data_R93 # _chem_comp.id R93 _chem_comp.name "5-{[6-chloro-5-(2'-hydroxy[1,1'-biphenyl]-4-yl)-1H-benzimidazol-2-yl]oxy}-N-hydroxy-2-methylbenzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H20 Cl N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-01-29 _chem_comp.pdbx_modified_date 2018-11-23 _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 485.918 _chem_comp.one_letter_code ? _chem_comp.three_letter_code R93 _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 6C9G _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 R93 O20 O1 O 0 1 N N N -24.253 26.688 -37.532 6.658 3.408 0.270 O20 R93 1 R93 C18 C1 C 0 1 N N N -23.415 26.044 -38.140 6.015 2.455 0.664 C18 R93 2 R93 N8 N1 N 0 1 N N N -22.911 24.787 -37.599 5.420 2.497 1.873 N8 R93 3 R93 O21 O2 O 0 1 N N N -23.692 24.410 -36.425 5.546 3.651 2.684 O21 R93 4 R93 C30 C2 C 0 1 Y N N -22.876 26.566 -39.448 5.879 1.253 -0.185 C30 R93 5 R93 C29 C3 C 0 1 Y N N -23.291 25.983 -40.639 6.376 1.257 -1.489 C29 R93 6 R93 C32 C4 C 0 1 N N N -24.261 24.805 -40.575 7.048 2.490 -2.036 C32 R93 7 R93 C28 C5 C 0 1 Y N N -22.806 26.470 -41.858 6.253 0.131 -2.278 C28 R93 8 R93 C27 C6 C 0 1 Y N N -21.913 27.556 -41.863 5.637 -1.003 -1.780 C27 R93 9 R93 C31 C7 C 0 1 Y N N -21.998 27.635 -39.446 5.258 0.108 0.316 C31 R93 10 R93 C26 C8 C 0 1 Y N N -21.506 28.130 -40.650 5.140 -1.016 -0.484 C26 R93 11 R93 O25 O3 O 0 1 N N N -20.606 29.226 -40.611 4.535 -2.133 0.000 O25 R93 12 R93 C23 C9 C 0 1 Y N N -19.238 28.861 -40.490 3.184 -2.143 0.075 C23 R93 13 R93 N21 N2 N 0 1 Y N N -18.234 29.760 -40.479 2.428 -3.216 0.446 N21 R93 14 R93 C12 C10 C 0 1 Y N N -17.043 29.063 -40.347 1.102 -2.822 0.396 C12 R93 15 R93 C11 C11 C 0 1 Y N N -15.716 29.491 -40.262 -0.101 -3.464 0.658 C11 R93 16 R93 C10 C12 C 0 1 Y N N -14.701 28.558 -40.115 -1.290 -2.785 0.513 C10 R93 17 R93 CL1 CL1 CL 0 0 N N N -13.062 29.139 -40.000 -2.792 -3.592 0.842 CL1 R93 18 R93 N22 N3 N 0 1 Y N N -18.719 27.622 -40.366 2.411 -1.123 -0.191 N22 R93 19 R93 C13 C13 C 0 1 Y N N -17.366 27.720 -40.276 1.110 -1.479 -0.018 C13 R93 20 R93 C14 C14 C 0 1 Y N N -16.336 26.783 -40.134 -0.097 -0.795 -0.164 C14 R93 21 R93 C7 C15 C 0 1 Y N N -15.006 27.192 -40.058 -1.294 -1.448 0.101 C7 R93 22 R93 C2 C16 C 0 1 Y N N -13.864 26.140 -39.904 -2.579 -0.725 -0.053 C2 R93 23 R93 C21 C17 C 0 1 Y N N -13.834 25.081 -40.757 -2.750 0.527 0.536 C21 R93 24 R93 C3 C18 C 0 1 Y N N -12.866 26.238 -38.927 -3.616 -1.296 -0.791 C3 R93 25 R93 C4 C19 C 0 1 Y N N -11.878 25.277 -38.841 -4.810 -0.624 -0.934 C4 R93 26 R93 C5 C20 C 0 1 Y N N -11.867 24.207 -39.727 -4.983 0.626 -0.341 C5 R93 27 R93 C6 C21 C 0 1 Y N N -12.847 24.106 -40.683 -3.944 1.199 0.393 C6 R93 28 R93 C34 C22 C 0 1 Y N N -10.744 23.157 -39.610 -6.268 1.349 -0.495 C34 R93 29 R93 C9 C23 C 0 1 Y N N -9.989 22.834 -40.752 -6.834 1.508 -1.759 C9 R93 30 R93 C35 C24 C 0 1 Y N N -8.969 21.870 -40.676 -8.030 2.182 -1.897 C35 R93 31 R93 C33 C25 C 0 1 Y N N -8.702 21.224 -39.458 -8.670 2.701 -0.786 C33 R93 32 R93 C8 C26 C 0 1 Y N N -9.450 21.550 -38.317 -8.118 2.549 0.472 C8 R93 33 R93 C1 C27 C 0 1 Y N N -10.468 22.507 -38.396 -6.920 1.869 0.627 C1 R93 34 R93 O23 O4 O 0 1 N N N -11.228 22.800 -37.241 -6.379 1.714 1.863 O23 R93 35 R93 H1 H1 H 0 1 N N N -22.147 24.263 -37.975 4.907 1.736 2.188 H1 R93 36 R93 H2 H2 H 0 1 N N N -24.323 25.093 -36.232 5.086 3.587 3.533 H2 R93 37 R93 H3 H3 H 0 1 N N N -23.693 23.865 -40.511 8.091 2.506 -1.719 H3 R93 38 R93 H4 H4 H 0 1 N N N -24.903 24.907 -39.688 7.000 2.477 -3.125 H4 R93 39 R93 H5 H5 H 0 1 N N N -24.885 24.795 -41.481 6.540 3.378 -1.660 H5 R93 40 R93 H6 H6 H 0 1 N N N -23.115 26.015 -42.788 6.638 0.135 -3.287 H6 R93 41 R93 H7 H7 H 0 1 N N N -21.541 27.947 -42.799 5.543 -1.881 -2.402 H7 R93 42 R93 H8 H8 H 0 1 N N N -21.695 28.085 -38.512 4.875 0.097 1.326 H8 R93 43 R93 H9 H9 H 0 1 N N N -18.331 30.753 -40.553 2.759 -4.093 0.698 H9 R93 44 R93 H10 H10 H 0 1 N N N -15.482 30.544 -40.311 -0.104 -4.497 0.976 H10 R93 45 R93 H12 H12 H 0 1 N N N -16.575 25.731 -40.083 -0.101 0.237 -0.482 H12 R93 46 R93 H13 H13 H 0 1 N N N -14.600 24.996 -41.514 -1.946 0.971 1.105 H13 R93 47 R93 H14 H14 H 0 1 N N N -12.869 27.069 -38.237 -3.482 -2.264 -1.251 H14 R93 48 R93 H15 H15 H 0 1 N N N -11.112 25.357 -38.084 -5.613 -1.066 -1.506 H15 R93 49 R93 H16 H16 H 0 1 N N N -12.851 23.275 -41.373 -4.076 2.169 0.849 H16 R93 50 R93 H17 H17 H 0 1 N N N -10.194 23.328 -41.690 -6.336 1.105 -2.629 H17 R93 51 R93 H18 H18 H 0 1 N N N -8.390 21.626 -41.555 -8.468 2.305 -2.877 H18 R93 52 R93 H19 H19 H 0 1 N N N -7.923 20.478 -39.400 -9.606 3.228 -0.902 H19 R93 53 R93 H20 H20 H 0 1 N N N -9.240 21.062 -37.377 -8.622 2.957 1.335 H20 R93 54 R93 H21 H21 H 0 1 N N N -10.913 22.277 -36.513 -5.783 2.430 2.124 H21 R93 55 # 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 R93 C27 C28 DOUB Y N 1 R93 C27 C26 SING Y N 2 R93 C28 C29 SING Y N 3 R93 C21 C6 DOUB Y N 4 R93 C21 C2 SING Y N 5 R93 C9 C35 DOUB Y N 6 R93 C9 C34 SING Y N 7 R93 C6 C5 