data_HBM # _chem_comp.id HBM _chem_comp.name "2-(2,4-DICHLORO-PHENYL)-7-HYDROXY-1H-BENZOIMIDAZOLE-4-CARBOXYLIC ACID [2-(4-METHANESULFONYLAMINO-PHENYL)-ETHYL]-AMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H20 Cl2 N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2-(2,4-DICHLOROPHENYL)-4-HYDROXY-N-(2-{4-[(METHYLSULFONYL)AMINO]PHENYL}ETHYL)-1H-BENZIMIDAZOLE-7-CARBOXAMIDE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-12-14 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 519.400 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HBM _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 HBM C2 C2 C 0 1 Y N N 12.694 32.120 -7.091 0.957 0.545 2.168 C2 HBM 1 HBM C4 C4 C 0 1 Y N N 13.186 33.808 -8.892 2.860 -0.879 1.640 C4 HBM 2 HBM C6 C6 C 0 1 Y N N 11.345 32.061 -9.155 0.625 -1.777 1.772 C6 HBM 3 HBM C10 C10 C 0 1 Y N N 9.705 32.419 -12.308 0.830 -5.294 1.074 C10 HBM 4 HBM C11 C11 C 0 1 Y N N 10.244 32.829 -13.651 0.554 -5.709 -0.231 C11 HBM 5 HBM C1 C1 C 0 1 Y N N 11.622 31.491 -7.837 0.072 -0.534 2.083 C1 HBM 6 HBM C3 C3 C 0 1 Y N N 13.452 33.239 -7.592 2.327 0.378 1.951 C3 HBM 7 HBM C5 C5 C 0 1 Y N N 12.125 33.238 -9.706 1.985 -1.975 1.550 C5 HBM 8 HBM N7 N7 N 0 1 Y N N 10.425 31.680 -10.034 0.069 -3.020 1.610 N7 HBM 9 HBM C8 C8 C 0 1 Y N N 10.510 32.503 -11.155 1.077 -3.892 1.308 C8 HBM 10 HBM N9 N9 N 0 1 Y N N 11.543 33.458 -10.970 2.247 -3.295 1.263 N9 HBM 11 HBM C12 C12 C 0 1 Y N N 9.486 32.769 -14.850 0.310 -7.055 -0.502 C12 HBM 12 HBM C13 C13 C 0 1 Y N N 8.097 32.288 -14.826 0.340 -7.991 0.533 C13 HBM 13 HBM C14 C14 C 0 1 Y N N 7.472 31.863 -13.589 0.615 -7.580 1.837 C14 HBM 14 HBM C15 C15 C 0 1 Y N N 8.209 31.912 -12.358 0.860 -6.234 2.107 C15 HBM 15 HBM CL16 CL16 CL 0 0 N N N 7.204 32.226 -16.291 0.032 -9.651 0.198 CL16 HBM 16 HBM CL17 CL17 CL 0 0 N N N 7.318 31.367 -10.962 1.199 -5.781 3.742 CL17 HBM 17 HBM C18 C18 C 0 1 N N N 10.913 30.335 -7.208 -1.351 -0.359 2.308 C18 HBM 18 HBM N19 N19 N 0 1 N N N 9.842 29.689 -7.930 -1.737 0.656 3.194 N19 HBM 19 HBM C20 C20 C 0 1 N N N 9.605 28.241 -7.841 -3.112 0.938 3.539 C20 HBM 20 HBM C21 C21 C 0 1 N N N 9.432 27.696 -9.283 -3.585 0.146 4.755 C21 HBM 21 HBM C22 C22 C 0 1 Y N N 8.103 26.926 -9.625 -3.480 -1.347 4.562 C22 HBM 22 HBM C23 C23 C 0 1 Y N N 6.875 27.625 -10.162 -4.554 -2.040 4.025 C23 HBM 23 HBM C24 C24 C 0 1 Y N N 5.643 26.888 -10.474 -4.457 -3.420 3.846 C24 HBM 24 HBM C25 C25 C 0 1 Y N N 5.584 25.404 -10.262 -3.288 -4.090 4.207 C25 HBM 25 HBM C26 C26 C 0 1 Y N N 6.787 24.710 -9.737 -2.215 -3.379 4.746 C26 HBM 26 HBM C27 