data_3O4 # _chem_comp.id 3O4 _chem_comp.name "N-[4-[2-[(4-morpholin-4-ylphenyl)amino]pyrimidin-4-yl]phenyl]ethanamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H23 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-09-21 _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 389.450 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3O4 _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 4BBE _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 3O4 O23 O23 O 0 1 N N N -32.269 3.934 -29.300 -7.517 -1.788 -1.188 O23 3O4 1 3O4 C22 C22 C 0 1 N N N -33.225 3.730 -30.048 -8.271 -1.056 -0.582 C22 3O4 2 3O4 N24 N24 N 0 1 N N N -33.230 3.917 -31.372 -7.788 0.031 0.053 N24 3O4 3 3O4 C25 C25 C 0 1 Y N N -32.210 4.350 -32.126 -6.410 0.256 0.103 C25 3O4 4 3O4 C26 C26 C 0 1 Y N N -30.871 4.179 -31.757 -5.918 1.556 0.066 C26 3O4 5 3O4 C19 C19 C 0 1 N N N -34.553 3.218 -29.487 -9.747 -1.357 -0.544 C19 3O4 6 3O4 C17 C17 C 0 1 Y N N -31.487 5.426 -34.168 -4.175 -0.599 0.247 C17 3O4 7 3O4 C16 C16 C 0 1 Y N N -30.150 5.270 -33.796 -3.678 0.703 0.204 C16 3O4 8 3O4 C12 C12 C 0 1 Y N N -29.138 5.727 -34.646 -2.216 0.942 0.257 C12 3O4 9 3O4 C11 C11 C 0 1 Y N N -27.832 5.256 -34.519 -1.708 2.244 0.215 C11 3O4 10 3O4 C10 C10 C 0 1 Y N N -26.863 5.731 -35.396 -0.337 2.418 0.268 C10 3O4 11 3O4 N15 N15 N 0 1 Y N N -27.193 6.610 -36.329 0.448 1.355 0.356 N15 3O4 12 3O4 C14 C14 C 0 1 Y N N -28.455 7.062 -36.457 -0.061 0.132 0.395 C14 3O4 13 3O4 N13 N13 N 0 1 Y N N -29.414 6.617 -35.618 -1.367 -0.079 0.352 N13 3O4 14 3O4 N7 N7 N 0 1 N N N -28.704 7.950 -37.431 0.795 -0.952 0.488 N7 3O4 15 3O4 C1 C1 C 0 1 Y N N -29.877 8.527 -37.741 2.181 -0.758 0.423 C1 3O4 16 3O4 C2 C2 C 0 1 Y N N -31.086 8.192 -37.123 3.031 -1.575 1.156 C2 3O4 17 3O4 C3 C3 C 0 1 Y N N -32.271 8.831 -37.493 4.397 -1.384 1.092 C3 3O4 18 3O4 C4 C4 C 0 1 Y N N -32.254 9.810 -38.488 4.921 -0.375 0.294 C4 3O4 19 3O4 C5 C5 C 0 1 Y N N -31.051 10.148 -39.108 4.070 0.442 -0.440 C5 3O4 20 3O4 C6 C6 C 0 1 Y N N -29.871 9.506 -38.736 2.704 0.247 -0.379 C6 3O4 21 3O4 C90 C90 C 0 1 Y N N -32.509 4.969 -33.339 -5.534 -0.819 0.196 C90 3O4 22 3O4 N8 N8 N 0 1 N N N -33.440 10.460 -38.869 6.305 -0.181 0.230 N8 3O4 23 3O4 C13 C13 C 0 1 Y N N -29.848 4.640 -32.585 -4.559 1.781 0.116 C13 3O4 24 3O4 C9 C9 C 0 1 N N N -34.128 10.054 -40.128 6.991 -1.412 -0.189 