data_DGF # _chem_comp.id DGF _chem_comp.name "(2R,5R)-2-[(2S,3R)-3-hydroxy-1-oxobutan-2-yl]-5-[(2R)-tetrahydrofuran-2-yl]-2,5-dihydro-1,3-thiazole-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H17 N O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "FAROPENEM PRODUCT, BOUND FORM" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-03-28 _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 287.332 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DGF _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 4EBL _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 DGF CAK CAK C 0 1 N N N 17.271 6.542 26.846 -2.957 1.880 0.633 CAK DGF 1 DGF CAI CAI C 0 1 N N N 18.769 6.401 26.622 -3.571 2.439 -0.680 CAI DGF 2 DGF CAJ CAJ C 0 1 N N N 19.363 7.553 27.408 -2.654 1.824 -1.759 CAJ DGF 3 DGF OAP OAP O 0 1 N N N 18.333 8.547 27.379 -2.017 0.677 -1.183 OAP DGF 4 DGF CAY CAY C 0 1 N N R 17.131 7.817 27.662 -2.480 0.483 0.162 CAY DGF 5 DGF CAV CAV C 0 1 N N R 15.937 8.607 27.158 -1.338 -0.015 1.050 CAV DGF 6 DGF SAQ SAQ S 0 1 N N N 16.021 10.130 26.515 0.126 1.091 0.923 SAQ DGF 7 DGF CAU CAU C 0 1 N N N 14.668 8.196 27.194 -0.778 -1.326 0.530 CAU DGF 8 DGF CAS CAS C 0 1 N N N 14.389 6.992 27.681 -1.671 -2.435 0.118 CAS DGF 9 DGF OAG OAG O 0 1 N N N 13.208 6.592 27.709 -2.876 -2.303 0.192 OAG DGF 10 DGF OAE OAE O 0 1 N N N 15.301 6.261 28.117 -1.147 -3.588 -0.340 OAE DGF 11 DGF NAN NAN N 0 1 N N N 13.737 9.030 26.694 0.473 -1.437 0.463 NAN DGF 12 DGF CAZ CAZ C 0 1 N N R 14.277 10.397 26.541 1.319 -0.309 0.886 CAZ DGF 13 DGF CBA CBA C 0 1 N N S 13.877 11.261 27.735 2.429 -0.050 -0.135 CBA DGF 14 DGF CAW CAW C 0 1 N N R 13.568 12.680 27.264 3.259 1.156 0.310 CAW DGF 15 DGF CAC CAC C 0 1 N N N 14.862 13.369 26.829 4.369 1.415 -0.710 CAC DGF 16 DGF OAH OAH O 0 1 N N N 12.662 12.628 26.160 2.417 2.307 0.400 OAH DGF 17 DGF CAT CAT C 0 1 N N N 12.628 10.657 28.372 3.317 -1.263 -0.230 CAT DGF 18 DGF OAF OAF O 0 1 N N N 12.681 10.089 29.459 3.440 -1.840 -1.283 OAF DGF 19 DGF H1 H1 H 0 1 N N N 16.741 6.633 25.887 -2.116 2.491 0.964 H1 DGF 20 DGF H2 H2 H 0 1 N N N 16.877 5.678 27.402 -3.710 1.796 1.415 H2 DGF 21 DGF H3 H3 H 0 1 N N N 19.133 5.436 27.005 -4.599 2.097 -0.803 H3 DGF 22 DGF H4 H4 H 0 1 N N N 19.015 6.488 25.553 -3.518 3.528 -0.700 H4 DGF 23 DGF H5 H5 H 0 1 N N N 19.587 7.249 28.441 -3.249 1.523 -2.621 H5 DGF 24 DGF H6 H6 H 0 1 N N N 20.281 7.924 26.928 -1.902 2.552 -2.064 H6 DGF 25 DGF H7 H7 H 0 1 N N N 17.026 7.588 28.733 -3.309 -0.225 0.179 H7 DGF 26 DGF H8 H8 H 0 1 N N N 14.930 5.444 28.430 -1.770 -4.281 -0.597 H8 DGF 27 DGF H10 H10 H 0 1 N N N 13.979 10.860 25.589 1.736 -0.488 1.876 H10 DGF 28 DGF H11 H11 H 0 1 N N N 14.696 11.283 28.469 1.986 0.154 -1.110 H11 DGF 29 DGF H12 H12 H 0 1 N N N 13.124 13.245 28.097 3.702 0.953 1.285 H12 DGF 30 DGF H13 H13 H 0 