data_333
# 
_chem_comp.id                                    333 
_chem_comp.name                                  4-(1,3-BENZODIOXOL-5-YLOXY)-2-[4-(1H-IMIDAZOL-1-YL)PHENOXY]PYRIMIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H14 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-02-07 
_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                        374.350 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     333 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
333 C36  C36  C 0 1 Y N N 69.725 -4.423 50.266 -1.631 -1.546 -1.186 C36  333 1  
333 C35  C35  C 0 1 Y N N 69.142 -4.846 51.474 -2.540 -2.564 -0.981 C35  333 2  
333 O39  O39  O 0 1 N N N 68.195 -5.789 51.724 -3.361 -3.102 -1.923 O39  333 3  
333 C38  C38  C 0 1 N N N 68.089 -5.899 53.147 -4.060 -4.095 -1.145 C38  333 4  
333 O37  O37  O 0 1 N N N 68.825 -4.799 53.703 -3.648 -4.130 0.237  O37  333 5  
333 C34  C34  C 0 1 Y N N 69.566 -4.282 52.688 -2.704 -3.151 0.252  C34  333 6  
333 C33  C33  C 0 1 Y N N 70.580 -3.307 52.689 -1.968 -2.753 1.350  C33  333 7  
333 C32  C32  C 0 1 Y N N 71.168 -2.888 51.484 -1.041 -1.724 1.169  C32  333 8  
333 C31  C31  C 0 1 Y N N 70.739 -3.441 50.266 -0.873 -1.124 -0.091 C31  333 9  
333 O28  O28  O 0 1 N N N 71.266 -2.964 49.085 0.037  -0.122 -0.244 O28  333 10 
333 C23  C23  C 0 1 Y N N 71.497 -3.921 48.115 1.329  -0.475 -0.595 C23  333 11 
333 N22  N22  N 0 1 Y N N 71.462 -5.250 48.397 1.569  -1.787 -0.754 N22  333 12 
333 C24  C24  C 0 1 Y N N 71.759 -3.507 46.807 2.262  0.518  -0.755 C24  333 13 
333 C25  C25  C 0 1 Y N N 71.970 -4.481 45.829 3.525  0.085  -1.105 C25  333 14 
333 N26  N26  N 0 1 Y N N 71.921 -5.775 46.151 3.849  -1.213 -1.283 N26  333 15 
333 C21  C21  C 0 1 Y N N 71.665 -6.174 47.421 2.838  -2.082 -1.094 C21  333 16 
333 O17  O17  O 0 1 N N N 71.598 -7.517 47.693 3.133  -3.414 -1.268 O17  333 17 
333 C14  C14  C 0 1 Y N N 70.804 -7.819 48.774 2.108  -4.316 -1.078 C14  333 18 
333 C15  C15  C 0 1 Y N N 69.408 -7.954 48.629 1.896  -4.848 0.184  C15  333 19 
333 C16  C16  C 0 1 Y N N 68.615 -8.294 49.736 0.858  -5.760 0.377  C16  333 20 
333 C13  C13  C 0 1 Y N N 71.397 -8.022 50.033 1.308  -4.673 -2.152 C13  333 21 
333 C12  C12  C 0 1 Y N N 70.606 -8.366 51.136 0.270  -5.584 -1.960 C12  333 22 
333 C11  C11  C 0 1 Y N N 69.210 -8.510 51.000 0.045  -6.128 -0.695 C11  333 23 
333 N3   N3   N 0 1 Y N N 68.459 -8.863 52.068 -0.984 -7.031 -0.504 N3   333 24 
333 C4   C4   C 0 1 Y N N 67.129 -9.020 52.105 -1.325 -7.646 0.674  C4   333 25 
333 C5   C5   C 0 1 Y N N 66.790 -9.360 53.345 -2.399 -8.446 0.364  C5   333 26 
333 NFE  NFE  N 0 1 Y N N 67.899 -9.417 54.081 -2.728 -8.342 -0.964 NFE  333 27 
333 C2   C2   C 0 1 Y N N 68.916 -9.108 53.295 -1.861 -7.486 -1.457 C2   333 28 
333 H36  H36  H 0 1 N N N 69.395 -4.853 49.332 -1.509 -1.089 -2.162 H36  333 29 
333 H381 1H38 H 0 0 N N N 67.035 -5.851 53.458 -3.881 -5.080 -1.589 H381 333 30 
333 H382 2H38 H 0 0 N N N 68.492 -6.860 53.499 -5.134 -3.880 -1.185 H382 333 31 
333 H33  H33  H 0 1 N N N 70.909 -2.877 53.624 -2.101 -3.217 2.320  H33  333 32 
333 H32  H32  H 0 1 N N N 71.949 -2.142 51.494 -0.445 -1.387 2.014  H32  333 33 
333 H24  H24  H 0 1 N N N 71.798 -2.457 46.558 2.037  1.568  -0.620 H24  333 34 
333 H25  H25  H 0 1 N N N 72.173 -4.186 44.810 4.335  0.790  -1.256 H25  333 35 
