data_319 # _chem_comp.id 319 _chem_comp.name "N-({4-[(2-aminopyridin-4-yl)oxy]-3-fluorophenyl}carbamoyl)-2-(4-fluorophenyl)acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H16 F2 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-06-02 _chem_comp.pdbx_modified_date 2011-06-04 _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 398.363 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 319 _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 3CTH _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 319 C1 C1 C 0 1 Y N N 0.114 1.053 52.675 -6.323 -0.309 -0.966 C1 319 1 319 C2 C2 C 0 1 Y N N -2.030 1.669 53.684 -6.163 0.675 1.211 C2 319 2 319 C3 C3 C 0 1 Y N N 0.919 8.066 54.999 1.590 -0.488 0.420 C3 319 3 319 C4 C4 C 0 1 Y N N 1.035 9.286 55.669 2.874 -0.127 0.059 C4 319 4 319 C5 C5 C 0 1 Y N N 0.213 -0.013 53.553 -7.206 0.682 -1.350 C5 319 5 319 C6 C6 C 0 1 Y N N -1.921 0.598 54.572 -7.046 1.667 0.829 C6 319 6 319 C7 C7 C 0 1 Y N N -1.492 11.564 56.384 5.487 1.422 -1.633 C7 319 7 319 C8 C8 C 0 1 Y N N 0.292 9.247 52.984 2.109 -2.792 -0.035 C8 319 8 319 C9 C9 C 0 1 Y N N 0.104 12.981 57.491 5.713 1.055 0.719 C9 319 9 319 C10 C10 C 0 1 Y N N -2.436 12.023 57.286 5.863 2.732 -1.429 C10 319 10 319 C11 C11 C 0 1 Y N N -1.010 1.891 52.732 -5.801 -0.312 0.314 C11 319 11 319 C12 C12 C 0 1 Y N N 0.552 8.048 53.644 1.205 -1.821 0.374 C12 319 12 319 C13 C13 C 0 1 Y N N 0.764 10.483 55.004 3.778 -1.096 -0.350 C13 319 13 319 C14 C14 C 0 1 Y N N -0.191 12.054 56.490 5.408 0.557 -0.542 C14 319 14 319 C15 C15 C 0 1 Y N N -0.798 -0.231 54.488 -7.569 1.671 -0.453 C15 319 15 319 C16 C16 C 0 1 Y N N 0.391 10.457 53.660 3.394 -2.430 -0.397 C16 319 16 319 C17 C17 C 0 1 Y N N -0.909 13.403 58.363 6.084 2.388 0.846 C17 319 17 319 C18 C18 C 0 1 N N N -0.644 4.308 52.461 -3.429 -0.955 0.430 C18 319 18 319 C19 C19 C 0 1 N N N -0.105 6.613 51.741 -1.133 -1.375 0.450 C19 319 19 319 C20 C20 C 0 1 N N N -1.103 3.038 51.784 -4.839 -1.394 0.732 C20 319 20 319 N21 N21 N 0 1 Y N N -2.175 12.928 58.264 6.147 3.175 -0.218 N21 319 21 319 N22 N22 N 0 1 N N N -0.602 14.345 59.377 6.392 2.900 2.101 N22 319 22 319 N23 N23 N 0 1 N N N 0.449 6.803 52.992 -0.097 -2.187 0.741 N23 319 23 319 N24 N24 N 0 1 N N N -0.648 5.356 51.552 -2.393 -1.767 0.721 N24 319 24 319 O25 O25 O 0 1 N N N 0.010 4.322 53.488 -3.226 0.128 -0.075 O25 319 25 319 O26 O26 O 0 1 N N N -0.158 7.426 50.829 -0.929 -0.289 -0.056 O26 319 26 319 O27 O27 O 0 1 N N N 0.860 11.692 55.657 5.041 -0.739 -0.707 O27 319 27 319 F28 F28 F 0 1 N N N -0.681 -1.265 55.325 -8.432 2.641 -0.828 F28 319 28 319 F29 F29 F 0 1 N N N 0.117 11.594 52.989 4.275 -3.373 -0.795 F29 319 29 319 H1 H1 H 0 1 N N N 0.895 1.238 51.953 -6.044 -1.084 -1.665 H1 319 30 319 H2 H2 H 0 1 N N N -2.888 2.324 53.724 -5.755 0.672 2.211 H2 319 31 319 H3 H3 H 0 1 N N N 1.111 7.140 55.521 0.888 0.266 0.743 H3 319 32 319 H4 H4 H 0 1 N N N 1.336 9.303 56.706 3.173 0.910 0.095 H4 319 33 319 H5 H5 H 0 1 N N N 1.068 -0.672 53.514 -7.614 0.684 -2.351 H5 319 34 319 H6 H6 H 0 1 N N N -2.688 0.413 55.309 -7.328 2.439 1.530 H6 319 35 319 