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                    2011-06-04 
_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        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
TAZ S1   S1   S 0 1 N N N 31.093 65.276 1.479 1.498  0.386  0.211  S1   TAZ 1  
TAZ C2   C2   C 0 1 N N S 31.246 66.704 2.489 -0.330 0.166  0.054  C2   TAZ 2  
TAZ C3   C3   C 0 1 N N S 32.193 66.538 3.740 -0.533 0.913  -1.297 C3   TAZ 3  
TAZ C5   C5   C 0 1 N N S 32.210 64.520 4.737 1.884  0.415  -1.592 C5   TAZ 4  
TAZ C6   C6   C 0 1 N N N 31.820 63.066 4.542 1.988  -0.982 -2.201 C6   TAZ 5  
TAZ C7   C7   C 0 1 N N N 32.817 62.257 5.351 0.644  -0.622 -2.774 C7   TAZ 6  
TAZ C9   C9   C 0 1 N N N 33.509 67.288 3.942 -1.839 0.484  -1.914 C9   TAZ 7  
TAZ N4   N4   N 0 1 N N N 32.654 65.144 3.696 0.560  0.599  -2.216 N4   TAZ 8  
TAZ C20  C20  C 0 1 N N N 31.842 67.797 1.595 -0.713 -1.311 -0.054 C20  TAZ 9  
TAZ C14  C14  C 0 1 N N N 29.760 66.873 2.827 -1.081 0.853  1.196  C14  TAZ 10 
TAZ C19  C19  C 0 1 Y N N 29.696 68.770 5.844 -0.086 -0.214 4.476  C19  TAZ 11 
TAZ C18  C18  C 0 1 Y N N 29.597 67.548 5.263 -0.189 0.758  3.541  C18  TAZ 12 
TAZ N15  N15  N 0 1 Y N N 29.466 67.748 3.951 -0.767 0.183  2.461  N15  TAZ 13 
TAZ N16  N16  N 0 1 Y N N 29.482 69.029 3.721 -0.998 -1.052 2.737  N16  TAZ 14 
TAZ N17  N17  N 0 1 Y N N 29.624 69.667 4.858 -0.598 -1.322 3.929  N17  TAZ 15 
TAZ O12  O12  O 0 1 N N N 29.853 64.644 1.886 1.773  1.663  0.771  O12  TAZ 16 
TAZ O13  O13  O 0 1 N N N 32.363 64.536 1.605 2.065  -0.777 0.795  O13  TAZ 17 
TAZ O8   O8   O 0 1 N N N 33.735 62.673 6.001 -0.113 -1.232 -3.498 O8   TAZ 18 
TAZ O10  O10  O 0 1 N N N 34.509 67.132 3.201 -1.868 0.091  -3.057 O10  TAZ 19 
TAZ O11  O11  O 0 1 N N N 33.670 68.102 4.895 -2.971 0.537  -1.194 O11  TAZ 20 
TAZ HC3  HC3  H 0 1 N N N 31.529 66.945 4.537 -0.555 1.987  -1.116 HC3  TAZ 21 
TAZ HC51 1HC5 H 0 0 N N N 32.345 64.673 5.833 2.659  1.119  -1.893 HC51 TAZ 22 
TAZ HC61 1HC6 H 0 0 N N N 30.757 62.851 4.800 2.779  -1.091 -2.943 HC61 TAZ 23 
TAZ HC62 2HC6 H 0 0 N N N 31.761 62.759 3.471 1.964  -1.792 -1.472 HC62 TAZ 24 
TAZ H201 1H20 H 0 0 N N N 31.939 68.703 2.236 -0.478 -1.817 0.881  H201 TAZ 25 
TAZ H202 2H20 H 0 0 N N N 32.796 67.496 1.103 -1.781 -1.396 -0.255 H202 TAZ 26 
TAZ H203 3H20 H 0 0 N N N 31.258 67.974 0.661 -0.152 -1.772 -0.867 H203 TAZ 27 
TAZ H141 1H14 H 0 0 N N N 29.200 67.211 1.924 -0.777 1.898  1.254  H141 TAZ 28 
TAZ H142 2H14 H 0 0 N N N 29.290 65.874 2.988 -2.154 0.797  1.012  H142 TAZ 29 
TAZ H191 1H19 H 0 0 N N N 29.813 68.992 6.917 0.329  -0.115 5.468  H191 TAZ 30 
TAZ H181 1H18 H 0 0 N N N 29.619 66.567 5.767 0.125  1.787  3.637  H181 TAZ 31 
TAZ H11  H11  H 0 1 N N N 34.488 68.568 5.020 -3.809 0.262  -1.590 H11  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 S1  C2   SING N N 1  
TAZ S1  C5   SING N N 2  
TAZ S1  O12  DOUB N N 3  
TAZ S1  O13  DOUB N N 4  
TAZ C2  C3   SING N N 5  
TAZ C2  C20  SING N N 6  
TAZ C2  C14  SING N N 7  
TAZ C3  C9   SING N N 8  
TAZ C3  N4   SING N N 9  
TAZ C3  HC3  SING N N 10 
TAZ C5  C6   SING N N 11 
TAZ C5  N4   SING N N 12 
TAZ C5  HC51 SING N N 13 
TAZ C6  C7   SING N N 14 
TAZ C6  HC61 SING N N 15 
TAZ C6  HC62 SING N N 16 
TAZ C7  N4   SING N N 17 
TAZ C7  O8   DOUB N N 18 
TAZ C9  O10  DOUB N N 19 
TAZ C9  O11  SING N N 20 
TAZ C20 H201 SING N N 21 
TAZ C20 H202 SING N N 22 
TAZ C20 H203 SING N N 23 
TAZ C14 N15  SING N N 24 
TAZ C14 H141 SING N N 25 
TAZ C14 H142 SING N N 26 
TAZ C19 C18  DOUB Y N 27 
TAZ C19 N17  SING Y N 28 
TAZ C19 H191 SING N N 29 
TAZ C18 N15  SING Y N 30 
TAZ C18 H181 SING N N 31 
TAZ N15 N16  SING Y N 32 
TAZ N16 N17  DOUB Y N 33 
TAZ O11 H11  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              10.04 "O=S2(=O)C(C(N1C(=O)CC12)C(=O)O)(Cn3nncc3)C"                                                                                       
TAZ SMILES_CANONICAL CACTVS               3.341 "C[C@]1(Cn2ccnn2)[C@@H](N3[C@H](CC3=O)[S]1(=O)=O)C(O)=O"                                                                           
TAZ SMILES           CACTVS               3.341 "C[C]1(Cn2ccnn2)[CH](N3[CH](CC3=O)[S]1(=O)=O)C(O)=O"                                                                               
TAZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@]1([C@@H](N2[C@@H](S1(=O)=O)CC2=O)C(=O)O)Cn3ccnn3"                                                                           
TAZ SMILES           "OpenEye OEToolkits" 1.5.0 "CC1(C(N2C(S1(=O)=O)CC2=O)C(=O)O)Cn3ccnn3"                                                                                         
TAZ InChI            InChI                1.03  "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-/m0/s1" 
TAZ InChIKey         InChI                1.03  LPQZKKCYTLCDGQ-NRPADANISA-N                                                                                                        
# 
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              10.04 "(2S,3S,5S)-3-methyl-7-oxo-3-(1H-1,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide" 
TAZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3S,5S)-3-methyl-4,4,7-trioxo-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 
# 
