data_195
# 
_chem_comp.id                                    195 
_chem_comp.name                                  "4-{2,4-BIS[(3-NITROBENZOYL)AMINO]PHENOXY}PHTHALIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H18 N4 O11" 
_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                        586.463 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     195 
_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        1Z6Q 
_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 
195 C1  C1  C 0  1 Y N N 26.403 -1.560  51.604 1.756  -0.178 -0.531 C1  195 1  
195 C2  C2  C 0  1 Y N N 25.046 -1.485  51.860 0.436  -0.606 -0.406 C2  195 2  
195 C3  C3  C 0  1 Y N N 24.393 -2.532  52.512 -0.559 0.305  -0.086 C3  195 3  
195 C4  C4  C 0  1 Y N N 25.110 -3.653  52.910 -0.239 1.643  0.097  C4  195 4  
195 C5  C5  C 0  1 Y N N 26.488 -3.721  52.660 1.077  2.068  -0.035 C5  195 5  
195 C6  C6  C 0  1 Y N N 27.132 -2.672  52.011 2.070  1.159  -0.347 C6  195 6  
195 O1  O1  O 0  1 N N N 26.995 -0.535  50.863 2.735  -1.071 -0.838 O1  195 7  
195 C7  C7  C 0  1 Y N N 28.382 -0.463  50.995 3.912  -0.399 -0.776 C7  195 8  
195 C8  C8  C 0  1 Y N N 29.170 -0.391  49.851 4.552  -0.235 0.447  C8  195 9  
195 C9  C9  C 0  1 Y N N 30.535 -0.129  49.952 5.760  0.447  0.511  C9  195 10 
195 C10 C10 C 0  1 Y N N 31.112 0.073   51.179 6.324  0.980  -0.666 C10 195 11 
195 C11 C11 C 0  1 Y N N 30.339 -0.021  52.332 5.669  0.807  -1.885 C11 195 12 
195 C12 C12 C 0  1 Y N N 28.972 -0.291  52.242 4.473  0.122  -1.936 C12 195 13 
195 C13 C13 C 0  1 N N N 32.519 0.471   51.254 7.603  1.713  -0.609 C13 195 14 
195 O2  O2  O 0  1 N N N 33.288 -0.265  52.078 7.725  2.666  0.135  O2  195 15 
195 O3  O3  O 0  1 N N N 32.928 1.392   50.613 8.636  1.325  -1.382 O3  195 16 
195 C14 C14 C 0  1 N N N 31.372 -0.108  48.755 6.446  0.624  1.809  C14 195 17 
195 O4  O4  O 0  1 N N N 32.309 -1.089  48.696 5.927  0.078  2.925  O4  195 18 
195 O5  O5  O 0  1 N N N 31.230 0.726   47.915 7.478  1.262  1.869  O5  195 19 
195 N1  N1  N 0  1 N N N 24.380 -0.341  51.541 0.116  -1.957 -0.591 N1  195 20 
195 C15 C15 C 0  1 N N N 24.760 0.801   52.151 -0.931 -2.498 0.063  C15 195 21 
195 C16 C16 C 0  1 Y N N 24.147 2.049   51.666 -1.351 -3.884 -0.233 C16 195 22 
195 O6  O6  O 0  1 N N N 25.584 0.777   53.057 -1.529 -1.846 0.896  O6  195 23 
195 C17 C17 C 0  1 Y N N 24.073 3.130   52.525 -2.431 -4.449 0.447  C17 195 24 
195 C18 C18 C 0  1 Y N N 23.593 4.348   52.079 -2.822 -5.741 0.161  C18 195 25 
195 C19 C19 C 0  1 Y N N 23.178 4.491   50.769 -2.138 -6.480 -0.787 C19 195 26 
195 C20 C20 C 0  1 Y N N 23.239 3.408   49.902 -1.063 -5.928 -1.461 C20 195 27 
195 C21 C21 C 0  1 Y N N 23.726 2.186   50.349 -0.666 -4.635 -1.190 C21 195 28 
195 N4  N4  N 1  1 N N N 23.555 5.483   52.993 -3.972 -6.339 0.876  N4  195 29 
