data_MEM # _chem_comp.id MEM _chem_comp.name "(4R,5S,6S)-3-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H25 N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Meropenem (closed form)" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-04-30 _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 383.463 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MEM _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 4EUZ _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 MEM C24 C24 C 0 1 N N N -20.665 -12.245 28.993 7.494 -0.252 0.302 C24 MEM 1 MEM N23 N23 N 0 1 N N N -21.034 -10.819 29.247 6.274 0.549 0.168 N23 MEM 2 MEM C25 C25 C 0 1 N N N -22.469 -10.489 29.422 6.208 1.889 0.756 C25 MEM 3 MEM C22 C22 C 0 1 N N N -20.044 -9.940 29.239 5.212 0.052 -0.497 C22 MEM 4 MEM O26 O26 O 0 1 N N N -18.886 -10.355 29.057 5.266 -1.057 -0.985 O26 MEM 5 MEM C20 C20 C 0 1 N N S -20.348 -8.464 29.469 3.957 0.876 -0.636 C20 MEM 6 MEM C21 C21 C 0 1 N N N -21.092 -7.717 28.402 3.118 0.774 0.656 C21 MEM 7 MEM N19 N19 N 0 1 N N N -19.089 -7.750 29.640 3.130 0.348 -1.736 N19 MEM 8 MEM C18 C18 C 0 1 N N N -18.776 -7.133 28.383 1.833 -0.094 -1.181 C18 MEM 9 MEM C17 C17 C 0 1 N N S -20.150 -6.640 27.873 1.662 0.725 0.123 C17 MEM 10 MEM S16 S16 S 0 1 N N N -20.204 -6.737 26.039 0.574 -0.132 1.289 S16 MEM 11 MEM C2 C2 C 0 1 N N N -19.162 -5.426 25.561 -0.952 -0.030 0.415 C2 MEM 12 MEM C1 C1 C 0 1 N N R -19.174 -4.051 26.181 -1.688 1.245 0.076 C1 MEM 13 MEM C10 C10 C 0 1 N N N -20.597 -3.447 26.145 -2.123 1.966 1.354 C10 MEM 14 MEM C5 C5 C 0 1 N N S -18.033 -3.342 25.440 -2.914 0.784 -0.726 C5 MEM 15 MEM C6 C6 C 0 1 N N S -18.342 -2.272 24.391 -4.204 0.677 0.098 C6 MEM 16 MEM C8 C8 C 0 1 N N R -17.661 -0.909 24.468 -5.443 1.210 -0.626 C8 MEM 17 MEM C9 C9 C 0 1 N N N -18.119 -0.144 25.704 -6.667 1.057 0.279 C9 MEM 18 MEM O13 O13 O 0 1 N N N -16.232 -1.093 24.576 -5.253 2.591 -0.941 O13 MEM 19 MEM C7 C7 C 0 1 N N N -17.921 -3.290 23.389 -4.038 -0.825 -0.005 C7 MEM 20 MEM O12 O12 O 0 1 N N N -17.925 -3.361 22.157 -4.694 -1.773 0.372 O12 MEM 21 MEM N4 N4 N 0 1 N N N -17.705 -4.235 24.345 -2.845 -0.691 -0.698 N4 MEM 22 MEM C3 C3 C 0 1 N N N -18.248 -5.486 24.538 -1.651 -1.076 -0.066 C3 MEM 23 MEM C11 C11 C 0 1 N N N -17.955 -6.684 23.689 -1.243 -2.423 0.080 C11 MEM 24 MEM O15 O15 O 0 1 N N N -16.727 -6.775 23.340 -1.869 -3.312 -0.469 O15 MEM 25 MEM O14 O14 O 0 1 N N N -18.825 -7.500 23.374 -0.160 -2.723 0.827 O14 MEM 26 MEM H1 H1 H 0 1 N N N -21.570 -12.870 29.026 7.436 -0.852 1.210 H1 MEM 27 MEM H2 H2 H 0 1 N N N -20.196 -12.331 28.002 7.594 -0.908 -0.562 H2 MEM 28 MEM H3 H3 H 0 1 N N N -19.958 -12.584 29.764 8.358 0.410 0.358 H3 MEM 29 MEM H4 H4 H 0 1 N N N -22.578 -9.409 29.600 6.552 2.623 0.028 H4 MEM 30 MEM H5 H5 H 0 1 N N N -23.023 -10.769 28.514 5.180 2.111 1.039 H5 MEM 31 MEM H6 H6 H 0 1 N N N -22.871 -11.045 30.282 6.845 1.929 1.640 H6 MEM 32 MEM H7 H7 H 0 1 N N N -20.924 -8.384 30.403 4.216 1.916 -0.832 H7 MEM 33 MEM H8 H8 H 0 1 N N N -21.996 -7.254 28.825 3.360 -0.137 1.202 H8 MEM 34 MEM H9 H9 H 0 1 N N N -21.377 -8.402 27.590 3.272 1.651 1.285 H9 MEM 35 MEM H10 H10 H 0 1 N N N -18.365 -8.390 29.897 3.598 -0.410 -2.209 H10 MEM 36 MEM H12 H12 H 0 1 N N N -18.336 -7.861 27.686 1.026 0.130 -1.878 H12 MEM 37 MEM H13 H13 H 0 1 N N N -18.082 -6.291 28.520 1.859 -1.161 -0.960 H13 MEM 38 MEM H14 H14 H 0 1 N N N -20.404 -5.621 28.200 1.290 1.727 -0.090 H14 MEM 39 MEM H15 H15 H 0 1 N N N -18.880 -4.149 27.236 -1.060 1.897 -0.531 H15 MEM 40 MEM H16 H16 H 0 1 N N