data_GY4 # _chem_comp.id GY4 _chem_comp.name "2-{(2S)-1-[(4-chlorophenyl)acetyl]pyrrolidin-2-yl}-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H16 Cl N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms SRI-29775 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-07-11 _chem_comp.pdbx_modified_date 2020-06-17 _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 377.779 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GY4 _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 5WCT _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 GY4 C1 C1 C 0 1 N N N 28.020 15.431 3.535 -4.135 0.983 -0.958 C1 GY4 1 GY4 C10 C2 C 0 1 Y N N 34.252 15.269 7.770 2.903 0.162 1.014 C10 GY4 2 GY4 C11 C3 C 0 1 Y N N 34.778 15.071 9.029 3.985 0.928 0.623 C11 GY4 3 GY4 C12 C4 C 0 1 Y N N 34.463 13.912 9.695 4.870 0.443 -0.323 C12 GY4 4 GY4 C13 C5 C 0 1 Y N N 33.645 12.963 9.138 4.671 -0.809 -0.877 C13 GY4 5 GY4 C14 C6 C 0 1 Y N N 33.136 13.178 7.886 3.589 -1.574 -0.486 C14 GY4 6 GY4 C15 C7 C 0 1 N N N 32.822 16.631 3.840 -1.091 -3.266 1.239 C15 GY4 7 GY4 C16 C8 C 0 1 N N N 32.081 17.453 2.811 -2.271 -4.104 0.688 C16 GY4 8 GY4 C17 C9 C 0 1 N N N 31.382 18.485 3.683 -3.116 -3.019 -0.030 C17 GY4 9 GY4 C2 C10 C 0 1 N N N 26.971 16.014 4.245 -3.303 1.954 -0.235 C2 GY4 10 GY4 C3 C11 C 0 1 N N N 27.236 17.051 5.095 -2.111 1.501 0.311 C3 GY4 11 GY4 C4 C12 C 0 1 N N N 26.157 17.699 5.925 -1.230 2.431 1.051 C4 GY4 12 GY4 C5 C13 C 0 1 N N N 29.477 17.021 4.597 -2.510 -0.639 -0.481 C5 GY4 13 GY4 C6 C14 C 0 1 N N S 30.836 17.634 4.844 -2.043 -2.067 -0.600 C6 GY4 14 GY4 C7 C15 C 0 1 N N N 31.827 15.661 5.913 0.352 -1.628 -0.003 C7 GY4 15 GY4 C8 C16 C 0 1 N N N 32.850 14.551 5.820 1.528 -1.926 0.891 C8 GY4 16 GY4 C9 C17 C 0 1 Y N N 33.432 14.325 7.181 2.708 -1.091 0.464 C9 GY4 17 GY4 N1 N1 N 0 1 N N N 28.462 17.551 5.270 -1.763 0.210 0.162 N1 GY4 18 GY4 N2 N2 N 0 1 N N N 31.857 16.581 4.943 -0.821 -2.262 0.193 N2 GY4 19 GY4 N3 N3 N 0 1 N N N 29.278 15.966 3.737 -3.690 -0.290 -1.047 N3 GY4 20 GY4 O1 O1 O 0 1 N N N 27.870 14.481 2.753 -5.196 1.314 -1.457 O1 GY4 21 GY4 O2 O2 O 0 1 N N N 25.753 15.479 4.040 -3.687 3.248 -0.106 O2 GY4 22 GY4 O3 O3 O 0 1 N N N 24.989 17.311 5.728 -1.549 3.595 1.182 O3 GY4 23 GY4 O4 O4 O 0 1 N N N 26.535 18.532 6.791 -0.073 1.985 1.578 O4 GY4 24 GY4 O5 O5 O 0 1 N N N 30.996 15.713 6.804 0.461 -0.817 -0.898 O5 GY4 25 GY4 CL1 CL1 CL 0 0 N N N 35.110 13.633 11.285 6.229 1.405 -0.815 CL1 GY4 26 GY4 H1 H1 H 0 1 N N N 34.485 16.178 7.235 2.212 0.540 1.753 H1 GY4 27 GY4 H2 H2 H 0 1 N N N 35.423 15.810 9.481 4.139 1.905 1.056 H2 GY4 28 GY4 H3 H3 H 0 1 N N N 33.406 12.059 9.679 5.362 -1.188 -1.616 H3 GY4 29 GY4 H4 H4 H 0 1 N N N 32.490 12.435 7.442 3.434 -2.551 -0.919 H4 GY4 30 GY4 H5 H5 H 0 1 N N N 33.047 15.624 3.460 -1.375 -2.776 2.170 H5 GY4 31 GY4 H6 H6 H 0 1 N N N 33.756 17.124 4.148 -0.215 -3.896 1.394 H6 GY4 32 GY4 H7 H7 H 0 1 N N N 31.356 16.840 2.256 -1.920 -4.857 -0.018 H7 GY4 33 GY4 H8 H8 H 0 1 N N N 32.775 17.930 2.104 -2.835 -4.565 1.499 H8 GY4 34 GY4 H9 