data_R34 # _chem_comp.id R34 _chem_comp.name "5-{[6-chloro-5-(1-methyl-1H-indol-5-yl)-1H-benzimidazol-2-yl]oxy}-N-hydroxy-2-methylbenzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H19 Cl N4 O3" _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 446.886 _chem_comp.one_letter_code ? _chem_comp.three_letter_code R34 _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 6C9J _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 R34 C6 C1 C 0 1 Y N N -12.605 24.415 -40.576 -5.536 0.930 -0.821 C6 R34 1 R34 C21 C2 C 0 1 Y N N -13.564 25.431 -40.707 -4.412 0.108 -0.892 C21 R34 2 R34 C5 C3 C 0 1 Y N N -11.766 24.387 -39.473 -5.763 1.714 0.326 C5 R34 3 R34 N7 N1 N 0 1 Y N N -10.957 23.333 -39.576 -6.931 2.413 0.114 N7 R34 4 R34 C4 C4 C 0 1 Y N N -11.878 25.386 -38.478 -4.860 1.662 1.384 C4 R34 5 R34 C3 C5 C 0 1 Y N N -12.834 26.397 -38.609 -3.761 0.855 1.310 C3 R34 6 R34 C2 C6 C 0 1 Y N N -13.667 26.425 -39.729 -3.526 0.072 0.176 C2 R34 7 R34 C1 C7 C 0 1 N N N -9.943 22.969 -38.616 -7.534 3.351 1.064 C1 R34 8 R34 C7 C8 C 0 1 Y N N -14.738 27.517 -39.907 -2.326 -0.800 0.114 C7 R34 9 R34 C10 C9 C 0 1 Y N N -14.420 28.890 -39.900 -2.460 -2.145 -0.247 C10 R34 10 R34 C11 C10 C 0 1 Y N N -15.442 29.833 -40.076 -1.352 -2.961 -0.307 C11 R34 11 R34 C12 C11 C 0 1 Y N N -16.778 29.410 -40.249 -0.096 -2.450 -0.009 C12 R34 12 R34 C13 C12 C 0 1 Y N N -17.084 28.045 -40.255 0.049 -1.101 0.354 C13 R34 13 R34 C14 C13 C 0 1 Y N N -16.060 27.096 -40.086 -1.075 -0.276 0.408 C14 R34 14 R34 N21 N2 N 0 1 Y N N -17.976 30.074 -40.436 1.176 -2.995 0.023 N21 R34 15 R34 N22 N3 N 0 1 Y N N -18.440 27.940 -40.440 1.372 -0.890 0.585 N22 R34 16 R34 C23 C14 C 0 1 Y N N -18.951 29.170 -40.549 2.034 -2.000 0.391 C23 R34 17 R34 O25 O1 O 0 1 N N N -20.215 29.421 -40.733 3.372 -2.142 0.534 O25 R34 18 R34 C26 C15 C 0 1 Y N N -21.151 28.378 -40.650 4.106 -1.032 0.810 C26 R34 19 R34 C27 C16 C 0 1 Y N N -21.552 27.706 -41.785 4.143 -0.530 2.105 C27 R34 20 R34 C28 C17 C 0 1 Y N N -22.478 26.678 -41.693 4.887 0.599 2.392 C28 R34 21 R34 C29 C18 C 0 1 Y N N -23.012 26.332 -40.458 5.599 1.235 1.394 C29 R34 22 R34 C30 C19 C 0 1 Y N N -22.607 27.014 -39.315 5.567 0.737 0.090 C30 R34 23 R34 C31 C20 C 0 1 Y N N -21.682 28.043 -39.426 4.820 -0.406 -0.197 C31 R34 24 R34 C32 C21 C 0 1 N N N -24.023 25.209 -40.382 6.408 2.465 1.712 C32 R34 25 R34 CL1 CL1 CL 0 0 N N N -12.772 29.438 -39.683 -4.029 -2.788 -0.620 CL1 R34 26 R34 C8 C22 C 0 1 Y N N -12.237 23.293 -41.367 -6.653 1.207 -1.729 C8 R34 27 R34 C9 C23 C 0 1 Y N N -11.205 22.658 -40.684 -7.444 2.101 -1.115 C9 R34 28 R34 C18 C24 C 0 1 N N N -23.149 26.688 -37.920 6.328 1.415 -0.981 C18 R34 29 R34 N8 N4 N 0 1 N N N -22.706 25.540 -37.194 6.201 1.006 -2.259 N8 R34 30 R34 O20 O2 O 0 1 N N N -23.942 27.430 -37.405 7.067 2.341 -0.710 O20 R34 31 R34 O21 O3 O 0 1 N N N -22.368 24.474 -38.077 6.929 1.656 -3.286 O21 R34 32 R34 H1 H1 H 0 1 N N N -14.222 25.445 -41.563 -4.233 -0.496 -1.769 H1 R34 33 R34 H2 H2 H 0 1 N N N -11.225 25.368 -37.618 -5.030 2.261 2.266 H2 R34 34 R34 H3 H3 H 0 1 N N N -12.928 27.155 -37.845 -3.066 0.822 2.136 H3 R34 35 R34 H4 H4 H 0 1 N N N -9.944 23.694 -37.789 -7.147 4.353 0.880 H4 R34 36 R34 H5 H5 H 0 1 N N N -10.154 21.964 -38.223 -8.616 3.351 0.938 H5 R34 37 R34 H6 H6 H 0 1 N N N -8.958 22.972 -39.105 -7.287 3.047 2.082 H6 R34 38 R34 H7 H7 H 0 1 N N N -15.207 30.887 -40.079 -1.461 -3.999 -0.585 H7 R34 39 R34 H8 H8 H 0 1 