data_1YW # _chem_comp.id 1YW _chem_comp.name "N-({(5S)-3-[3-fluoro-4-(pyrrolidin-1-yl)phenyl]-4,5-dihydro-1,2-oxazol-5-yl}methyl)acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H20 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 2013-08-08 _chem_comp.pdbx_modified_date 2013-11-29 _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 305.347 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1YW _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 4LZ7 _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 1YW O21 O21 O 0 1 N N N 54.554 77.146 55.234 6.727 -1.576 -0.854 O21 1YW 1 1YW C22 C22 C 0 1 N N N 53.986 78.217 55.516 6.745 -0.620 -0.109 C22 1YW 2 1YW C20 C20 C 0 1 N N N 54.232 78.914 56.836 8.061 -0.025 0.322 C20 1YW 3 1YW N19 N19 N 0 1 N N N 53.129 78.883 54.684 5.588 -0.085 0.329 N19 1YW 4 1YW C18 C18 C 0 1 N N N 52.728 78.441 53.372 4.309 -0.659 -0.095 C18 1YW 5 1YW C17 C17 C 0 1 N N S 53.290 79.272 52.225 3.161 0.128 0.540 C17 1YW 6 1YW O8 O8 O 0 1 N N N 52.808 80.603 52.193 3.020 1.424 -0.077 O8 1YW 7 1YW C9 C9 C 0 1 N N N 54.783 79.476 52.359 1.796 -0.525 0.216 C9 1YW 8 1YW C6 C6 C 0 1 N N N 54.909 80.968 52.506 0.894 0.678 0.015 C6 1YW 9 1YW N10 N10 N 0 1 N N N 53.775 81.510 52.476 1.640 1.722 -0.136 N10 1YW 10 1YW C4 C4 C 0 1 Y N N 56.220 81.684 52.660 -0.581 0.660 -0.004 C4 1YW 11 1YW C2 C2 C 0 1 Y N N 56.283 83.056 52.921 -1.293 1.846 -0.198 C2 1YW 12 1YW C5 C5 C 0 1 Y N N 57.400 80.967 52.527 -1.268 -0.545 0.167 C5 1YW 13 1YW C3 C3 C 0 1 Y N N 58.617 81.614 52.669 -2.647 -0.559 0.149 C3 1YW 14 1YW F7 F7 F 0 1 N N N 59.734 80.888 52.540 -3.313 -1.722 0.314 F7 1YW 15 1YW C11 C11 C 0 1 Y N N 58.704 82.977 52.933 -3.353 0.627 -0.040 C11 1YW 16 1YW C1 C1 C 0 1 Y N N 57.513 83.705 53.049 -2.671 1.826 -0.216 C1 1YW 17 1YW N15 N15 N 0 1 N N N 59.972 83.598 53.048 -4.748 0.610 -0.059 N15 1YW 18 1YW C13 C13 C 0 1 N N N 60.115 85.050 53.100 -5.285 -0.094 1.125 C13 1YW 19 1YW C14 C14 C 0 1 N N N 61.226 82.849 53.089 -5.252 -0.058 -1.272 C14 1YW 20 1YW C16 C16 C 0 1 N N N 62.268 83.929 53.027 -6.163 -1.215 -0.811 C16 1YW 21 1YW C12 C12 C 0 1 N N N 61.595 85.272 53.217 -6.577 -0.785 0.621 C12 1YW 22 1YW H1 H1 H 0 1 N N N 54.948 78.329 57.432 8.358 0.750 -0.384 H1 1YW 23 1YW H2 H2 H 0 1 N N N 54.643 79.917 56.650 7.954 0.410 1.316 H2 1YW 24 1YW H3 H3 H 0 1 N N N 53.284 79.002 57.386 8.821 -0.805 0.347 H3 1YW 25 1YW H4 H4 H 0 1 N N N 52.749 79.748 55.013 5.602 0.680 0.925 H4 1YW 26 1YW H5 H5 H 0 1 N N N 51.630 78.479 53.318 4.229 -0.606 -1.181 H5 1YW 27 1YW H6 H6 H 0 1 N N N 53.066 77.402 53.241 4.254 -1.701 0.223 H6 1YW 28 1YW H7 H7 H 0 1 N N N 53.078 78.761 51.274 3.303 0.221 1.617 H7 1YW 29 1YW H8 H8 H 0 1 N N N 55.175 78.957 53.246 1.857 -1.118 -0.697 H8 1YW 30 1YW H9 H9 H 0 1 N N N 55.313 79.121 51.463 1.449 -1.133 1.051 H9 1YW 31 1YW H10 H10 H 0 1 N N N 55.369 83.621 53.025 -0.765 2.777 -0.334 H10 1YW 32 1YW H11 H11 H 0 1 N N N 57.370 