C27 C 0 1 Y N N 8.004 25.446 -9.429 -2.312 -1.999 4.925 C27 HBM 27 HBM N28 N28 N 0 1 N N N 4.412 24.644 -10.545 -3.189 -5.502 4.024 N28 HBM 28 HBM S29 S29 S 0 1 N N N 4.331 23.847 -12.089 -3.190 -6.506 5.423 S29 HBM 29 HBM C30 C30 C 0 1 N N N 2.570 23.735 -12.602 -4.931 -6.534 5.788 C30 HBM 30 HBM O31 O31 O 0 1 N N N 4.951 24.694 -13.095 -2.822 -7.851 5.023 O31 HBM 31 HBM O32 O32 O 0 1 N N N 4.769 22.435 -11.983 -2.514 -5.855 6.528 O32 HBM 32 HBM O33 O33 O 0 1 N N N 11.303 30.002 -6.071 -2.179 -1.101 1.747 O33 HBM 33 HBM O34 O34 O 0 1 N N N 14.037 34.851 -9.131 4.204 -1.018 1.431 O34 HBM 34 HBM H2 H2 H 0 1 N N N 12.936 31.732 -6.113 0.581 1.538 2.408 H2 HBM 35 HBM H11 H11 H 0 1 N N N 11.261 33.188 -13.706 0.526 -4.993 -1.050 H11 HBM 36 HBM H3 H3 H 0 1 N N N 14.236 33.661 -6.981 2.985 1.241 2.026 H3 HBM 37 HBM HN7 HN7 H 0 1 N N N 9.778 30.927 -9.911 -0.913 -3.247 1.700 HN7 HBM 38 HBM H12 H12 H 0 1 N N N 9.932 33.078 -15.784 0.097 -7.361 -1.522 H12 HBM 39 HBM H14 H14 H 0 1 N N N 6.452 31.509 -13.593 0.638 -8.312 2.642 H14 HBM 40 HBM HN19 HN19 H 0 0 N N N 9.243 30.244 -8.508 -1.021 1.191 3.674 HN19 HBM 41 HBM H201 1H20 H 0 0 N N N 8.696 28.044 -7.253 -3.717 0.677 2.665 H201 HBM 42 HBM H202 2H20 H 0 0 N N N 10.452 27.745 -7.344 -3.196 2.018 3.703 H202 HBM 43 HBM H211 1H21 H 0 0 N N N 10.260 26.993 -9.458 -2.983 0.427 5.628 H211 HBM 44 HBM H212 2H21 H 0 0 N N N 9.410 28.592 -9.921 -4.620 0.416 5.003 H212 HBM 45 HBM H23 H23 H 0 1 N N N 6.904 28.693 -10.320 -5.469 -1.527 3.741 H23 HBM 46 HBM H24 H24 H 0 1 N N N 4.780 27.414 -10.856 -5.299 -3.964 3.425 H24 HBM 47 HBM H26 H26 H 0 1 N N N 6.758 23.642 -9.581 -1.300 -3.891 5.030 H26 HBM 48 HBM H27 H27 H 0 1 N N N 8.860 24.909 -9.048 -1.472 -1.454 5.346 H27 HBM 49 HBM HN28 HN28 H 0 0 N N N 3.638 25.276 -10.502 -3.744 -5.867 3.232 HN28 HBM 50 HBM H301 1H30 H 0 0 N N N 1.928 23.713 -11.709 -5.480 -6.546 4.846 H301 HBM 51 HBM H302 2H30 H 0 0 N N N 2.311 24.609 -13.218 -5.146 -7.433 6.368 H302 HBM 52 HBM H303 3H30 H 0 0 N N N 2.416 22.816 -13.187 -5.176 -5.640 6.363 H303 HBM 53 HBM HO34 HO34 H 0 0 N N N 14.234 35.293 -8.314 4.437 -1.957 1.396 HO34 HBM 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 HBM C2 C1 DOUB Y N 1 HBM C2 C3 SING Y N 2 HBM C2 H2 SING N N 3 HBM C4 C5 SING Y N 4 HBM C4 O34 SING N N 5 HBM C4 C3 DOUB Y N 6 HBM C6 N7 SING Y N 7 HBM C6 C5 DOUB Y N 8 HBM C6 C1 SING Y N 9 HBM C10 C11 DOUB Y N 10 HBM C10 C15 SING Y N 11 HBM C10 C8 SING Y N 12 HBM C11 C12 SING Y N 13 HBM C11 H11 SING N N 14 HBM C1 C18 SING N N 15 HBM C3 H3 SING N N 16 HBM C5 N9 SING Y N 17 