data_O9I
# 
_chem_comp.id                                    O9I 
_chem_comp.name                                  "N-{[4-(3,4-dihydroxybenzene-1-sulfonyl)phenyl]methyl}-4,4',5-trihydroxy[1,1'-biphenyl]-2-sulfonamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H21 N O9 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                        543.566 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     O9I 
_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        5SMU 
_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 
O9I C1  C1  C 0 1 Y N N 23.347 -44.502 31.181 -6.664 1.413  -0.484 C1  O9I 1  
O9I C2  C2  C 0 1 Y N N 22.483 -44.611 30.103 -5.922 0.313  -0.872 C2  O9I 2  
O9I C3  C3  C 0 1 Y N N 24.560 -42.756 30.034 -6.434 0.750  1.815  C3  O9I 3  
O9I C4  C4  C 0 1 Y N N 23.691 -42.858 28.966 -5.701 -0.357 1.418  C4  O9I 4  
O9I C5  C5  C 0 1 Y N N 22.666 -43.789 29.001 -5.441 -0.570 0.077  C5  O9I 5  
O9I C6  C6  C 0 1 Y N N 20.380 -42.653 27.920 -2.805 -1.477 -0.443 C6  O9I 6  
O9I C7  C7  C 0 1 Y N N 19.261 -42.928 28.683 -2.030 -1.619 0.694  C7  O9I 7  
O9I C8  C8  C 0 1 Y N N 18.298 -41.947 28.847 -0.703 -1.233 0.679  C8  O9I 8  
O9I C9  C9  C 0 1 Y N N 18.434 -40.705 28.240 -0.150 -0.705 -0.473 C9  O9I 9  
O9I C10 C10 C 0 1 N N N 17.286 -39.736 28.137 1.297  -0.284 -0.489 C10 O9I 10 
O9I C11 C11 C 0 1 Y N N 13.976 -39.476 28.427 4.574  -0.573 0.045  C11 O9I 11 
O9I C15 C12 C 0 1 Y N N 12.107 -40.951 28.117 5.043  1.186  1.628  C15 O9I 12 
O9I C16 C13 C 0 1 Y N N 13.180 -40.544 28.916 4.351  0.721  0.511  C16 O9I 13 
O9I C18 C14 C 0 1 Y N N 13.342 -42.833 29.942 3.611  2.005  -1.494 C18 O9I 14 
O9I C19 C15 C 0 1 Y N N 13.876 -43.715 30.864 2.705  2.824  -2.134 C19 O9I 15 
O9I C20 C16 C 0 1 Y N N 14.618 -43.238 31.931 1.564  3.253  -1.469 C20 O9I 16 
O9I C21 C17 C 0 1 Y N N 14.760 -41.869 32.105 1.332  2.858  -0.158 C21 O9I 17 
O9I C22 C18 C 0 1 Y N N 14.219 -40.994 31.177 2.234  2.038  0.487  C22 O9I 18 
O9I C23 C19 C 0 1 Y N N 19.590 -40.439 27.539 -0.924 -0.564 -1.610 C23 O9I 19 
O9I O8  O1  O 0 1 N N N 20.922 -45.179 27.653 -4.622 -2.932 0.615  O8  O9I 20 
O9I S   S1  S 0 1 N N N 21.581 -43.900 27.618 -4.496 -1.970 -0.424 S   O9I 21 
O9I O7  O2  O 0 1 N N N 22.326 -43.524 26.450 -4.853 -2.232 -1.774 O7  O9I 22 
O9I O1  O3  O 0 1 N N N 25.584 -41.874 29.922 -6.690 0.961  3.134  O1  O9I 23 
O9I C   C20 C 0 1 Y N N 24.393 -43.583 31.154 -6.923 1.636  0.859  C   O9I 24 
O9I O   O4  O 0 1 N N N 25.267 -43.499 32.190 -7.652 2.718  1.243  O   O9I 25 
O9I C24 C21 C 0 1 Y N N 20.564 -41.399 27.372 -2.253 -0.944 -1.593 C24 O9I 26 
O9I N   N1  N 0 1 N N N 16.535 -39.575 29.384 2.130  -1.417 -0.901 N   O9I 27 
O9I S1  S2  S 0 1 N N N 15.230 -38.635 29.365 3.699  -1.164 -1.367 S1  O9I 28 
O9I O2  O5  O 0 1 N N N 14.800 -38.515 30.724 3.673  -0.092 -2.300 O2  O9I 29 
