data_MER # _chem_comp.id MER _chem_comp.name ;(4R,5S)-3-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-5-[(2S,3R)-3-hydroxy-1-oxobutan-2-yl]-4-methyl-4,5-d ihydro-1H-pyrrole-2-carboxylic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H27 N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Meropenem, bound form" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-02-17 _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 385.478 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MER _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 3Q82 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 MER C1 C1 C 0 1 N N N -3.736 -6.411 30.778 4.269 -0.424 1.227 C1 MER 1 MER C2 C2 C 0 1 N N N -6.269 -9.290 32.289 0.932 0.227 0.367 C2 MER 2 MER C3 C3 C 0 1 N N S -3.517 -7.359 31.925 4.158 -1.021 -0.152 C3 MER 3 MER C4 C4 C 0 1 N N S -4.014 -8.795 31.608 2.896 -0.492 -0.837 C4 MER 4 MER C5 C5 C 0 1 N N N -6.297 -8.651 31.125 1.651 1.306 0.004 C5 MER 5 MER O6 O6 O 0 1 N N N -4.285 -5.366 31.011 4.432 -1.141 2.185 O6 MER 6 MER C7 C7 C 0 1 N N R -2.101 -7.047 32.473 5.387 -0.632 -0.976 C7 MER 7 MER O8 O8 O 0 1 N N N -1.237 -6.508 31.481 5.282 -1.198 -2.284 O8 MER 8 MER C9 C9 C 0 1 N N N -1.387 -8.142 33.247 6.649 -1.161 -0.292 C9 MER 9 MER N10 N10 N 0 1 N N N -5.121 -8.536 30.687 2.816 0.969 -0.704 N10 MER 10 MER C11 C11 C 0 1 N N N -7.447 -8.077 30.395 1.273 2.636 0.304 C11 MER 11 MER O12 O12 O 0 1 N N N -8.182 -7.178 30.912 2.101 3.658 -0.002 O12 MER 12 MER O13 O13 O 0 1 N N N -7.646 -8.510 29.239 0.202 2.859 0.838 O13 MER 13 MER S14 S14 S 0 1 N N N -7.594 -9.752 33.227 -0.586 0.259 1.260 S14 MER 14 MER C15 C15 C 0 1 N N S -7.980 -11.480 33.311 -1.689 -0.484 0.033 C15 MER 15 MER C16 C16 C 0 1 N N N -7.596 -12.205 32.020 -3.136 -0.580 0.582 C16 MER 16 MER C17 C17 C 0 1 N N S -7.297 -13.638 32.484 -3.969 -0.564 -0.724 C17 MER 17 MER C18 C18 C 0 1 N N R -4.849 -9.527 32.693 1.638 -1.017 -0.122 C18 MER 18 MER N19 N19 N 0 1 N N N -6.804 -13.477 33.841 -3.254 0.374 -1.616 N19 MER 19 MER C20 C20 C 0 1 N N N -4.738 -9.074 34.152 2.022 -1.913 1.058 C20 MER 20 MER C21 C21 C 0 1 N N N -7.226 -12.216 34.433 -1.843 0.440 -1.193 C21 MER 21 MER C22 C22 C 0 1 N N N -6.387 -14.379 31.533 -5.365 -0.067 -0.451 C22 MER 22 MER N23 N23 N 0 1 N N N -6.870 -15.493 30.936 -6.286 -0.900 0.073 N23 MER 23 MER O24 O24 O 0 1 N N N -5.262 -13.936 31.333 -5.660 1.082 -0.702 O24 MER 24 MER C25 C25 C 0 1 N N N -6.084 -16.284 29.997 -5.930 -2.288 0.377 C25 MER 25 MER C26 C26 C 0 1 N N N -8.211 -16.036 31.155 -7.643 -0.417 0.339 C26 MER 26 MER H1 H1 H 0 1 N N N -3.411 -6.660 29.779 4.208 0.647 1.359 H1 MER 27 MER H3 H3 H 0 1 N N N -4.197 -7.005 32.714 4.102 -2.106 -0.074 H3 MER 28 MER H4 H4 H 0 1 N N N -3.222 -9.431 31.186 2.885 -0.781 -1.887 H4 MER 29 MER H7 H7 H 0 1 N N N -2.259 -6.241 33.205 5.443 0.454 -1.054 H7 MER 30 MER HO8 HO8 H 0 1 N N N -0.385 -6.334 31.863 5.227 -2.164 -2.292 HO8 MER 31 MER H9 H9 H 0 1 N N N -0.400 -7.779 33.571 6.592 -2.246 -0.214 H9 MER 32 MER H9A H9A H 0 1 N N N -1.984 -8.417 34.129 7.524 -0.883 -0.879 H9A MER 33 MER H9B H9B H 0 1 N N N -1.259 -9.024 32.602 6.729 -0.729 0.706 H9B MER 34 MER HN10 HN10 H 0 0 N N N -5.018 -7.598 30.355 3.464 1.601 -1.052 HN10 MER 35 MER HO12 HO12 H 0 0 N N N -8.856 -6.924 30.292 1.757 4.528 0.240 HO12 MER 36 MER H15 H15 H 0 1 N N N -9.064 -11.561 33.477 -1.322 -1.466 -0.268 H15 MER 37 MER H16 H16 H 0 1 N N N -8.427 -12.191 31.300 -3.286 -1.511 1.129 H16 MER 38 MER H16A H16A H 0 0 N N N -6.707 -11.747 31.562 -3.375 0.281 1.207 H16A MER 39 MER H17 H17 H 0 1 N N N -8.254 -14.179 32.522 -3.999 -1.560 -1.166 H17 MER 40 MER H18 H18 H 0 1 N N N -4.629 -10.603 32.637 1.006 -1.561 -0.824 H18 MER 41 MER