data_MXR # _chem_comp.id MXR _chem_comp.name "(2S,3R,4S)-4-{[(3S,5R)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-2-[(2S,3R)-3-hydroxy-1-oxobutan-2-yl]-3-methyl-3,4-dihydro-2H-pyrrole-5-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 (tautomerism)" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-10-02 _chem_comp.pdbx_modified_date 2021-03-01 _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 MXR _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 3VYP _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 MXR C1 C1 C 0 1 N N N 31.862 8.809 -6.150 4.782 0.806 0.541 C1 MXR 1 MXR C2 C2 C 0 1 N N S 36.415 7.098 -6.507 0.987 -0.035 0.911 C2 MXR 2 MXR C3 C3 C 0 1 N N S 32.910 8.075 -5.344 4.503 -0.580 0.018 C3 MXR 3 MXR C4 C4 C 0 1 N N S 34.312 8.320 -5.921 2.994 -0.768 -0.148 C4 MXR 4 MXR C5 C5 C 0 1 N N N 35.540 7.408 -7.677 1.336 0.792 -0.307 C5 MXR 5 MXR O6 O6 O 0 1 N N N 32.212 10.126 -6.435 5.356 0.950 1.593 O6 MXR 6 MXR C7 C7 C 0 1 N N R 32.825 8.380 -3.842 5.192 -0.762 -1.336 C7 MXR 7 MXR O8 O8 O 0 1 N N N 31.490 8.159 -3.473 4.927 -2.076 -1.832 O8 MXR 8 MXR C9 C9 C 0 1 N N N 33.226 9.828 -3.531 6.701 -0.573 -1.171 C9 MXR 9 MXR N10 N10 N 0 1 N N N 34.359 8.081 -7.361 2.411 0.380 -0.851 N10 MXR 10 MXR C11 C11 C 0 1 N N N 35.909 7.004 -9.143 0.530 1.934 -0.803 C11 MXR 11 MXR O12 O12 O 0 1 N N N 35.226 7.496 -10.075 -0.484 2.259 -0.221 O12 MXR 12 MXR O13 O13 O 0 1 N N N 36.877 6.219 -9.258 0.924 2.610 -1.898 O13 MXR 13 MXR S14 S14 S 0 1 N N N 37.775 8.357 -6.333 -0.342 -1.208 0.525 S14 MXR 14 MXR C15 C15 C 0 1 N N S 39.323 7.405 -6.041 -1.792 -0.134 0.334 C15 MXR 15 MXR C16 C16 C 0 1 N N N 39.556 6.445 -7.212 -3.049 -0.968 -0.003 C16 MXR 16 MXR C17 C17 C 0 1 N N R 41.001 6.708 -7.735 -4.190 -0.318 0.801 C17 MXR 17 MXR C18 C18 C 0 1 N N R 35.411 7.289 -5.363 2.300 -0.788 1.234 C18 MXR 18 MXR N19 N19 N 0 1 N N N 41.587 7.501 -6.680 -3.610 0.835 1.523 N19 MXR 19 MXR C20 C20 C 0 1 N N N 34.756 5.950 -5.050 3.126 -0.033 2.278 C20 MXR 20 MXR C21 C21 C 0 1 N N N 40.563 8.312 -6.035 -2.166 0.526 1.685 C21 MXR 21 MXR C22 C22 C 0 1 N N N 41.696 5.359 -7.981 -5.273 0.155 -0.135 C22 MXR 22 MXR N23 N23 N 0 1 N N N 41.552 4.757 -9.256 -6.171 -0.723 -0.625 N23 MXR 23 MXR O24 O24 O 0 1 N N N 42.347 4.805 -7.108 -5.337 1.325 -0.447 O24 MXR 24 MXR C25 C25 C 0 1 N N N 42.203 3.460 -9.521 -7.224 -0.263 -1.534 C25 MXR 25 MXR C26 C26 C 0 1 N N N 40.788 5.353 -10.349 -6.095 -2.136 -0.248 C26 MXR 26 MXR H1 H1 H 0 1 N N N 30.935 8.357 -6.472 4.472 1.670 -0.028 H1 MXR 27 MXR H3 H3 H 0 1 N N N 36.859 6.092 -6.534 0.699 0.608 1.743 H3 MXR 28 MXR H4 H4 H 0 1 N N N 32.706 7.000 -5.459 4.886 -1.318 0.722 H4 MXR 29 MXR H5 H5 H 0 1 N N N 34.636 9.345 -5.685 2.785 -1.691 -0.689 H5 MXR 30 MXR H8 H8 H 0 1 N N N 33.498 7.699 -3.301 4.808 -0.023 -2.041 H8 MXR 31 MXR H9 H9 H 0 1 N N N 31.384 8.335 -2.546 5.241 -2.785 -1.255 H9 MXR 32 MXR H10 H10 H 0 1 N N N 33.152 10.005 -2.448 7.084 -1.312 -0.466 H10 MXR 33 MXR H11 H11 H 0 1 N N N 34.261 10.000 -3.860 7.191 -0.703 -2.135 H11 MXR 34 MXR H12 H12 H 0 1 N N N 32.553 10.517 -4.062 6.903 0.429 -0.792 H12 MXR 35 MXR H15 H15 H 0 1 N N N 37.031 6.039 -10.178 0.367 3.347 -2.183 H15 MXR 36 MXR H16 H16 H 0 1 N N N 39.213 6.865 -5.089 -1.612 0.623 -0.429 H16 MXR 37 MXR H17 H17 H 0 1 N N N 38.824 6.638 -8.010 -3.262 -0.916 -1.071 H17 MXR 38 MXR H18 H18 H 0 1 N N N 39.461 5.403 -6.871 -2.910 -2.004 0.305 H18 MXR 39 MXR H19 H19 H 0 1 N N N 40.952 7.277 -8.675 -4.598 -1.035 1.513 H19 MXR 40 MXR H20 H20 H 0 1 N N N 35.903 7.708 -4.473 2.098 -1.809 1.559 H20 MXR 41 MXR H21 H21 H 0 1 N N N 42.004 6.894 -6.003 -3.741 1.690 1.005 H21 MXR 42 MXR H23 H23 H 0 1 N N N 34.034 6.077 -4.230 2.609 -0.056 3.237 H23 MXR 43 MXR H24 H24 H 0 1 N N N 34.234 5.580 -5.944 4.103 -0.507 2.380 H24 MXR 44 MXR H25 H25 H 0 1 N N N 35.528 5.226 -4.750 3.256 1.001 1.960 H25 MXR 45 MXR H26 H26 H 0 1 N N N 40.856 8.569 -5.006 -2.011 -0.169 2.509 H26 MXR 46 MXR H27 H27 H 0 1 N N N 40.377 9.235 -6.604 -1.592 1.440 1.838 H27 MXR 47 MXR H28 H28 H 0 1 N N N 42.740 3.128 -8.620 -6.870 -0.330 -2.563 H28 MXR 48 MXR H29 H29 H 0 1 N N N 41.440 2.714 -9.788 -8.108 -0.889 -1.413 H29 MXR 49 MXR H30 H30 H 0 1 N N N 42.915 3.570 -10.353 -7.477 0.772 -1.303 H30 MXR 50 MXR H31 H31 H 0 1 N N N 40.359 6.310 -10.018 -6.690 -2.306 0.649 H31 MXR 51 MXR H32 H32 H 0 1 N N N 41.452 5.526 -11.209 -6.479 -2.750 -1.062 H32 MXR 52 MXR H33 H33 H 0 1 N N N 39.977 4.671 -10.644 -5.056 -2.404 -0.050 H33 MXR 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 MXR C26 N23 SING N N 1 MXR O12 C11 DOUB N N 2 MXR C25 N23 SING N N 3 MXR O13 C11 SING N N 4 MXR N23 C22 SING N N 5 MXR C11 C5 SING N N 6 MXR C22 C17 SING N N 7 MXR C22 O24 DOUB N N 8 MXR C17 C16 SING N N 9 MXR C17 N19 SING N N 10 MXR C5 N10 DOUB N N 11 MXR C5 C2 SING N N 12 MXR N10 C4 SING N N 13 MXR C16 C15 SING N N 14 MXR N19 C21 SING N N 15 MXR C2 