C9 3O4 25 3O4 C31 C31 C 0 1 N N N -35.649 10.248 -40.035 8.503 -1.173 -0.189 C31 3O4 26 3O4 O30 O30 O 0 1 N N N -35.958 11.530 -39.442 8.806 -0.066 -1.043 O30 3O4 27 3O4 C29 C29 C 0 1 N N N -35.521 11.594 -38.066 8.155 1.149 -0.663 C29 3O4 28 3O4 C28 C28 C 0 1 N N N -33.987 11.551 -38.014 6.640 0.934 -0.669 C28 3O4 29 3O4 H24 H24 H 0 1 N N N -34.084 3.712 -31.850 -8.398 0.656 0.475 H24 3O4 30 3O4 H191 H191 H 0 0 N N N -34.467 3.090 -28.398 -9.947 -2.265 -1.113 H191 3O4 31 3O4 H192 H192 H 0 0 N N N -35.349 3.944 -29.709 -10.062 -1.499 0.490 H192 3O4 32 3O4 H193 H193 H 0 0 N N N -34.799 2.251 -29.951 -10.299 -0.525 -0.981 H193 3O4 33 3O4 H26 H26 H 0 1 N N N -30.629 3.688 -30.826 -6.601 2.390 -0.002 H26 3O4 34 3O4 H90 H90 H 0 1 N N N -33.539 5.095 -33.638 -5.919 -1.828 0.229 H90 3O4 35 3O4 H13 H13 H 0 1 N N N -28.817 4.510 -32.289 -4.177 2.790 0.086 H13 3O4 36 3O4 H17 H17 H 0 1 N N N -31.730 5.904 -35.105 -3.494 -1.435 0.314 H17 3O4 37 3O4 H11 H11 H 0 1 N N N -27.578 4.537 -33.755 -2.371 3.094 0.142 H11 3O4 38 3O4 H10 H10 H 0 1 N N N -25.844 5.384 -35.316 0.089 3.410 0.236 H10 3O4 39 3O4 H2 H2 H 0 1 N N N -31.103 7.434 -36.354 2.624 -2.360 1.777 H2 3O4 40 3O4 H6 H6 H 0 1 N N N -28.943 9.769 -39.222 2.043 0.879 -0.953 H6 3O4 41 3O4 H3 H3 H 0 1 N N N -33.200 8.568 -37.010 5.059 -2.019 1.663 H3 3O4 42 3O4 H5 H5 H 0 1 N N N -31.034 10.907 -39.876 4.477 1.226 -1.060 H5 3O4 43 3O4 H281 H281 H 0 0 N N N -33.670 11.383 -36.974 6.309 0.697 -1.680 H281 3O4 44 3O4 H282 H282 H 0 0 N N N -33.591 12.514 -38.367 6.142 1.840 -0.325 H282 3O4 45 3O4 H91C H91C H 0 0 N N N -33.741 10.664 -40.958 6.749 -2.217 0.504 H91C 3O4 46 3O4 H92C H92C H 0 0 N N N -33.916 8.993 -40.323 6.665 -1.686 -1.193 H92C 3O4 47 3O4 H291 H291 H 0 0 N N N -35.931 10.737 -37.511 8.478 1.438 0.337 H291 3O4 48 3O4 H292 H292 H 0 0 N N N -35.877 12.530 -37.611 8.414 1.937 -1.371 H292 3O4 49 3O4 H311 H311 H 0 0 N N N -36.079 9.448 -39.414 8.836 -0.951 0.825 H311 3O4 50 3O4 H312 H312 H 0 0 N N N -36.083 10.202 -41.045 9.013 -2.065 -0.553 H312 3O4 51 3O4 H7 H7 H 0 1 N N N -27.922 8.215 -37.995 0.435 -1.846 0.598 H7 3O4 52 # 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 3O4 O23 C22 DOUB N N 1 3O4 C22 N24 SING N N 2 3O4 C22 C19 SING N N 3 3O4 N24 C25 SING N N 4 3O4 C25 C26 SING Y N 5 3O4 C25 C90 DOUB Y N 6 3O4 C26 C13 DOUB Y N 7 3O4 C17 