data_DD4 # _chem_comp.id DD4 _chem_comp.name "(3R,5R)-5-[3-(3-fluoro-4-methylphenyl)-1,2,4-oxadiazol-5-yl]pyrrolidin-3-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H14 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 2017-10-23 _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 263.268 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DD4 _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 5QBR _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 DD4 C4 C1 C 0 1 Y N N -2.769 2.040 10.595 1.943 0.123 0.060 C4 DD4 1 DD4 C5 C2 C 0 1 Y N N -2.965 0.666 10.700 2.851 -0.917 -0.116 C5 DD4 2 DD4 C6 C3 C 0 1 Y N N -4.237 0.194 10.906 4.205 -0.645 -0.182 C6 DD4 3 DD4 N1 N1 N 0 1 Y N N -0.379 1.844 10.173 -0.076 -1.339 0.057 N1 DD4 4 DD4 C7 C4 C 0 1 Y N N -1.460 2.572 10.180 0.488 -0.163 0.138 C7 DD4 5 DD4 C8 C5 C 0 1 Y N N -0.012 3.907 9.484 -1.613 0.053 0.316 C8 DD4 6 DD4 N2 N2 N 0 1 N N N 2.200 5.022 9.339 -3.811 -0.278 1.350 N2 DD4 7 DD4 C9 C6 C 0 1 N N R 0.781 4.994 8.823 -3.007 0.604 0.476 C9 DD4 8 DD4 C10 C7 C 0 1 N N N 0.250 6.403 9.075 -3.750 0.597 -0.883 C10 DD4 9 DD4 C11 C8 C 0 1 N N R 1.154 7.015 10.132 -5.233 0.567 -0.430 C11 DD4 10 DD4 C12 C9 C 0 1 N N N 2.506 6.410 9.834 -5.192 -0.315 0.836 C12 DD4 11 DD4 F F1 F 0 1 N N N -4.442 -1.142 10.928 5.089 -1.653 -0.352 F DD4 12 DD4 C1 C10 C 0 1 Y N N -5.347 0.997 11.058 4.657 0.660 -0.073 C1 DD4 13 DD4 C C11 C 0 1 N N N -6.734 0.469 11.319 6.134 0.952 -0.147 C DD4 14 DD4 C3 C12 C 0 1 Y N N -3.862 2.884 10.738 2.404 1.434 0.169 C3 DD4 15 DD4 C2 C13 C 0 1 Y N N -5.122 2.368 10.971 3.757 1.696 0.102 C2 DD4 16 DD4 O O1 O 0 1 Y N N 0.617 2.741 9.710 -1.280 -1.232 0.157 O DD4 17 DD4 N N3 N 0 1 Y N N -1.270 3.882 9.772 -0.501 0.744 0.305 N DD4 18 DD4 O1 O2 O 0 1 N N N 0.813 6.492 11.415 -6.056 -0.028 -1.435 O1 DD4 19 DD4 H1 H1 H 0 1 N N N -2.131 -0.016 10.621 2.499 -1.935 -0.200 H1 DD4 20 DD4 H2 H2 H 0 1 N N N 2.298 4.368 10.089 -3.415 -1.205 1.391 H2 DD4 21 DD4 H4 H4 H 0 1 N N N 0.801 4.814 7.738 -2.972 1.613 0.885 H4 DD4 22 DD4 H5 H5 H 0 1 N N N 0.290 6.996 8.150 -3.533 1.502 -1.451 H5 DD4 23 DD4 H6 H6 H 0 1 N N N -0.787 6.360 9.439 -3.500 -0.294 -1.460 H6 DD4 24 DD4 H7 H7 H 0 1 N N N 1.166 8.114 10.087 -5.583 1.571 -0.192 H7 DD4 25 DD4 H8 H8 H 0 1 N N N 3.123 6.371 10.744 -5.466 -1.340 0.582 H8 DD4 26 DD4 H9 H9 H 0 1 N N N 