O9I O6  O6  O 0 1 N N N 15.574 -37.455 28.635 4.240  -2.443 -1.667 O6  O9I 30 
O9I C14 C22 C 0 1 Y N N 11.897 -40.432 26.848 5.950  0.361  2.269  C14 O9I 31 
O9I O4  O7  O 0 1 N N N 10.914 -40.915 26.042 6.627  0.812  3.359  O4  O9I 32 
O9I C13 C23 C 0 1 Y N N 12.738 -39.428 26.365 6.173  -0.929 1.796  C13 O9I 33 
O9I O3  O8  O 0 1 N N N 12.538 -38.860 25.147 7.064  -1.740 2.426  O3  O9I 34 
O9I C12 C24 C 0 1 Y N N 13.768 -38.957 27.155 5.483  -1.391 0.684  C12 O9I 35 
O9I C17 C25 C 0 1 Y N N 13.543 -41.455 30.048 3.378  1.602  -0.180 C17 O9I 36 
O9I O5  O9  O 0 1 N N N 15.225 -44.138 32.771 0.673  4.060  -2.101 O5  O9I 37 
O9I H1  H1  H 0 1 N N N 23.208 -45.133 32.046 -7.038 2.102  -1.227 H1  O9I 38 
O9I H2  H2  H 0 1 N N N 21.676 -45.328 30.121 -5.717 0.144  -1.918 H2  O9I 39 
O9I H4  H3  H 0 1 N N N 23.810 -42.215 28.107 -5.333 -1.054 2.157  H4  O9I 40 
O9I H5  H4  H 0 1 N N N 19.139 -43.896 29.146 -2.463 -2.032 1.593  H5  O9I 41 
O9I H6  H5  H 0 1 N N N 17.429 -42.150 29.455 -0.099 -1.343 1.567  H6  O9I 42 
O9I H7  H6  H 0 1 N N N 17.686 -38.754 27.844 1.428  0.538  -1.193 H7  O9I 43 
O9I H8  H7  H 0 1 N N N 16.596 -40.097 27.361 1.592  0.041  0.508  H8  O9I 44 
O9I H13 H8  H 0 1 N N N 11.421 -41.692 28.500 4.872  2.188  1.991  H13 O9I 45 
O9I H14 H9  H 0 1 N N N 12.756 -43.219 29.121 4.499  1.672  -2.011 H14 O9I 46 
O9I H15 H10 H 0 1 N N N 13.714 -44.777 30.751 2.883  3.134  -3.153 H15 O9I 47 
O9I H17 H11 H 0 1 N N N 15.292 -41.486 32.963 0.443  3.193  0.357  H17 O9I 48 
O9I H18 H12 H 0 1 N N N 14.323 -39.930 31.332 2.053  1.731  1.507  H18 O9I 49 
O9I H19 H13 H 0 1 N N N 19.736 -39.458 27.112 -0.491 -0.153 -2.510 H19 O9I 50 
O9I H3  H14 H 0 1 N N N 25.517 -41.414 29.094 -6.019 1.490  3.585  H3  O9I 51 
O9I H   H15 H 0 1 N N N 25.912 -42.825 32.007 -8.604 2.554  1.290  H   O9I 52 
O9I H20 H16 H 0 1 N N N 21.463 -41.173 26.818 -2.857 -0.834 -2.481 H20 O9I 53 
O9I H9  H17 H 0 1 N N N 16.241 -40.486 29.673 1.763  -2.315 -0.900 H9  O9I 54 
O9I H12 H18 H 0 1 N N N 10.427 -41.588 26.504 6.178  0.642  4.199  H12 O9I 55 
O9I H11 H19 H 0 1 N N N 11.802 -39.280 24.718 6.677  -2.277 3.131  H11 O9I 56 
O9I H10 H20 H 0 1 N N N 14.417 -38.179 26.781 5.658  -2.392 0.319  H10 O9I 57 
O9I H16 H21 H 0 1 N N N 15.695 -43.670 33.451 -0.021 3.584  -2.576 H16 O9I 58 
# 
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 
O9I O   C   SING N N 1  
O9I C   C1  SING Y N 2  
O9I C1  C2  DOUB Y N 3  
O9I C   C3  DOUB Y N 4  
O9I O1  C3  SING N N 5  
O9I C3  C4  SING Y N 6  
O9I C4  C5  DOUB Y N 7  
O9I C2  C5  SING Y N 8  
O9I C5  S   SING N N 9  
O9I C6  S   SING N N 10 
O9I C6  C7  DOUB Y N 11 
O9I C7  C8  SING Y N 12 
O9I C8  C9  DOUB Y N 13 
O9I C10 C9  SING N N 14 
O9I N   C10 SING N N 15 
O9I S1  N   SING N N 16 
O9I O2  S1  DOUB N N 17 
O9I C11 S1  SING N N 18 
O9I C11 C12 DOUB Y N 19 
O9I C12 C13 SING Y N 20 
O9I O3  C13 SING N N 21 
O9I C13 C14 DOUB Y N 22 
