data_G1K # _chem_comp.id G1K _chem_comp.name "5-hydroxy-6-oxo-2-[(2S)-1-(phenoxyacetyl)pyrrolidin-2-yl]-1,6-dihydropyrimidine-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H17 N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms SRI-29680 _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 359.333 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G1K _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 5WDN _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 G1K C1 C1 C 0 1 N N N -21.869 16.026 8.290 -4.383 0.125 -0.418 C1 G1K 1 G1K C10 C2 C 0 1 N N N -24.841 17.945 10.877 0.758 -1.055 -0.580 C10 G1K 2 G1K C11 C3 C 0 1 N N N -25.810 16.915 11.403 2.154 -0.911 -0.031 C11 G1K 3 G1K C12 C4 C 0 1 Y N N -27.924 17.923 10.923 4.139 0.344 -0.403 C12 G1K 4 G1K C13 C5 C 0 1 Y N N -29.158 17.893 10.293 4.711 -0.357 0.649 C13 G1K 5 G1K C14 C6 C 0 1 Y N N -30.075 18.899 10.547 6.017 -0.100 1.019 C14 G1K 6 G1K C15 C7 C 0 1 Y N N -29.773 19.919 11.417 6.753 0.856 0.343 C15 G1K 7 G1K C16 C8 C 0 1 Y N N -28.552 19.944 12.043 6.185 1.556 -0.705 C16 G1K 8 G1K C17 C9 C 0 1 Y N N -27.620 18.949 11.806 4.880 1.302 -1.080 C17 G1K 9 G1K C2 C10 C 0 1 N N N -21.548 16.851 7.216 -3.719 1.364 0.009 C2 G1K 10 G1K C3 C11 C 0 1 N N N -21.547 18.205 7.376 -2.354 1.317 0.243 C3 G1K 11 G1K C4 C12 C 0 1 N N N -21.202 19.131 6.226 -1.629 2.532 0.675 C4 G1K 12 G1K C5 C13 C 0 1 N N N -22.152 18.017 9.591 -2.293 -0.933 -0.303 C5 G1K 13 G1K C6 C14 C 0 1 N N S -22.487 18.696 10.901 -1.476 -2.189 -0.468 C6 G1K 14 G1K C7 C15 C 0 1 N N N -21.417 18.496 11.991 -2.048 -3.308 0.428 C7 G1K 15 G1K C8 C16 C 0 1 N N N -22.227 18.549 13.278 -0.773 -4.026 0.944 C8 G1K 16 G1K C9 C17 C 0 1 N N N -23.420 17.698 12.920 0.210 -2.839 1.100 C9 G1K 17 G1K N1 N1 N 0 1 N N N -21.842 18.787 8.548 -1.693 0.157 0.075 N1 G1K 18 G1K N2 N2 N 0 1 N N N -23.682 18.109 11.535 -0.093 -1.946 -0.033 N2 G1K 19 G1K N3 N3 N 0 1 N N N -22.170 16.653 9.479 -3.623 -0.984 -0.556 N3 G1K 20 G1K O1 O1 O 0 1 N N N -21.894 14.787 8.226 -5.581 0.097 -0.636 O1 G1K 21 G1K O2 O2 O 0 1 N N N -21.257 16.233 6.062 -4.419 2.515 0.167 O2 G1K 22 G1K O3 O3 O 0 1 N N N -21.284 20.354 6.436 -0.302 2.480 0.901 O3 G1K 23 G1K O4 O4 O 0 1 N N N -20.855 18.604 5.152 -2.230 3.576 0.826 O4 G1K 24 G1K O5 O5 O 0 1 N N N -27.027 16.919 10.668 2.857 0.089 -0.773 O5 G1K 25 G1K O6 O6 O 0 1 N N N -25.110 18.634 9.897 0.400 -0.370 -1.515 O6 G1K 26 G1K H1 H1 H 0 1 N N N -26.029 17.137 12.458 2.103 -0.616 1.017 H1 G1K 27 G1K H2 H2 H 0 1 N N N -25.349 15.919 11.326 2.678 -1.862 -0.116 H2 G1K 28 G1K H3 H3 H 0 1 N N N -29.402 17.093 9.610 4.137 -1.103 1.178 H3 G1K 29 G1K H4 H4 H 0 1 N N N -31.037 18.882 10.057 6.463 -0.645 1.838 H4 G1K 30 G1K H5 H5 H 0 1 N N N -30.495 20.699 11.608 7.774 1.055 0.634 H5 G1K 31 G1K H6 H6 H 0 1 N N N -28.317 20.747 12.726 6.762 2.302 -1.232 H6 G1K 32 G1K H7 H7 H 0 1 N N N -26.662 18.971 12.305 4.437 1.849 -1.899 H7 G1K 33 G1K H8 H8 H 0 1 N N N -22.637 19.773 10.732 -1.486 -2.504 -1.511 H8 G1K 34 G1K H9 H9 H 0 1 N N N -20.915 17.523 11.879 -2.615 -2.886 