3.030 6.991 9.061 -5.878 0.079 1.585 H9 DD4 27 DD4 H10 H10 H 0 1 N N N -6.895 0.381 12.404 6.417 1.132 -1.183 H10 DD4 28 DD4 H11 H11 H 0 1 N N N -7.476 1.161 10.893 6.359 1.836 0.451 H11 DD4 29 DD4 H12 H12 H 0 1 N N N -6.844 -0.520 10.851 6.692 0.100 0.240 H12 DD4 30 DD4 H13 H13 H 0 1 N N N -3.726 3.953 10.666 1.703 2.244 0.305 H13 DD4 31 DD4 H14 H14 H 0 1 N N N -5.954 3.046 11.089 4.115 2.711 0.186 H14 DD4 32 DD4 H15 H15 H 0 1 N N N 1.379 6.876 12.074 -6.994 -0.071 -1.201 H15 DD4 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 DD4 C9 C10 SING N N 1 DD4 C9 N2 SING N N 2 DD4 C9 C8 SING N N 3 DD4 C10 C11 SING N N 4 DD4 N2 C12 SING N N 5 DD4 C8 O SING Y N 6 DD4 C8 N DOUB Y N 7 DD4 O N1 SING Y N 8 DD4 N C7 SING Y N 9 DD4 C12 C11 SING N N 10 DD4 C11 O1 SING N N 11 DD4 N1 C7 DOUB Y N 12 DD4 C7 C4 SING N N 13 DD4 C4 C5 DOUB Y N 14 DD4 C4 C3 SING Y N 15 DD4 C5 C6 SING Y N 16 DD4 C3 C2 DOUB Y N 17 DD4 C6 F SING N N 18 DD4 C6 C1 DOUB Y N 19 DD4 C2 C1 SING Y N 20 DD4 C1 C SING N N 21 DD4 C5 H1 SING N N 22 DD4 N2 H2 SING N N 23 DD4 C9 H4 SING N N 24 DD4 C10 H5 SING N N 25 DD4 C10 H6 SING N N 26 DD4 C11 H7 SING N N 27 DD4 C12 H8 SING N N 28 DD4 C12 H9 SING N N 29 DD4 C H10 SING N N 30 DD4 C H11 SING N N 31 DD4 C H12 SING N N 32 DD4 C3 H13 SING N N 33 DD4 C2 H14 SING N N 34 DD4 O1 H15 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 DD4 SMILES ACDLabs 12.01 "c1(cc(F)c(C)cc1)c2noc(n2)C3NCC(C3)O" DD4 InChI InChI 1.03 "InChI=1S/C13H14FN3O2/c1-7-2-3-8(4-10(7)14)12-16-13(19-17-12)11-5-9(18)6-15-11/h2-4,9,11,15,18H,5-6H2,1H3/t9-,11-/m1/s1" DD4 InChIKey InChI 1.03 UGTHZDBHYCLBLY-MWLCHTKSSA-N DD4 SMILES_CANONICAL CACTVS 3.385 "Cc1ccc(cc1F)c2noc(n2)[C@H]3C[C@@H](O)CN3" DD4 SMILES CACTVS 3.385 "Cc1ccc(cc1F)c2noc(n2)[CH]3C[CH](O)CN3" DD4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1ccc(cc1F)c2nc(on2)[C@H]3C[C@H](CN3)O" DD4 SMILES "OpenEye OEToolkits" 2.0.6 "Cc1ccc(cc1F)c2nc(on2)C3CC(CN3)O" # # 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 DD4 "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,5R)-5-[3-(3-fluoro-4-methylphenyl)-1,2,4-oxadiazol-5-yl]pyrrolidin-3-ol" DD4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{R},5~{R})-5-[3-(3-fluoranyl-4-methyl-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 DD4 "Create component" 2017-10-23 RCSB DD4 "Initial release" 2020-04-22 RCSB ##