data_161 # _chem_comp.id 161 _chem_comp.name "5-[4-(1-CARBOXYMETHYL-2-OXO-PROPYLCARBAMOYL)-BENZYLSULFAMOYL]-2-HYDROXY-BENZOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H20 N2 O9 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-01-21 _chem_comp.pdbx_modified_date 2011-06-04 _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 464.446 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 161 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1NMS _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 161 C1 C1 C 0 1 N N N 15.899 1.424 -5.004 8.277 1.791 1.207 C1 161 1 161 C2 C2 C 0 1 N N N 16.621 0.241 -4.430 6.970 1.476 0.525 C2 161 2 161 O24 O24 O 0 1 N N N 15.954 -0.679 -3.949 6.288 2.370 0.085 O24 161 3 161 C3 C3 C 0 1 N N S 18.142 0.100 -4.525 6.515 0.046 0.392 C3 161 4 161 C25 C25 C 0 1 N N N 18.774 -0.519 -3.288 7.331 -0.650 -0.699 C25 161 5 161 C26 C26 C 0 1 N N N 20.007 -1.082 -3.527 6.962 -2.110 -0.748 C26 161 6 161 O28 O28 O 0 1 N N N 20.335 -1.387 -4.674 7.556 -2.923 -1.636 O28 161 7 161 O27 O27 O 0 1 N N N 20.812 -1.296 -2.627 6.131 -2.550 0.012 O27 161 8 161 N4 N4 N 0 1 N N N 18.869 1.322 -4.822 5.095 0.017 0.034 N4 161 9 161 C5 C5 C 0 1 N N N 19.347 1.569 -6.044 4.155 0.091 0.997 C5 161 10 161 O29 O29 O 0 1 N N N 18.946 0.918 -6.998 4.485 0.182 2.163 O29 161 11 161 C6 C6 C 0 1 Y N N 20.411 2.607 -6.263 2.722 0.061 0.635 C6 161 12 161 C7 C7 C 0 1 Y N N 20.829 3.462 -5.240 1.746 0.138 1.630 C7 161 13 161 C8 C8 C 0 1 Y N N 21.828 4.421 -5.423 0.410 0.111 1.285 C8 161 14 161 C11 C11 C 0 1 Y N N 20.999 2.683 -7.512 2.339 -0.037 -0.704 C11 161 15 161 C10 C10 C 0 1 Y N N 22.002 3.630 -7.705 1.000 -0.069 -1.034 C10 161 16 161 C9 C9 C 0 1 Y N N 22.441 4.478 -6.684 0.037 0.007 -0.043 C9 161 17 161 C12 C12 C 0 1 N N N 23.530 5.504 -6.949 -1.424 -0.022 -0.412 C12 161 18 161 N13 N13 N 0 1 N N N 24.741 4.734 -7.135 -1.898 1.345 -0.639 N13 161 19 161 S14 S14 S 0 1 N N N 26.072 5.548 -7.829 -3.340 1.604 -1.410 S14 161 20 161 O30 O30 O 0 1 N N N 27.247 4.698 -7.627 -3.317 0.772 -2.562 O30 161 21 161 O31 O31 O 0 1 N N N 25.601 5.932 -9.181 -3.527 3.013 -1.416 O31 161 22 161 C15 C15 C 0 1 Y N N 26.295 6.966 -6.855 -4.613 0.957 -0.377 C15 161 23 161 C16 C16 C 0 1 Y N N 26.706 6.769 -5.544 -5.013 -0.353 -0.521 C16 161 24 161 C20 C20 C 0 1 Y N N 26.052 8.236 -7.357 -5.211 1.771 0.572 C20 161 25 161 C19 C19 C 0 1 Y N N 26.252 9.352 -6.540 -6.209 1.276 1.387 C19 161 26 161 C18 C18 C 0 1 Y N N 26.683 9.213 -5.223 -6.621 -0.043 1.260 C18 161 27 161 O23 O23 O 0 1 N N N 26.898 10.186 -4.468 -7.602 -0.530 2.060 O23 161 28 161 C17 C17 C 0 1 Y N N 26.901 7.867 -4.696 -6.019 -0.869 0.301 C17 161 29 161 C21 C21 C 0 1 N N N 27.372 7.708 -3.290 -6.448 -2.272 0.156 C21 161 30 161 O32 O32 O 0 1 N N N 27.583 6.564 -2.859 -5.866 -3.062 -0.767 O32 161 31 161 O22 O22 O 0 1 N N N 27.586 8.725 -2.613 -7.326 -2.715 0.870 O22 161 32 161 H11A 1H1 H 0 0 N N N 16.344 1.690 -5.974 8.104 1.938 2.273 H11A 161 33 161 H12 2H1 H 0 1 N N N 15.986 2.277 -4.314 8.971 0.962 1.063 H12 161 34 161 H13A 3H1 H 0 0 N N N 14.837 1.173 -5.145 8.701 2.699 0.779 H13A 161 35 161 H3 H3 H 0 1 N N N 18.242 -0.576 -5.387 6.661 -0.472 1.341 H3 161 36 161 H251 1H25 H 0 0 N N N 18.107 -1.325 -2.949 7.116 -0.189 -1.663 H251 161 37 161 H252 2H25 H 0 0 N N N 18.898 0.272 -2.534 8.393 -0.551 -0.477 H252 161 38 161 H28 H28 H 0 1 N N N 21.209 -1.759 -4.666 7.319 -3.860 -1.667 H28 161 39 161 H4 H4 H 0 1 N N N 19.015 1.993 -4.095 4.831 -0.056 -0.897 H4 161 40 161 