N -21.281 -4.084 26.726 -1.243 2.339 1.878 H16 MEM 41 MEM H17 H17 H 0 1 N N N -20.578 -2.437 26.581 -2.774 2.801 1.097 H17 MEM 42 MEM H18 H18 H 0 1 N N N -20.945 -3.390 25.103 -2.661 1.270 1.998 H18 MEM 43 MEM H19 H19 H 0 1 N N N -17.186 -3.082 26.092 -3.018 1.245 -1.708 H19 MEM 44 MEM H20 H20 H 0 1 N N N -19.431 -2.128 24.335 -4.109 1.062 1.114 H20 MEM 45 MEM H21 H21 H 0 1 N N N -17.907 -0.327 23.567 -5.597 0.645 -1.545 H21 MEM 46 MEM H22 H22 H 0 1 N N N -17.616 0.834 25.738 -6.513 1.622 1.198 H22 MEM 47 MEM H23 H23 H 0 1 N N N -19.208 0.006 25.660 -7.549 1.436 -0.237 H23 MEM 48 MEM H24 H24 H 0 1 N N N -17.864 -0.719 26.606 -6.812 0.004 0.519 H24 MEM 49 MEM H25 H25 H 0 1 N N N -15.806 -0.245 24.624 -5.109 3.154 -0.169 H25 MEM 50 MEM H26 H26 H 0 1 N N N -18.438 -8.187 22.844 0.086 -3.658 0.806 H26 MEM 51 # # 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 MEM O12 C7 DOUB N N 1 MEM O15 C11 DOUB N N 2 MEM O14 C11 SING N N 3 MEM C7 N4 SING N N 4 MEM C7 C6 SING N N 5 MEM C11 C3 SING N N 6 MEM N4 C3 SING N N 7 MEM N4 C5 SING N N 8 MEM C6 C8 SING N N 9 MEM C6 C5 SING N N 10 MEM C8 O13 SING N N 11 MEM C8 C9 SING N N 12 MEM C3 C2 DOUB N N 13 MEM C5 C1 SING N N 14 MEM C2 S16 SING N N 15 MEM C2 C1 SING N N 16 MEM S16 C17 SING N N 17 MEM C10 C1 SING N N 18 MEM C17 C18 SING N N 19 MEM C17 C21 SING N N 20 MEM C18 N19 SING N N 21 MEM C21 C20 SING N N 22 MEM C24 N23 SING N N 23 MEM O26 C22 DOUB N N 24 MEM C22 N23 SING N N 25 MEM C22 C20 SING N N 26 MEM N23 C25 SING N N 27 MEM C20 N19 SING N N 28 MEM C24 H1 SING N N 29 MEM C24 H2 SING N N 30 MEM C24 H3 SING N N 31 MEM C25 H4 SING N N 32 MEM C25 H5 SING N N 33 MEM C25 H6 SING N N 34 MEM C20 H7 SING N N 35 MEM C21 H8 SING N N 36 MEM C21 H9 SING N N 37 MEM N19 H10 SING N N 38 MEM C18 H12 SING N N 39 MEM C18 H13 SING N N 40 MEM C17 H14 SING N N 41 MEM C1 H15 SING N N 42 MEM C10 H16 SING N N 43 MEM C10 H17 SING N N 44 MEM C10 H18 SING N N 45 MEM C5 H19 SING N N 46 MEM C6 H20 SING N N 47 MEM C8 H21 SING N N 48 MEM C9 H22 SING N N 49 MEM C9 H23 SING N N 50 MEM C9 H24 SING N N 51 MEM O13 H25 SING N N 52 MEM O14 H26 SING N N 53 # # 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 MEM SMILES ACDLabs 12.01 "O=C(N(C)C)C3NCC(SC2=C(C(=O)O)N1C(=O)C(C(O)C)C1C2C)C3" MEM InChI InChI 1.03 "InChI=1S/C17H25N3O5S/c1-7-12-11(8(2)21)16(23)20(12)13(17(24)25)14(7)26-9-5-10(18-6-9)15(22)19(3)4/h7-12,18,21H,5-6H2,1-4H3,(H,24,25)/t7-,8-,9+,10+,11-,12-/m1/s1" MEM InChIKey InChI 1.03 DMJNNHOOLUXYBV-PQTSNVLCSA-N MEM SMILES_CANONICAL CACTVS 3.370 "C[C@@H](O)[C@@H]1[C@H]2[C@@H](C)C(=C(N2C1=O)C(O)=O)S[C@@H]3CN[C@@H](C3)C(=O)N(C)C" MEM SMILES CACTVS 3.370 "C[CH](O)[CH]1[CH]2[CH](C)C(=C(N2C1=O)C(O)=O)S[CH]3CN[CH](C3)C(=O)N(C)C" MEM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1S[C@H]3C[C@H](NC3)C(=O)N(C)C)C(=O)O)[C@@H](C)O" MEM SMILES "OpenEye OEToolkits" 1.7.6 "CC1C2C(C(=O)N2C(=C1SC3CC(NC3)C(=O)N(C)C)C(=O)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 MEM "SYSTEMATIC NAME" ACDLabs 12.01 "(4R,5S,6S)-3-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid" MEM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(4R,5S,6S)-3-[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl-4-methyl-6-[(1R)-1-oxidanylethyl]-7-oxidanylidene-1-azabicyclo[3.2.0]hept-2-ene-2-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 MEM "Create component" 2012-04-30 RCSB MEM "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id MEM _pdbx_chem_comp_synonyms.name "Meropenem (closed form)" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##