195 O7  O7  O 0  1 N N N 23.086 6.525   52.665 -4.315 -7.481 0.628  O7  195 30 
195 O8  O8  O -1 1 N N N 24.088 5.248   54.211 -4.574 -5.690 1.712  O8  195 31 
195 N2  N2  N 0  1 N N N 24.456 -4.694  53.538 -1.243 2.566  0.414  N2  195 32 
195 C22 C22 C 0  1 N N N 25.031 -5.915  53.617 -2.473 2.434  -0.122 C22 195 33 
195 O9  O9  O 0  1 N N N 26.116 -6.148  53.098 -2.711 1.514  -0.880 O9  195 34 
195 C23 C23 C 0  1 Y N N 24.250 -6.936  54.375 -3.533 3.409  0.212  C23 195 35 
195 C24 C24 C 0  1 Y N N 23.181 -6.557  55.191 -4.806 3.279  -0.345 C24 195 36 
195 C25 C25 C 0  1 Y N N 22.487 -7.527  55.935 -5.793 4.188  -0.024 C25 195 37 
195 C26 C26 C 0  1 Y N N 22.865 -8.852  55.859 -5.519 5.235  0.838  C26 195 38 
195 C27 C27 C 0  1 Y N N 23.922 -9.230  55.045 -4.257 5.373  1.390  C27 195 39 
195 C28 C28 C 0  1 Y N N 24.617 -8.274  54.303 -3.264 4.467  1.082  C28 195 40 
195 N3  N3  N 1  1 N N N 21.368 -7.146  56.812 -7.145 4.048  -0.609 N3  195 41 
195 O10 O10 O -1 1 N N N 21.268 -6.041  57.246 -8.015 4.853  -0.331 O10 195 42 
195 O11 O11 O 0  1 N N N 20.487 -8.143  57.081 -7.387 3.127  -1.369 O11 195 43 
195 H3  H3  H 0  1 N N N 23.310 -2.473  52.712 -1.583 -0.025 0.016  H3  195 44 
195 H5  H5  H 0  1 N N N 27.068 -4.604  52.975 1.324  3.109  0.108  H5  195 45 
195 H6  H6  H 0  1 N N N 28.217 -2.721  51.819 3.093  1.492  -0.448 H6  195 46 
195 H8  H8  H 0  1 N N N 28.710 -0.542  48.859 4.112  -0.642 1.345  H8  195 47 
195 H11 H11 H 0  1 N N N 30.810 0.118   53.319 6.100  1.210  -2.790 H11 195 48 
195 H12 H12 H 0  1 N N N 28.358 -0.368  53.155 3.969  -0.009 -2.882 H12 195 49 
195 HO3 HO3 H 0  1 N N N 33.840 1.650   50.661 9.475  1.805  -1.345 HO3 195 50 
195 HO5 HO5 H 0  1 N N N 31.774 0.739   47.136 ?      ?      ?      HO5 195 51 
195 HN1 HN1 H 0  1 N N N 23.617 -0.339  50.863 0.648  -2.503 -1.191 HN1 195 52 
195 H17 H17 H 0  1 N N N 24.399 3.020   53.573 -2.965 -3.873 1.188  H17 195 53 
195 H19 H19 H 0  1 N N N 22.799 5.465   50.416 -2.445 -7.492 -1.004 H19 195 54 
195 H20 H20 H 0  1 N N N 22.900 3.518   48.858 -0.534 -6.510 -2.201 H20 195 55 
195 H21 H21 H 0  1 N N N 23.778 1.326   49.659 0.173  -4.205 -1.716 H21 195 56 
195 HN2 HN2 H 0  1 N N N 23.532 -4.558  53.950 -1.054 3.300  1.019  HN2 195 57 
195 H24 H24 H 0  1 N N N 22.886 -5.495  55.247 -5.021 2.462  -1.018 H24 195 58 
195 H26 H26 H 0  1 N N N 22.322 -9.609  56.449 -6.293 5.947  1.082  H26 195 59 
195 H27 H27 H 0  1 N N N 24.210 -10.293 54.987 -4.050 6.192  2.063  H27 195 60 
195 H28 H28 H 0  1 N N N 25.458 -8.576  53.657 -2.280 4.576  1.514  H28 195 61 
# 
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 
195 C1  C2  DOUB Y N 1  
195 C1  C6  SING Y N 2  
195 C1  O1  SING N N 3  
195 C2  C3  SING Y N 4  
195 C2  N1  SING N N 5  
195 C3  C4  DOUB Y N 6  
195 C3  H3  SING N N 7  
195 C4  C5  SING Y N 8  
