data_1RG # _chem_comp.id 1RG _chem_comp.name "(4R,5S)-3-({(3S,5S)-5-[(3-carboxyphenyl)carbamoyl]pyrrolidin-3-yl}sulfanyl)-5-[(1S,2R)-1-formyl-2-hydroxypropyl]-4-methyl-4,5-dihydro-1H-pyrrole-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H27 N3 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "ERTAPENEM, bound form PRE-ISOMERIZED" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-10-19 _chem_comp.pdbx_modified_date 2021-03-13 _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 477.531 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1RG _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 3M6B _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 1RG C C C 0 1 N N N -7.131 -4.880 -0.102 -3.342 0.427 0.687 C 1RG 1 1RG N N N 0 1 N N N -7.024 -4.606 2.353 -1.288 -0.611 1.533 N 1RG 2 1RG O O O 0 1 N N N -8.273 -4.549 -0.020 -3.730 -0.695 0.437 O 1RG 3 1RG CA CA C 0 1 N N S -6.214 -4.940 1.154 -1.906 0.655 1.087 CA 1RG 4 1RG CB CB C 0 1 N N N -5.752 -6.378 1.386 -1.069 1.093 -0.141 CB 1RG 5 1RG CD CD C 0 1 N N N -6.794 -5.664 3.356 0.113 -0.637 1.075 CD 1RG 6 1RG CG CG C 0 1 N N S -6.619 -6.922 2.546 0.360 0.667 0.287 CG 1RG 7 1RG CAA CAA C 0 1 N N N -11.629 -11.069 4.987 6.267 0.879 -1.126 CAA 1RG 8 1RG CAB CAB C 0 1 N N S -10.241 -11.488 4.412 6.227 0.988 0.377 CAB 1RG 9 1RG OAC OAC O 0 1 N N N -12.424 -10.633 4.195 6.398 1.873 -1.799 OAC 1RG 10 1RG CAD CAD C 0 1 N N S -9.188 -10.367 4.753 4.974 0.287 0.906 CAD 1RG 11 1RG CAE CAE C 0 1 N N R -9.722 -12.925 4.739 7.471 0.322 0.970 CAE 1RG 12 1RG CAF CAF C 0 1 N N N -9.449 -13.135 6.243 7.431 0.432 2.495 CAF 1RG 13 1RG OAG OAG O 0 1 N N N -10.664 -13.861 4.291 7.500 -1.056 0.592 OAG 1RG 14 1RG CAH CAH C 0 1 N N R -8.336 -9.934 3.531 3.709 1.046 0.465 CAH 1RG 15 1RG CAI CAI C 0 1 N N N -8.865 -8.515 3.232 2.943 0.051 -0.376 CAI 1RG 16 1RG NAJ NAJ N 0 1 N N N -10.008 -9.156 5.036 4.838 -1.044 0.301 NAJ 1RG 17 1RG SAK SAK S 0 1 N N N -8.213 -7.587 1.838 1.396 0.351 -1.163 SAK 1RG 18 1RG CAL CAL C 0 1 N N N -9.771 -8.149 4.214 3.636 -1.102 -0.425 CAL 1RG 19 1RG CAM CAM C 0 1 N N N -10.416 -7.028 4.314 3.201 -2.248 -1.130 CAM 1RG 20 1RG CAS CAS C 0 1 N N N -8.494 -10.789 2.263 4.086 2.272 -0.370 CAS 1RG 21 1RG OAT OAT O 0 1 N N N -10.389 -6.165 3.504 2.197 -2.197 -1.815 OAT 1RG 22 1RG OAU OAU O 0 1 N N N -10.934 -6.878 5.392 3.901 -3.400 -1.044 OAU 1RG 23 1RG NAX NAX N 0 1 N N N -6.552 -5.142 -1.266 -4.192 1.469 0.604 NAX 1RG 24 1RG CAY CAY C 0 1 Y N N -7.130 -5.193 -2.477 -5.494 1.273 0.129 CAY 1RG 25 1RG CAZ CAZ C 0 1 Y N N -6.535 -5.952 -3.444 -6.168 0.098 0.420 CAZ 1RG 26 1RG CBA CBA C 0 1 Y N N -7.089 -6.051 -4.720 -7.466 -0.092 -0.055 CBA 1RG 27 1RG CBB CBB C 0 1 Y N N -8.240 -5.399 -5.020 -8.077 0.904 -0.821 CBB 1RG 28 1RG CBC CBC C 0 1 Y N N -8.810 -4.632 -4.079 -7.396 2.070 -1.106 CBC 1RG 29 1RG