SING Y N 8 R93 C35 C33 SING Y N 9 R93 C26 O25 SING N N 10 R93 C26 C31 DOUB Y N 11 R93 C29 C32 SING N N 12 R93 C29 C30 DOUB Y N 13 R93 O25 C23 SING N N 14 R93 C23 N21 SING Y N 15 R93 C23 N22 DOUB Y N 16 R93 N21 C12 SING Y N 17 R93 N22 C13 SING Y N 18 R93 C12 C13 DOUB Y N 19 R93 C12 C11 SING Y N 20 R93 C13 C14 SING Y N 21 R93 C11 C10 DOUB Y N 22 R93 C14 C7 DOUB Y N 23 R93 C10 C7 SING Y N 24 R93 C10 CL1 SING N N 25 R93 C7 C2 SING N N 26 R93 C2 C3 DOUB Y N 27 R93 C5 C34 SING N N 28 R93 C5 C4 DOUB Y N 29 R93 C34 C1 DOUB Y N 30 R93 C33 C8 DOUB Y N 31 R93 C30 C31 SING Y N 32 R93 C30 C18 SING N N 33 R93 C3 C4 SING Y N 34 R93 C1 C8 SING Y N 35 R93 C1 O23 SING N N 36 R93 C18 N8 SING N N 37 R93 C18 O20 DOUB N N 38 R93 N8 O21 SING N N 39 R93 N8 H1 SING N N 40 R93 O21 H2 SING N N 41 R93 C32 H3 SING N N 42 R93 C32 H4 SING N N 43 R93 C32 H5 SING N N 44 R93 C28 H6 SING N N 45 R93 C27 H7 SING N N 46 R93 C31 H8 SING N N 47 R93 N21 H9 SING N N 48 R93 C11 H10 SING N N 49 R93 C14 H12 SING N N 50 R93 C21 H13 SING N N 51 R93 C3 H14 SING N N 52 R93 C4 H15 SING N N 53 R93 C6 H16 SING N N 54 R93 C9 H17 SING N N 55 R93 C35 H18 SING N N 56 R93 C33 H19 SING N N 57 R93 C8 H20 SING N N 58 R93 O23 H21 SING N N 59 # 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 R93 SMILES ACDLabs 12.01 "O=C(NO)c1cc(ccc1C)Oc2nc3c(n2)cc(c(c3)Cl)c5ccc(c4c(cccc4)O)cc5" R93 InChI InChI 1.03 "InChI=1S/C27H20ClN3O4/c1-15-6-11-18(12-20(15)26(33)31-34)35-27-29-23-13-21(22(28)14-24(23)30-27)17-9-7-16(8-10-17)19-4-2-3-5-25(19)32/h2-14,32,34H,1H3,(H,29,30)(H,31,33)" R93 InChIKey InChI 1.03 YSNIPFQCRHRGSO-UHFFFAOYSA-N R93 SMILES_CANONICAL CACTVS 3.385 "Cc1ccc(Oc2[nH]c3cc(Cl)c(cc3n2)c4ccc(cc4)c5ccccc5O)cc1C(=O)NO" R93 SMILES CACTVS 3.385 "Cc1ccc(Oc2[nH]c3cc(Cl)c(cc3n2)c4ccc(cc4)c5ccccc5O)cc1C(=O)NO" R93 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1ccc(cc1C(=O)NO)Oc2[nH]c3cc(c(cc3n2)c4ccc(cc4)c5ccccc5O)Cl" R93 SMILES "OpenEye OEToolkits" 2.0.6 "Cc1ccc(cc1C(=O)NO)Oc2[nH]c3cc(c(cc3n2)c4ccc(cc4)c5ccccc5O)Cl" # 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 R93 "SYSTEMATIC NAME" ACDLabs 12.01 "5-{[6-chloro-5-(2'-hydroxy[1,1'-biphenyl]-4-yl)-1H-benzimidazol-2-yl]oxy}-N-hydroxy-2-methylbenzamide" R93 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-[[6-chloranyl-5-[4-(2-hydroxyphenyl)phenyl]-1~{H}-benzimidazol-2-yl]oxy]-2-methyl-~{N}-oxidanyl-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 R93 "Create component" 2018-01-29 RCSB R93 "Initial release" 2018-11-28 RCSB #