HN19 HN19 H 0 0 N N N -7.152 -14.228 34.401 -3.330 0.085 -2.579 HN19 MER 42 MER H20 H20 H 0 1 N N N -3.708 -9.226 34.506 1.134 -2.424 1.430 H20 MER 43 MER H20A H20A H 0 0 N N N -4.997 -8.008 34.225 2.755 -2.650 0.731 H20A MER 44 MER H20B H20B H 0 0 N N N -5.429 -9.663 34.772 2.450 -1.302 1.853 H20B MER 45 MER H21 H21 H 0 1 N N N -6.353 -11.632 34.760 -1.585 1.463 -0.921 H21 MER 46 MER H21A H21A H 0 0 N N N -7.890 -12.395 35.292 -1.197 0.095 -2.001 H21A MER 47 MER H25 H25 H 0 1 N N N -6.683 -17.137 29.644 -5.557 -2.352 1.399 H25 MER 48 MER H25A H25A H 0 0 N N N -5.798 -15.657 29.139 -6.812 -2.921 0.272 H25A MER 49 MER H25B H25B H 0 0 N N N -5.178 -16.655 30.499 -5.157 -2.625 -0.314 H25B MER 50 MER H26 H26 H 0 1 N N N -8.343 -16.944 30.548 -8.265 -0.577 -0.541 H26 MER 51 MER H26A H26A H 0 0 N N N -8.336 -16.285 32.219 -8.064 -0.961 1.185 H26A MER 52 MER H26B H26B H 0 0 N N N -8.962 -15.287 30.863 -7.611 0.647 0.572 H26B MER 53 # # 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 MER C1 O6 DOUB N N 1 MER C1 C3 SING N N 2 MER C1 H1 SING N N 3 MER C5 C2 DOUB N N 4 MER C2 C18 SING N N 5 MER C2 S14 SING N N 6 MER C4 C3 SING N N 7 MER C3 C7 SING N N 8 MER C3 H3 SING N N 9 MER N10 C4 SING N N 10 MER C4 C18 SING N N 11 MER C4 H4 SING N N 12 MER C11 C5 SING N N 13 MER N10 C5 SING N N 14 MER O8 C7 SING N N 15 MER C7 C9 SING N N 16 MER C7 H7 SING N N 17 MER O8 HO8 SING N N 18 MER C9 H9 SING N N 19 MER C9 H9A SING N N 20 MER C9 H9B SING N N 21 MER N10 HN10 SING N N 22 MER O13 C11 DOUB N N 23 MER C11 O12 SING N N 24 MER O12 HO12 SING N N 25 MER S14 C15 SING N N 26 MER C16 C15 SING N N 27 MER C15 C21 SING N N 28 MER C15 H15 SING N N 29 MER C16 C17 SING N N 30 MER C16 H16 SING N N 31 MER C16 H16A SING N N 32 MER C22 C17 SING N N 33 MER C17 N19 SING N N 34 MER C17 H17 SING N N 35 MER C18 C20 SING N N 36 MER C18 H18 SING N N 37 MER N19 C21 SING N N 38 MER N19 HN19 SING N N 39 MER C20 H20 SING N N 40 MER C20 H20A SING N N 41 MER C20 H20B SING N N 42 MER C21 H21 SING N N 43 MER C21 H21A SING N N 44 MER N23 C22 SING N N 45 MER O24 C22 DOUB N N 46 MER C25 N23 SING N N 47 MER N23 C26 SING N N 48 MER C25 H25 SING N N 49 MER C25 H25A SING N N 50 MER C25 H25B SING N N 51 MER C26 H26 SING N N 52 MER C26 H26A SING N N 53 MER C26 H26B SING N N 54 # # 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 MER SMILES ACDLabs 12.01 "O=C(O)C2=C(SC1CC(C(=O)N(C)C)NC1)C(C(N2)C(C=O)C(O)C)C" MER InChI InChI 1.03 "InChI=1S/C17H27N3O5S/c1-8-13(11(7-21)9(2)22)19-14(17(24)25)15(8)26-10-5-12(18-6-10)16(23)20(3)4/h7-13,18-19,22H,5-6H2,1-4H3,(H,24,25)/t8-,9-,10+,11-,12+,13-/m1/s1" MER InChIKey InChI 1.03 DYQHXZPAIVAJRU-HTXLXMOSSA-N MER 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)N(C)C)[C@@H]1C)C(O)=O" MER SMILES CACTVS 3.370 "C[CH](O)[CH](C=O)[CH]1NC(=C(S[CH]2CN[CH](C2)C(=O)N(C)C)[CH]1C)C(O)=O" MER SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1[C@@H](NC(=C1S[C@H]2C[C@H](NC2)C(=O)N(C)C)C(=O)O)[C@H](C=O)[C@@H](C)O" MER SMILES "OpenEye OEToolkits" 1.7.6 "CC1C(NC(=C1SC2CC(NC2)C(=O)N(C)C)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 MER "SYSTEMATIC NAME" ACDLabs 12.01 "(4R,5S)-3-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-5-[(2S,3R)-3-hydroxy-1-oxobutan-2-yl]-4-methyl-4,5-dihydro-1H-pyrrole-2-carboxylic acid" MER "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,3R)-4-[(3S,5S)-5-(dimethylcarbamoyl)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 MER "Create component" 2001-02-17 EBI MER "Modify descriptor" 2011-06-04 RCSB MER "Other modification" 2012-05-04 RCSB MER "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id MER _pdbx_chem_comp_synonyms.name "Meropenem, bound form" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##