CBD CBD C 0 1 Y N N -8.263 -4.526 -2.837 -6.112 2.260 -0.630 CBD 1RG 30 1RG CBE CBE C 0 1 N N N -6.479 -6.908 -5.812 -8.193 -1.342 0.250 CBE 1RG 31 1RG OBF OBF O 0 1 N N N -7.112 -7.117 -6.846 -9.446 -1.523 -0.210 OBF 1RG 32 1RG OBG OBG O 0 1 N N N -5.370 -7.367 -5.562 -7.659 -2.206 0.917 OBG 1RG 33 1RG HN HN H 0 1 N N N -6.740 -3.720 2.720 -1.342 -0.705 2.537 HN 1RG 34 1RG HA HA H 0 1 N N N -5.355 -4.262 1.041 -1.848 1.406 1.875 HA 1RG 35 1RG HB HB H 0 1 N N N -5.906 -6.980 0.478 -1.383 0.560 -1.038 HB 1RG 36 1RG HBA HBA H 0 1 N N N -4.688 -6.398 1.663 -1.126 2.171 -0.288 HBA 1RG 37 1RG HD HD H 0 1 N N N -5.889 -5.452 3.944 0.783 -0.685 1.934 HD 1RG 38 1RG HDA HDA H 0 1 N N N -7.658 -5.754 4.031 0.275 -1.498 0.427 HDA 1RG 39 1RG HG HG H 0 1 N N N -6.120 -7.729 3.102 0.813 1.424 0.928 HG 1RG 40 1RG HAA HAA H 0 1 N N N -11.864 -11.165 6.037 6.179 -0.087 -1.600 HAA 1RG 41 1RG HAB HAB H 0 1 N N N -10.354 -11.458 3.318 6.205 2.039 0.665 HAB 1RG 42 1RG HAD HAD H 0 1 N N N -8.556 -10.658 5.605 5.012 0.211 1.992 HAD 1RG 43 1RG HAE HAE H 0 1 N N N -8.773 -13.067 4.201 8.364 0.821 0.593 HAE 1RG 44 1RG HAF HAF H 0 1 N N N -9.088 -14.160 6.411 8.317 -0.042 2.917 HAF 1RG 45 1RG HAFA HAFA H 0 0 N N N -8.687 -12.418 6.581 7.409 1.483 2.783 HAFA 1RG 46 1RG HAFB HAFB H 0 0 N N N -10.378 -12.977 6.810 6.538 -0.067 2.872 HAFB 1RG 47 1RG HOAG HOAG H 0 0 N N N -10.357 -14.739 4.486 8.264 -1.541 0.933 HOAG 1RG 48 1RG HAH HAH H 0 1 N N N -7.275 -9.883 3.818 3.122 1.343 1.334 HAH 1RG 49 1RG HNAJ HNAJ H 0 0 N N N -10.974 -9.404 4.961 5.476 -1.769 0.388 HNAJ 1RG 50 1RG HAS HAS H 0 1 N N N -7.846 -10.390 1.468 4.480 1.949 -1.333 HAS 1RG 51 1RG HASA HASA H 0 0 N N N -8.207 -11.828 2.483 3.202 2.890 -0.527 HASA 1RG 52 1RG HASB HASB H 0 0 N N N -9.542 -10.761 1.930 4.844 2.851 0.157 HASB 1RG 53 1RG HNAX HNAX H 0 0 N N N -5.569 -5.323 -1.239 -3.902 2.355 0.872 HNAX 1RG 54 1RG HAZ HAZ H 0 1 N N N -5.622 -6.483 -3.217 -5.691 -0.668 1.013 HAZ 1RG 55 1RG HBB HBB H 0 1 N N N -8.689 -5.496 -5.998 -9.081 0.760 -1.192 HBB 1RG 56 1RG HBC HBC H 0 1 N N N -9.716 -4.091 -4.310 -7.870 2.839 -1.699 HBC 1RG 57 1RG HBD HBD H 0 1 N N N -8.745 -3.890 -2.110 -5.587 3.177 -0.852 HBD 1RG 58 1RG HOAU HOAU H 0 0 N N N -11.287 -5.998 5.454 3.527 -4.127 -1.560 HOAU 1RG 59 1RG HOBF HOBF H 0 0 N N N -6.609 -7.686 -7.416 -9.880 -2.356 0.016 HOBF 1RG 60 # # 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 1RG C O DOUB N N 1 1RG C CA SING N N 2 1RG C NAX SING N N 3 1RG N CA SING N N 4 1RG N CD SING N N 5 1RG CA CB SING N N 6 1RG CB CG SING N N 7 1RG CD CG SING N N 8 1RG CG SAK SING N N 9 1RG CAA CAB SING N N 10 1RG CAA OAC DOUB N N 11 1RG CAB CAD SING N N 12 1RG CAB CAE SING N N 13 1RG CAD CAH SING N N 14 1RG CAD NAJ SING N N 15 1RG CAE CAF SING N N 16 1RG CAE OAG SING N N 17 1RG CAH CAI SING N N 18 1RG CAH CAS SING N