 SING Y N 13 SWH C12 O13 DOUB N N 14 SWH C12 C15 SING N N 15 SWH S14 C15 SING N N 16 SWH C15 C16 DOUB N N 17 SWH C16 C17 SING N N 18 SWH C17 C18 SING Y N 19 SWH C17 C33 DOUB Y N 20 SWH C18 C19 DOUB Y N 21 SWH C19 C20 SING Y N 22 SWH C20 O21 SING N Z 23 SWH C20 C32 DOUB Y N 24 SWH O21 C22 SING N N 25 SWH C22 C23 SING N N 26 SWH C23 C24 SING Y N 27 SWH C23 C31 DOUB Y N 28 SWH C24 C25 DOUB Y N 29 SWH C25 C26 SING Y N 30 SWH C26 B27 SING N N 31 SWH C26 C30 DOUB Y N 32 SWH B27 O28 SING N N 33 SWH B27 O29 SING N N 34 SWH B27 OX0 SING N N 35 SWH C30 C31 SING Y N 36 SWH C32 C33 SING Y N 37 SWH C4 H41C SING N N 38 SWH C4 H42C SING N N 39 SWH C6 H6 SING N N 40 SWH C11 H11 SING N N 41 SWH C7 H7 SING N N 42 SWH C10 H10 SING N N 43 SWH C16 H16 SING N N 44 SWH C18 H18 SING N N 45 SWH C33 H33 SING N N 46 SWH C19 H19 SING N N 47 SWH C32 H32 SING N N 48 SWH C22 H221 SING N N 49 SWH C22 H222 SING N N 50 SWH C24 H24 SING N N 51 SWH C31 H31 SING N N 52 SWH C25 H25 SING N N 53 SWH C30 H30 SING N N 54 SWH O28 H28 SING N N 55 SWH O29 H29 SING N N 56 SWH OX0 HX0 SING N N 57 # # 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 SWH SMILES ACDLabs 10.04 "O=C1S/C(C(=O)N1Cc2ccc(F)cc2)=C\c4ccc(OCc3ccc(cc3)[B-](O)(O)O)cc4" SWH SMILES_CANONICAL CACTVS 3.352 "O[B-](O)(O)c1ccc(COc2ccc(cc2)/C=C/3SC(=O)N(Cc4ccc(F)cc4)C/3=O)cc1" SWH SMILES CACTVS 3.352 "O[B-](O)(O)c1ccc(COc2ccc(cc2)C=C3SC(=O)N(Cc4ccc(F)cc4)C3=O)cc1" SWH SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "[B-](c1ccc(cc1)COc2ccc(cc2)\C=C/3\C(=O)N(C(=O)S3)Cc4ccc(cc4)F)(O)(O)O" SWH SMILES "OpenEye OEToolkits" 1.6.1 "[B-](c1ccc(cc1)COc2ccc(cc2)C=C3C(=O)N(C(=O)S3)Cc4ccc(cc4)F)(O)(O)O" SWH InChI InChI 1.03 "InChI=1S/C24H20BFNO6S/c26-20-9-3-17(4-10-20)14-27-23(28)22(34-24(27)29)13-16-5-11-21(12-6-16)33-15-18-1-7-19(8-2-18)25(30,31)32/h1-13,30-32H,14-15H2/q-1/b22-13-" SWH InChIKey InChI 1.03 PZWLRHOIUSLISO-XKZIYDEJSA-N # # 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 SWH "SYSTEMATIC NAME" ACDLabs 10.04 "{4-[(4-{(Z)-[3-(4-fluorobenzyl)-2,4-dioxo-1,3-thiazolidin-5-ylidene]methyl}phenoxy)methyl]phenyl}(trihydroxy)borate(1-)" SWH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[4-[[4-[(Z)-[3-[(4-fluorophenyl)methyl]-2,4-dioxo-1,3-thiazolidin-5-ylidene]methyl]phenoxy]methyl]phenyl]-trihydroxy-boron" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SWH "Create component" 2010-09-14 EBI SWH "Modify aromatic_flag" 2011-06-04 RCSB SWH "Modify descriptor" 2011-06-04 RCSB SWH "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id SWH _pdbx_chem_comp_synonyms.name "HA155 INHIBITOR" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##