79.909 52.314 -0.720 -1.464 0.313 H11 1YW 33 1YW H12 H12 H 0 1 N N N 57.546 84.768 53.237 -3.221 2.742 -0.366 H12 1YW 34 1YW H13 H13 H 0 1 N N N 59.723 85.513 52.183 -4.571 -0.836 1.482 H13 1YW 35 1YW H14 H14 H 0 1 N N N 59.589 85.463 53.973 -5.520 0.619 1.916 H14 1YW 36 1YW H15 H15 H 0 1 N N N 61.309 82.170 52.228 -5.825 0.647 -1.874 H15 1YW 37 1YW H16 H16 H 0 1 N N N 61.311 82.271 54.021 -4.418 -0.450 -1.854 H16 1YW 38 1YW H17 H17 H 0 1 N N N 63.010 83.772 53.824 -7.038 -1.298 -1.456 H17 1YW 39 1YW H18 H18 H 0 1 N N N 62.769 83.902 52.048 -5.611 -2.155 -0.787 H18 1YW 40 1YW H19 H19 H 0 1 N N N 61.837 85.677 54.210 -6.820 -1.653 1.235 H19 1YW 41 1YW H20 H20 H 0 1 N N N 61.933 85.975 52.442 -7.410 -0.083 0.593 H20 1YW 42 # 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 1YW O8 C17 SING N N 1 1YW O8 N10 SING N N 2 1YW C17 C9 SING N N 3 1YW C17 C18 SING N N 4 1YW C9 C6 SING N N 5 1YW N10 C6 DOUB N N 6 1YW C6 C4 SING N N 7 1YW C5 C4 DOUB Y N 8 1YW C5 C3 SING Y N 9 1YW F7 C3 SING N N 10 1YW C4 C2 SING Y N 11 1YW C3 C11 DOUB Y N 12 1YW C2 C1 DOUB Y N 13 1YW C11 N15 SING N N 14 1YW C11 C1 SING Y N 15 1YW C16 C14 SING N N 16 1YW C16 C12 SING N N 17 1YW N15 C14 SING N N 18 1YW N15 C13 SING N N 19 1YW C13 C12 SING N N 20 1YW C18 N19 SING N N 21 1YW N19 C22 SING N N 22 1YW O21 C22 DOUB N N 23 1YW C22 C20 SING N N 24 1YW C20 H1 SING N N 25 1YW C20 H2 SING N N 26 1YW C20 H3 SING N N 27 1YW N19 H4 SING N N 28 1YW C18 H5 SING N N 29 1YW C18 H6 SING N N 30 1YW C17 H7 SING N N 31 1YW C9 H8 SING N N 32 1YW C9 H9 SING N N 33 1YW C2 H10 SING N N 34 1YW C5 H11 SING N N 35 1YW C1 H12 SING N N 36 1YW C13 H13 SING N N 37 1YW C13 H14 SING N N 38 1YW C14 H15 SING N N 39 1YW C14 H16 SING N N 40 1YW C16 H17 SING N N 41 1YW C16 H18 SING N N 42 1YW C12 H19 SING N N 43 1YW C12 H20 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 1YW SMILES ACDLabs 12.01 "Fc2c(N1CCCC1)ccc(c2)C3=NOC(C3)CNC(=O)C" 1YW InChI InChI 1.03 "InChI=1S/C16H20FN3O2/c1-11(21)18-10-13-9-15(19-22-13)12-4-5-16(14(17)8-12)20-6-2-3-7-20/h4-5,8,13H,2-3,6-7,9-10H2,1H3,(H,18,21)/t13-/m0/s1" 1YW InChIKey InChI 1.03 DTWBPWINMUHOOF-ZDUSSCGKSA-N 1YW SMILES_CANONICAL CACTVS 3.385 "CC(=O)NC[C@@H]1CC(=NO1)c2ccc(N3CCCC3)c(F)c2" 1YW SMILES CACTVS 3.385 "CC(=O)NC[CH]1CC(=NO1)c2ccc(N3CCCC3)c(F)c2" 1YW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(=O)NC[C@@H]1CC(=NO1)c2ccc(c(c2)F)N3CCCC3" 1YW SMILES "OpenEye OEToolkits" 1.7.6 "CC(=O)NCC1CC(=NO1)c2ccc(c(c2)F)N3CCCC3" # 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 1YW "SYSTEMATIC NAME" ACDLabs 12.01 "N-({(5S)-3-[3-fluoro-4-(pyrrolidin-1-yl)phenyl]-4,5-dihydro-1,2-oxazol-5-yl}methyl)acetamide" 1YW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[[(5S)-3-(3-fluoranyl-4-pyrrolidin-1-yl-phenyl)-4,5-dihydro-1,2-oxazol-5-yl]methyl]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 1YW "Create component" 2013-08-08 RCSB 1YW "Initial release" 2013-12-04 RCSB #