data_WOF
# 
_chem_comp.id                                    WOF 
_chem_comp.name                                  "8-(4-beta-D-glucopyranuronosylpiperazin-1-yl)-5-(methylamino)-1,2,3,4-tetrahydro[1,2,3]triazino[4',5':4,5]thieno[2,3-c]isoquinoline" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H29 N7 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-10-09 
_chem_comp.pdbx_modified_date                    2024-07-19 
_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                        531.585 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     WOF 
_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        8UGT 
_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.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 
WOF C10  C1  C 0 1 Y N N N N N 17.919 -84.076 -17.685 -4.324 0.199  0.121  C10  WOF 1  
WOF C17  C2  C 0 1 N N N N N N 19.725 -81.562 -11.902 2.831  1.329  0.546  C17  WOF 2  
WOF C21  C3  C 0 1 N N S N N N 23.519 -80.467 -11.402 5.918  -1.388 0.028  C21  WOF 3  
WOF C22  C4  C 0 1 N N N N N N 23.838 -81.190 -12.648 6.031  -2.434 1.107  C22  WOF 4  
WOF C12  C5  C 0 1 Y N N N N N 18.771 -83.973 -15.425 -1.980 0.586  0.239  C12  WOF 5  
WOF C14  C6  C 0 1 Y N N N N N 19.710 -84.375 -14.413 -0.857 1.408  0.462  C14  WOF 6  
WOF C19  C7  C 0 1 N N R N N N 21.216 -80.945 -10.481 4.403  0.212  -0.919 C19  WOF 7  
WOF C25  C8  C 0 1 N N S N N N 23.950 -81.420 -10.280 6.991  -0.317 0.241  C25  WOF 8  
WOF C27  C9  C 0 1 N N S N N N 23.289 -81.022 -9.031  6.833  0.773  -0.824 C27  WOF 9  
WOF O28  O1  O 0 1 N N N N N N 23.855 -81.816 -7.958  7.785  1.813  -0.589 O28  WOF 10 
WOF C29  C10 C 0 1 N N R N N N 21.858 -81.275 -9.116  5.415  1.347  -0.744 C29  WOF 11 
WOF C01  C11 C 0 1 N N N N N N 14.973 -81.053 -20.399 -6.348 -4.226 -1.035 C01  WOF 12 
WOF C03  C12 C 0 1 Y N N N N N 15.886 -83.002 -19.183 -6.034 -1.853 -0.421 C03  WOF 13 
WOF C04  C13 C 0 1 Y N N N N N 16.817 -83.935 -19.802 -6.567 -0.597 -0.106 C04  WOF 14 
WOF C05  C14 C 0 1 N N N N N N 16.604 -84.280 -21.284 -8.065 -0.443 -0.090 C05  WOF 15 
WOF C06  C15 C 0 1 N N N N N N 17.331 -85.570 -21.654 -8.465 0.817  0.675  C06  WOF 16 
WOF C07  C16 C 0 1 N N N N N N 18.751 -85.549 -21.191 -7.655 1.997  0.124  C07  WOF 17 
WOF C08  C17 C 0 1 N N N N N N 18.850 -85.488 -19.684 -6.194 1.808  0.538  C08  WOF 18 
WOF C09  C18 C 0 1 Y N N N N N 17.833 -84.482 -19.064 -5.721 0.428  0.171  C09  WOF 19 
WOF C11  C19 C 0 1 Y N N N N N 18.934 -84.539 -16.716 -3.239 1.154  0.380  C11  WOF 20 
WOF C16  C20 C 0 1 N N N N N N 19.394 -82.349 -13.127 1.431  1.943  0.617  C16  WOF 21 
WOF C31  C21 C 0 1 N N N N N N 20.869 -83.230 -10.919 2.039  -0.293 -1.066 C31  WOF 22 
WOF C32  C22 C 0 1 N N N N N N 20.523 -84.201 -12.034 0.638  0.320  -0.995 C32  WOF 23 
WOF C36  C23 C 0 1 Y N N N N N 16.979 -83.166 -17.174 -3.861 -1.070 -0.203 C36  WOF 24 
WOF N02  N1  N 0 1 N N N N N N 14.826 -82.430 -19.950 -6.892 -2.908 -0.700 N02  WOF 25 