H7 H7 H 0 1 N N N 20.362 3.378 -4.270 2.035 0.218 2.667 H7 161 41 161 H8 H8 H 0 1 N N N 22.117 5.091 -4.627 -0.346 0.170 2.054 H8 161 42 161 H11 H11 H 0 1 N N N 20.690 2.028 -8.313 3.089 -0.097 -1.478 H11 161 43 161 H10 H10 H 0 1 N N N 22.458 3.712 -8.681 0.702 -0.150 -2.069 H10 161 44 161 H121 1H12 H 0 0 N N N 23.625 6.222 -6.121 -1.557 -0.609 -1.321 H121 161 45 161 H122 2H12 H 0 0 N N N 23.300 6.097 -7.846 -1.994 -0.475 0.399 H122 161 46 161 H13 H13 H 0 1 N N N 25.029 4.416 -6.232 -1.366 2.099 -0.338 H13 161 47 161 H16 H16 H 0 1 N N N 26.876 5.768 -5.177 -4.544 -0.983 -1.263 H16 161 48 161 H20 H20 H 0 1 N N N 25.710 8.362 -8.374 -4.893 2.798 0.675 H20 161 49 161 H19 H19 H 0 1 N N N 26.069 10.340 -6.937 -6.670 1.916 2.124 H19 161 50 161 H23 H23 H 0 1 N N N 26.078 10.626 -4.276 -8.439 -0.372 1.603 H23 161 51 161 H32 H32 H 0 1 N N N 27.917 6.616 -1.971 -6.147 -3.983 -0.862 H32 161 52 # 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 161 C1 C2 SING N N 1 161 C1 H11A SING N N 2 161 C1 H12 SING N N 3 161 C1 H13A SING N N 4 161 C2 O24 DOUB N N 5 161 C2 C3 SING N N 6 161 C3 C25 SING N N 7 161 C3 N4 SING N N 8 161 C3 H3 SING N N 9 161 C25 C26 SING N N 10 161 C25 H251 SING N N 11 161 C25 H252 SING N N 12 161 C26 O28 SING N N 13 161 C26 O27 DOUB N N 14 161 O28 H28 SING N N 15 161 N4 C5 SING N N 16 161 N4 H4 SING N N 17 161 C5 O29 DOUB N N 18 161 C5 C6 SING N N 19 161 C6 C7 DOUB Y N 20 161 C6 C11 SING Y N 21 161 C7 C8 SING Y N 22 161 C7 H7 SING N N 23 161 C8 C9 DOUB Y N 24 161 C8 H8 SING N N 25 161 C11 C10 DOUB Y N 26 161 C11 H11 SING N N 27 161 C10 C9 SING Y N 28 161 C10 H10 SING N N 29 161 C9 C12 SING N N 30 161 C12 N13 SING N N 31 161 C12 H121 SING N N 32 161 C12 H122 SING N N 33 161 N13 S14 SING N N 34 161 N13 H13 SING N N 35 161 S14 O30 DOUB N N 36 161 S14 O31 DOUB N N 37 161 S14 C15 SING N N 38 161 C15 C16 DOUB Y N 39 161 C15 C20 SING Y N 40 161 C16 C17 SING Y N 41 161 C16 H16 SING N N 42 161 C20 C19 DOUB Y N 43 161 C20 H20 SING N N 44 161 C19 C18 SING Y N 45 161 C19 H19 SING N N 46 161 C18 O23 SING N N 47 161 C18 C17 DOUB Y N 48 161 O23 H23 SING N N 49 161 C17 C21 SING N N 50 161 C21 O32 SING N N 51 161 C21 O22 DOUB N N 52 161 O32 H32 SING N N 53 # 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 161 SMILES ACDLabs 10.04 "O=C(O)c1cc(ccc1O)S(=O)(=O)NCc2ccc(C(=O)NC(C(=O)C)CC(=O)O)cc2" 161 SMILES_CANONICAL CACTVS 3.341 "CC(=O)[C@H](CC(O)=O)NC(=O)c1ccc(CN[S](=O)(=O)c2ccc(O)c(c2)C(O)=O)cc1" 161 SMILES CACTVS 3.341 "CC(=O)[CH](CC(O)=O)NC(=O)c1ccc(CN[S](=O)(=O)c2ccc(O)c(c2)C(O)=O)cc1" 161 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)[C@H](CC(=O)O)NC(=O)c1ccc(cc1)CNS(=O)(=O)c2ccc(c(c2)C(=O)O)O" 161 SMILES "OpenEye OEToolkits" 1.5.0 "CC(=O)C(CC(=O)O)NC(=O)c1ccc(cc1)CNS(=O)(=O)c2ccc(c(c2)C(=O)O)O" 161 InChI InChI 1.03 "InChI=1S/C20H20N2O9S/c1-11(23)16(9-18(25)26)22-19(27)13-4-2-12(3-5-13)10-21-32(30,31)14-6-7-17(24)15(8-14)20(28)29/h2-8,16,21,24H,9-10H2,1H3,(H,22,27)(H,25,26)(H,28,29)/t16-/m0/s1" 161 InChIKey InChI 1.03 LBAHOXPDTNUYCX-INIZCTEOSA-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 161 "SYSTEMATIC NAME" ACDLabs 10.04 "5-[(4-{[(1S)-1-(carboxymethyl)-2-oxopropyl]carbamoyl}benzyl)sulfamoyl]-2-hydroxybenzoic acid" 161 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-hydroxy-5-[[4-[[(3S)-1-hydroxy-1,4-dioxo-pentan-3-yl]carbamoyl]phenyl]methylsulfamoyl]benzoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 161 "Create component" 2003-01-21 RCSB 161 "Modify descriptor" 2011-06-04 RCSB #