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 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 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 Y 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 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" 391 InChI InChI 1.03 "InChI=1S/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 1.03 QQBNDYARFVOEGW-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 391 "Create component" 2007-02-07 RCSB 391 "Modify aromatic_flag" 2011-06-04 RCSB 391 "Modify descriptor" 2011-06-04 RCSB #