C16 DOUB Y N 8 3O4 C17 C90 SING Y N 9 3O4 C16 C12 SING N N 10 3O4 C16 C13 SING Y N 11 3O4 C12 C11 DOUB Y N 12 3O4 C12 N13 SING Y N 13 3O4 C11 C10 SING Y N 14 3O4 C10 N15 DOUB Y N 15 3O4 N15 C14 SING Y N 16 3O4 C14 N13 DOUB Y N 17 3O4 C14 N7 SING N N 18 3O4 N7 C1 SING N N 19 3O4 C1 C2 SING Y N 20 3O4 C1 C6 DOUB Y N 21 3O4 C2 C3 DOUB Y N 22 3O4 C3 C4 SING Y N 23 3O4 C4 C5 DOUB Y N 24 3O4 C4 N8 SING N N 25 3O4 C5 C6 SING Y N 26 3O4 N8 C28 SING N N 27 3O4 N8 C9 SING N N 28 3O4 C28 C29 SING N N 29 3O4 C29 O30 SING N N 30 3O4 O30 C31 SING N N 31 3O4 C31 C9 SING N N 32 3O4 N24 H24 SING N N 33 3O4 C19 H191 SING N N 34 3O4 C19 H192 SING N N 35 3O4 C19 H193 SING N N 36 3O4 C26 H26 SING N N 37 3O4 C90 H90 SING N N 38 3O4 C13 H13 SING N N 39 3O4 C17 H17 SING N N 40 3O4 C11 H11 SING N N 41 3O4 C10 H10 SING N N 42 3O4 C2 H2 SING N N 43 3O4 C6 H6 SING N N 44 3O4 C3 H3 SING N N 45 3O4 C5 H5 SING N N 46 3O4 C28 H281 SING N N 47 3O4 C28 H282 SING N N 48 3O4 C9 H91C SING N N 49 3O4 C9 H92C SING N N 50 3O4 C29 H291 SING N N 51 3O4 C29 H292 SING N N 52 3O4 C31 H311 SING N N 53 3O4 C31 H312 SING N N 54 3O4 N7 H7 SING N N 55 # 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 3O4 SMILES ACDLabs 12.01 "O=C(Nc1ccc(cc1)c2nc(ncc2)Nc4ccc(N3CCOCC3)cc4)C" 3O4 InChI InChI 1.03 "InChI=1S/C22H23N5O2/c1-16(28)24-18-4-2-17(3-5-18)21-10-11-23-22(26-21)25-19-6-8-20(9-7-19)27-12-14-29-15-13-27/h2-11H,12-15H2,1H3,(H,24,28)(H,23,25,26)" 3O4 InChIKey InChI 1.03 RMBHIVQOFNFWFU-UHFFFAOYSA-N 3O4 SMILES_CANONICAL CACTVS 3.385 "CC(=O)Nc1ccc(cc1)c2ccnc(Nc3ccc(cc3)N4CCOCC4)n2" 3O4 SMILES CACTVS 3.385 "CC(=O)Nc1ccc(cc1)c2ccnc(Nc3ccc(cc3)N4CCOCC4)n2" 3O4 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(=O)Nc1ccc(cc1)c2ccnc(n2)Nc3ccc(cc3)N4CCOCC4" 3O4 SMILES "OpenEye OEToolkits" 1.9.2 "CC(=O)Nc1ccc(cc1)c2ccnc(n2)Nc3ccc(cc3)N4CCOCC4" # 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 3O4 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[4-(2-{[4-(morpholin-4-yl)phenyl]amino}pyrimidin-4-yl)phenyl]acetamide" 3O4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[4-[2-[(4-morpholin-4-ylphenyl)amino]pyrimidin-4-yl]phenyl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3O4 "Create component" 2012-09-21 EBI 3O4 "Other modification" 2012-09-25 EBI 3O4 "Initial release" 2012-11-16 RCSB 3O4 "Modify descriptor" 2014-09-05 RCSB #