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 2011-06-04 _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 Y 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 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" 333 InChI InChI 1.03 "InChI=1S/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 1.03 XPXGYINSBORUMM-UHFFFAOYSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 333 "Create component" 2007-02-07 RCSB 333 "Modify aromatic_flag" 2011-06-04 RCSB 333 "Modify descriptor" 2011-06-04 RCSB #