1 N N N 15.560 13.409 27.678 3.927 1.619 -1.685 H13 DGF 31 DGF H14 H14 H 0 1 N N N 15.320 12.802 26.005 4.961 2.274 -0.393 H14 DGF 32 DGF H15 H15 H 0 1 N N N 14.637 14.391 26.490 5.012 0.537 -0.779 H15 DGF 33 DGF H16 H16 H 0 1 N N N 11.858 12.200 26.430 1.989 2.547 -0.433 H16 DGF 34 DGF H17 H17 H 0 1 N N N 11.681 10.731 27.857 3.843 -1.617 0.645 H17 DGF 35 DGF H18 H18 H 0 1 N N N 16.060 8.169 26.156 -1.665 -0.114 2.085 H18 DGF 36 # # 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 DGF OAH CAW SING N N 1 DGF SAQ CAZ SING N N 2 DGF SAQ CAV SING N N 3 DGF CAZ NAN SING N N 4 DGF CAZ CBA SING N N 5 DGF CAI CAK SING N N 6 DGF CAI CAJ SING N N 7 DGF NAN CAU DOUB N N 8 DGF CAC CAW SING N N 9 DGF CAK CAY SING N N 10 DGF CAV CAU SING N N 11 DGF CAV CAY SING N N 12 DGF CAU CAS SING N N 13 DGF CAW CBA SING N N 14 DGF OAP CAJ SING N N 15 DGF OAP CAY SING N N 16 DGF CAS OAG DOUB N N 17 DGF CAS OAE SING N N 18 DGF CBA CAT SING N N 19 DGF CAT OAF DOUB N N 20 DGF CAK H1 SING N N 21 DGF CAK H2 SING N N 22 DGF CAI H3 SING N N 23 DGF CAI H4 SING N N 24 DGF CAJ H5 SING N N 25 DGF CAJ H6 SING N N 26 DGF CAY H7 SING N N 27 DGF OAE H8 SING N N 28 DGF CAZ H10 SING N N 29 DGF CBA H11 SING N N 30 DGF CAW H12 SING N N 31 DGF CAC H13 SING N N 32 DGF CAC H14 SING N N 33 DGF CAC H15 SING N N 34 DGF OAH H16 SING N N 35 DGF CAT H17 SING N N 36 DGF CAV H18 SING N N 37 # # 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 DGF SMILES ACDLabs 12.01 "O=C(O)C1=NC(SC1C2OCCC2)C(C=O)C(O)C" DGF InChI InChI 1.03 "InChI=1S/C12H17NO5S/c1-6(15)7(5-14)11-13-9(12(16)17)10(19-11)8-3-2-4-18-8/h5-8,10-11,15H,2-4H2,1H3,(H,16,17)/t6-,7-,8-,10+,11-/m1/s1" DGF InChIKey InChI 1.03 FHQOUTNMKXYVEY-MKSGQPMJSA-N DGF SMILES_CANONICAL CACTVS 3.370 "C[C@@H](O)[C@@H](C=O)[C@H]1S[C@@H]([C@H]2CCCO2)C(=N1)C(O)=O" DGF SMILES CACTVS 3.370 "C[CH](O)[CH](C=O)[CH]1S[CH]([CH]2CCCO2)C(=N1)C(O)=O" DGF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H]([C@@H](C=O)[C@@H]1N=C(C(S1)[C@H]2CCCO2)C(=O)O)O" DGF SMILES "OpenEye OEToolkits" 1.7.6 "CC(C(C=O)C1N=C(C(S1)C2CCCO2)C(=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 DGF "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,5R)-2-[(2S,3R)-3-hydroxy-1-oxobutan-2-yl]-5-[(2R)-tetrahydrofuran-2-yl]-2,5-dihydro-1,3-thiazole-4-carboxylic acid" DGF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R)-2-[(2S,3R)-3-oxidanyl-1-oxidanylidene-butan-2-yl]-5-[(2R)-oxolan-2-yl]-2,5-dihydro-1,3-thiazole-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 DGF "Create component" 2012-03-28 RCSB DGF "Modify synonyms" 2012-03-29 RCSB DGF "Modify synonyms" 2012-03-30 RCSB DGF "Initial release" 2016-09-28 RCSB DGF "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id DGF _pdbx_chem_comp_synonyms.name "FAROPENEM PRODUCT, BOUND FORM" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##