data_391
# 
_chem_comp.id                                    391 
_chem_comp.name                                  4-(1,3-BENZODIOXOL-5-YLOXY)-2-[4-(1H-IMIDAZOL-1-YL)PHENOXY]-6-METHYLPYRIMIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H16 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                        388.376 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     391 
_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 
391 C36  C36  C 0 1 Y N N 69.724 -4.189 50.519 -1.631 -1.546 -1.186 C36  391 1  
391 C35  C35  C 0 1 Y N N 69.235 -4.512 51.817 -2.540 -2.564 -0.981 C35  391 2  
391 O39  O39  O 0 1 N N N 68.134 -5.208 52.207 -3.361 -3.103 -1.923 O39  391 3  
391 C38  C38  C 0 1 N N N 68.223 -5.357 53.637 -4.060 -4.095 -1.144 C38  391 4  
391 O37  O37  O 0 1 N N N 69.281 -4.493 54.081 -3.648 -4.131 0.238  O37  391 5  
391 C34  C34  C 0 1 Y N N 69.959 -4.102 52.968 -2.704 -3.151 0.253  C34  391 6  
391 C33  C33  C 0 1 Y N N 71.177 -3.372 52.818 -1.968 -2.752 1.350  C33  391 7  
391 C32  C32  C 0 1 Y N N 71.670 -3.052 51.522 -1.040 -1.724 1.170  C32  391 8  
391 C31  C31  C 0 1 Y N N 70.946 -3.456 50.359 -0.873 -1.124 -0.091 C31  391 9  
391 O28  O28  O 0 1 N N N 71.397 -3.079 49.093 0.037  -0.122 -0.244 O28  391 10 
391 C23  C23  C 0 1 Y N N 72.100 -4.069 48.412 1.329  -0.475 -0.595 C23  391 11 
391 N22  N22  N 0 1 Y N N 71.676 -5.367 48.472 1.570  -1.787 -0.754 N22  391 12 
391 C24  C24  C 0 1 Y N N 73.228 -3.739 47.632 2.262  0.519  -0.756 C24  391 13 
391 C25  C25  C 0 1 Y N N 73.877 -4.789 46.948 3.525  0.085  -1.106 C25  391 14 
391 C27  C27  C 0 1 N N N 75.113 -4.494 46.091 4.616  1.083  -1.304 C27  391 15 
391 N26  N26  N 0 1 Y N N 73.412 -6.071 47.048 3.849  -1.212 -1.284 N26  391 16 
391 C21  C21  C 0 1 Y N N 72.317 -6.369 47.803 2.838  -2.082 -1.094 C21  391 17 
391 O17  O17  O 0 1 N N N 71.848 -7.673 47.856 3.134  -3.414 -1.269 O17  391 18 
391 C14  C14  C 0 1 Y N N 71.076 -7.966 48.972 2.109  -4.316 -1.079 C14  391 19 
391 C15  C15  C 0 1 Y N N 69.649 -7.917 48.883 1.897  -4.849 0.184  C15  391 20 
391 C16  C16  C 0 1 Y N N 68.847 -8.264 50.005 0.860  -5.761 0.377  C16  391 21 
391 C13  C13  C 0 1 Y N N 71.689 -8.373 50.200 1.308  -4.672 -2.153 C13  391 22 
391 C12  C12  C 0 1 Y N N 70.885 -8.719 51.321 0.270  -5.584 -1.959 C12  391 23 
391 C11  C11  C 0 1 Y N N 69.449 -8.673 51.245 0.046  -6.128 -0.695 C11  391 24 
391 N3   N3   N 0 1 Y N N 68.673 -9.022 52.334 -0.983 -7.032 -0.503 N3   391 25 
391 C4   C4   C 0 1 Y N N 67.323 -9.038 52.407 -1.322 -7.647 0.675  C4   391 26 
391 C5   C5   C 0 1 Y N N 66.965 -9.431 53.623 -2.396 -8.448 0.365  C5   391 27 
391 NFE  NFE  N 0 1 Y N N 68.071 -9.665 54.328 -2.726 -8.343 -0.963 NFE  391 28 
391 C2   C2   C 0 1 Y N N 69.113 -9.417 53.542 -1.859 -7.486 -1.456 C2   391 29 
391 H36  H36  H 0 1 N N N 69.169 -4.499 49.646 -1.509 -1.090 -2.162 H36  391 30 
391 H381 1H38 H 0 0 N N N 67.272 -5.072 54.111 -3.881 -5.081 -1.588 H381 391 31 
391 H382 2H38 H 0 0 N N N 68.429 -6.402 53.911 -5.134 -3.881 -1.184 H382 391 32 
391 H33  H33  H 0 1 N N N 71.727 -3.061 53.694 -2.100 -3.217 2.321  H33  391 33 
391 H32  H32  H 0 1 N N N 72.594 -2.502 51.418 -0.445 -1.386 2.015  H32  391 34 
391 H24  H24  H 0 1 N N N 73.582 -2.721 47.561 2.027  1.567  -0.618 H24  391 35 
391 H271 1H27 H 0 0 N N N 74.818 -4.423 45.034 5.164  1.241  -0.368 H271 391 36 
391 H272 2H27 H 0 0 N N N 75.562 -3.542 46.411 5.326  0.749  -2.072 H272 391 37 
