data_194
# 
_chem_comp.id                                    194 
_chem_comp.name                                  "4-{2-[(3-NITROBENZOYL)AMINO]PHENOXY}PHTHALIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H14 N2 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-03-29 
_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                        422.344 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     194 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        1Z6P 
_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 
194 C1  C1  C 0  1 Y N N 30.504 0.044  52.184 4.222  -0.584 -1.976 C1  194 1  
194 C2  C2  C 0  1 Y N N 29.163 -0.251 52.107 2.852  -0.500 -1.842 C2  194 2  
194 C3  C3  C 0  1 Y N N 28.554 -0.387 50.879 2.270  -0.457 -0.581 C3  194 3  
194 C4  C4  C 0  1 Y N N 29.261 -0.362 49.705 3.064  -0.499 0.559  C4  194 4  
194 C5  C5  C 0  1 Y N N 30.591 -0.027 49.761 4.446  -0.589 0.438  C5  194 5  
194 C6  C6  C 0  1 Y N N 31.194 0.262  50.996 5.033  -0.626 -0.842 C6  194 6  
194 C10 C10 C 0  1 N N N 32.506 0.978  51.129 6.499  -0.716 -0.983 C10 194 7  
194 O1  O1  O 0  1 N N N 33.407 0.547  51.772 7.108  -1.615 -0.436 O1  194 8  
194 O2  O2  O 0  1 N N N 32.598 2.199  50.540 7.163  0.198  -1.717 O2  194 9  
194 C20 C20 C 0  1 N N N 31.273 0.053  48.489 5.296  -0.634 1.647  C20 194 10 
194 O5  O5  O 0  1 N N N 32.113 -0.958 48.113 4.729  -0.707 2.867  O5  194 11 
194 O4  O4  O 0  1 N N N 31.029 0.968  47.796 6.505  -0.604 1.541  O4  194 12 
194 O3  O3  O 0  1 N N N 27.209 -0.564 50.777 0.921  -0.375 -0.461 O3  194 13 
194 C31 C31 C 0  1 Y N N 26.729 -1.617 51.527 0.634  0.909  -0.119 C31 194 14 
194 C34 C34 C 0  1 Y N N 25.355 -1.618 51.789 -0.674 1.274  0.192  C34 194 15 
194 C35 C35 C 0  1 Y N N 24.769 -2.670 52.530 -0.959 2.585  0.546  C35 194 16 
194 C36 C36 C 0  1 Y N N 25.590 -3.637 53.105 0.052  3.527  0.577  C36 194 17 
194 C37 C37 C 0  1 Y N N 26.963 -3.620 52.877 1.349  3.166  0.263  C37 194 18 
194 C38 C38 C 0  1 Y N N 27.511 -2.652 52.003 1.642  1.860  -0.085 C38 194 19 
194 N1  N1  N 0  1 N N N 24.655 -0.517 51.298 -1.696 0.318  0.159  N1  194 20 
194 C44 C44 C 0  1 N N N 24.341 0.506  52.123 -2.974 0.704  -0.025 C44 194 21 
194 O6  O6  O 0  1 N N N 24.288 0.277  53.310 -3.229 1.866  -0.273 O6  194 22 
194 C51 C51 C 0  1 Y N N 24.043 1.905  51.664 -4.067 -0.287 0.075  C51 194 23 
194 C53 C53 C 0  1 Y N N 23.914 2.944  52.610 -5.392 0.110  -0.109 C53 194 24 
194 C54 C54 C 0  1 Y N N 23.545 4.246  52.168 -6.407 -0.820 -0.020 C54 194 25 
194 C55 C55 C 0  1 Y N N 23.277 4.487  50.822 -6.114 -2.143 0.263  C55 194 26 
194 C56 C56 C 0  1 Y N N 23.445 3.481  49.904 -4.802 -2.542 0.452  C56 194 27 
194 C57 C57 C 0  1 Y N N 23.806 2.222  50.346 -3.778 -1.623 0.360  C57 194 28 
194 N2  N2  N 1  1 N N N 23.607 5.376  53.068 -7.812 -0.402 -0.221 N2  194 29 
194 O7  O7  O -1 1 N N N 24.148 5.287  54.109 -8.709 -1.222 -0.137 O7  194 30 
194 O8  O8  O 0  1 N N N 23.225 6.549  52.694 -8.072 0.761  -0.470 O8  194 31 
194 H1  H1  H 0  1 N N N 31.008 0.103  53.163 4.668  -0.616 -2.959 H1  194 32 
194 H2  H2  H 0  1 N N N 28.575 -0.378 53.031 2.228  -0.467 -2.723 H2  194 33 
194 H4  H4  H 0  1 N N N 28.774 -0.604 48.745 2.608  -0.466 1.537  H4  194 34 
194 HO1 HO1 H 0  1 N N N 34.237 1.000  51.856 ?      ?      ?      HO1 194 35 
194 HO5 HO5 H 0  1 N N N 32.561 -0.905 47.277 5.285  -0.737 3.658  HO5 194 36 
194 H35 H35 H 0  1 N N N 23.675 -2.736 52.659 -1.971 2.870  0.792  H35 194 37 
194 H36 H36 H 0  1 N N N 25.150 -4.420 53.744 -0.172 4.548  0.848  H36 194 38 
