data_TBE
# 
_chem_comp.id                                    TBE 
_chem_comp.name                                  "TAZOBACTAM INTERMEDIATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H14 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                     2004-07-28 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        302.307 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TBE 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1TDG 
_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 
TBE S1   S1   S 0 1 N N N 11.122 33.822 -0.278 -5.136 5.919 2.463  S1   TBE 1  
TBE O12  O12  O 0 1 N N N 12.531 34.011 -0.496 -4.043 6.795 2.144  O12  TBE 2  
TBE O13  O13  O 0 1 N N N 10.686 32.832 0.667  -6.500 6.193 2.106  O13  TBE 3  
TBE C2   C2   C 0 1 N N S 10.403 35.432 0.060  -4.729 4.302 1.752  C2   TBE 4  
TBE C3   C3   C 0 1 N N S 10.757 35.928 1.509  -3.337 3.879 2.321  C3   TBE 5  
TBE N4   N4   N 0 1 N N N 10.225 35.014 2.537  -2.288 4.773 1.861  N4   TBE 6  
TBE C5   C5   C 0 1 N N N 9.960  35.588 3.717  -1.019 4.615 2.209  C5   TBE 7  
TBE C20  C20  C 0 1 N N N 10.927 36.436 -0.988 -5.813 3.323 2.240  C20  TBE 8  
TBE C14  C14  C 0 1 N N N 8.856  35.292 -0.099 -4.700 4.404 0.198  C14  TBE 9  
TBE N15  N15  N 0 1 Y N N 8.161  36.575 0.087  -4.406 3.174 -0.537 N15  TBE 10 
TBE N16  N16  N 0 1 Y N N 7.957  37.342 -0.982 -3.146 2.865 -0.838 N16  TBE 11 
TBE N17  N17  N 0 1 Y N N 7.301  38.395 -0.554 -3.189 1.714 -1.499 N17  TBE 12 
TBE C18  C18  C 0 1 Y N N 7.098  38.285 0.767  -4.498 1.331 -1.593 C18  TBE 13 
TBE C19  C19  C 0 1 Y N N 7.646  37.123 1.183  -5.296 2.263 -0.979 C19  TBE 14 
TBE C9   C9   C 0 1 N N N 12.252 36.122 1.707  -3.274 3.864 3.842  C9   TBE 15 
TBE O10  O10  O 0 1 N N N 12.982 35.154 2.009  -3.566 2.645 4.364  O10  TBE 16 
TBE O11  O11  O 0 1 N N N 12.758 37.253 1.564  -2.996 4.832 4.539  O11  TBE 17 
TBE C6   C6   C 0 1 N N N 9.500  34.835 4.849  0.019  5.374 1.846  C6   TBE 18 
TBE C7   C7   C 0 1 N N N 9.275  33.333 4.797  -0.212 6.531 0.960  C7   TBE 19 
TBE O8   O8   O 0 1 N N N 9.870  32.661 4.010  0.702  7.261 0.596  O8   TBE 20 
TBE H3   H3   H 0 1 N N N 10.267 36.923 1.625  -3.070 2.878 1.960  H3   TBE 21 
TBE HN4  HN4  H 0 1 N N N 10.853 34.220 2.663  -2.530 5.548 1.251  HN4  TBE 22 
TBE H5   H5   H 0 1 N N N 10.120 36.678 3.756  -0.892 3.756 2.859  H5   TBE 23 
TBE H201 1H20 H 0 0 N N N 10.480 37.435 -0.778 -6.799 3.577 1.837  H201 TBE 24 
TBE H202 2H20 H 0 0 N N N 12.040 36.466 -1.030 -5.590 2.291 1.949  H202 TBE 25 
TBE H203 3H20 H 0 0 N N N 10.742 36.096 -2.034 -5.882 3.327 3.334  H203 TBE 26 
TBE H141 1H14 H 0 0 N N N 8.591  34.827 -1.077 -5.667 4.758 -0.180 H141 TBE 27 
TBE H142 2H14 H 0 0 N N N 8.449  34.509 0.583  -3.956 5.141 -0.128 H142 TBE 28 
TBE H18  H18  H 0 1 N N N 6.573  39.020 1.399  -4.793 0.421 -2.092 H18  TBE 29 
TBE H19  H19  H 0 1 N N N 7.668  36.708 2.204  -6.364 2.341 -0.833 H19  TBE 30 
