data_QSJ # _chem_comp.id QSJ _chem_comp.name "(3R,4R)-1-{3-[(E)-2-(4-chlorophenyl)ethenyl]-4-methoxy-5-methylphenyl}-3,4-dihydroxypyrrolidin-2-one" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H20 Cl N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-12-16 _chem_comp.pdbx_modified_date 2020-06-19 _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 373.830 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QSJ _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 6UYB _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 QSJ C4 C1 C 0 1 Y N N -36.866 -12.958 18.965 2.405 0.460 0.025 C4 QSJ 1 QSJ C5 C2 C 0 1 Y N N -37.100 -13.935 17.970 1.043 0.205 0.013 C5 QSJ 2 QSJ C6 C3 C 0 1 Y N N -36.142 -14.888 17.543 0.139 1.264 -0.079 C6 QSJ 3 QSJ C7 C4 C 0 1 Y N N -34.869 -14.852 18.151 0.617 2.580 -0.159 C7 QSJ 4 QSJ C9 C5 C 0 1 N N N -33.926 -17.079 18.245 -0.701 4.199 0.979 C9 QSJ 5 QSJ C10 C6 C 0 1 N N N -36.576 -15.847 16.477 -1.310 1.001 -0.094 C10 QSJ 6 QSJ C11 C7 C 0 1 N N N -37.712 -15.962 15.804 -1.765 -0.260 -0.018 C11 QSJ 7 QSJ C12 C8 C 0 1 Y N N -38.004 -17.024 14.833 -3.214 -0.524 -0.032 C12 QSJ 8 QSJ C13 C9 C 0 1 Y N N -39.234 -17.616 14.561 -3.691 -1.835 0.047 C13 QSJ 9 QSJ C14 C10 C 0 1 Y N N -39.362 -18.632 13.611 -5.048 -2.074 0.033 C14 QSJ 10 QSJ O8 O1 O 0 1 N N N -33.866 -15.740 17.781 -0.256 3.617 -0.248 O8 QSJ 11 QSJ C15 C11 C 0 1 Y N N -38.241 -19.065 12.933 -5.940 -1.018 -0.058 C15 QSJ 12 QSJ C1 C12 C 0 1 N N N -33.243 -13.840 19.798 2.495 4.234 -0.230 C1 QSJ 13 QSJ C16 C13 C 0 1 Y N N -36.997 -18.515 13.163 -5.475 0.284 -0.137 C16 QSJ 14 QSJ C17 C14 C 0 1 Y N N -36.896 -17.503 14.116 -4.120 0.538 -0.119 C17 QSJ 15 QSJ C2 C15 C 0 1 Y N N -34.592 -13.893 19.141 1.980 2.820 -0.145 C2 QSJ 16 QSJ C20 C16 C 0 1 N N N -37.843 -11.245 20.726 2.935 -2.005 0.322 C20 QSJ 17 QSJ C21 C17 C 0 1 N N R -38.681 -9.957 20.505 4.223 -2.718 0.789 C21 QSJ 18 QSJ C23 C18 C 0 1 N N R -39.769 -10.443 19.548 5.322 -1.814 0.184 C23 QSJ 19 QSJ C25 C19 C 0 1 N N N -39.001 -11.506 18.706 4.651 -0.467 0.031 C25 QSJ 20 QSJ C3 C20 C 0 1 Y N N -35.579 -12.985 19.525 2.870 1.768 -0.048 C3 QSJ 21 QSJ N19 N1 N 0 1 N N N -37.855 -11.968 19.418 3.315 -0.602 0.118 N19 QSJ 22 QSJ O26 O2 O 0 1 N N N -39.361 -11.826 17.627 5.233 0.583 -0.143 O26 QSJ 23 QSJ O27 O3 O 0 1 N N N -40.156 -9.410 18.700 5.739 -2.315 -1.087 O27 QSJ 24 QSJ O28 O4 O 0 1 N N N -37.889 -9.078 19.788 4.298 -4.042 0.255 O28 QSJ 25 QSJ CL18 CL1 CL 0 0 N N N -38.403 -20.309 11.770 -7.648 -1.329 -0.081 CL18 QSJ 26 QSJ H1 H1 H 0 1 N N N -38.074 -13.956 17.504 0.683 -0.812 0.074 H1 QSJ 27 QSJ H2 H2 H 0 1 N N N -33.061 -17.640 17.861 -1.206 3.442 1.578 H2 QSJ 28 QSJ H3 H3 H 0 1 N N N -33.909 -17.087 19.345 0.157 4.585 1.529 H3 QSJ 29 QSJ H4 H4 H 0 1 N N N -34.855 -17.549 17.889 -1.392 5.014 0.765 H4 QSJ 30 QSJ H5 H5 H 0 1 N N N -35.827 -16.577 16.208 -2.008 1.823 -0.165 H5 QSJ 31 QSJ H6 H6 H 0 1 N N N -38.478 -15.222 15.983 -1.067 -1.082 0.054 H6 QSJ 32 QSJ H7 H7 H 0 1 N N N -40.110 -17.282 15.097 -2.996 -2.660 0.117 H7 QSJ 33 QSJ H8 H8 H 0 1 N N N -40.327 -19.073 13.410 -5.418 -3.088 0.093 H8 QSJ 34 QSJ H9 H9 H 0 1 N N N -32.584 -13.166 19.230 2.597 4.645 0.774 H9 QSJ 35 QSJ H10 H10 H 0 1 N N N -33.351 -13.466 20.827 3.467 4.238 -0.725 H10 QSJ 36 QSJ H11 H11 H 0 1 N N N -32.805 -14.849 19.818 1.794 4.842 -0.803 H11 QSJ 37 QSJ H12 H12 H 0 1 N N N -36.128 -18.858 12.621 -6.175 1.103 -0.208 H12 QSJ 38 QSJ H13 H13 H 0 1 N N N -35.926 -17.070 14.311 -3.758 1.554 -0.180 H13 QSJ 39 QSJ H14 H14 H 0 1 N N N -38.297 -11.867 21.512 2.582 -2.440 -0.613 H14 QSJ 40 QSJ H15 H15 H 0 1 N N N -36.813 -10.987 21.012 2.164 -2.080 1.087 H15 QSJ 41 QSJ H16 H16 H 0 1 N N N -39.090 -9.559 21.445 4.287 -2.735 1.877 H16 QSJ 42 QSJ H17 H17 H 0 1 N N N -40.607 -10.903 20.093 6.173 -1.742 0.862 H17 QSJ 43 QSJ H18 H18 H 0 1 N N N -35.340 -12.265 20.294 3.933 1.961 -0.033 H18 QSJ 44 QSJ H19 H19 H 0 1 N N N -40.089 -9.699 17.797 6.427 -1.786 -1.513 H19 QSJ 45 QSJ H20 H20 H 0 1 N N N -37.195 -8.749 20.347 5.090 -4.529 0.521 H20 QSJ 46 # # 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 QSJ CL18 C15 SING N N 1 QSJ C15 C16 DOUB Y N 2 QSJ C15 C14 SING Y N 3 QSJ C16 C17 SING Y N 4 QSJ C14 C13 DOUB Y N 5 QSJ C17 C12 DOUB Y N 6 QSJ C13 C12 SING Y N 7 QSJ C12 C11 SING N N 8 QSJ C11 C10 DOUB N E 9 QSJ C10 C6 SING N N 10 QSJ C6 C5 DOUB Y N 11 QSJ C6 C7 SING Y N 12 QSJ O26 C25 DOUB N N 13 QSJ O8 C7 SING N N 14 QSJ O8 C9 SING N N 15 QSJ C5 C4 SING Y N 16 QSJ C7 C2 DOUB Y N 17 QSJ O27 C23 SING N N 18 QSJ C25 N19 SING N N 19 QSJ C25 C23 SING N N 20 QSJ C4 N19 SING N N 21 QSJ C4 C3 DOUB Y N 22 QSJ C2 C3 SING Y N 23 QSJ C2 C1 SING N N 24 QSJ N19 C20 SING N N 25 QSJ C23 C21 SING N N 26 QSJ O28 C21 SING N N 27 QSJ C21 C20 SING N N 28 QSJ C5 H1 SING N N 29 QSJ C9 H2 SING N N 30 QSJ C9 H3 SING N N 31 QSJ C9 H4 SING N N 32 QSJ C10 H5 SING N N 33 QSJ C11 H6 SING N N 34 QSJ C13 H7 SING N N 35 QSJ C14 H8 SING N N 36 QSJ C1 H9 SING N N 37 QSJ C1 H10 SING N N 38 QSJ C1 H11 SING N N 39 QSJ C16 H12 SING N N 40 QSJ C17 H13 SING N N 41 QSJ C20 H14 SING N N 42 QSJ C20 H15 SING N N 43 QSJ C21 H16 SING N N 44 QSJ C23 H17 SING N N 45 QSJ C3 H18 SING N N 46 QSJ O27 H19 SING N N 47 QSJ O28 H20 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 QSJ SMILES ACDLabs 12.01 "c2(N1CC(C(C1=O)O)O)cc(c(c(c2)[C@H]=[C@H]c3ccc(cc3)Cl)OC)C" QSJ InChI InChI 1.03 "InChI=1S/C20H20ClNO4/c1-12-9-16(22-11-17(23)18(24)20(22)25)10-14(19(12)26-2)6-3-13-4-7-15(21)8-5-13/h3-10,17-18,23-24H,11H2,1-2H3/b6-3+/t17-,18-/m1/s1" QSJ InChIKey InChI 1.03 HMEZTOZNZTWJET-YNDRMARASA-N QSJ SMILES_CANONICAL CACTVS 3.385 "COc1c(C)cc(cc1/C=C/c2ccc(Cl)cc2)N3C[C@@H](O)[C@@H](O)C3=O" QSJ SMILES CACTVS 3.385 "COc1c(C)cc(cc1C=Cc2ccc(Cl)cc2)N3C[CH](O)[CH](O)C3=O" QSJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1cc(cc(c1OC)/C=C/c2ccc(cc2)Cl)N3C[C@H]([C@H](C3=O)O)O" QSJ SMILES "OpenEye OEToolkits" 2.0.7 "Cc1cc(cc(c1OC)C=Cc2ccc(cc2)Cl)N3CC(C(C3=O)O)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 QSJ "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,4R)-1-{3-[(E)-2-(4-chlorophenyl)ethenyl]-4-methoxy-5-methylphenyl}-3,4-dihydroxypyrrolidin-2-one" QSJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(3~{R},4~{R})-1-[3-[(~{E})-2-(4-chlorophenyl)ethenyl]-4-methoxy-5-methyl-phenyl]-3,4-bis(oxidanyl)pyrrolidin-2-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QSJ "Create component" 2019-12-16 RCSB QSJ "Initial release" 2020-06-24 RCSB ##