data_O8O
# 
_chem_comp.id                                    O8O 
_chem_comp.name                                  "(10aP)-6-{[4-(3,4-dihydroxybenzene-1-sulfonyl)phenyl]methyl}-2,3,8,9-tetrahydroxy-5lambda~6~-dibenzo[c,e][1,2]thiazine-5,5(6H)-dione" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H19 N O10 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-04-27 
_chem_comp.pdbx_modified_date                    2023-04-07 
_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                        557.549 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     O8O 
_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        5SMQ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
O8O C   C1  C 0 1 Y N N 14.591 -44.198 31.701 -1.935 3.693  0.484  C   O8O 1  
O8O N   N1  N 0 1 N N N 15.765 -39.741 30.084 -2.529 -1.191 -1.167 N   O8O 2  
O8O O   O1  O 0 1 N N N 14.345 -45.508 31.615 -1.675 4.765  1.278  O   O8O 3  
O8O O8  O2  O 0 1 N N N 16.271 -39.318 32.685 -1.827 0.087  -3.175 O8  O8O 4  
O8O S1  S1  S 0 1 N N N 15.293 -39.799 31.734 -2.817 0.116  -2.157 S1  O8O 5  
O8O O7  O3  O 0 1 N N N 14.015 -39.159 31.869 -4.213 0.132  -2.421 O7  O8O 6  
O8O C22 C2  C 0 1 Y N N 15.068 -41.424 31.659 -2.470 1.523  -1.146 C22 O8O 7  
O8O C2  C3  C 0 1 Y N N 14.362 -42.042 30.586 -2.586 1.390  0.237  C2  O8O 8  
O8O C1  C4  C 0 1 Y N N 14.089 -43.428 30.645 -2.314 2.491  1.052  C1  O8O 9  
O8O C23 C5  C 0 1 Y N N 15.560 -42.217 32.737 -2.094 2.719  -1.712 C23 O8O 10 
O8O C24 C6  C 0 1 Y N N 15.347 -43.582 32.766 -1.824 3.812  -0.900 C24 O8O 11 
O8O O9  O4  O 0 1 N N N 15.841 -44.387 33.777 -1.452 4.997  -1.454 O9  O8O 12 
O8O C8  C7  C 0 1 Y N N 14.778 -40.022 29.123 -2.955 -1.110 0.167  C8  O8O 13 
O8O C7  C8  C 0 1 Y N N 14.631 -39.425 27.864 -3.347 -2.282 0.803  C7  O8O 14 
O8O C6  C9  C 0 1 Y N N 13.603 -39.833 27.001 -3.779 -2.252 2.118  C6  O8O 15 
O8O O2  O5  O 0 1 N N N 13.307 -39.179 25.857 -4.161 -3.402 2.736  O2  O8O 16 
O8O C5  C10 C 0 1 Y N N 12.736 -40.908 27.351 -3.822 -1.043 2.808  C5  O8O 17 
O8O O1  O6  O 0 1 N N N 11.653 -41.316 26.627 -4.247 -1.013 4.100  O1  O8O 18 
O8O C4  C11 C 0 1 Y N N 12.947 -41.568 28.553 -3.433 0.125  2.183  C4  O8O 19 
O8O C3  C12 C 0 1 Y N N 13.946 -41.167 29.460 -2.994 0.104  0.854  C3  O8O 20 
O8O C9  C13 C 0 1 N N N 17.135 -39.312 29.750 -1.851 -2.388 -1.672 C9  O8O 21 
O8O C10 C14 C 0 1 Y N N 18.080 -40.492 29.308 -0.378 -2.297 -1.367 C10 O8O 22 
O8O C21 C15 C 0 1 Y N N 18.033 -41.758 29.909 0.480  -1.703 -2.274 C21 O8O 23 
O8O C20 C16 C 0 1 Y N N 18.965 -42.768 29.569 1.832  -1.620 -1.995 C20 O8O 24 
O8O C13 C17 C 0 1 Y N N 19.980 -42.573 28.630 2.325  -2.131 -0.808 C13 O8O 25 
O8O C12 C18 C 0 1 Y N N 19.975 -41.309 28.024 1.467  -2.724 0.098  C12 O8O 26 
O8O C11 C19 C 0 1 Y N N 19.055 -40.311 28.348 0.114  -2.802 -0.178 C11 O8O 27 
O8O S   S2  S 0 1 N N N 21.184 -43.755 28.228 4.047  -2.027 -0.453 S   O8O 28 
