data_AOJ # _chem_comp.id AOJ _chem_comp.name "(3R)-3-(5-fluoro-1H-indol-3-yl)pyrrolidine-2,5-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H9 F N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-07-20 _chem_comp.pdbx_modified_date 2017-12-22 _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 232.210 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AOJ _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 5WHR _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 AOJ N1 N1 N 0 1 N N N 12.999 28.546 34.479 3.479 0.408 -0.641 N1 AOJ 1 AOJ C4 C1 C 0 1 N N N 13.001 29.175 33.272 2.230 0.721 -1.005 C4 AOJ 2 AOJ C5 C2 C 0 1 Y N N 11.578 31.962 31.439 0.436 -1.673 -0.176 C5 AOJ 3 AOJ C6 C3 C 0 1 Y N N 9.769 30.896 30.696 -1.792 -1.386 -0.120 C6 AOJ 4 AOJ C7 C4 C 0 1 Y N N 8.641 30.487 30.004 -3.180 -1.488 -0.135 C7 AOJ 5 AOJ C8 C5 C 0 1 Y N N 7.982 29.347 30.424 -3.953 -0.362 0.043 C8 AOJ 6 AOJ C10 C6 C 0 1 Y N N 9.606 29.018 32.206 -1.990 1.003 0.256 C10 AOJ 7 AOJ F1 F1 F 0 1 N N N 7.754 27.598 31.961 -4.137 1.974 0.409 F1 AOJ 8 AOJ C11 C7 C 0 1 Y N N 8.463 28.657 31.508 -3.362 0.881 0.237 C11 AOJ 9 AOJ C9 C8 C 0 1 Y N N 10.275 30.176 31.788 -1.193 -0.130 0.077 C9 AOJ 10 AOJ N2 N2 N 0 1 Y N N 10.584 31.988 30.503 -0.774 -2.302 -0.275 N2 AOJ 11 AOJ C12 C9 C 0 1 Y N N 11.441 30.878 32.253 0.253 -0.360 0.040 C12 AOJ 12 AOJ C1 C10 C 0 1 N N R 12.308 30.520 33.430 1.332 0.678 0.212 C1 AOJ 13 AOJ O2 O1 O 0 1 N N N 13.617 28.788 32.277 1.874 0.995 -2.131 O2 AOJ 14 AOJ C3 C11 C 0 1 N N N 12.215 29.163 35.434 3.628 0.143 0.663 C3 AOJ 15 AOJ O1 O2 O 0 1 N N N 12.050 28.776 36.573 4.668 -0.165 1.203 O1 AOJ 16 AOJ C2 C12 C 0 1 N N N 11.605 30.389 34.787 2.289 0.282 1.355 C2 AOJ 17 AOJ H4 H1 H 0 1 N N N 13.519 27.711 34.658 4.216 0.372 -1.271 H4 AOJ 18 AOJ H5 H2 H 0 1 N N N 12.364 32.698 31.522 1.397 -2.160 -0.256 H5 AOJ 19 AOJ H7 H3 H 0 1 N N N 8.283 31.048 29.153 -3.650 -2.448 -0.286 H7 AOJ 20 AOJ H8 H4 H 0 1 N N N 7.099 29.004 29.905 -5.030 -0.446 0.030 H8 AOJ 21 AOJ H9 H5 H 0 1 N N N 9.966 28.430 33.038 -1.533 1.970 0.408 H9 AOJ 22 AOJ H6 H6 H 0 1 N N N 10.468 32.685 29.795 -0.898 -3.252 -0.430 H6 AOJ 23 AOJ H1 H7 H 0 1 N N N 13.086 31.292 33.529 0.892 1.658 0.399 H1 AOJ 24 AOJ H3 H8 H 0 1 N N N 11.787 31.282 35.404 2.328 1.066 2.111 H3 AOJ 25 AOJ H2 H9 H 0 1 N N N 10.522 30.254 34.649 1.986 -0.666 1.798 H2 AOJ 26 # 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 AOJ C7 C8 DOUB Y N 1 AOJ C7 C6 SING Y N 2 AOJ C8 C11 SING Y N 3 AOJ N2 C6 SING Y N 4 AOJ N2 C5 SING Y N 5 AOJ C6 C9 DOUB Y N 6 AOJ C5 C12 DOUB Y N 7 AOJ C11 F1 SING N N 8 AOJ C11 C10 DOUB Y N 9 AOJ C9 C10 SING Y N 10 AOJ C9 C12 SING Y N 11 AOJ C12 C1 SING N N 12 AOJ O2 C4 DOUB N N 13 AOJ C4 C1 SING N N 14 AOJ C4 N1 SING N N 15 AOJ C1 C2 SING N N 16 AOJ N1 C3 SING N N 17 AOJ C2 C3 SING N N 18 AOJ C3 O1 DOUB N N 19 AOJ N1 H4 SING N N 20 AOJ C5 H5 SING N N 21 AOJ C7 H7 SING N N 22 AOJ C8 H8 SING N N 23 AOJ C10 H9 SING N N 24 AOJ N2 H6 SING N N 25 AOJ C1 H1 SING N N 26 AOJ C2 H3 SING N N 27 AOJ C2 H2 SING N N 28 # 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 AOJ SMILES ACDLabs 12.01 "N1C(=O)CC(C1=O)c3cnc2c3cc(cc2)F" AOJ InChI InChI 1.03 "InChI=1S/C12H9FN2O2/c13-6-1-2-10-7(3-6)9(5-14-10)8-4-11(16)15-12(8)17/h1-3,5,8,14H,4H2,(H,15,16,17)/t8-/m1/s1" AOJ InChIKey InChI 1.03 MXKLDYKORJEOPR-MRVPVSSYSA-N AOJ SMILES_CANONICAL CACTVS 3.385 "Fc1ccc2[nH]cc([C@H]3CC(=O)NC3=O)c2c1" AOJ SMILES CACTVS 3.385 "Fc1ccc2[nH]cc([CH]3CC(=O)NC3=O)c2c1" AOJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc2c(cc1F)c(c[nH]2)[C@H]3CC(=O)NC3=O" AOJ SMILES "OpenEye OEToolkits" 2.0.6 "c1cc2c(cc1F)c(c[nH]2)C3CC(=O)NC3=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 AOJ "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-3-(5-fluoro-1H-indol-3-yl)pyrrolidine-2,5-dione" AOJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{R})-3-(5-fluoranyl-1~{H}-indol-3-yl)pyrrolidine-2,5-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AOJ "Create component" 2017-07-20 RCSB AOJ "Initial release" 2017-12-27 RCSB #