N 19 1RG CAI SAK SING N N 20 1RG CAI CAL DOUB N N 21 1RG NAJ CAL SING N N 22 1RG CAL CAM SING N N 23 1RG CAM OAT DOUB N N 24 1RG CAM OAU SING N N 25 1RG NAX CAY SING N N 26 1RG CAY CAZ DOUB Y N 27 1RG CAY CBD SING Y N 28 1RG CAZ CBA SING Y N 29 1RG CBA CBB DOUB Y N 30 1RG CBA CBE SING N N 31 1RG CBB CBC SING Y N 32 1RG CBC CBD DOUB Y N 33 1RG CBE OBF SING N N 34 1RG CBE OBG DOUB N N 35 1RG N HN SING N N 36 1RG CA HA SING N N 37 1RG CB HB SING N N 38 1RG CB HBA SING N N 39 1RG CD HD SING N N 40 1RG CD HDA SING N N 41 1RG CG HG SING N N 42 1RG CAA HAA SING N N 43 1RG CAB HAB SING N N 44 1RG CAD HAD SING N N 45 1RG CAE HAE SING N N 46 1RG CAF HAF SING N N 47 1RG CAF HAFA SING N N 48 1RG CAF HAFB SING N N 49 1RG OAG HOAG SING N N 50 1RG CAH HAH SING N N 51 1RG NAJ HNAJ SING N N 52 1RG CAS HAS SING N N 53 1RG CAS HASA SING N N 54 1RG CAS HASB SING N N 55 1RG NAX HNAX SING N N 56 1RG CAZ HAZ SING N N 57 1RG CBB HBB SING N N 58 1RG CBC HBC SING N N 59 1RG CBD HBD SING N N 60 1RG OAU HOAU SING N N 61 1RG OBF HOBF SING N N 62 # # 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 1RG SMILES ACDLabs 12.01 "O=C(O)c1cc(ccc1)NC(=O)C3NCC(SC2=C(C(=O)O)NC(C2C)C(C=O)C(O)C)C3" 1RG InChI InChI 1.03 "InChI=1S/C22H27N3O7S/c1-10-17(15(9-26)11(2)27)25-18(22(31)32)19(10)33-14-7-16(23-8-14)20(28)24-13-5-3-4-12(6-13)21(29)30/h3-6,9-11,14-17,23,25,27H,7-8H2,1-2H3,(H,24,28)(H,29,30)(H,31,32)/t10-,11-,14+,15-,16+,17-/m1/s1" 1RG InChIKey InChI 1.03 PGRRQYXTRXQDDJ-SKHPLXCOSA-N 1RG SMILES_CANONICAL CACTVS 3.370 "C[C@@H](O)[C@@H](C=O)[C@@H]1NC(=C(S[C@@H]2CN[C@@H](C2)C(=O)Nc3cccc(c3)C(O)=O)[C@@H]1C)C(O)=O" 1RG SMILES CACTVS 3.370 "C[CH](O)[CH](C=O)[CH]1NC(=C(S[CH]2CN[CH](C2)C(=O)Nc3cccc(c3)C(O)=O)[CH]1C)C(O)=O" 1RG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1[C@@H](NC(=C1S[C@H]2C[C@H](NC2)C(=O)Nc3cccc(c3)C(=O)O)C(=O)O)[C@H](C=O)[C@@H](C)O" 1RG SMILES "OpenEye OEToolkits" 1.7.6 "CC1C(NC(=C1SC2CC(NC2)C(=O)Nc3cccc(c3)C(=O)O)C(=O)O)C(C=O)C(C)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 1RG "SYSTEMATIC NAME" ACDLabs 12.01 "(4R,5S)-3-({(3S,5S)-5-[(3-carboxyphenyl)carbamoyl]pyrrolidin-3-yl}sulfanyl)-5-[(2S,3R)-3-hydroxy-1-oxobutan-2-yl]-4-methyl-4,5-dihydro-1H-pyrrole-2-carboxylic acid" 1RG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,3R)-4-[(3S,5S)-5-[(3-carboxyphenyl)carbamoyl]pyrrolidin-3-yl]sulfanyl-3-methyl-2-[(2S,3R)-3-oxidanyl-1-oxidanylidene-butan-2-yl]-2,3-dihydro-1H-pyrrole-5-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 1RG "Create component" 2009-10-19 RCSB 1RG "Modify aromatic_flag" 2011-06-04 RCSB 1RG "Modify descriptor" 2011-06-04 RCSB 1RG "Modify synonyms" 2012-05-09 RCSB 1RG "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 1RG _pdbx_chem_comp_synonyms.name "ERTAPENEM, bound form PRE-ISOMERIZED" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##