data_2F5 # _chem_comp.id 2F5 _chem_comp.name "1H-benzimidazol-2-yl(4-{[3-(morpholin-4-yl)pyrazin-2-yl]oxy}phenyl)methanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H19 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-10-07 _chem_comp.pdbx_modified_date 2013-10-18 _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 401.418 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2F5 _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 4MVH _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 2F5 O01 O01 O 0 1 N N N -14.420 45.005 86.682 3.465 -3.082 0.035 O01 2F5 1 2F5 C02 C02 C 0 1 N N N -15.193 44.240 87.238 3.152 -1.909 0.106 C02 2F5 2 2F5 C03 C03 C 0 1 Y N N -16.608 44.703 87.483 4.199 -0.865 0.136 C03 2F5 3 2F5 N04 N04 N 0 1 Y N N -17.691 43.921 87.634 5.548 -1.102 0.188 N04 2F5 4 2F5 C05 C05 C 0 1 Y N N -18.805 44.735 87.845 6.173 0.123 0.200 C05 2F5 5 2F5 C06 C06 C 0 1 Y N N -20.179 44.441 88.069 7.501 0.530 0.246 C06 2F5 6 2F5 C07 C07 C 0 1 Y N N -21.097 45.492 88.251 7.804 1.874 0.245 C07 2F5 7 2F5 C08 C08 C 0 1 Y N N -20.656 46.831 88.215 6.793 2.826 0.200 C08 2F5 8 2F5 C09 C09 C 0 1 Y N N -19.310 47.121 87.998 5.482 2.449 0.156 C09 2F5 9 2F5 C10 C10 C 0 1 Y N N -18.368 46.046 87.813 5.146 1.088 0.155 C10 2F5 10 2F5 N11 N11 N 0 1 Y N N -17.001 46.008 87.586 3.977 0.426 0.112 N11 2F5 11 2F5 C12 C12 C 0 1 Y N N -14.697 42.870 87.674 1.729 -1.527 0.155 C12 2F5 12 2F5 C13 C13 C 0 1 Y N N -15.574 41.932 88.267 0.741 -2.513 0.248 C13 2F5 13 2F5 C14 C14 C 0 1 Y N N -15.107 40.680 88.663 -0.586 -2.152 0.294 C14 2F5 14 2F5 C15 C15 C 0 1 Y N N -13.771 40.344 88.469 -0.946 -0.810 0.249 C15 2F5 15 2F5 O16 O16 O 0 1 N N N -13.337 39.102 88.892 -2.255 -0.458 0.294 O16 2F5 16 2F5 C17 C17 C 0 1 Y N N -12.963 38.209 87.907 -2.848 -0.057 -0.859 C17 2F5 17 2F5 N18 N18 N 0 1 Y N N -13.695 38.073 86.776 -2.132 0.072 -1.963 N18 2F5 18 2F5 C19 C19 C 0 1 Y N N -13.325 37.183 85.827 -2.714 0.458 -3.088 C19 2F5 19 2F5 C20 C20 C 0 1 Y N N -12.190 36.402 86.027 -4.067 0.727 -3.115 C20 2F5 20 2F5 N21 N21 N 0 1 Y N N -11.457 36.532 87.170 -4.793 0.601 -2.015 N21 2F5 21 2F5 C22 C22 C 0 1 Y N N -11.820 37.416 88.122 -4.221 0.216 -0.885 C22 2F5 22 2F5 N23 N23 N 0 1 N N N -11.031 37.565 89.359 -4.983 0.077 0.271 N23 2F5 23 2F5 C24 C24 C 0 1 N N N -10.901 36.345 89.907 -4.440 0.899 1.362 C24 2F5 24 2F5 C25 C25 C 0 1 N N N -10.606 36.475 91.378 -5.270 0.672 2.628 C25 2F5 25 2F5 O26 O26 O 0 1 N N N -9.630 37.534 91.674 -6.641 0.973 2.354 O26 2F5 26 2F5 C27 C27 C 0 1 N N N -10.031 38.809 91.062 -7.202 0.190 1.297 C27 2F5 27 2F5 C28 C28 C 0 1 N N N -10.273 38.658 89.584 -6.392 0.413 0.018 C28 2F5 28 2F5 C29 C29 C 0 1 Y N N -12.889 41.272 87.894 0.033 0.174 0.156 C29 2F5 29 2F5 C30 C30 C 0 1 Y N N -13.363 42.532 87.494 1.363 -0.177 0.115 C30 2F5 30 2F5 H1 H1 H 0 1 N N N -17.697 42.922 87.601 5.980 -1.970 0.210 H1 2F5 31 2F5 H2 H2 H 0 1 N N N -20.516 43.415 88.099 8.292 -0.205 0.281 H2 2F5 32 2F5 H3 H3 H 0 1 N N N -22.141 45.273 88.419 8.836 2.190 0.281 H3 2F5 33 2F5 H4 H4 H 0 1 N N N -21.364 47.635 88.356 7.047 3.875 0.201 H4 2F5 34 2F5 H5 H5 H 0 1 N N N -18.974 48.147 87.969 4.705 3.198 0.121 H5 2F5 35 2F5 H7 H7 H 0 1 N N N -16.613 42.188 88.414 1.020 -3.556 0.283 H7 2F5 36 2F5 H8 H8 H 0 1 N N N -15.782 39.971 89.120 -1.349 -2.913 0.366 H8 2F5 37 2F5 H9 H9 H 0 1 N N N -13.905 37.079 