data_RU9 # _chem_comp.id RU9 _chem_comp.name "2-(4-(3-HYDROXYPHENOXY)PHENYL)-1H-BENZO[D]IMIDAZOLE-5-CARBOXAMIDE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H15 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-11-28 _chem_comp.pdbx_modified_date 2014-09-05 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 345.351 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RU9 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4A9S _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 RU9 C1 C1 C 0 1 N N N 34.294 -33.443 12.597 -7.230 -0.220 0.655 C1 RU9 1 RU9 N1 N1 N 0 1 N N N 34.815 -32.480 13.550 -8.261 0.617 0.423 N1 RU9 2 RU9 O1 O1 O 0 1 N N N 40.602 -30.775 2.874 4.120 -1.103 -0.853 O1 RU9 3 RU9 C2 C2 C 0 1 Y N N 34.955 -33.593 11.229 -5.866 0.156 0.238 C2 RU9 4 RU9 C3 C3 C 0 1 Y N N 35.643 -32.600 10.703 -4.800 -0.711 0.479 C3 RU9 5 RU9 N3 N3 N 0 1 Y N N 37.097 -31.920 8.546 -2.287 -0.962 0.172 N3 RU9 6 RU9 C4 C4 C 0 1 Y N N 36.319 -32.773 9.342 -3.524 -0.351 0.085 C4 RU9 7 RU9 N4 N4 N 0 1 Y N N 36.961 -33.798 7.419 -1.988 0.970 -0.821 N4 RU9 8 RU9 C5 C5 C 0 1 Y N N 37.475 -32.622 7.360 -1.379 -0.113 -0.398 C5 RU9 9 RU9 C6 C6 C 0 1 Y N N 36.208 -33.914 8.706 -3.307 0.885 -0.555 C6 RU9 10 RU9 C7 C7 C 0 1 Y N N 35.410 -35.065 9.319 -4.389 1.744 -0.789 C7 RU9 11 RU9 C8 C8 C 0 1 Y N N 34.830 -34.916 10.487 -5.644 1.382 -0.404 C8 RU9 12 RU9 C9 C9 C 0 1 Y N N 38.314 -32.101 6.196 0.071 -0.374 -0.518 C9 RU9 13 RU9 C10 C10 C 0 1 Y N N 38.169 -32.781 4.839 0.904 0.571 -1.121 C10 RU9 14 RU9 C11 C11 C 0 1 Y N N 38.881 -32.367 3.817 2.255 0.324 -1.231 C11 RU9 15 RU9 C12 C12 C 0 1 Y N N 39.860 -31.207 3.982 2.789 -0.863 -0.743 C12 RU9 16 RU9 C13 C13 C 0 1 Y N N 39.989 -30.619 5.156 1.962 -1.805 -0.142 C13 RU9 17 RU9 C14 C14 C 0 1 Y N N 39.160 -31.101 6.348 0.611 -1.563 -0.024 C14 RU9 18 RU9 C15 C15 C 0 1 Y N N 41.219 -31.871 2.255 4.970 -0.328 -0.129 C15 RU9 19 RU9 C16 C16 C 0 1 Y N N 42.589 -32.350 2.733 4.467 0.586 0.787 C16 RU9 20 RU9 C17 C17 C 0 1 Y N N 43.169 -33.381 2.156 5.330 1.374 1.523 C17 RU9 21 RU9 C18 C18 C 0 1 Y N N 42.471 -34.101 1.004 6.696 1.255 1.350 C18 RU9 22 RU9 C19 C19 C 0 1 Y N N 41.291 -33.689 0.591 7.204 0.343 0.436 C19 RU9 23 RU9 C20 C20 C 0 1 Y N N 40.619 -32.492 1.260 6.340 -0.454 -0.299 C20 RU9 24 RU9 OAB OAB O 0 1 N N N 33.443 -34.203 12.925 -7.424 -1.283 1.212 OAB RU9 25 RU9 OAC OAC O 0 1 N N N 40.650 -34.355 -0.459 8.547 0.227 0.266 OAC RU9 26 RU9 H11N H11N H 0 0 N N N 34.457 -32.456 14.483 -8.106 1.467 -0.019 H11N RU9 27 RU9 H12N H12N H 0 0 N N N 35.532 -31.840 13.273 -9.158 0.370 0.696 H12N RU9 28 RU9 H3 H3 H 0 1 N N N 35.730 -31.663 11.233 -4.970 -1.658 0.970 H3 RU9 29 RU9 H8 H8 H 0 1 N N N 34.266 -35.729 10.920 -6.474 2.047 -0.592 H8 RU9 30 RU9 HA HA H 0 1 N N N 37.346 -30.978 8.771 -2.098 -1.830 0.563 HA RU9 31 RU9 H7 H7 H 0 1 N N N 35.323 -36.003 8.790 -4.228 2.693 -1.280 