data_HIW # _chem_comp.id HIW _chem_comp.name ;(2R,4S)-2-[(1S,2R)-1-carboxy-2-hydroxypropyl]-4-[(2-{[(Z)-iminomethyl]amino}ethyl)sulfanyl]-3,4-dihydro-2H-pyrrole-5-ca rboxylic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H19 N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Hydrolyzed Imipenem" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-12-24 _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 317.361 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ? _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 5B1U _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 HIW O31 O1 O 0 1 N N N 8.954 -3.040 -5.804 -1.537 2.364 -0.044 O31 HIW 1 HIW C31 C1 C 0 1 N N N 8.223 -4.045 -5.752 -0.554 1.952 -0.624 C31 HIW 2 HIW O32 O2 O 0 1 N N N 6.981 -3.921 -5.337 -0.116 2.576 -1.734 O32 HIW 3 HIW C3 C2 C 0 1 N N N 8.816 -5.350 -6.013 0.170 0.766 -0.107 C3 HIW 4 HIW N4 N1 N 0 1 N N N 8.209 -6.431 -5.772 1.208 0.264 -0.647 N4 HIW 5 HIW C2 C3 C 0 1 N N S 10.155 -5.511 -6.660 -0.226 -0.002 1.135 C2 HIW 6 HIW C1 C4 C 0 1 N N N 10.139 -7.013 -6.952 1.033 -0.837 1.470 C1 HIW 7 HIW C5 C5 C 0 1 N N R 9.013 -7.621 -6.077 1.711 -0.907 0.079 C5 HIW 8 HIW C6 C6 C 0 1 N N S 8.131 -8.701 -6.703 3.231 -0.823 0.224 C6 HIW 9 HIW C7 C7 C 0 1 N N N 8.911 -9.990 -6.777 3.601 0.479 0.886 C7 HIW 10 HIW O71 O3 O 0 1 N N N 8.427 -10.952 -7.341 2.737 1.260 1.209 O71 HIW 11 HIW O72 O4 O 0 1 N N N 10.013 -10.159 -6.090 4.891 0.772 1.117 O72 HIW 12 HIW C61 C8 C 0 1 N N R 7.618 -8.374 -8.101 3.880 -0.894 -1.160 C61 HIW 13 HIW O62 O5 O 0 1 N N N 7.309 -6.986 -8.272 3.530 -2.128 -1.788 O62 HIW 14 HIW C62 C9 C 0 1 N N N 6.345 -9.169 -8.401 5.401 -0.809 -1.015 C62 HIW 15 HIW S21 S1 S 0 1 N N N 11.483 -4.850 -5.624 -1.638 -1.087 0.790 S21 HIW 16 HIW C22 C10 C 0 1 N N N 11.280 -5.608 -4.017 -2.982 0.084 0.455 C22 HIW 17 HIW C23 C11 C 0 1 N N N 11.933 -4.844 -2.860 -4.265 -0.687 0.141 C23 HIW 18 HIW N24 N2 N 0 1 N N N 11.836 -3.395 -2.951 -5.350 0.259 -0.129 N24 HIW 19 HIW C25 C12 C 0 1 N N N 12.834 -2.650 -3.421 -6.602 -0.204 -0.437 C25 HIW 20 HIW N26 N3 N 0 1 N N N 12.691 -1.406 -3.435 -6.826 -1.477 -0.488 N26 HIW 21 HIW H1 H1 H 0 1 N N N 6.808 -3.012 -5.120 -0.618 3.347 -2.031 H1 HIW 22 HIW H5 H5 H 0 1 N N N 10.188 -4.951 -7.606 -0.462 0.683 1.950 H5 HIW 23 HIW H6 H6 H 0 1 N N N 9.930 -7.191 -8.017 1.665 -0.324 2.194 H6 HIW 24 HIW H7 H7 H 0 1 N N N 11.108 -7.461 -6.689 0.763 -1.833 1.823 H7 HIW 25 HIW H8 H8 H 0 1 N N N 9.459 -8.016 -5.152 1.429 -1.827 -0.433 H8 HIW 26 HIW H9 H9 H 0 1 N N N 7.263 -8.858 -6.046 3.585 -1.654 0.834 H9 HIW 27 HIW H10 H10 H 0 1 N N N 10.283 -11.068 -6.142 5.079 1.619 1.544 H10 HIW 28 HIW H11 H11 H 0 1 N N N 8.388 -8.671 -8.829 3.527 -0.062 -1.770 H11 HIW 29 HIW H12 H12 H 0 1 N N N 8.082 -6.464 -8.092 3.814 -2.913 -1.299 H12 HIW 30 HIW H13 H13 H 0 1 N N N 6.546 -10.244 -8.279 5.755 -1.640 -0.405 H13 HIW 31 HIW H14 H14 H 0 1 N N N 5.550 -8.864 -7.705 5.864 -0.859 -2.001 H14 HIW 32 HIW H15 H15 H 0 1 N N N 6.024 -8.971 -9.434 5.669 0.133 -0.536 