391 H273 3H27 H 0 0 N N N 75.846 -5.305 46.214 4.215  2.049  -1.640 H273 391 38 
391 H15  H15  H 0 1 N N N 69.178 -7.615 47.959 2.528  -4.566 1.023  H15  391 39 
391 H16  H16  H 0 1 N N N 67.771 -8.220 49.925 0.696  -6.176 1.368  H16  391 40 
391 H13  H13  H 0 1 N N N 72.765 -8.417 50.275 1.478  -4.252 -3.140 H13  391 41 
391 H12  H12  H 0 1 N N N 71.359 -9.021 52.243 -0.356 -5.863 -2.804 H12  391 42 
391 H4   H4   H 0 1 N N N 66.647 -8.774 51.607 -0.790 -7.469 1.599  H4   391 43 
391 H5   H5   H 0 1 N N N 65.952 -9.542 53.980 -2.949 -9.095 1.031  H5   391 44 
391 H2   H2   H 0 1 N N N 70.150 -9.517 53.828 -1.817 -7.160 -2.487 H2   391 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 
391 C36 C31  DOUB Y N 1  
391 C36 C35  SING Y N 2  
391 C36 H36  SING N N 3  
391 C35 O39  SING N N 4  
391 C35 C34  DOUB Y N 5  
391 O39 C38  SING N N 6  
391 C38 O37  SING N N 7  
391 C38 H381 SING N N 8  
391 C38 H382 SING N N 9  
391 O37 C34  SING N N 10 
391 C34 C33  SING Y N 11 
391 C33 C32  DOUB Y N 12 
391 C33 H33  SING N N 13 
391 C32 C31  SING Y N 14 
391 C32 H32  SING N N 15 
391 C31 O28  SING N N 16 
391 O28 C23  SING N N 17 
391 C23 C24  DOUB Y N 18 
391 C23 N22  SING Y N 19 
391 N22 C21  DOUB Y N 20 
391 C24 C25  SING Y N 21 
391 C24 H24  SING N N 22 
391 C25 C27  SING N N 23 
391 C25 N26  DOUB Y N 24 
391 C27 H271 SING N N 25 
391 C27 H272 SING N N 26 
391 C27 H273 SING N N 27 
391 N26 C21  SING Y N 28 
391 C21 O17  SING N N 29 
391 O17 C14  SING N N 30 
391 C14 C15  DOUB Y N 31 
391 C14 C13  SING Y N 32 
391 C15 C16  SING Y N 33 
391 C15 H15  SING N N 34 
391 C16 C11  DOUB Y N 35 
391 C16 H16  SING N N 36 
391 C13 C12  DOUB Y N 37 
391 C13 H13  SING N N 38 
391 C12 C11  SING Y N 39 
391 C12 H12  SING N N 40 
391 C11 N3   SING N N 41 
391 N3  C4   SING Y N 42 
391 N3  C2   SING Y N 43 
391 C4  C5   DOUB Y N 44 
391 C4  H4   SING N N 45 
391 C5  NFE  SING Y N 46 
391 C5  H5   SING N N 47 
391 NFE C2   DOUB Y N 48 
391 C2  H2   SING N N 49 
# 
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 
391 SMILES           ACDLabs              10.04 O4c5ccc(Oc3nc(Oc2ccc(n1ccnc1)cc2)nc(c3)C)cc5OC4                                                                                  
391 InChI            InChI                1.02b InChI=1/C21H16N4O4/c1-14-10-20(28-17-6-7-18-19(11-17)27-13-26-18)24-21(23-14)29-16-4-2-15(3-5-16)25-9-8-22-12-25/h2-12H,13H2,1H3 
391 InChIKey         InChI                1.02b QQBNDYARFVOEGW-UHFFFAOYAR                                                                                                        
391 SMILES_CANONICAL CACTVS               3.341 Cc1cc(Oc2ccc3OCOc3c2)nc(Oc4ccc(cc4)n5ccnc5)n1                                                                                    
391 SMILES           CACTVS               3.341 Cc1cc(Oc2ccc3OCOc3c2)nc(Oc4ccc(cc4)n5ccnc5)n1                                                                                    
391 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc(nc(n1)Oc2ccc(cc2)n3ccnc3)Oc4ccc5c(c4)OCO5                                                                                  
391 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc(nc(n1)Oc2ccc(cc2)n3ccnc3)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 
391 "SYSTEMATIC NAME" ACDLabs              10.04 4-(1,3-benzodioxol-5-yloxy)-2-[4-(1H-imidazol-1-yl)phenoxy]-6-methylpyrimidine 
391 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-(1,3-benzodioxol-5-yloxy)-2-(4-imidazol-1-ylphenoxy)-6-methyl-pyrimidine     
# 