194 H37 H37 H 0  1 N N N 27.606 -4.361 53.380 2.135  3.905  0.289  H37 194 39 
194 H38 H38 H 0  1 N N N 28.566 -2.705 51.687 2.656  1.582  -0.330 H38 194 40 
194 HN1 HN1 H 0  1 N N N 24.368 -0.459 50.320 -1.484 -0.622 0.269  HN1 194 41 
194 H53 H53 H 0  1 N N N 24.098 2.741  53.678 -5.622 1.142  -0.329 H53 194 42 
194 H55 H55 H 0  1 N N N 22.930 5.477  50.482 -6.912 -2.866 0.336  H55 194 43 
194 H56 H56 H 0  1 N N N 23.292 3.680  48.830 -4.581 -3.576 0.673  H56 194 44 
194 H57 H57 H 0  1 N N N 23.911 1.418  49.598 -2.755 -1.936 0.507  H57 194 45 
# 
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 
194 C1  C2  DOUB Y N 1  
194 C1  C6  SING Y N 2  
194 C1  H1  SING N N 3  
194 C2  C3  SING Y N 4  
194 C2  H2  SING N N 5  
194 C3  C4  DOUB Y N 6  
194 C3  O3  SING N N 7  
194 C4  C5  SING Y N 8  
194 C4  H4  SING N N 9  
194 C5  C6  DOUB Y N 10 
194 C5  C20 SING N N 11 
194 C6  C10 SING N N 12 
194 C10 O1  SING N N 13 
194 C10 O2  DOUB N N 14 
194 O1  HO1 SING N N 15 
194 C20 O5  SING N N 16 
194 C20 O4  DOUB N N 17 
194 O5  HO5 SING N N 18 
194 O3  C31 SING N N 19 
194 C31 C34 DOUB Y N 20 
194 C31 C38 SING Y N 21 
194 C34 C35 SING Y N 22 
194 C34 N1  SING N N 23 
194 C35 C36 DOUB Y N 24 
194 C35 H35 SING N N 25 
194 C36 C37 SING Y N 26 
194 C36 H36 SING N N 27 
194 C37 C38 DOUB Y N 28 
194 C37 H37 SING N N 29 
194 C38 H38 SING N N 30 
194 N1  C44 SING N N 31 
194 N1  HN1 SING N N 32 
194 C44 O6  DOUB N N 33 
194 C44 C51 SING N N 34 
194 C51 C53 DOUB Y N 35 
194 C51 C57 SING Y N 36 
194 C53 C54 SING Y N 37 
194 C53 H53 SING N N 38 
194 C54 C55 DOUB Y N 39 
194 C54 N2  SING N N 40 
194 C55 C56 SING Y N 41 
194 C55 H55 SING N N 42 
194 C56 C57 DOUB Y N 43 
194 C56 H56 SING N N 44 
194 C57 H57 SING N N 45 
194 N2  O7  SING N N 46 
194 N2  O8  DOUB N N 47 
# 
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 
194 SMILES           ACDLabs              10.04 [O-][N+](=O)c1cccc(c1)C(=O)Nc3ccccc3Oc2ccc(C(=O)O)c(C(=O)O)c2                                                                                                    
194 InChI            InChI                1.02b InChI=1/C21H14N2O8/c24-19(12-4-3-5-13(10-12)23(29)30)22-17-6-1-2-7-18(17)31-14-8-9-15(20(25)26)16(11-14)21(27)28/h1-11H,(H,22,24)(H,25,26)(H,27,28)/f/h22,25,27H 
194 InChIKey         InChI                1.02b NAQUAVBNIYTIIS-IXJBZHNNCP                                                                                                                                        
194 SMILES_CANONICAL CACTVS               3.341 OC(=O)c1ccc(Oc2ccccc2NC(=O)c3cccc(c3)[N+]([O-])=O)cc1C(O)=O                                                                                                      
194 SMILES           CACTVS               3.341 OC(=O)c1ccc(Oc2ccccc2NC(=O)c3cccc(c3)[N+]([O-])=O)cc1C(O)=O                                                                                                      
194 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)NC(=O)c2cccc(c2)[N+](=O)[O-])Oc3ccc(c(c3)C(=O)O)C(=O)O                                                                                                
194 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)NC(=O)c2cccc(c2)[N+](=O)[O-])Oc3ccc(c(c3)C(=O)O)C(=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 
194 "SYSTEMATIC NAME" ACDLabs              10.04 "4-(2-{[(3-nitrophenyl)carbonyl]amino}phenoxy)benzene-1,2-dicarboxylic acid" 
194 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[2-[(3-nitrophenyl)carbonylamino]phenoxy]phthalic acid"                   
# 