H7 RU9 32 RU9 H10 H10 H 0 1 N N N 37.480 -33.604 4.719 0.491 1.493 -1.501 H10 RU9 33 RU9 H14 H14 H 0 1 N N N 39.267 -30.624 7.311 -0.030 -2.294 0.447 H14 RU9 34 RU9 H11 H11 H 0 1 N N N 38.774 -32.848 2.856 2.901 1.053 -1.697 H11 RU9 35 RU9 H13 H13 H 0 1 N N N 40.680 -29.797 5.276 2.380 -2.727 0.235 H13 RU9 36 RU9 H16 H16 H 0 1 N N N 43.083 -31.841 3.547 3.400 0.682 0.924 H16 RU9 37 RU9 H20 H20 H 0 1 N N N 39.652 -32.155 0.917 6.733 -1.168 -1.008 H20 RU9 38 RU9 H17 H17 H 0 1 N N N 44.137 -33.717 2.497 4.937 2.085 2.235 H17 RU9 39 RU9 H18 H18 H 0 1 N N N 42.945 -34.947 0.529 7.369 1.873 1.926 H18 RU9 40 RU9 HAC HAC H 0 1 N N N 39.815 -33.939 -0.636 8.962 -0.425 0.848 HAC RU9 41 # 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 RU9 C1 N1 SING N N 1 RU9 C1 C2 SING N N 2 RU9 C1 OAB DOUB N N 3 RU9 O1 C12 SING N N 4 RU9 O1 C15 SING N N 5 RU9 C2 C3 SING Y N 6 RU9 C2 C8 DOUB Y N 7 RU9 C3 C4 DOUB Y N 8 RU9 N3 C4 SING Y N 9 RU9 N3 C5 SING Y N 10 RU9 C4 C6 SING Y N 11 RU9 N4 C5 DOUB Y N 12 RU9 N4 C6 SING Y N 13 RU9 C5 C9 SING N N 14 RU9 C6 C7 DOUB Y N 15 RU9 C7 C8 SING Y N 16 RU9 C9 C10 SING Y N 17 RU9 C9 C14 DOUB Y N 18 RU9 C10 C11 DOUB Y N 19 RU9 C11 C12 SING Y N 20 RU9 C12 C13 DOUB Y N 21 RU9 C13 C14 SING Y N 22 RU9 C15 C16 SING Y N 23 RU9 C15 C20 DOUB Y N 24 RU9 C16 C17 DOUB Y N 25 RU9 C17 C18 SING Y N 26 RU9 C18 C19 DOUB Y N 27 RU9 C19 C20 SING Y N 28 RU9 C19 OAC SING N N 29 RU9 N1 H11N SING N N 30 RU9 N1 H12N SING N N 31 RU9 C3 H3 SING N N 32 RU9 C8 H8 SING N N 33 RU9 N3 HA SING N N 34 RU9 C7 H7 SING N N 35 RU9 C10 H10 SING N N 36 RU9 C14 H14 SING N N 37 RU9 C11 H11 SING N N 38 RU9 C13 H13 SING N N 39 RU9 C16 H16 SING N N 40 RU9 C20 H20 SING N N 41 RU9 C17 H17 SING N N 42 RU9 C18 H18 SING N N 43 RU9 OAC HAC SING N N 44 # 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 RU9 SMILES ACDLabs 12.01 "O=C(c3ccc4nc(c2ccc(Oc1cccc(O)c1)cc2)nc4c3)N" RU9 InChI InChI 1.03 "InChI=1S/C20H15N3O3/c21-19(25)13-6-9-17-18(10-13)23-20(22-17)12-4-7-15(8-5-12)26-16-3-1-2-14(24)11-16/h1-11,24H,(H2,21,25)(H,22,23)" RU9 InChIKey InChI 1.03 PMCFOCQQFLSWEU-UHFFFAOYSA-N RU9 SMILES_CANONICAL CACTVS 3.385 "NC(=O)c1ccc2nc([nH]c2c1)c3ccc(Oc4cccc(O)c4)cc3" RU9 SMILES CACTVS 3.385 "NC(=O)c1ccc2nc([nH]c2c1)c3ccc(Oc4cccc(O)c4)cc3" RU9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)Oc2ccc(cc2)c3[nH]c4cc(ccc4n3)C(=O)N)O" RU9 SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)Oc2ccc(cc2)c3[nH]c4cc(ccc4n3)C(=O)N)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 RU9 "SYSTEMATIC NAME" ACDLabs 12.01 "2-[4-(3-hydroxyphenoxy)phenyl]-1H-benzimidazole-6-carboxamide" RU9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[4-(3-oxidanylphenoxy)phenyl]-3H-benzimidazole-5-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site RU9 "Create component" 2011-11-28 EBI RU9 "Initial release" 2012-10-05 RCSB RU9 "Modify descriptor" 2014-09-05 RCSB #