333 H15  H15  H 0 1 N N N 68.948 -7.796 47.665 2.525  -4.565 1.024  H15  333 36 
333 H16  H16  H 0 1 N N N 67.545 -8.391 49.622 0.693  -6.175 1.369  H16  333 37 
333 H13  H13  H 0 1 N N N 72.465 -7.912 50.149 1.478  -4.253 -3.140 H13  333 38 
333 H12  H12  H 0 1 N N N 71.069 -8.522 52.099 -0.356 -5.863 -2.804 H12  333 39 
333 H4   H4   H 0 1 N N N 66.451 -8.893 51.274 -0.793 -7.467 1.599  H4   333 40 
333 H5   H5   H 0 1 N N N 65.787 -9.556 53.695 -2.953 -9.092 1.030  H5   333 41 
333 H2   H2   H 0 1 N N N 69.951 -9.062 53.599 -1.817 -7.159 -2.488 H2   333 42 
# 
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 
333 C36 C31  DOUB Y N 1  
333 C36 C35  SING Y N 2  
333 C36 H36  SING N N 3  
333 C35 O39  SING N N 4  
333 C35 C34  DOUB Y N 5  
333 O39 C38  SING N N 6  
333 C38 O37  SING N N 7  
333 C38 H381 SING N N 8  
333 C38 H382 SING N N 9  
333 O37 C34  SING N N 10 
333 C34 C33  SING Y N 11 
333 C33 C32  DOUB Y N 12 
333 C33 H33  SING N N 13 
333 C32 C31  SING Y N 14 
333 C32 H32  SING N N 15 
333 C31 O28  SING N N 16 
333 O28 C23  SING N N 17 
333 C23 C24  DOUB Y N 18 
333 C23 N22  SING Y N 19 
333 N22 C21  DOUB Y N 20 
333 C24 C25  SING Y N 21 
333 C24 H24  SING N N 22 
333 C25 N26  DOUB Y N 23 
333 C25 H25  SING N N 24 
333 N26 C21  SING Y N 25 
333 C21 O17  SING N N 26 
333 O17 C14  SING N N 27 
333 C14 C15  DOUB Y N 28 
333 C14 C13  SING Y N 29 
333 C15 C16  SING Y N 30 
333 C15 H15  SING N N 31 
333 C16 C11  DOUB Y N 32 
333 C16 H16  SING N N 33 
333 C13 C12  DOUB Y N 34 
333 C13 H13  SING N N 35 
333 C12 C11  SING Y N 36 
333 C12 H12  SING N N 37 
333 C11 N3   SING N N 38 
333 N3  C4   SING Y N 39 
333 N3  C2   SING Y N 40 
333 C4  C5   DOUB Y N 41 
333 C4  H4   SING N N 42 
333 C5  NFE  SING Y N 43 
333 C5  H5   SING N N 44 
333 NFE C2   DOUB Y N 45 
333 C2  H2   SING N N 46 
# 
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 
333 SMILES           ACDLabs              10.04 O4c5ccc(Oc3nc(Oc2ccc(n1ccnc1)cc2)ncc3)cc5OC4                                                                             
333 InChI            InChI                1.02b InChI=1/C20H14N4O4/c1-3-15(4-2-14(1)24-10-9-21-12-24)28-20-22-8-7-19(23-20)27-16-5-6-17-18(11-16)26-13-25-17/h1-12H,13H2 
333 InChIKey         InChI                1.02b XPXGYINSBORUMM-UHFFFAOYAJ                                                                                                
333 SMILES_CANONICAL CACTVS               3.341 C1Oc2ccc(Oc3ccnc(Oc4ccc(cc4)n5ccnc5)n3)cc2O1                                                                             
333 SMILES           CACTVS               3.341 C1Oc2ccc(Oc3ccnc(Oc4ccc(cc4)n5ccnc5)n3)cc2O1                                                                             
333 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1n2ccnc2)Oc3nccc(n3)Oc4ccc5c(c4)OCO5                                                                             
333 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1n2ccnc2)Oc3nccc(n3)Oc4ccc5c(c4)OCO5                                                                             
# 
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 
333 "SYSTEMATIC NAME" ACDLabs              10.04 4-(1,3-benzodioxol-5-yloxy)-2-[4-(1H-imidazol-1-yl)phenoxy]pyrimidine 
333 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-(1,3-benzodioxol-5-yloxy)-2-(4-imidazol-1-ylphenoxy)pyrimidine      
# 
