data_OZO
# 
_chem_comp.id                                    OZO 
_chem_comp.name                                  "3-[(4R)-4-ethyl-5,7,7-trihydroxy-2,2,7-trioxo-6-oxa-2lambda~6~-thia-3-aza-7lambda~5~-phospha-5-boraheptan-1-yl]benzoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H17 B N O9 P S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-05-19 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        381.104 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     OZO 
_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        8CUQ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
OZO C11 C1  C 0 1 Y N N N N N -5.084 11.149 -74.929 4.528  1.309  1.907  C11 OZO 1  
OZO C14 C2  C 0 1 N N N N N N -6.914 8.896  -72.468 6.145  -1.388 -0.146 C14 OZO 2  
OZO C13 C3  C 0 1 Y N N N N N -6.363 9.487  -73.760 5.117  -0.519 0.465  C13 OZO 3  
OZO C12 C4  C 0 1 Y N N N N N -5.587 10.636 -73.736 5.492  0.502  1.341  C12 OZO 4  
OZO C10 C5  C 0 1 Y N N N N N -5.355 10.526 -76.142 3.191  1.105  1.614  C10 OZO 5  
OZO C17 C6  C 0 1 Y N N N N N -6.634 8.869  -74.962 3.766  -0.723 0.178  C17 OZO 6  
OZO B18 B1  B 0 1 N N N N N N -6.829 6.649  -81.648 -2.903 -0.056 -0.244 B18 OZO 7  
OZO C01 C7  C 0 1 N N N N N N -3.406 7.165  -81.332 -3.224 2.779  0.511  C01 OZO 8  
OZO C02 C8  C 0 1 N N N N N N -4.641 8.017  -81.658 -2.198 2.357  -0.544 C02 OZO 9  
OZO C03 C9  C 0 1 N N R N N N -5.889 7.647  -80.844 -1.695 0.947  -0.230 C03 OZO 10 
OZO C08 C10 C 0 1 N N N N N N -6.494 8.658  -77.460 1.354  -0.122 0.438  C08 OZO 11 
OZO C09 C11 C 0 1 Y N N N N N -6.136 9.373  -76.153 2.812  0.092  0.752  C09 OZO 12 
OZO N04 N1  N 0 1 N N N N N N -5.449 7.032  -79.591 -0.713 0.543  -1.240 N04 OZO 13 
OZO O06 O1  O 0 1 N N N N N N -4.173 7.316  -77.281 0.929  2.255  -0.696 O06 OZO 14 
OZO O07 O2  O 0 1 N N N N N N -4.134 9.116  -78.697 1.525  0.366  -2.179 O07 OZO 15 
OZO O15 O3  O 0 1 N N N N N N -7.301 7.691  -72.453 5.815  -2.275 -0.907 O15 OZO 16 
OZO O16 O4  O 0 1 N N N N N N -6.959 9.610  -71.424 7.447  -1.195 0.141  O16 OZO 17 
OZO O19 O5  O 0 1 N N N N N N -7.703 6.089  -80.786 -2.910 -1.146 -1.154 O19 OZO 18 
OZO O20 O6  O 0 1 N N N N N N -6.027 5.622  -81.944 -3.989 0.128  0.652  O20 OZO 19 
OZO O22 O7  O 0 1 N N N N N N -4.594 4.116  -83.374 -6.317 -0.671 1.575  O22 OZO 20 
OZO O23 O8  O 0 1 N N N N N N -6.710 3.386  -82.948 -5.751 -0.944 -0.978 O23 OZO 21 
OZO O24 O9  O 0 1 N N N N N N -6.457 5.363  -84.617 -4.580 -2.322 0.783  O24 OZO 22 
OZO P21 P1  P 0 1 N N N N N N -5.971 4.612  -83.235 -5.147 -0.982 0.514  P21 OZO 23 
OZO S05 S1  S 0 1 N N N N N N -5.004 8.027  -78.251 0.894  0.869  -1.009 S05 OZO 24 
OZO H1  H1  H 0 1 N N N N N N -4.476 12.042 -74.912 4.817  2.099  2.585  H1  OZO 25 
OZO H2  H2  H 0 1 N N N N N N -5.374 11.129 -72.799 6.535  0.659  1.573  H2  OZO 26 
OZO H3  H3  H 0 1 N N N N N N -4.965 10.931 -77.064 2.440  1.740  2.060  H3  OZO 27 
OZO H4  H4  H 0 1 N N N N N N -7.244 7.978  -74.976 3.469  -1.511 -0.498 H4  OZO 28 
OZO H5  H5  H 0 1 N N N N N N -2.560 7.492  -81.954 -4.062 2.083  0.501  H5  OZO 29 
OZO H6  H6  H 0 1 N N N N N N -3.148 7.285  -80.270 -2.756 2.770  1.496  H6  OZO 30 
OZO H7  H7  H 0 1 N N N N N N -3.626 6.107  -81.538 -3.583 3.783  0.287  H7  OZO 31 
OZO H8  H8  H 0 1 N N N N N N -4.397 9.071  -81.457 -2.666 2.365  -1.528 H8  OZO 32 
OZO H9  H9  H 0 1 N N N N N N -4.875 7.892  -82.726 -1.360 3.053  -0.534 H9  OZO 33 
OZO H10 H10 H 0 1 N N N N N N -6.460 8.563  -80.631 -1.227 0.939  0.755  H10 OZO 34 
OZO H11 H11 H 0 1 N N N N N N -6.993 9.367  -78.137 1.179  -1.177 0.227  H11 OZO 35 
OZO H12 H12 H 0 1 N N N N N N -7.172 7.820  -77.242 0.750  0.182  1.294  H12 OZO 36 
