data_302
# 
_chem_comp.id                                    302 
_chem_comp.name                                  "4-[(1E,7E)-8-(2,6-DIOXO-1,2,3,6-TETRAHYDROPYRIMIDIN-4-YL)-3,6-DIOXA-2,7-DIAZAOCTA-1,7-DIEN-1-YL]BENZOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H14 N4 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-08-04 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        346.295 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     302 
_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        2HXM 
_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 
302 C1   C1   C 0 1 Y N N 6.065  -0.849 -3.028 2.591  4.664 -1.350 C1   302 1  
302 C3   C3   C 0 1 Y N N 6.802  1.085  -4.136 3.183  3.895 -3.569 C3   302 2  
302 C5   C5   C 0 1 Y N N 5.938  -0.700 -5.402 4.066  6.046 -2.694 C5   302 3  
302 C6   C6   C 0 1 Y N N 5.731  -1.437 -4.244 3.313  5.785 -1.443 C6   302 4  
302 N2   N2   N 0 1 Y N N 6.600  0.395  -2.994 2.517  3.745 -2.361 N2   302 5  
302 N4   N4   N 0 1 Y N N 6.471  0.532  -5.317 3.939  5.067 -3.670 N4   302 6  
302 O37  O37  O 0 1 N N N 8.862  8.565  3.305  0.210  2.495 12.369 O37  302 7  
302 C35  C35  C 0 1 N N N 9.479  7.780  2.563  -0.887 2.478 11.564 C35  302 8  
302 O36  O36  O 0 1 N N N 10.314 8.194  1.721  -2.036 2.493 12.019 O36  302 9  
302 C28  C28  C 0 1 Y N N 9.232  6.303  2.663  -0.541 2.442 10.152 C28  302 10 
302 C27  C27  C 0 1 Y N N 9.534  5.519  1.557  0.799  2.429 9.762  C27  302 11 
302 C26  C26  C 0 1 Y N N 9.332  4.149  1.615  1.131  2.396 8.408  C26  302 12 
302 C29  C29  C 0 1 Y N N 8.720  5.709  3.826  -1.548 2.421 9.187  C29  302 13 
302 C30  C30  C 0 1 Y N N 8.509  4.321  3.876  -1.216 2.388 7.833  C30  302 14 
302 C24  C24  C 0 1 Y N N 8.822  3.541  2.758  0.124  2.375 7.442  C24  302 15 
302 C20  C20  C 0 1 N N N 8.697  2.262  2.619  0.470  2.340 6.031  C20  302 16 
302 N19  N19  N 0 1 N N N 8.640  1.155  2.130  -0.455 2.320 5.130  N19  302 17 
302 O16  O16  O 0 1 N N N 8.460  -0.052 2.711  0.154  2.288 3.869  O16  302 18 
302 C13  C13  C 0 1 N N N 8.069  -1.148 1.875  -0.874 2.266 2.885  C13  302 19 
302 C12  C12  C 0 1 N N N 6.552  -1.119 1.688  -0.239 2.231 1.508  C12  302 20 
302 O11  O11  O 0 1 N N N 6.144  -1.741 0.464  0.550  3.398 1.332  O11  302 21 
302 N10  N10  N 0 1 N N N 6.295  -1.065 -0.698 1.126  3.346 0.055  N10  302 22 
302 C9   C9   C 0 1 N N N 5.872  -1.581 -1.765 1.848  4.404 -0.117 C9   302 23 
302 O7   O7   O 0 1 N N N 5.661  -1.159 -6.530 4.741  7.064 -2.818 O7   302 24 
302 O8   O8   O 0 1 N N N 7.297  2.230  -4.121 3.115  3.067 -4.478 O8   302 25 
302 H6   H6   H 0 1 N N N 5.323  -2.436 -4.286 3.379  6.519 -0.648 H6   302 26 
302 HN2  HN2  H 0 1 N N N 6.847  0.805  -2.116 1.948  2.915 -2.220 HN2  302 27 
302 HN4  HN4  H 0 1 N N N 6.626  1.052  -6.157 4.442  5.215 -4.540 HN4  302 28 
302 HO37 HO37 H 0 0 N N N 9.131  9.457  3.117  -0.013 2.519 13.324 HO37 302 29 
302 H27  H27  H 0 1 N N N 9.923  5.974  0.658  1.592  2.446 10.505 H27  302 30 
302 H26  H26  H 0 1 N N N 9.575  3.541  0.756  2.178  2.386 8.116  H26  302 31 
302 H29  H29  H 0 1 N N N 8.487  6.320  4.685  -2.595 2.432 9.479  H29  302 32 
302 H30  H30  H 0 1 N N N 8.110  3.861  4.768  -2.009 2.372 7.089  H30  302 33 
302 H20  H20  H 0 1 N N N 8.524  1.998  3.652  1.542  2.331 5.761  H20  302 34 