H15 HIW 33 HIW H16 H16 H 0 1 N N N 10.203 -5.688 -3.810 -3.141 0.714 1.331 H16 HIW 34 HIW H17 H17 H 0 1 N N N 11.722 -6.615 -4.055 -2.715 0.709 -0.397 H17 HIW 35 HIW H18 H18 H 0 1 N N N 11.449 -5.161 -1.925 -4.105 -1.316 -0.734 H18 HIW 36 HIW H19 H19 H 0 1 N N N 12.999 -5.114 -2.831 -4.531 -1.312 0.994 H19 HIW 37 HIW H20 H20 H 0 1 N N N 10.994 -2.945 -2.652 -5.182 1.214 -0.091 H20 HIW 38 HIW H21 H21 H 0 1 N N N 13.744 -3.107 -3.781 -7.402 0.494 -0.636 H21 HIW 39 HIW H22 H22 H 0 1 N N N 13.495 -0.941 -3.805 -7.713 -1.804 -0.706 H22 HIW 40 # # 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 HIW C62 C61 SING N N 1 HIW O62 C61 SING N N 2 HIW C61 C6 SING N N 3 HIW O71 C7 DOUB N N 4 HIW C1 C2 SING N N 5 HIW C1 C5 SING N N 6 HIW C7 C6 SING N N 7 HIW C7 O72 SING N N 8 HIW C6 C5 SING N N 9 HIW C2 C3 SING N N 10 HIW C2 S21 SING N N 11 HIW C5 N4 SING N N 12 HIW C3 N4 DOUB N N 13 HIW C3 C31 SING N N 14 HIW O31 C31 DOUB N N 15 HIW C31 O32 SING N N 16 HIW S21 C22 SING N N 17 HIW C22 C23 SING N N 18 HIW N26 C25 DOUB N N 19 HIW C25 N24 SING N N 20 HIW N24 C23 SING N N 21 HIW O32 H1 SING N N 22 HIW C2 H5 SING N N 23 HIW C1 H6 SING N N 24 HIW C1 H7 SING N N 25 HIW C5 H8 SING N N 26 HIW C6 H9 SING N N 27 HIW O72 H10 SING N N 28 HIW C61 H11 SING N N 29 HIW O62 H12 SING N N 30 HIW C62 H13 SING N N 31 HIW C62 H14 SING N N 32 HIW C62 H15 SING N N 33 HIW C22 H16 SING N N 34 HIW C22 H17 SING N N 35 HIW C23 H18 SING N N 36 HIW C23 H19 SING N N 37 HIW N24 H20 SING N N 38 HIW C25 H21 SING N N 39 HIW N26 H22 SING N N 40 # # 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 HIW SMILES ACDLabs 12.01 "O=C(O)C1=NC(CC1SCCN[C@H]=N)C(C(O)=O)C(O)C" HIW InChI InChI 1.03 "InChI=1S/C12H19N3O5S/c1-6(16)9(11(17)18)7-4-8(10(15-7)12(19)20)21-3-2-14-5-13/h5-9,16H,2-4H2,1H3,(H2,13,14)(H,17,18)(H,19,20)/t6-,7-,8+,9-/m1/s1" HIW InChIKey InChI 1.03 GGEWNUMDSNUHAH-LURQLKTLSA-N HIW SMILES_CANONICAL CACTVS 3.385 "C[C@@H](O)[C@H]([C@H]1C[C@H](SCCNC=N)C(=N1)C(O)=O)C(O)=O" HIW SMILES CACTVS 3.385 "C[CH](O)[CH]([CH]1C[CH](SCCNC=N)C(=N1)C(O)=O)C(O)=O" HIW SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "[H]/N=C\NCCS[C@H]1C[C@@H](N=C1C(=O)O)[C@@H]([C@@H](C)O)C(=O)O" HIW SMILES "OpenEye OEToolkits" 2.0.4 "CC(C(C1CC(C(=N1)C(=O)O)SCCNC=N)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 HIW "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,4S)-2-[(1S,2R)-1-carboxy-2-hydroxypropyl]-4-[(2-{[(Z)-iminomethyl]amino}ethyl)sulfanyl]-3,4-dihydro-2H-pyrrole-5-carboxylic acid" HIW "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(2~{R},4~{S})-2-[(2~{S},3~{R})-1,3-bis(oxidanyl)-1-oxidanylidene-butan-2-yl]-4-(2-methanimidamidoethylsulfanyl)-3,4-dihydro-2~{H}-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 HIW "Create component" 2015-12-24 PDBJ HIW "Modify name" 2016-03-24 PDBJ HIW "Initial release" 2016-05-11 RCSB HIW "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id HIW _pdbx_chem_comp_synonyms.name "Hydrolyzed Imipenem" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##