data_D6A # _chem_comp.id D6A _chem_comp.name "(3R,5R)-5-{3-[4-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-5-yl}pyrrolidin-3-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H12 F3 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-10-20 _chem_comp.pdbx_modified_date 2020-04-17 _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 299.248 _chem_comp.one_letter_code ? _chem_comp.three_letter_code D6A _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 5QB7 _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 D6A C4 C1 C 0 1 Y N N -3.876 1.958 10.721 -1.866 1.352 -0.194 C4 D6A 1 D6A C5 C2 C 0 1 Y N N -2.762 1.137 10.565 -1.043 0.257 0.058 C5 D6A 2 D6A C6 C3 C 0 1 Y N N -1.456 1.717 10.230 0.430 0.427 0.107 C6 D6A 3 D6A N1 N1 N 0 1 Y N N -0.364 0.998 10.198 1.089 1.543 -0.066 N1 D6A 4 D6A C7 C4 C 0 1 Y N N -0.028 3.104 9.612 2.509 0.052 0.293 C7 D6A 5 D6A C8 C5 C 0 1 N N R 0.719 4.196 8.894 3.854 -0.597 0.489 C8 D6A 6 D6A N2 N2 N 0 1 N N N 2.158 4.240 9.328 4.759 0.294 1.260 N2 D6A 7 D6A C9 C6 C 0 1 N N N 0.198 5.614 9.096 4.587 -0.759 -0.867 C9 D6A 8 D6A C10 C7 C 0 1 N N R 1.092 6.282 10.125 6.074 -0.819 -0.451 C10 D6A 9 D6A C11 C8 C 0 1 N N N 2.415 5.546 10.036 6.133 -0.147 0.933 C11 D6A 10 D6A C12 C9 C 0 1 N N N -6.619 -0.539 11.403 -5.288 -0.235 -0.089 C12 D6A 11 D6A F2 F1 F 0 1 N N N -7.486 -0.217 10.470 -5.836 0.700 -0.973 F2 D6A 12 D6A F F2 F 0 1 N N N -6.609 -1.861 11.456 -5.823 -0.040 1.189 F D6A 13 D6A F1 F3 F 0 1 N N N -7.149 -0.116 12.536 -5.593 -1.528 -0.530 F1 D6A 14 D6A C2 C10 C 0 1 Y N N -5.273 0.044 11.147 -3.792 -0.062 -0.039 C2 D6A 15 D6A C1 C11 C 0 1 Y N N -4.157 -0.773 11.009 -2.980 -1.153 0.217 C1 D6A 16 D6A C3 C12 C 0 1 Y N N -5.110 1.413 11.017 -3.236 1.188 -0.238 C3 D6A 17 D6A C C13 C 0 1 Y N N -2.915 -0.230 10.745 -1.609 -1.000 0.263 C D6A 18 D6A O O1 O 0 1 Y N N 0.627 1.932 9.788 2.281 1.344 0.037 O D6A 19 D6A N N3 N 0 1 Y N N -1.270 3.051 9.913 1.343 -0.542 0.346 N D6A 20 D6A O1 O2 O 0 1 N N N 0.592 5.990 11.430 6.880 -0.100 -1.387 O1 D6A 21 D6A H1 H1 H 0 1 N N N -3.774 3.027 10.610 -1.433 2.329 -0.350 H1 D6A 22 D6A H2 H2 H 0 1 N N N 0.693 3.977 7.816 3.748 -1.561 0.986 H2 D6A 23 D6A H3 H3 H 0 1 N N N 2.345 3.479 9.949 4.619 1.260 1.005 H3 D6A 24 D6A H5 H5 H 0 1 N N N 0.238 6.168 8.147 4.286 -1.684 -1.360 H5 D6A 25 D6A H6 H6 H 0 1 N N N -0.839 5.585 9.461 4.400 0.101 -1.511 H6 D6A 26 D6A H7 H7 H 0 1 N N N 1.207 7.359 9.932 6.407 -1.855 -0.384 H7 D6A 27 D6A H8 H8 H 0 1 N N N 2.808 5.355 11.046 6.800 0.714 0.900 H8 D6A 28 D6A H9 H9 H 0 1 N N N 3.141 6.145 9.467 6.481 -0.861 1.679 H9 D6A 29 D6A H10 H10 H 0 1 N N N -4.262 -1.843 11.109 -3.420 -2.125 0.380 H10 D6A 30 D6A H11 H11 H 0 1 N N N -5.961 2.065 11.149 -3.874 2.038 -0.429 H11 D6A 31 D6A H12 H12 H 0 1 N N N -2.053 -0.877 10.678 -0.976 -1.853 0.459 H12 D6A 32 D6A H13 H13 H 0 1 N N N 1.145 6.404 12.082 7.824 -0.103 -1.177 H13 D6A 33 # # 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 D6A C8 C9 SING N N 1 D6A C8 N2 SING N N 2 D6A C8 C7 SING N N 3 D6A C9 C10 SING N N 4 D6A N2 C11 SING N N 5 D6A C7 O SING Y N 6 D6A C7 N DOUB Y N 7 D6A O N1 SING Y N 8 D6A N C6 SING Y N 9 D6A C11 C10 SING N N 10 D6A C10 O1 SING N N 11 D6A N1 C6 DOUB Y N 12 D6A C6 C5 SING N N 13 D6A F2 C12 SING N N 14 D6A C5 C4 DOUB Y N 15 D6A C5 C SING Y N 16 D6A C4 C3 SING Y N 17 D6A C C1 DOUB Y N 18 D6A C1 C2 SING Y N 19 D6A C3 C2 DOUB Y N 20 D6A C2 C12 SING N N 21 D6A C12 F SING N N 22 D6A C12 F1 SING N N 23 D6A C4 H1 SING N N 24 D6A C8 H2 SING N N 25 D6A N2 H3 SING N N 26 D6A C9 H5 SING N N 27 D6A C9 H6 SING N N 28 D6A C10 H7 SING N N 29 D6A C11 H8 SING N N 30 D6A C11 H9 SING N N 31 D6A C1 H10 SING N N 32 D6A C3 H11 SING N N 33 D6A C H12 SING N N 34 D6A O1 H13 SING N N 35 # # 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 D6A SMILES ACDLabs 12.01 "c1cc(C(F)(F)F)ccc1c2noc(n2)C3CC(O)CN3" D6A InChI InChI 1.03 "InChI=1S/C13H12F3N3O2/c14-13(15,16)8-3-1-7(2-4-8)11-18-12(21-19-11)10-5-9(20)6-17-10/h1-4,9-10,17,20H,5-6H2/t9-,10-/m1/s1" D6A InChIKey InChI 1.03 BFYYUFJLDXZELT-NXEZZACHSA-N D6A SMILES_CANONICAL CACTVS 3.385 "O[C@H]1CN[C@H](C1)c2onc(n2)c3ccc(cc3)C(F)(F)F" D6A SMILES CACTVS 3.385 "O[CH]1CN[CH](C1)c2onc(n2)c3ccc(cc3)C(F)(F)F" D6A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2nc(on2)[C@H]3C[C@H](CN3)O)C(F)(F)F" D6A SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2nc(on2)C3CC(CN3)O)C(F)(F)F" # # 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 D6A "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,5R)-5-{3-[4-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-5-yl}pyrrolidin-3-ol" D6A "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{R},5~{R})-5-[3-[4-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-5-yl]pyrrolidin-3-ol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site D6A "Create component" 2017-10-20 RCSB D6A "Initial release" 2020-04-22 RCSB ##