84.922 -2.127 0.564 -3.989 H9 2F5 38 2F5 H10 H10 H 0 1 N N N -11.888 35.690 85.273 -4.534 1.042 -4.036 H10 2F5 39 2F5 H11 H11 H 0 1 N N N -11.836 35.782 89.770 -3.404 0.616 1.550 H11 2F5 40 2F5 H12 H12 H 0 1 N N N -10.075 35.810 89.415 -4.485 1.952 1.082 H12 2F5 41 2F5 H13 H13 H 0 1 N N N -11.544 36.705 91.905 -5.181 -0.370 2.939 H13 2F5 42 2F5 H14 H14 H 0 1 N N N -10.206 35.517 91.742 -4.906 1.322 3.424 H14 2F5 43 2F5 H15 H15 H 0 1 N N N -9.232 39.548 91.220 -7.170 -0.865 1.569 H15 2F5 44 2F5 H16 H16 H 0 1 N N N -10.956 39.161 91.542 -8.236 0.491 1.131 H16 2F5 45 2F5 H17 H17 H 0 1 N N N -9.310 38.549 89.065 -6.468 1.457 -0.284 H17 2F5 46 2F5 H18 H18 H 0 1 N N N -10.795 39.549 89.205 -6.781 -0.225 -0.776 H18 2F5 47 2F5 H19 H19 H 0 1 N N N -11.848 41.018 87.759 -0.250 1.216 0.121 H19 2F5 48 2F5 H20 H20 H 0 1 N N N -12.685 43.242 87.044 2.123 0.587 0.048 H20 2F5 49 # 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 2F5 C19 C20 DOUB Y N 1 2F5 C19 N18 SING Y N 2 2F5 C20 N21 SING Y N 3 2F5 O01 C02 DOUB N N 4 2F5 N18 C17 DOUB Y N 5 2F5 N21 C22 DOUB Y N 6 2F5 C02 C03 SING N N 7 2F5 C02 C12 SING N N 8 2F5 C03 N11 DOUB Y N 9 2F5 C03 N04 SING Y N 10 2F5 C30 C12 DOUB Y N 11 2F5 C30 C29 SING Y N 12 2F5 N11 C10 SING Y N 13 2F5 N04 C05 SING Y N 14 2F5 C12 C13 SING Y N 15 2F5 C10 C05 DOUB Y N 16 2F5 C10 C09 SING Y N 17 2F5 C05 C06 SING Y N 18 2F5 C29 C15 DOUB Y N 19 2F5 C17 C22 SING Y N 20 2F5 C17 O16 SING N N 21 2F5 C09 C08 DOUB Y N 22 2F5 C06 C07 DOUB Y N 23 2F5 C22 N23 SING N N 24 2F5 C08 C07 SING Y N 25 2F5 C13 C14 DOUB Y N 26 2F5 C15 C14 SING Y N 27 2F5 C15 O16 SING N N 28 2F5 N23 C28 SING N N 29 2F5 N23 C24 SING N N 30 2F5 C28 C27 SING N N 31 2F5 C24 C25 SING N N 32 2F5 C27 O26 SING N N 33 2F5 C25 O26 SING N N 34 2F5 N04 H1 SING N N 35 2F5 C06 H2 SING N N 36 2F5 C07 H3 SING N N 37 2F5 C08 H4 SING N N 38 2F5 C09 H5 SING N N 39 2F5 C13 H7 SING N N 40 2F5 C14 H8 SING N N 41 2F5 C19 H9 SING N N 42 2F5 C20 H10 SING N N 43 2F5 C24 H11 SING N N 44 2F5 C24 H12 SING N N 45 2F5 C25 H13 SING N N 46 2F5 C25 H14 SING N N 47 2F5 C27 H15 SING N N 48 2F5 C27 H16 SING N N 49 2F5 C28 H17 SING N N 50 2F5 C28 H18 SING N N 51 2F5 C29 H19 SING N N 52 2F5 C30 H20 SING N N 53 # 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 2F5 SMILES ACDLabs 12.01 "O=C(c2nc1ccccc1n2)c5ccc(Oc4nccnc4N3CCOCC3)cc5" 2F5 InChI InChI 1.03 "InChI=1S/C22H19N5O3/c28-19(20-25-17-3-1-2-4-18(17)26-20)15-5-7-16(8-6-15)30-22-21(23-9-10-24-22)27-11-13-29-14-12-27/h1-10H,11-14H2,(H,25,26)" 2F5 InChIKey InChI 1.03 YWFDAAMTUBHJGI-UHFFFAOYSA-N 2F5 SMILES_CANONICAL CACTVS 3.385 "O=C(c1[nH]c2ccccc2n1)c3ccc(Oc4nccnc4N5CCOCC5)cc3" 2F5 SMILES CACTVS 3.385 "O=C(c1[nH]c2ccccc2n1)c3ccc(Oc4nccnc4N5CCOCC5)cc3" 2F5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)[nH]c(n2)C(=O)c3ccc(cc3)Oc4c(nccn4)N5CCOCC5" 2F5 SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)[nH]c(n2)C(=O)c3ccc(cc3)Oc4c(nccn4)N5CCOCC5" # 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 2F5 "SYSTEMATIC NAME" ACDLabs 12.01 "1H-benzimidazol-2-yl(4-{[3-(morpholin-4-yl)pyrazin-2-yl]oxy}phenyl)methanone" 2F5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1H-benzimidazol-2-yl-[4-(3-morpholin-4-ylpyrazin-2-yl)oxyphenyl]methanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2F5 "Create component" 2013-10-07 RCSB 2F5 "Initial release" 2013-10-23 RCSB #