TBE H10  H10  H 0 1 N N N 13.916 35.275 2.132  -3.540 2.587 5.343  H10  TBE 31 
TBE H6   H6   H 0 1 N N N 9.317  35.416 5.768  1.030  5.174 2.178  H6   TBE 32 
TBE H7   H7   H 0 1 N N N 8.619  32.669 5.384  -1.254 6.703 0.643  H7   TBE 33 
TBE HS1  HS1  H 0 1 N Y N 10.685 33.285 -1.378 -5.108 5.719 3.782  HS1  TBE 34 
# 
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 
TBE S1  O12  DOUB N N 1  
TBE S1  O13  DOUB N N 2  
TBE S1  C2   SING N N 3  
TBE C2  C3   SING N N 4  
TBE C2  C20  SING N N 5  
TBE C2  C14  SING N N 6  
TBE C3  N4   SING N N 7  
TBE C3  C9   SING N N 8  
TBE C3  H3   SING N N 9  
TBE N4  C5   SING N N 10 
TBE N4  HN4  SING N N 11 
TBE C5  C6   DOUB N Z 12 
TBE C5  H5   SING N N 13 
TBE C20 H201 SING N N 14 
TBE C20 H202 SING N N 15 
TBE C20 H203 SING N N 16 
TBE C14 N15  SING N N 17 
TBE C14 H141 SING N N 18 
TBE C14 H142 SING N N 19 
TBE N15 N16  SING Y N 20 
TBE N15 C19  SING Y N 21 
TBE N16 N17  DOUB Y N 22 
TBE N17 C18  SING Y N 23 
TBE C18 C19  DOUB Y N 24 
TBE C18 H18  SING N N 25 
TBE C19 H19  SING N N 26 
TBE C9  O10  SING N N 27 
TBE C9  O11  DOUB N N 28 
TBE O10 H10  SING N N 29 
TBE C6  C7   SING N N 30 
TBE C6  H6   SING N N 31 
TBE C7  O8   DOUB N N 32 
TBE C7  H7   SING N N 33 
TBE HS1 S1   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 
TBE SMILES           ACDLabs              10.04 O=S(=O)C(Cn1nncc1)(C)C(C(=O)O)N/C=C\C=O                                                                                               
TBE InChI            InChI                1.02b InChI=1/C10H14N4O5S/c1-10(20(18)19,7-14-5-4-12-13-14)8(9(16)17)11-3-2-6-15/h2-6,8,11,20H,7H2,1H3,(H,16,17)/b3-2-/t8-,10-/m0/s1/f/h16H 
TBE InChIKey         InChI                1.02b ANZZKUOZZHRUQC-TUTWBTSMDJ                                                                                                             
TBE SMILES_CANONICAL CACTVS               3.341 C[C@](Cn1ccnn1)([C@@H](N\C=C/C=O)C(O)=O)[SH](=O)=O                                                                                    
TBE SMILES           CACTVS               3.341 C[C](Cn1ccnn1)([CH](NC=CC=O)C(O)=O)[SH](=O)=O                                                                                         
TBE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@](Cn1ccnn1)([C@H](C(=O)O)N\C=C/C=O)S(=O)=O                                                                                        
TBE SMILES           "OpenEye OEToolkits" 1.5.0 CC(Cn1ccnn1)(C(C(=O)O)NC=CC=O)S(=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 
TBE "SYSTEMATIC NAME" ACDLabs              10.04 (3S)-3-(dioxidosulfanyl)-N-[(1Z)-3-oxoprop-1-en-1-yl]-4-(1H-1,2,3-triazol-1-yl)-D-valine         
TBE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3S)-3-methyl-2-[[(Z)-3-oxoprop-1-enyl]amino]-3-sulfino-4-(1,2,3-triazol-1-yl)butanoic acid" 
# 