1.257 H9 G1K 35 G1K H10 H10 H 0 1 N N N -20.668 19.301 11.962 -2.665 -3.991 -0.156 H10 G1K 36 G1K H11 H11 H 0 1 N N N -21.667 18.121 14.123 -0.958 -4.509 1.903 H11 G1K 37 G1K H12 H12 H 0 1 N N N -22.527 19.579 13.521 -0.405 -4.744 0.212 H12 G1K 38 G1K H13 H13 H 0 1 N N N -24.278 17.918 13.572 0.037 -2.324 2.046 H13 G1K 39 G1K H14 H14 H 0 1 N N N -23.179 16.626 12.980 1.241 -3.190 1.044 H14 G1K 40 G1K H15 H15 H 0 1 N N N -22.407 16.100 10.278 -4.031 -1.819 -0.836 H15 G1K 41 G1K H16 H16 H 0 1 N N N -21.031 16.880 5.404 -5.363 2.431 -0.024 H16 G1K 42 G1K H17 H17 H 0 1 N N N -21.041 20.828 5.649 0.128 3.299 1.182 H17 G1K 43 # # 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 G1K O4 C4 DOUB N N 1 G1K O2 C2 SING N N 2 G1K C4 O3 SING N N 3 G1K C4 C3 SING N N 4 G1K C2 C3 DOUB N N 5 G1K C2 C1 SING N N 6 G1K C3 N1 SING N N 7 G1K O1 C1 DOUB N N 8 G1K C1 N3 SING N N 9 G1K N1 C5 DOUB N N 10 G1K N3 C5 SING N N 11 G1K C5 C6 SING N N 12 G1K O6 C10 DOUB N N 13 G1K C13 C14 DOUB Y N 14 G1K C13 C12 SING Y N 15 G1K C14 C15 SING Y N 16 G1K O5 C12 SING N N 17 G1K O5 C11 SING N N 18 G1K C10 C11 SING N N 19 G1K C10 N2 SING N N 20 G1K C6 N2 SING N N 21 G1K C6 C7 SING N N 22 G1K C12 C17 DOUB Y N 23 G1K C15 C16 DOUB Y N 24 G1K N2 C9 SING N N 25 G1K C17 C16 SING Y N 26 G1K C7 C8 SING N N 27 G1K C9 C8 SING N N 28 G1K C11 H1 SING N N 29 G1K C11 H2 SING N N 30 G1K C13 H3 SING N N 31 G1K C14 H4 SING N N 32 G1K C15 H5 SING N N 33 G1K C16 H6 SING N N 34 G1K C17 H7 SING N N 35 G1K C6 H8 SING N N 36 G1K C7 H9 SING N N 37 G1K C7 H10 SING N N 38 G1K C8 H11 SING N N 39 G1K C8 H12 SING N N 40 G1K C9 H13 SING N N 41 G1K C9 H14 SING N N 42 G1K N3 H15 SING N N 43 G1K O2 H16 SING N N 44 G1K O3 H17 SING N N 45 # # 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 G1K SMILES ACDLabs 12.01 "C3(NC(C2N(C(COc1ccccc1)=O)CCC2)=NC(=C3O)C(O)=O)=O" G1K InChI InChI 1.03 "InChI=1S/C17H17N3O6/c21-12(9-26-10-5-2-1-3-6-10)20-8-4-7-11(20)15-18-13(17(24)25)14(22)16(23)19-15/h1-3,5-6,11,22H,4,7-9H2,(H,24,25)(H,18,19,23)/t11-/m0/s1" G1K InChIKey InChI 1.03 IRLMJLDUWBLXBT-NSHDSACASA-N G1K SMILES_CANONICAL CACTVS 3.385 "OC(=O)C1=C(O)C(=O)NC(=N1)[C@@H]2CCCN2C(=O)COc3ccccc3" G1K SMILES CACTVS 3.385 "OC(=O)C1=C(O)C(=O)NC(=N1)[CH]2CCCN2C(=O)COc3ccccc3" G1K SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)OCC(=O)N2CCC[C@H]2C3=NC(=C(C(=O)N3)O)C(=O)O" G1K SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)OCC(=O)N2CCCC2C3=NC(=C(C(=O)N3)O)C(=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 G1K "SYSTEMATIC NAME" ACDLabs 12.01 "5-hydroxy-6-oxo-2-[(2S)-1-(phenoxyacetyl)pyrrolidin-2-yl]-1,6-dihydropyrimidine-4-carboxylic acid" G1K "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-oxidanyl-6-oxidanylidene-2-[(2~{S})-1-(2-phenoxyethanoyl)pyrrolidin-2-yl]-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 G1K "Create component" 2017-07-11 RCSB G1K "Initial release" 2018-01-03 RCSB G1K "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id G1K _pdbx_chem_comp_synonyms.name SRI-29680 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##