H9 H 0 1 N N N 32.091 19.243 4.046 -3.707 -3.459 -0.833 H9 GY4 35 GY4 H10 H10 H 0 1 N N N 30.566 18.979 3.136 -3.757 -2.497 0.680 H10 GY4 36 GY4 H11 H11 H 0 1 N N N 30.814 18.237 5.764 -1.852 -2.308 -1.646 H11 GY4 37 GY4 H12 H12 H 0 1 N N N 32.366 13.629 5.466 1.270 -1.689 1.923 H12 GY4 38 GY4 H13 H13 H 0 1 N N N 33.647 14.839 5.119 1.784 -2.983 0.813 H13 GY4 39 GY4 H14 H14 H 0 1 N N N 30.059 15.578 3.248 -4.216 -0.955 -1.518 H14 GY4 40 GY4 H15 H15 H 0 1 N N N 25.110 15.946 4.560 -4.534 3.450 -0.526 H15 GY4 41 GY4 H16 H16 H 0 1 N N N 25.785 18.834 7.289 0.470 2.629 2.053 H16 GY4 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 GY4 O1 C1 DOUB N N 1 GY4 C16 C17 SING N N 2 GY4 C16 C15 SING N N 3 GY4 C1 N3 SING N N 4 GY4 C1 C2 SING N N 5 GY4 C17 C6 SING N N 6 GY4 N3 C5 SING N N 7 GY4 C15 N2 SING N N 8 GY4 O2 C2 SING N N 9 GY4 C2 C3 DOUB N N 10 GY4 C5 C6 SING N N 11 GY4 C5 N1 DOUB N N 12 GY4 C6 N2 SING N N 13 GY4 N2 C7 SING N N 14 GY4 C3 N1 SING N N 15 GY4 C3 C4 SING N N 16 GY4 O3 C4 DOUB N N 17 GY4 C8 C7 SING N N 18 GY4 C8 C9 SING N N 19 GY4 C7 O5 DOUB N N 20 GY4 C4 O4 SING N N 21 GY4 C9 C10 DOUB Y N 22 GY4 C9 C14 SING Y N 23 GY4 C10 C11 SING Y N 24 GY4 C14 C13 DOUB Y N 25 GY4 C11 C12 DOUB Y N 26 GY4 C13 C12 SING Y N 27 GY4 C12 CL1 SING N N 28 GY4 C10 H1 SING N N 29 GY4 C11 H2 SING N N 30 GY4 C13 H3 SING N N 31 GY4 C14 H4 SING N N 32 GY4 C15 H5 SING N N 33 GY4 C15 H6 SING N N 34 GY4 C16 H7 SING N N 35 GY4 C16 H8 SING N N 36 GY4 C17 H9 SING N N 37 GY4 C17 H10 SING N N 38 GY4 C6 H11 SING N N 39 GY4 C8 H12 SING N N 40 GY4 C8 H13 SING N N 41 GY4 N3 H14 SING N N 42 GY4 O2 H15 SING N N 43 GY4 O4 H16 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 GY4 SMILES ACDLabs 12.01 "C3(NC(C1CCCN1C(=O)Cc2ccc(Cl)cc2)=NC(=C3O)C(O)=O)=O" GY4 InChI InChI 1.03 "InChI=1S/C17H16ClN3O5/c18-10-5-3-9(4-6-10)8-12(22)21-7-1-2-11(21)15-19-13(17(25)26)14(23)16(24)20-15/h3-6,11,23H,1-2,7-8H2,(H,25,26)(H,19,20,24)/t11-/m0/s1" GY4 InChIKey InChI 1.03 CQILGBVKKQRECN-NSHDSACASA-N GY4 SMILES_CANONICAL CACTVS 3.385 "OC(=O)C1=C(O)C(=O)NC(=N1)[C@@H]2CCCN2C(=O)Cc3ccc(Cl)cc3" GY4 SMILES CACTVS 3.385 "OC(=O)C1=C(O)C(=O)NC(=N1)[CH]2CCCN2C(=O)Cc3ccc(Cl)cc3" GY4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1CC(=O)N2CCC[C@H]2C3=NC(=C(C(=O)N3)O)C(=O)O)Cl" GY4 SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1CC(=O)N2CCCC2C3=NC(=C(C(=O)N3)O)C(=O)O)Cl" # # 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 GY4 "SYSTEMATIC NAME" ACDLabs 12.01 "2-{(2S)-1-[(4-chlorophenyl)acetyl]pyrrolidin-2-yl}-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid" GY4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[(2~{S})-1-[2-(4-chlorophenyl)ethanoyl]pyrrolidin-2-yl]-5-oxidanyl-6-oxidanylidene-1~{H}-pyrimidine-4-carboxylic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GY4 "Create component" 2017-07-11 RCSB GY4 "Initial release" 2018-01-03 RCSB GY4 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id GY4 _pdbx_chem_comp_synonyms.name SRI-29775 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##