N N N -16.294 26.042 -40.094 -0.973 0.762 0.686 H8 R34 40 R34 H9 H9 H 0 1 N N N -18.092 31.066 -40.479 1.414 -3.914 -0.179 H9 R34 41 R34 H11 H11 H 0 1 N N N -21.144 27.981 -42.747 3.589 -1.023 2.889 H11 R34 42 R34 H12 H12 H 0 1 N N N -22.784 26.146 -42.582 4.912 0.986 3.400 H12 R34 43 R34 H13 H13 H 0 1 N N N -21.376 28.585 -38.544 4.795 -0.798 -1.203 H13 R34 44 R34 H14 H14 H 0 1 N N N -23.500 24.254 -40.225 7.449 2.184 1.872 H14 R34 45 R34 H15 H15 H 0 1 N N N -24.711 25.392 -39.544 6.345 3.166 0.879 H15 R34 46 R34 H16 H16 H 0 1 N N N -24.593 25.165 -41.322 6.016 2.936 2.613 H16 R34 47 R34 H17 H17 H 0 1 N N N -12.671 22.994 -42.309 -6.806 0.779 -2.708 H17 R34 48 R34 H18 H18 H 0 1 N N N -10.693 21.763 -41.006 -8.356 2.508 -1.527 H18 R34 49 R34 H19 H19 H 0 1 N N N -22.642 25.491 -36.197 5.611 0.267 -2.476 H19 R34 50 R34 H20 H20 H 0 1 N N N -22.077 23.724 -37.572 6.773 1.293 -4.168 H20 R34 51 # 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 R34 C27 C28 DOUB Y N 1 R34 C27 C26 SING Y N 2 R34 C28 C29 SING Y N 3 R34 C8 C9 DOUB Y N 4 R34 C8 C6 SING Y N 5 R34 O25 C26 SING N N 6 R34 O25 C23 SING N N 7 R34 C21 C6 DOUB Y N 8 R34 C21 C2 SING Y N 9 R34 C9 N7 SING Y N 10 R34 C26 C31 DOUB Y N 11 R34 C6 C5 SING Y N 12 R34 C23 N22 DOUB Y N 13 R34 C23 N21 SING Y N 14 R34 C29 C32 SING N N 15 R34 C29 C30 DOUB Y N 16 R34 N22 C13 SING Y N 17 R34 N21 C12 SING Y N 18 R34 C13 C12 DOUB Y N 19 R34 C13 C14 SING Y N 20 R34 C12 C11 SING Y N 21 R34 C14 C7 DOUB Y N 22 R34 C11 C10 DOUB Y N 23 R34 C7 C10 SING Y N 24 R34 C7 C2 SING N N 25 R34 C10 CL1 SING N N 26 R34 C2 C3 DOUB Y N 27 R34 N7 C5 SING Y N 28 R34 N7 C1 SING N N 29 R34 C5 C4 DOUB Y N 30 R34 C31 C30 SING Y N 31 R34 C30 C18 SING N N 32 R34 C3 C4 SING Y N 33 R34 O21 N8 SING N N 34 R34 C18 O20 DOUB N N 35 R34 C18 N8 SING N N 36 R34 C21 H1 SING N N 37 R34 C4 H2 SING N N 38 R34 C3 H3 SING N N 39 R34 C1 H4 SING N N 40 R34 C1 H5 SING N N 41 R34 C1 H6 SING N N 42 R34 C11 H7 SING N N 43 R34 C14 H8 SING N N 44 R34 N21 H9 SING N N 45 R34 C27 H11 SING N N 46 R34 C28 H12 SING N N 47 R34 C31 H13 SING N N 48 R34 C32 H14 SING N N 49 R34 C32 H15 SING N N 50 R34 C32 H16 SING N N 51 R34 C8 H17 SING N N 52 R34 C9 H18 SING N N 53 R34 N8 H19 SING N N 54 R34 O21 H20 SING N N 55 # 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 R34 SMILES ACDLabs 12.01 "c15c(ccc(c1)c2c(Cl)cc3c(c2)nc(n3)Oc4cc(c(cc4)C)C(=O)NO)n(C)cc5" R34 InChI InChI 1.03 "InChI=1S/C24H19ClN4O3/c1-13-3-5-16(10-17(13)23(30)28-31)32-24-26-20-11-18(19(25)12-21(20)27-24)14-4-6-22-15(9-14)7-8-29(22)2/h3-12,31H,1-2H3,(H,26,27)(H,28,30)" R34 InChIKey InChI 1.03 SCEVBRBKKQZTKM-UHFFFAOYSA-N R34 SMILES_CANONICAL CACTVS 3.385 "Cn1ccc2cc(ccc12)c3cc4nc([nH]c4cc3Cl)Oc5ccc(C)c(c5)C(=O)NO" R34 SMILES CACTVS 3.385 "Cn1ccc2cc(ccc12)c3cc4nc([nH]c4cc3Cl)Oc5ccc(C)c(c5)C(=O)NO" R34 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1ccc(cc1C(=O)NO)Oc2[nH]c3cc(c(cc3n2)c4ccc5c(c4)ccn5C)Cl" R34 SMILES "OpenEye OEToolkits" 2.0.6 "Cc1ccc(cc1C(=O)NO)Oc2[nH]c3cc(c(cc3n2)c4ccc5c(c4)ccn5C)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 R34 "SYSTEMATIC NAME" ACDLabs 12.01 "5-{[6-chloro-5-(1-methyl-1H-indol-5-yl)-1H-benzimidazol-2-yl]oxy}-N-hydroxy-2-methylbenzamide" R34 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-[[6-chloranyl-5-(1-methylindol-5-yl)-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 R34 "Create component" 2018-01-29 RCSB R34 "Initial release" 2018-11-28 RCSB #