HBM N7 C8 SING Y N 18 HBM N7 HN7 SING N N 19 HBM C8 N9 DOUB Y N 20 HBM C12 C13 DOUB Y N 21 HBM C12 H12 SING N N 22 HBM C13 CL16 SING N N 23 HBM C13 C14 SING Y N 24 HBM C14 C15 DOUB Y N 25 HBM C14 H14 SING N N 26 HBM C15 CL17 SING N N 27 HBM C18 N19 SING N N 28 HBM C18 O33 DOUB N N 29 HBM N19 C20 SING N N 30 HBM N19 HN19 SING N N 31 HBM C20 C21 SING N N 32 HBM C20 H201 SING N N 33 HBM C20 H202 SING N N 34 HBM C21 C22 SING N N 35 HBM C21 H211 SING N N 36 HBM C21 H212 SING N N 37 HBM C22 C23 DOUB Y N 38 HBM C22 C27 SING Y N 39 HBM C23 C24 SING Y N 40 HBM C23 H23 SING N N 41 HBM C24 C25 DOUB Y N 42 HBM C24 H24 SING N N 43 HBM C25 N28 SING N N 44 HBM C25 C26 SING Y N 45 HBM C26 C27 DOUB Y N 46 HBM C26 H26 SING N N 47 HBM C27 H27 SING N N 48 HBM N28 S29 SING N N 49 HBM N28 HN28 SING N N 50 HBM S29 O31 DOUB N N 51 HBM S29 C30 SING N N 52 HBM S29 O32 DOUB N N 53 HBM C30 H301 SING N N 54 HBM C30 H302 SING N N 55 HBM C30 H303 SING N N 56 HBM O34 HO34 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 HBM SMILES ACDLabs 10.04 "O=S(=O)(Nc1ccc(cc1)CCNC(=O)c2ccc(O)c3nc(nc23)c4ccc(Cl)cc4Cl)C" HBM SMILES_CANONICAL CACTVS 3.341 "C[S](=O)(=O)Nc1ccc(CCNC(=O)c2ccc(O)c3nc([nH]c23)c4ccc(Cl)cc4Cl)cc1" HBM SMILES CACTVS 3.341 "C[S](=O)(=O)Nc1ccc(CCNC(=O)c2ccc(O)c3nc([nH]c23)c4ccc(Cl)cc4Cl)cc1" HBM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CS(=O)(=O)Nc1ccc(cc1)CCNC(=O)c2ccc(c3c2[nH]c(n3)c4ccc(cc4Cl)Cl)O" HBM SMILES "OpenEye OEToolkits" 1.5.0 "CS(=O)(=O)Nc1ccc(cc1)CCNC(=O)c2ccc(c3c2[nH]c(n3)c4ccc(cc4Cl)Cl)O" HBM InChI InChI 1.03 "InChI=1S/C23H20Cl2N4O4S/c1-34(32,33)29-15-5-2-13(3-6-15)10-11-26-23(31)17-8-9-19(30)21-20(17)27-22(28-21)16-7-4-14(24)12-18(16)25/h2-9,12,29-30H,10-11H2,1H3,(H,26,31)(H,27,28)" HBM InChIKey InChI 1.03 BFHQTAMNYUCFBP-UHFFFAOYSA-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 HBM "SYSTEMATIC NAME" ACDLabs 10.04 "2-(2,4-dichlorophenyl)-4-hydroxy-N-(2-{4-[(methylsulfonyl)amino]phenyl}ethyl)-1H-benzimidazole-7-carboxamide" HBM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-(2,4-dichlorophenyl)-7-hydroxy-N-[2-[4-(methylsulfonylamino)phenyl]ethyl]-3H-benzimidazole-4-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HBM "Create component" 2006-12-14 RCSB HBM "Modify aromatic_flag" 2011-06-04 RCSB HBM "Modify descriptor" 2011-06-04 RCSB HBM "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id HBM _pdbx_chem_comp_synonyms.name "2-(2,4-DICHLOROPHENYL)-4-HYDROXY-N-(2-{4-[(METHYLSULFONYL)AMINO]PHENYL}ETHYL)-1H-BENZIMIDAZOLE-7-CARBOXAMIDE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##