O8O O5  O7  O 0 1 N N N 21.709 -43.409 26.931 4.328  -3.061 0.480  O5  O8O 29 
O8O O6  O8  O 0 1 N N N 20.655 -45.101 28.407 4.709  -1.909 -1.705 O6  O8O 30 
O8O C14 C20 C 0 1 Y N N 22.439 -43.622 29.360 4.313  -0.506 0.396  C14 O8O 31 
O8O C19 C21 C 0 1 Y N N 23.503 -42.735 29.169 4.595  0.643  -0.320 C19 O8O 32 
O8O C18 C22 C 0 1 Y N N 24.525 -42.655 30.102 4.804  1.840  0.345  C18 O8O 33 
O8O O4  O9  O 0 1 N N N 25.578 -41.800 29.902 5.080  2.971  -0.357 O4  O8O 34 
O8O C17 C23 C 0 1 Y N N 24.531 -43.459 31.295 4.730  1.883  1.735  C17 O8O 35 
O8O O3  O10 O 0 1 N N N 25.465 -43.379 32.284 4.934  3.055  2.392  O3  O8O 36 
O8O C16 C24 C 0 1 Y N N 23.495 -44.375 31.508 4.448  0.728  2.446  C16 O8O 37 
O8O C15 C25 C 0 1 Y N N 22.470 -44.448 30.561 4.235  -0.463 1.775  C15 O8O 38 
O8O H   H1  H 0 1 N N N 14.719 -45.951 32.368 -0.752 4.832  1.559  H   O8O 39 
O8O H1  H2  H 0 1 N N N 13.492 -43.893 29.874 -2.398 2.403  2.125  H1  O8O 40 
O8O H17 H3  H 0 1 N N N 16.106 -41.745 33.541 -2.008 2.807  -2.785 H17 O8O 41 
O8O H18 H4  H 0 1 N N N 15.588 -45.289 33.617 -0.497 5.096  -1.567 H18 O8O 42 
O8O H5  H5  H 0 1 N N N 15.313 -38.646 27.556 -3.315 -3.220 0.269  H5  O8O 43 
O8O H4  H6  H 0 1 N N N 13.941 -38.485 25.715 -3.442 -3.862 3.190  H4  O8O 44 
O8O H3  H7  H 0 1 N N N 11.596 -40.807 25.827 -3.541 -1.132 4.750  H3  O8O 45 
O8O H2  H8  H 0 1 N N N 12.325 -42.416 28.800 -3.468 1.060  2.722  H2  O8O 46 
O8O H6  H9  H 0 1 N N N 17.080 -38.585 28.927 -2.268 -3.272 -1.190 H6  O8O 47 
O8O H7  H10 H 0 1 N N N 17.573 -38.830 30.636 -1.995 -2.459 -2.750 H7  O8O 48 
O8O H16 H11 H 0 1 N N N 17.271 -41.967 30.645 0.095  -1.304 -3.201 H16 O8O 49 
O8O H15 H12 H 0 1 N N N 18.888 -43.729 30.056 2.502  -1.157 -2.703 H15 O8O 50 
O8O H9  H13 H 0 1 N N N 20.719 -41.097 27.270 1.852  -3.124 1.025  H9  O8O 51 
O8O H8  H14 H 0 1 N N N 19.108 -39.365 27.830 -0.557 -3.262 0.532  H8  O8O 52 
O8O H14 H15 H 0 1 N N N 23.529 -42.109 28.290 4.652  0.608  -1.398 H14 O8O 53 
O8O H13 H16 H 0 1 N N N 25.455 -41.331 29.085 4.296  3.478  -0.612 H13 O8O 54 
O8O H12 H17 H 0 1 N N N 26.122 -42.735 32.048 4.129  3.573  2.531  H12 O8O 55 
O8O H11 H18 H 0 1 N N N 23.488 -45.009 32.382 4.390  0.758  3.524  H11 O8O 56 
O8O H10 H19 H 0 1 N N N 21.664 -45.148 30.726 4.011  -1.361 2.330  H10 O8O 57 
# 
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 
O8O O   C   SING N N 1  
O8O C   C1  DOUB Y N 2  
O8O C1  C2  SING Y N 3  
O8O C2  C3  SING N N 4  
O8O C3  C4  DOUB Y N 5  
O8O C4  C5  SING Y N 6  
O8O O1  C5  SING N N 7  
O8O C5  C6  DOUB Y N 8  
O8O O2  C6  SING N N 9  
O8O C6  C7  SING Y N 10 
O8O C7  C8  DOUB Y N 11 
O8O C3  C8  SING Y N 12 
O8O C8  N   SING N N 13 
O8O C9  N   SING N N 14 
O8O C10 C9  SING N N 15 
O8O C10 C11 DOUB Y N 16 
O8O C11 C12 SING Y N 17 
O8O C12 C13 DOUB Y N 18 
O8O S   C13 SING N N 19 
O8O C14 S   SING N N 20 
O8O C14 C15 DOUB Y N 21 
O8O C15 C16 SING Y N 22 
O8O C16 C17 DOUB Y N 23 
O8O O3  C17 SING N N 24 