OZO H13 H13 H 0 1 N N N N N N -6.196 6.445  -79.279 -1.005 0.085  -2.044 H13 OZO 37 
OZO H14 H14 H 0 1 N N N N N N -7.309 9.098  -70.704 8.082  -1.788 -0.283 H14 OZO 38 
OZO H15 H15 H 0 1 N N N N N N -8.333 6.742  -80.504 -3.694 -1.708 -1.089 H15 OZO 39 
OZO H16 H16 H 0 1 N N N N N N -4.265 4.332  -84.239 -7.050 -1.301 1.548  H16 OZO 40 
OZO H17 H17 H 0 1 N N N N N N -7.356 3.238  -83.629 -6.140 -0.093 -1.224 H17 OZO 41 
# 
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 
OZO O24 P21 DOUB N N 1  
OZO O22 P21 SING N N 2  
OZO P21 O23 SING N N 3  
OZO P21 O20 SING N N 4  
OZO O20 B18 SING N N 5  
OZO C02 C01 SING N N 6  
OZO C02 C03 SING N N 7  
OZO B18 C03 SING N N 8  
OZO B18 O19 SING N N 9  
OZO C03 N04 SING N N 10 
OZO N04 S05 SING N N 11 
OZO O07 S05 DOUB N N 12 
OZO S05 C08 SING N N 13 
OZO S05 O06 DOUB N N 14 
OZO C08 C09 SING N N 15 
OZO C09 C10 DOUB Y N 16 
OZO C09 C17 SING Y N 17 
OZO C10 C11 SING Y N 18 
OZO C17 C13 DOUB Y N 19 
OZO C11 C12 DOUB Y N 20 
OZO C13 C12 SING Y N 21 
OZO C13 C14 SING N N 22 
OZO C14 O15 DOUB N N 23 
OZO C14 O16 SING N N 24 
OZO C11 H1  SING N N 25 
OZO C12 H2  SING N N 26 
OZO C10 H3  SING N N 27 
OZO C17 H4  SING N N 28 
OZO C01 H5  SING N N 29 
OZO C01 H6  SING N N 30 
OZO C01 H7  SING N N 31 
OZO C02 H8  SING N N 32 
OZO C02 H9  SING N N 33 
OZO C03 H10 SING N N 34 
OZO C08 H11 SING N N 35 
OZO C08 H12 SING N N 36 
OZO N04 H13 SING N N 37 
OZO O16 H14 SING N N 38 
OZO O19 H15 SING N N 39 
OZO O22 H16 SING N N 40 
OZO O23 H17 SING N N 41 
# 
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 
OZO SMILES           ACDLabs              12.01 "O=S(=O)(Cc1cccc(c1)C(=O)O)NC(CC)B(O)OP(=O)(O)O"                                                                                                     
OZO InChI            InChI                1.03  "InChI=1S/C11H17BNO9PS/c1-2-10(12(16)22-23(17,18)19)13-24(20,21)7-8-4-3-5-9(6-8)11(14)15/h3-6,10,13,16H,2,7H2,1H3,(H,14,15)(H2,17,18,19)/t10-/m0/s1" 
OZO InChIKey         InChI                1.03  OKRPHJKYNCLTSY-JTQLQIEISA-N                                                                                                                          
OZO SMILES_CANONICAL CACTVS               3.385 "CC[C@H](N[S](=O)(=O)Cc1cccc(c1)C(O)=O)B(O)O[P](O)(O)=O"                                                                                             
OZO SMILES           CACTVS               3.385 "CC[CH](N[S](=O)(=O)Cc1cccc(c1)C(O)=O)B(O)O[P](O)(O)=O"                                                                                              
OZO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "B([C@H](CC)NS(=O)(=O)Cc1cccc(c1)C(=O)O)(O)OP(=O)(O)O"                                                                                               
OZO SMILES           "OpenEye OEToolkits" 2.0.7 "B(C(CC)NS(=O)(=O)Cc1cccc(c1)C(=O)O)(O)OP(=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 
OZO "SYSTEMATIC NAME" ACDLabs              12.01 "3-[(4R)-4-ethyl-5,7,7-trihydroxy-2,2,7-trioxo-6-oxa-2lambda~6~-thia-3-aza-7lambda~5~-phospha-5-boraheptan-1-yl]benzoic acid" 
OZO "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "3-[[(1~{R})-1-[oxidanyl(phosphonooxy)boranyl]propyl]sulfamoylmethyl]benzoic 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 
OZO "Create component" 2022-05-19 RCSB 
OZO "Initial release"  2023-04-05 RCSB 
OZO "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            OZO 
_pdbx_chem_comp_pcm.modified_residue_id                SER 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               B18 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