O9I O4  C14 SING N N 23 
O9I C14 C15 SING Y N 24 
O9I C15 C16 DOUB Y N 25 
O9I C16 C11 SING Y N 26 
O9I C17 C16 SING N N 27 
O9I C17 C18 DOUB Y N 28 
O9I C18 C19 SING Y N 29 
O9I C19 C20 DOUB Y N 30 
O9I O5  C20 SING N N 31 
O9I C20 C21 SING Y N 32 
O9I C21 C22 DOUB Y N 33 
O9I C22 C17 SING Y N 34 
O9I O6  S1  DOUB N N 35 
O9I C9  C23 SING Y N 36 
O9I C23 C24 DOUB Y N 37 
O9I C24 C6  SING Y N 38 
O9I O7  S   DOUB N N 39 
O9I S   O8  DOUB N N 40 
O9I C1  H1  SING N N 41 
O9I C2  H2  SING N N 42 
O9I C4  H4  SING N N 43 
O9I C7  H5  SING N N 44 
O9I C8  H6  SING N N 45 
O9I C10 H7  SING N N 46 
O9I C10 H8  SING N N 47 
O9I C15 H13 SING N N 48 
O9I C18 H14 SING N N 49 
O9I C19 H15 SING N N 50 
O9I C21 H17 SING N N 51 
O9I C22 H18 SING N N 52 
O9I C23 H19 SING N N 53 
O9I O1  H3  SING N N 54 
O9I O   H   SING N N 55 
O9I C24 H20 SING N N 56 
O9I N   H9  SING N N 57 
O9I O4  H12 SING N N 58 
O9I O3  H11 SING N N 59 
O9I C12 H10 SING N N 60 
O9I O5  H16 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 
O9I SMILES           ACDLabs              12.01 "O=S(=O)(NCc1ccc(cc1)S(=O)(=O)c1cc(O)c(O)cc1)c1cc(O)c(O)cc1c1ccc(O)cc1"                                                                                     
O9I InChI            InChI                1.03  "InChI=1S/C25H21NO9S2/c27-17-5-3-16(4-6-17)20-12-23(30)24(31)13-25(20)37(34,35)26-14-15-1-7-18(8-2-15)36(32,33)19-9-10-21(28)22(29)11-19/h1-13,26-31H,14H2" 
O9I InChIKey         InChI                1.03  HSSFPFXEQQQRPL-UHFFFAOYSA-N                                                                                                                                 
O9I SMILES_CANONICAL CACTVS               3.385 "Oc1ccc(cc1)c2cc(O)c(O)cc2[S](=O)(=O)NCc3ccc(cc3)[S](=O)(=O)c4ccc(O)c(O)c4"                                                                                 
O9I SMILES           CACTVS               3.385 "Oc1ccc(cc1)c2cc(O)c(O)cc2[S](=O)(=O)NCc3ccc(cc3)[S](=O)(=O)c4ccc(O)c(O)c4"                                                                                 
O9I SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1CNS(=O)(=O)c2cc(c(cc2c3ccc(cc3)O)O)O)S(=O)(=O)c4ccc(c(c4)O)O"                                                                                     
O9I SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1CNS(=O)(=O)c2cc(c(cc2c3ccc(cc3)O)O)O)S(=O)(=O)c4ccc(c(c4)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 
O9I "SYSTEMATIC NAME" ACDLabs              12.01 "N-{[4-(3,4-dihydroxybenzene-1-sulfonyl)phenyl]methyl}-4,4',5-trihydroxy[1,1'-biphenyl]-2-sulfonamide"             
O9I "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[[4-[3,4-bis(oxidanyl)phenyl]sulfonylphenyl]methyl]-2-(4-hydroxyphenyl)-4,5-bis(oxidanyl)benzenesulfonamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
O9I "Create component" 2022-04-27 RCSB 
O9I "Initial release"  2023-04-12 RCSB 
# 