195 C4  N2  SING N N 9  
195 C5  C6  DOUB Y N 10 
195 C5  H5  SING N N 11 
195 C6  H6  SING N N 12 
195 O1  C7  SING N N 13 
195 C7  C8  DOUB Y N 14 
195 C7  C12 SING Y N 15 
195 C8  C9  SING Y N 16 
195 C8  H8  SING N N 17 
195 C9  C10 DOUB Y N 18 
195 C9  C14 SING N N 19 
195 C10 C11 SING Y N 20 
195 C10 C13 SING N N 21 
195 C11 C12 DOUB Y N 22 
195 C11 H11 SING N N 23 
195 C12 H12 SING N N 24 
195 C13 O2  DOUB N N 25 
195 C13 O3  SING N N 26 
195 O3  HO3 SING N N 27 
195 C14 O4  DOUB N N 28 
195 C14 O5  SING N N 29 
195 O5  HO5 SING N N 30 
195 N1  C15 SING N N 31 
195 N1  HN1 SING N N 32 
195 C15 C16 SING N N 33 
195 C15 O6  DOUB N N 34 
195 C16 C17 DOUB Y N 35 
195 C16 C21 SING Y N 36 
195 C17 C18 SING Y N 37 
195 C17 H17 SING N N 38 
195 C18 C19 DOUB Y N 39 
195 C18 N4  SING N N 40 
195 C19 C20 SING Y N 41 
195 C19 H19 SING N N 42 
195 C20 C21 DOUB Y N 43 
195 C20 H20 SING N N 44 
195 C21 H21 SING N N 45 
195 N4  O7  DOUB N N 46 
195 N4  O8  SING N N 47 
195 N2  C22 SING N N 48 
195 N2  HN2 SING N N 49 
195 C22 O9  DOUB N N 50 
195 C22 C23 SING N N 51 
195 C23 C24 DOUB Y N 52 
195 C23 C28 SING Y N 53 
195 C24 C25 SING Y N 54 
195 C24 H24 SING N N 55 
195 C25 C26 DOUB Y N 56 
195 C25 N3  SING N N 57 
195 C26 C27 SING Y N 58 
195 C26 H26 SING N N 59 
195 C27 C28 DOUB Y N 60 
195 C27 H27 SING N N 61 
195 C28 H28 SING N N 62 
195 N3  O10 SING N N 63 
195 N3  O11 DOUB N N 64 
# 
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 
195 SMILES           ACDLabs              10.04 [O-][N+](=O)c1cccc(c1)C(=O)Nc3ccc(Oc2ccc(C(=O)O)c(C(=O)O)c2)c(c3)NC(=O)c4cccc([N+]([O-])=O)c4 
195 InChI            InChI                1.02b 
InChI=1/C28H18N4O11/c33-25(15-3-1-5-18(11-15)31(39)40)29-17-7-10-24(43-20-8-9-21(27(35)36)22(14-20)28(37)38)23(13-17)30-26(34)16-4-2-6-19(12-16)32(41)42/h1-14H,(H,29,33)(H,30,34)(H,35,36)(H,37,38)/f/h29-30,35,37H 
195 InChIKey         InChI                1.02b VFYAZSTYKPFSFL-IFKVPNOHCC 
195 SMILES_CANONICAL CACTVS               3.341 OC(=O)c1ccc(Oc2ccc(NC(=O)c3cccc(c3)[N+]([O-])=O)cc2NC(=O)c4cccc(c4)[N+]([O-])=O)cc1C(O)=O 
195 SMILES           CACTVS               3.341 OC(=O)c1ccc(Oc2ccc(NC(=O)c3cccc(c3)[N+]([O-])=O)cc2NC(=O)c4cccc(c4)[N+]([O-])=O)cc1C(O)=O 
195 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)[N+](=O)[O-])C(=O)Nc2ccc(c(c2)NC(=O)c3cccc(c3)[N+](=O)[O-])Oc4ccc(c(c4)C(=O)O)C(=O)O 
195 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)[N+](=O)[O-])C(=O)Nc2ccc(c(c2)NC(=O)c3cccc(c3)[N+](=O)[O-])Oc4ccc(c(c4)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 
195 "SYSTEMATIC NAME" ACDLabs              10.04 "4-(2,4-bis{[(3-nitrophenyl)carbonyl]amino}phenoxy)benzene-1,2-dicarboxylic acid" 
195 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[2,4-bis[(3-nitrophenyl)carbonylamino]phenoxy]phthalic acid"                   
# 