302 H131 1H13 H 0 0 N N N 8.364  -2.096 2.348  -1.491 1.379 3.058  H131 302 35 
302 H132 2H13 H 0 0 N N N 8.564  -1.062 0.897  -1.481 3.168 3.004  H132 302 36 
302 H121 1H12 H 0 0 N N N 6.221  -0.070 1.675  -1.002 2.213 0.723  H121 302 37 
302 H122 2H12 H 0 0 N N N 6.098  -1.678 2.519  0.413  1.358 1.409  H122 302 38 
302 H9   H9   H 0 1 N N N 5.378  -2.541 -1.755 1.944  5.179 0.666  H9   302 39 
# 
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 
302 C1  C6   DOUB Y N 1  
302 C1  N2   SING Y N 2  
302 C1  C9   SING N N 3  
302 C3  N4   SING Y N 4  
302 C3  O8   DOUB N N 5  
302 C3  N2   SING Y N 6  
302 C5  O7   DOUB N N 7  
302 C5  N4   SING Y N 8  
302 C5  C6   SING Y N 9  
302 C6  H6   SING N N 10 
302 N2  HN2  SING N N 11 
302 N4  HN4  SING N N 12 
302 O37 C35  SING N N 13 
302 O37 HO37 SING N N 14 
302 C35 O36  DOUB N N 15 
302 C35 C28  SING N N 16 
302 C28 C27  SING Y N 17 
302 C28 C29  DOUB Y N 18 
302 C27 C26  DOUB Y N 19 
302 C27 H27  SING N N 20 
302 C26 C24  SING Y N 21 
302 C26 H26  SING N N 22 
302 C29 C30  SING Y N 23 
302 C29 H29  SING N N 24 
302 C30 C24  DOUB Y N 25 
302 C30 H30  SING N N 26 
302 C24 C20  SING N N 27 
302 C20 N19  DOUB N E 28 
302 C20 H20  SING N N 29 
302 N19 O16  SING N N 30 
302 O16 C13  SING N N 31 
302 C13 C12  SING N N 32 
302 C13 H131 SING N N 33 
302 C13 H132 SING N N 34 
302 C12 O11  SING N N 35 
302 C12 H121 SING N N 36 
302 C12 H122 SING N N 37 
302 O11 N10  SING N N 38 
302 N10 C9   DOUB N E 39 
302 C9  H9   SING N N 40 
# 
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 
302 SMILES           ACDLabs              10.04 O=C2NC(\C=N\OCCO\N=C\c1ccc(C(=O)O)cc1)=CC(=O)N2                                                                                                                 
302 InChI            InChI                1.02b InChI=1/C15H14N4O6/c20-13-7-12(18-15(23)19-13)9-17-25-6-5-24-16-8-10-1-3-11(4-2-10)14(21)22/h1-4,7-9H,5-6H2,(H,21,22)(H2,18,19,20,23)/b16-8+,17-9+/f/h18-19,21H 
302 InChIKey         InChI                1.02b XHDKIDMFBWLHAX-GMSJNKCEDD                                                                                                                                       
302 SMILES_CANONICAL CACTVS               3.341 OC(=O)c1ccc(cc1)\C=N\OCCO\N=C\C2=CC(=O)NC(=O)N2                                                                                                                 
302 SMILES           CACTVS               3.341 OC(=O)c1ccc(cc1)C=NOCCON=CC2=CC(=O)NC(=O)N2                                                                                                                     
302 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1\C=N\OCCO/N=C/C2=CC(=O)NC(=O)N2)C(=O)O                                                                                                                 
302 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C=NOCCON=CC2=CC(=O)NC(=O)N2)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 
302 "SYSTEMATIC NAME" ACDLabs              10.04 "4-[(1E,7E)-8-(2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)-3,6-dioxa-2,7-diazaocta-1,7-dien-1-yl]benzoic acid" 
302 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[(E)-2-[(2,6-dioxo-3H-pyrimidin-4-yl)methylideneamino]oxyethoxyiminomethyl]benzoic acid"                    
# 