H7 H7 H 0 1 N N N -1.755 10.847 55.620 5.253 1.070 -2.627 H7 319 36 319 H8 H8 H 0 1 N N N 0.012 9.236 51.941 1.810 -3.829 -0.071 H8 319 37 319 H9 H9 H 0 1 N N N 1.106 13.371 57.593 5.663 0.415 1.588 H9 319 38 319 H10 H10 H 0 1 N N N -3.442 11.638 57.207 5.926 3.406 -2.271 H10 319 39 319 H20 H20 H 0 1 N N N -0.464 2.840 50.911 -4.940 -1.577 1.802 H20 319 40 319 H20A H20A H 0 0 N N N -2.149 3.157 51.464 -5.060 -2.309 0.184 H20A 319 41 319 HN22 HN22 H 0 0 N N N -0.530 13.876 60.257 6.347 2.328 2.883 HN22 319 42 319 HN2A HN2A H 0 0 N N N 0.267 14.791 59.165 6.651 3.830 2.195 HN2A 319 43 319 HN23 HN23 H 0 0 N N N 0.803 5.999 53.470 -0.253 -3.025 1.205 HN23 319 44 319 HN24 HN24 H 0 0 N N N -1.088 5.185 50.671 -2.555 -2.634 1.125 HN24 319 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 319 C1 C5 DOUB Y N 1 319 C1 C11 SING Y N 2 319 C2 C6 SING Y N 3 319 C2 C11 DOUB Y N 4 319 C3 C4 DOUB Y N 5 319 C3 C12 SING Y N 6 319 C4 C13 SING Y N 7 319 C5 C15 SING Y N 8 319 C6 C15 DOUB Y N 9 319 C7 C10 DOUB Y N 10 319 C7 C14 SING Y N 11 319 C8 C12 DOUB Y N 12 319 C8 C16 SING Y N 13 319 C9 C14 DOUB Y N 14 319 C9 C17 SING Y N 15 319 C10 N21 SING Y N 16 319 C11 C20 SING N N 17 319 C12 N23 SING N N 18 319 C13 C16 DOUB Y N 19 319 C13 O27 SING N N 20 319 C14 O27 SING N N 21 319 C15 F28 SING N N 22 319 C16 F29 SING N N 23 319 C17 N21 DOUB Y N 24 319 C17 N22 SING N N 25 319 C18 C20 SING N N 26 319 C18 N24 SING N N 27 319 C18 O25 DOUB N N 28 319 C19 N23 SING N N 29 319 C19 N24 SING N N 30 319 C19 O26 DOUB N N 31 319 C1 H1 SING N N 32 319 C2 H2 SING N N 33 319 C3 H3 SING N N 34 319 C4 H4 SING N N 35 319 C5 H5 SING N N 36 319 C6 H6 SING N N 37 319 C7 H7 SING N N 38 319 C8 H8 SING N N 39 319 C9 H9 SING N N 40 319 C10 H10 SING N N 41 319 C20 H20 SING N N 42 319 C20 H20A SING N N 43 319 N22 HN22 SING N N 44 319 N22 HN2A SING N N 45 319 N23 HN23 SING N N 46 319 N24 HN24 SING N N 47 # 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 319 SMILES ACDLabs 10.04 "Fc1ccc(cc1)CC(=O)NC(=O)Nc3ccc(Oc2ccnc(N)c2)c(F)c3" 319 SMILES_CANONICAL CACTVS 3.341 "Nc1cc(Oc2ccc(NC(=O)NC(=O)Cc3ccc(F)cc3)cc2F)ccn1" 319 SMILES CACTVS 3.341 "Nc1cc(Oc2ccc(NC(=O)NC(=O)Cc3ccc(F)cc3)cc2F)ccn1" 319 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1CC(=O)NC(=O)Nc2ccc(c(c2)F)Oc3ccnc(c3)N)F" 319 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1CC(=O)NC(=O)Nc2ccc(c(c2)F)Oc3ccnc(c3)N)F" 319 InChI InChI 1.03 "InChI=1S/C20H16F2N4O3/c21-13-3-1-12(2-4-13)9-19(27)26-20(28)25-14-5-6-17(16(22)10-14)29-15-7-8-24-18(23)11-15/h1-8,10-11H,9H2,(H2,23,24)(H2,25,26,27,28)" 319 InChIKey InChI 1.03 USBSTVPJNQLYEM-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 319 "SYSTEMATIC NAME" ACDLabs 10.04 "N-({4-[(2-aminopyridin-4-yl)oxy]-3-fluorophenyl}carbamoyl)-2-(4-fluorophenyl)acetamide" 319 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[[4-(2-aminopyridin-4-yl)oxy-3-fluoro-phenyl]carbamoyl]-2-(4-fluorophenyl)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 319 "Create component" 2008-06-02 RCSB 319 "Modify aromatic_flag" 2011-06-04 RCSB 319 "Modify descriptor" 2011-06-04 RCSB #