data_DWA # _chem_comp.id DWA _chem_comp.name "(4R)-4-[3-(2-fluoropyridin-3-yl)phenyl]-4-(4-methoxyphenyl)-4,5-dihydro-1,3-oxazol-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H18 F N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-07-03 _chem_comp.pdbx_modified_date 2012-09-07 _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 363.385 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DWA _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 4FRI _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 DWA C15 C15 C 0 1 N N N 66.429 54.981 11.280 5.334 3.132 1.726 C15 DWA 1 DWA O14 O14 O 0 1 N N N 67.112 53.839 11.875 5.109 2.698 0.383 O14 DWA 2 DWA C2 C2 C 0 1 Y N N 67.509 52.828 11.023 4.139 1.766 0.190 C2 DWA 3 DWA C3 C3 C 0 1 Y N N 67.944 51.614 11.553 3.868 1.301 -1.089 C3 DWA 4 DWA C4 C4 C 0 1 Y N N 68.355 50.576 10.703 2.882 0.353 -1.282 C4 DWA 5 DWA C1 C1 C 0 1 Y N N 67.519 52.982 9.634 3.423 1.274 1.271 C1 DWA 6 DWA C6 C6 C 0 1 Y N N 67.934 51.932 8.794 2.442 0.323 1.073 C6 DWA 7 DWA C5 C5 C 0 1 Y N N 68.355 50.713 9.310 2.165 -0.131 -0.204 C5 DWA 8 DWA C7 C7 C 0 1 N N R 68.806 49.558 8.355 1.094 -1.169 -0.417 C7 DWA 9 DWA C19 C19 C 0 1 N N N 68.425 48.181 8.884 1.635 -2.362 -1.242 C19 DWA 10 DWA O18 O18 O 0 1 N N N 67.346 47.723 8.039 2.020 -3.279 -0.198 O18 DWA 11 DWA C17 C17 C 0 1 N N N 67.246 48.600 6.997 1.283 -2.991 0.893 C17 DWA 12 DWA N16 N16 N 0 1 N N N 68.040 49.650 7.098 0.728 -1.819 0.857 N16 DWA 13 DWA N20 N20 N 0 1 N N N 66.395 48.434 6.001 1.132 -3.859 1.946 N20 DWA 14 DWA C8 C8 C 0 1 Y N N 70.293 49.521 8.055 -0.116 -0.562 -1.080 C8 DWA 15 DWA C13 C13 C 0 1 Y N N 70.766 48.729 7.016 -1.194 -0.166 -0.315 C13 DWA 16 DWA C9 C9 C 0 1 Y N N 71.187 50.257 8.819 -0.141 -0.397 -2.453 C9 DWA 17 DWA C10 C10 C 0 1 Y N N 72.548 50.187 8.526 -1.248 0.161 -3.067 C10 DWA 18 DWA C11 C11 C 0 1 Y N N 73.012 49.389 7.497 -2.334 0.556 -2.313 C11 DWA 19 DWA C12 C12 C 0 1 Y N N 72.124 48.663 6.717 -2.312 0.396 -0.928 C12 DWA 20 DWA C21 C21 C 0 1 Y N N 72.580 47.826 5.678 -3.474 0.823 -0.111 C21 DWA 21 DWA C26 C26 C 0 1 Y N N 73.587 46.897 5.934 -4.024 2.097 -0.270 C26 DWA 22 DWA C25 C25 C 0 1 Y N N 74.007 46.030 4.929 -5.109 2.448 0.516 C25 DWA 23 DWA C24 C24 C 0 1 Y N N 73.425 46.098 3.672 -5.609 1.536 1.426 C24 DWA 24 DWA N23 N23 N 0 1 Y N N 72.471 46.984 3.459 -5.070 0.338 1.556 N23 DWA 25 DWA C22 C22 C 0 1 Y N N 72.030 47.834 4.397 -4.040 -0.044 0.826 C22 DWA 26 DWA F27 F27 F 0 1 N N N 71.044 48.705 4.078 -3.521 -1.280 0.993 F27 DWA 27 DWA H1 H1 H 0 1 N N N 66.171 55.705 12.067 6.132 3.874 1.739 H1 DWA 28 DWA H2 H2 H 0 1 N N N 67.090 55.460 10.543 4.421 3.573 2.124 H2 DWA 29 DWA H3 H3 H 0 1 N N N 65.510 54.639 10.781 5.622 2.278 2.340 H3 DWA 30 DWA H4 H4 H 0 1 N N N 67.965 51.472 12.623 4.426 1.680 -1.932 H4 DWA 31 DWA H5 H5 H 0 1 N N N 68.681 49.642 11.137 2.670 -0.009 -2.277 H5 DWA 32 DWA H6 H6 H 0 1 N N N 67.204 53.919 9.200 3.633 1.635 2.267 H6 DWA 33 DWA H7 H7 H 0 1 N N N 67.925 52.077 7.724 1.881 -0.057 1.914 H7 DWA 34 DWA H8 H8 H 0 1 N N N 68.090 48.251 9.930 0.855 -2.790 -1.871 H8 DWA 35 DWA H9 H9 H 0 1 N N N 69.282 47.494 8.818 2.497 -2.065 -1.840 H9 DWA 36 DWA H10 H10 H 0 1 N N N 66.331 49.122 5.278 0.590 -3.606 2.710 H10 DWA 37 DWA H11 H11 H 0 1 N N N 65.814 47.620 5.970 1.568 -4.726 1.927 H11 DWA 38 DWA H12 H12 H 0 1 N N N 70.066 48.153 6.429 -1.172 -0.292 0.758 H12 DWA 39 DWA H13 H13 H 0 1 N N N 70.833 50.876 9.630 0.706 -0.704 -3.047 H13 DWA 40 DWA H14 H14 H 0 1 N N N 73.249 50.764 9.111 -1.262 0.288 -4.140 H14 DWA 41 DWA H15 H15 H 0 1 N N N 74.072 49.330 7.299 -3.197 0.992 -2.793 H15 DWA 42 DWA H16 H16 H 0 1 N N N 74.042 46.850 6.912 -3.614 2.791 -0.989 H16 DWA 43 DWA H17 H17 H 0 1 N N N 74.784 45.307 5.128 -5.559 3.425 0.420 H17 DWA 44 DWA H18 H18 H 0 1 N N N 73.747 45.437 2.881 -6.455 1.807 2.041 H18 DWA 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 DWA N23 C24 DOUB Y N 1 DWA N23 C22 SING Y N 2 DWA C24 C25 SING Y N 3 DWA F27 C22 SING N N 4 DWA C22 C21 DOUB Y N 5 DWA C25 C26 DOUB Y N 6 DWA C21 C26 SING Y N 7 DWA C21 C12 SING N N 8 DWA N20 C17 SING N N 9 DWA C12 C13 DOUB Y N 10 DWA C12 C11 SING Y N 11 DWA C17 N16 DOUB N N 12 DWA C17 O18 SING N N 13 DWA C13 C8 SING Y N 14 DWA N16 C7 SING N N 15 DWA C11 C10 DOUB Y N 16 DWA O18 C19 SING N N 17 DWA C8 C7 SING N N 18 DWA C8 C9 DOUB Y N 19 DWA C7 C19 SING N N 20 DWA C7 C5 SING N N 21 DWA C10 C9 SING Y N 22 DWA C6 C5 DOUB Y N 23 DWA C6 C1 SING Y N 24 DWA C5 C4 SING Y N 25 DWA C1 C2 DOUB Y N 26 DWA C4 C3 DOUB Y N 27 DWA C2 C3 SING Y N 28 DWA C2 O14 SING N N 29 DWA C15 O14 SING N N 30 DWA C15 H1 SING N N 31 DWA C15 H2 SING N N 32 DWA C15 H3 SING N N 33 DWA C3 H4 SING N N 34 DWA C4 H5 SING N N 35 DWA C1 H6 SING N N 36 DWA C6 H7 SING N N 37 DWA C19 H8 SING N N 38 DWA C19 H9 SING N N 39 DWA N20 H10 SING N N 40 DWA N20 H11 SING N N 41 DWA C13 H12 SING N N 42 DWA C9 H13 SING N N 43 DWA C10 H14 SING N N 44 DWA C11 H15 SING N N 45 DWA C26 H16 SING N N 46 DWA C25 H17 SING N N 47 DWA C24 H18 SING N N 48 # 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 DWA SMILES ACDLabs 12.01 "Fc4ncccc4c1cccc(c1)C2(N=C(OC2)N)c3ccc(OC)cc3" DWA InChI InChI 1.03 "InChI=1S/C21H18FN3O2/c1-26-17-9-7-15(8-10-17)21(13-27-20(23)25-21)16-5-2-4-14(12-16)18-6-3-11-24-19(18)22/h2-12H,13H2,1H3,(H2,23,25)/t21-/m1/s1" DWA InChIKey InChI 1.03 WCJQDRXUNINKDD-OAQYLSRUSA-N DWA SMILES_CANONICAL CACTVS 3.370 "COc1ccc(cc1)[C@]2(COC(=N2)N)c3cccc(c3)c4cccnc4F" DWA SMILES CACTVS 3.370 "COc1ccc(cc1)[C]2(COC(=N2)N)c3cccc(c3)c4cccnc4F" DWA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1ccc(cc1)[C@]2(COC(=N2)N)c3cccc(c3)c4cccnc4F" DWA SMILES "OpenEye OEToolkits" 1.7.6 "COc1ccc(cc1)C2(COC(=N2)N)c3cccc(c3)c4cccnc4F" # 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 DWA "SYSTEMATIC NAME" ACDLabs 12.01 "(4R)-4-[3-(2-fluoropyridin-3-yl)phenyl]-4-(4-methoxyphenyl)-4,5-dihydro-1,3-oxazol-2-amine" DWA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(4R)-4-[3-(2-fluoranylpyridin-3-yl)phenyl]-4-(4-methoxyphenyl)-5H-1,3-oxazol-2-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DWA "Create component" 2012-07-03 RCSB DWA "Initial release" 2012-09-07 RCSB #