O8O C17 C18 SING Y N 25 
O8O O4  C18 SING N N 26 
O8O C18 C19 DOUB Y N 27 
O8O C19 C14 SING Y N 28 
O8O O5  S   DOUB N N 29 
O8O O6  S   DOUB N N 30 
O8O C13 C20 SING Y N 31 
O8O C20 C21 DOUB Y N 32 
O8O C21 C10 SING Y N 33 
O8O N   S1  SING N N 34 
O8O O7  S1  DOUB N N 35 
O8O S1  O8  DOUB N N 36 
O8O C2  C22 DOUB Y N 37 
O8O C22 S1  SING N N 38 
O8O C23 C22 SING Y N 39 
O8O C24 C23 DOUB Y N 40 
O8O C   C24 SING Y N 41 
O8O O9  C24 SING N N 42 
O8O O   H   SING N N 43 
O8O C1  H1  SING N N 44 
O8O C23 H17 SING N N 45 
O8O O9  H18 SING N N 46 
O8O C7  H5  SING N N 47 
O8O O2  H4  SING N N 48 
O8O O1  H3  SING N N 49 
O8O C4  H2  SING N N 50 
O8O C9  H6  SING N N 51 
O8O C9  H7  SING N N 52 
O8O C21 H16 SING N N 53 
O8O C20 H15 SING N N 54 
O8O C12 H9  SING N N 55 
O8O C11 H8  SING N N 56 
O8O C19 H14 SING N N 57 
O8O O4  H13 SING N N 58 
O8O O3  H12 SING N N 59 
O8O C16 H11 SING N N 60 
O8O C15 H10 SING N N 61 
# 
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 
O8O SMILES           ACDLabs              12.01 "Oc1cc(ccc1O)S(=O)(=O)c1ccc(cc1)CN1c2cc(O)c(O)cc2c2cc(O)c(O)cc2S1(=O)=O"                                                                                           
O8O InChI            InChI                1.03  "InChI=1S/C25H19NO10S2/c27-19-6-5-15(7-20(19)28)37(33,34)14-3-1-13(2-4-14)12-26-18-10-23(31)21(29)8-16(18)17-9-22(30)24(32)11-25(17)38(26,35)36/h1-11,27-32H,12H2" 
O8O InChIKey         InChI                1.03  BAXWNPHATMCEIN-UHFFFAOYSA-N                                                                                                                                        
O8O SMILES_CANONICAL CACTVS               3.385 "Oc1ccc(cc1O)[S](=O)(=O)c2ccc(CN3c4cc(O)c(O)cc4c5cc(O)c(O)cc5[S]3(=O)=O)cc2"                                                                                       
O8O SMILES           CACTVS               3.385 "Oc1ccc(cc1O)[S](=O)(=O)c2ccc(CN3c4cc(O)c(O)cc4c5cc(O)c(O)cc5[S]3(=O)=O)cc2"                                                                                       
O8O SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1CN2c3cc(c(cc3-c4cc(c(cc4S2(=O)=O)O)O)O)O)S(=O)(=O)c5ccc(c(c5)O)O"                                                                                        
O8O SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1CN2c3cc(c(cc3-c4cc(c(cc4S2(=O)=O)O)O)O)O)S(=O)(=O)c5ccc(c(c5)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 
O8O "SYSTEMATIC NAME" ACDLabs              12.01 "(10aP)-6-{[4-(3,4-dihydroxybenzene-1-sulfonyl)phenyl]methyl}-2,3,8,9-tetrahydroxy-5lambda~6~-dibenzo[c,e][1,2]thiazine-5,5(6H)-dione" 
O8O "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "6-[[4-[3,4-bis(oxidanyl)phenyl]sulfonylphenyl]methyl]-5,5-bis(oxidanylidene)benzo[c][1,2]benzothiazine-2,3,8,9-tetrol"                
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
O8O "Create component" 2022-04-27 RCSB 
O8O "Initial release"  2023-04-12 RCSB 
# 