S14 SING N N 16 MXR C2 C18 SING N N 17 MXR O6 C1 DOUB N N 18 MXR S14 C15 SING N N 19 MXR C1 C3 SING N N 20 MXR C15 C21 SING N N 21 MXR C4 C18 SING N N 22 MXR C4 C3 SING N N 23 MXR C18 C20 SING N N 24 MXR C3 C7 SING N N 25 MXR C7 C9 SING N N 26 MXR C7 O8 SING N N 27 MXR C1 H1 SING N N 28 MXR C2 H3 SING N N 29 MXR C3 H4 SING N N 30 MXR C4 H5 SING N N 31 MXR C7 H8 SING N N 32 MXR O8 H9 SING N N 33 MXR C9 H10 SING N N 34 MXR C9 H11 SING N N 35 MXR C9 H12 SING N N 36 MXR O13 H15 SING N N 37 MXR C15 H16 SING N N 38 MXR C16 H17 SING N N 39 MXR C16 H18 SING N N 40 MXR C17 H19 SING N N 41 MXR C18 H20 SING N N 42 MXR N19 H21 SING N N 43 MXR C20 H23 SING N N 44 MXR C20 H24 SING N N 45 MXR C20 H25 SING N N 46 MXR C21 H26 SING N N 47 MXR C21 H27 SING N N 48 MXR C25 H28 SING N N 49 MXR C25 H29 SING N N 50 MXR C25 H30 SING N N 51 MXR C26 H31 SING N N 52 MXR C26 H32 SING N N 53 MXR C26 H33 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 MXR SMILES ACDLabs 12.01 "O=C(O)C2=NC(C(C2SC1CC(C(=O)N(C)C)NC1)C)C(C=O)C(O)C" MXR 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/h7-13,15,18,22H,5-6H2,1-4H3,(H,24,25)/t8-,9-,10+,11-,12-,13-,15+/m1/s1" MXR InChIKey InChI 1.03 UUIYVKJXUXGPKB-DKLFCYGSSA-N MXR SMILES_CANONICAL CACTVS 3.370 "C[C@@H](O)[C@@H](C=O)[C@@H]1N=C([C@@H](S[C@@H]2CN[C@H](C2)C(=O)N(C)C)[C@@H]1C)C(O)=O" MXR SMILES CACTVS 3.370 "C[CH](O)[CH](C=O)[CH]1N=C([CH](S[CH]2CN[CH](C2)C(=O)N(C)C)[CH]1C)C(O)=O" MXR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H]1[C@@H](C(=N[C@H]1[C@H](C=O)[C@@H](C)O)C(=O)O)S[C@H]2C[C@@H](NC2)C(=O)N(C)C" MXR SMILES "OpenEye OEToolkits" 1.7.6 "CC1C(C(=NC1C(C=O)C(C)O)C(=O)O)SC2CC(NC2)C(=O)N(C)C" # # 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 MXR "SYSTEMATIC NAME" ACDLabs 12.01 "(2S,3R,4S)-4-{[(3S,5R)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-2-[(2S,3R)-3-hydroxy-1-oxobutan-2-yl]-3-methyl-3,4-dihydro-2H-pyrrole-5-carboxylic acid" MXR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,3R,4S)-4-[(3S,5R)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl-3-methyl-2-[(2S,3R)-3-oxidanyl-1-oxidanylidene-butan-2-yl]-3,4-dihydro-2H-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 MXR "Create component" 2012-10-02 PDBJ MXR "Initial release" 2013-06-19 RCSB MXR "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id MXR _pdbx_chem_comp_synonyms.name "meropenem bound form (tautomerism)" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##