data_TAZ # _chem_comp.id TAZ _chem_comp.name TAZOBACTAM _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H12 N4 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-11-21 _chem_comp.pdbx_modified_date 2025-04-30 _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 300.291 _chem_comp.one_letter_code ? _chem_comp.three_letter_code TAZ _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 1VM1 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB _chem_comp.pdbx_pcm ? # 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.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 TAZ S1 S1 S 0 1 N N N N N N 31.168 65.948 -7.541 0.104 1.426 -0.237 S1 TAZ 1 TAZ C2 C1 C 0 1 N N S N N N 29.485 65.200 -7.540 0.159 -0.411 -0.119 C2 TAZ 2 TAZ C3 C2 C 0 1 N N S N N N 29.331 64.608 -8.971 -1.303 -0.702 0.306 C3 TAZ 3 TAZ C5 C3 C 0 1 N N R N N N 31.864 64.590 -8.562 -1.624 1.469 -0.838 C5 TAZ 4 TAZ C6 C4 C 0 1 N N N N N N 32.651 65.084 -9.788 -2.600 2.178 0.105 C6 TAZ 5 TAZ C7 C5 C 0 1 N N N N N N 31.316 64.906 -10.516 -3.204 0.811 0.351 C7 TAZ 6 TAZ C9 C6 C 0 1 N N N N N N 28.294 63.501 -9.086 -1.643 -2.133 -0.022 C9 TAZ 7 TAZ N4 N1 N 0 1 N N N N N N 30.707 64.302 -9.377 -2.223 0.190 -0.406 N4 TAZ 8 TAZ C20 C7 C 0 1 N N N N N N 29.488 64.133 -6.448 0.481 -1.045 -1.474 C20 TAZ 9 TAZ C14 C8 C 0 1 N N N N N N 28.376 66.275 -7.361 1.150 -0.868 0.953 C14 TAZ 10 TAZ C19 C9 C 0 1 Y N N N N N 28.669 67.854 -4.182 4.517 0.296 0.511 C19 TAZ 11 TAZ C18 C10 C 0 1 Y N N N N N 29.161 67.715 -5.423 3.393 0.214 1.261 C18 TAZ 12 TAZ N15 N2 N 0 1 Y N N N N N 28.424 66.764 -5.973 2.511 -0.516 0.541 N15 TAZ 13 TAZ N16 N3 N 0 1 Y N N N N N 27.475 66.313 -5.126 3.074 -0.850 -0.567 N16 TAZ 14 TAZ N17 N4 N 0 1 Y N N N N N 27.645 66.992 -4.021 4.271 -0.381 -0.616 N17 TAZ 15 TAZ O12 O1 O 0 1 N N N N N N 31.893 65.967 -6.314 0.982 1.869 -1.263 O12 TAZ 16 TAZ O13 O2 O 0 1 N N N N N N 31.118 67.070 -8.422 0.177 1.995 1.063 O13 TAZ 17 TAZ O8 O3 O 0 1 N N N N N N 30.828 64.866 -11.594 -4.173 0.414 0.963 O8 TAZ 18 TAZ O10 O4 O 0 1 N N N N N N 27.121 63.679 -8.877 -1.243 -3.122 0.794 O10 TAZ 19 TAZ O11 O5 O 0 1 N N N N N N 28.688 62.311 -9.406 -2.276 -2.391 -1.018 O11 TAZ 20 TAZ H1 H1 H 0 1 N N N N N N 28.980 65.433 -9.608 -1.406 -0.544 1.380 H1 TAZ 21 TAZ H2 H2 H 0 1 N N N N N N 32.314 63.789 -7.957 -1.730 1.714 -1.895 H2 TAZ 22 TAZ H3 H3 H 0 1 N N N N N N 33.464 64.424 -10.125 -2.123 2.612 0.985 H3 TAZ 23 TAZ H4 H4 H 0 1 N N N N N N 33.021 66.118 -9.726 -3.272 2.873 -0.399 H4 TAZ 24 TAZ H5 H5 H 0 1 N N N N N N 29.599 64.614 -5.465 1.463 -0.710 -1.807 H5 TAZ 25 TAZ H6 H6 H 0 1 N N N N N N 28.540 63.575 -6.478 0.480 -2.130 -1.376 H6 TAZ 26 TAZ H7 H7 H 0 1 N N N N N N 30.326 63.441 -6.614 -0.272 -0.745 -2.203 H7 TAZ 27 TAZ H8 H8 H 0 1 N N N N N N 28.552 67.110 -8.055 0.917 -0.376 1.897 H8 TAZ 28 TAZ H9 H9 H 0 1 N N N N N N 27.391 65.830 -7.565 1.077 -1.949 1.078 H9 TAZ 29 TAZ H10 H10 H 0 1 N N N N N N 29.034 68.543 -3.435 5.431 0.809 0.770 H10 TAZ 30 TAZ H11 H11 H 0 1 N N N N N N 29.978 68.259 -5.873 3.233 0.646 2.239 H11 TAZ 31 TAZ H12 H12 H 0 1 N N N N N N 26.651 62.861 -8.990 -1.485 -4.024 0.542 H12 TAZ 32 # 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 TAZ O8 C7 DOUB N N 1 TAZ C7 C6 SING N N 2 TAZ C7 N4 SING N N 3 TAZ C6 C5 SING N N 4 TAZ O11 C9 DOUB N N 5 TAZ N4 C3 SING N N 6 TAZ N4 C5 SING N N 7 TAZ C9 C3 SING N N 8 TAZ C9 O10 SING N N 9 TAZ C3 C2 SING N N 10 TAZ C5 S1 SING N N 11 TAZ O13 S1 DOUB N N 12 TAZ S1 C2 SING N N 13 TAZ S1 O12 DOUB N N 14 TAZ C2 C14 SING N N 15 TAZ C2 C20 SING N N 16 TAZ C14 N15 SING N N 17 TAZ N15 C18 SING Y N 18 TAZ N15 N16 SING Y N 19 TAZ C18 C19 DOUB Y N 20 TAZ N16 N17 DOUB Y N 21 TAZ C19 N17 SING Y N 22 TAZ C3 H1 SING N N 23 TAZ C5 H2 SING N N 24 TAZ C6 H3 SING N N 25 TAZ C6 H4 SING N N 26 TAZ C20 H5 SING N N 27 TAZ C20 H6 SING N N 28 TAZ C20 H7 SING N N 29 TAZ C14 H8 SING N N 30 TAZ C14 H9 SING N N 31 TAZ C19 H10 SING N N 32 TAZ C18 H11 SING N N 33 TAZ O10 H12 SING N N 34 # 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 TAZ SMILES ACDLabs 14.52 "O=S1(=O)C2CC(=O)N2C(C(=O)O)C1(C)Cn1ccnn1" TAZ InChI InChI 1.06 "InChI=1S/C10H12N4O5S/c1-10(5-13-3-2-11-12-13)8(9(16)17)14-6(15)4-7(14)20(10,18)19/h2-3,7-8H,4-5H2,1H3,(H,16,17)/t7-,8+,10+/m1/s1" TAZ InChIKey InChI 1.06 LPQZKKCYTLCDGQ-WEDXCCLWSA-N TAZ SMILES_CANONICAL CACTVS 3.385 "C[C@]1(Cn2ccnn2)[C@@H](N3[C@@H](CC3=O)[S]1(=O)=O)C(O)=O" TAZ SMILES CACTVS 3.385 "C[C]1(Cn2ccnn2)[CH](N3[CH](CC3=O)[S]1(=O)=O)C(O)=O" TAZ SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "C[C@@]1([C@@H](N2[C@H](S1(=O)=O)CC2=O)C(=O)O)Cn3ccnn3" TAZ SMILES "OpenEye OEToolkits" 3.1.0.0 "CC1(C(N2C(S1(=O)=O)CC2=O)C(=O)O)Cn3ccnn3" # 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 TAZ "SYSTEMATIC NAME" ACDLabs 14.52 "(1S,2S,3S,5R)-3-methyl-4,4,7-trioxo-3-[(1H-1,2,3-triazol-1-yl)methyl]-4lambda~6~-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid" TAZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(2~{S},3~{S},5~{R})-3-methyl-4,4,7-tris(oxidanylidene)-3-(1,2,3-triazol-1-ylmethyl)-4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-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 TAZ "Create component" 2000-11-21 PDBJ TAZ "Modify descriptor" 2011-06-04 RCSB TAZ "Other modification" 2025-04-30 RCSB #