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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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/f/h22,25,28H 
161 InChIKey         InChI                1.02b LBAHOXPDTNUYCX-GCTFJILKDP                                                                                                                                                                       
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                                                                                                                                  
# 
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" 
# 