WOF N15  N2  N 0 1 N N N N N N 19.577 -83.788 -13.066 0.429  0.905  0.337  N15  WOF 26 
WOF N18  N3  N 0 1 N N N N N N 20.894 -81.913 -11.319 3.040  0.745  -0.786 N18  WOF 27 
WOF N33  N4  N 0 1 Y N N N N N 20.703 -85.240 -14.704 -1.062 2.676  0.795  N33  WOF 28 
WOF N34  N5  N 0 1 Y N N N N N 20.791 -85.726 -15.942 -2.249 3.150  0.912  N34  WOF 29 
WOF N35  N6  N 0 1 Y N N N N N 19.964 -85.414 -16.921 -3.308 2.455  0.723  N35  WOF 30 
WOF N37  N7  N 0 1 Y N N N N N 15.997 -82.650 -17.911 -4.733 -2.051 -0.461 N37  WOF 31 
WOF O20  O2  O 0 1 N N N N N N 22.127 -80.103 -11.353 4.625  -0.782 0.083  O20  WOF 32 
WOF O23  O3  O 0 1 N N N N N N 22.965 -81.868 -13.241 5.134  -2.577 1.904  O23  WOF 33 
WOF O24  O4  O 0 1 N N N N N N 25.034 -81.127 -13.094 7.126  -3.205 1.182  O24  WOF 34 
WOF O26  O5  O 0 1 N N N N N N 25.353 -81.312 -10.130 8.287  -0.910 0.130  O26  WOF 35 
WOF O30  O6  O 0 1 N N N N N N 21.241 -80.385 -8.156  5.232  2.314  -1.780 O30  WOF 36 
WOF S13  S1  S 0 1 Y N N N N N 17.409 -82.940 -15.527 -2.103 -1.105 -0.203 S13  WOF 37 
WOF H172 H1  H 0 0 N N N N N N 19.783 -80.499 -12.179 3.577  2.104  0.724  H172 WOF 38 
WOF H171 H2  H 0 0 N N N N N N 18.917 -81.706 -11.170 2.926  0.551  1.304  H171 WOF 39 
WOF H211 H3  H 0 0 N N N N N N 24.139 -79.561 -11.343 6.060  -1.855 -0.947 H211 WOF 40 
WOF H191 H4  H 0 0 N N N N N N 20.326 -80.335 -10.268 4.524  -0.234 -1.906 H191 WOF 41 
WOF H251 H5  H 0 0 N N N N N N 23.663 -82.447 -10.548 6.876  0.123  1.232  H251 WOF 42 
WOF H271 H6  H 0 0 N N N N N N 23.469 -79.953 -8.841  6.997  0.344  -1.812 H271 WOF 43 
WOF H281 H7  H 0 0 N N N N N N 23.443 -81.577 -7.136  8.705  1.517  -0.619 H281 WOF 44 
WOF H291 H8  H 0 0 N N N N N N 21.641 -82.323 -8.861  5.267  1.820  0.227  H291 WOF 45 
WOF H012 H9  H 0 0 N N N N N N 14.083 -80.757 -20.973 -5.729 -4.148 -1.928 H012 WOF 46 
WOF H013 H10 H 0 0 N N N N N N 15.083 -80.393 -19.526 -5.744 -4.591 -0.205 H013 WOF 47 
WOF H011 H11 H 0 0 N N N N N N 15.865 -80.969 -21.037 -7.168 -4.921 -1.221 H011 WOF 48 
WOF H051 H12 H 0 0 N N N N N N 16.991 -83.458 -21.904 -8.430 -0.373 -1.115 H051 WOF 49 
WOF H052 H13 H 0 0 N N N N N N 15.528 -84.406 -21.473 -8.511 -1.313 0.391  H052 WOF 50 
WOF H062 H14 H 0 0 N N N N N N 16.814 -86.419 -21.184 -9.529 1.007  0.537  H062 WOF 51 
WOF H061 H15 H 0 0 N N N N N N 17.313 -85.690 -22.747 -8.250 0.685  1.736  H061 WOF 52 
WOF H071 H16 H 0 0 N N N N N N 19.254 -86.461 -21.544 -7.734 2.021  -0.963 H071 WOF 53 
WOF H072 H17 H 0 0 N N N N N N 19.251 -84.666 -21.617 -8.035 2.930  0.541  H072 WOF 54 
WOF H082 H18 H 0 0 N N N N N N 18.650 -86.490 -19.276 -5.575 2.543  0.023  H082 WOF 55 
WOF H081 H19 H 0 0 N N N N N N 19.868 -85.176 -19.409 -6.102 1.954  1.614  H081 WOF 56 
WOF H161 H20 H 0 0 N N N N N N 20.026 -81.970 -13.943 1.263  2.351  1.613  H161 WOF 57 
WOF H162 H21 H 0 0 N N N N N N 18.337 -82.161 -13.365 1.345  2.739  -0.123 H162 WOF 58 
WOF H312 H22 H 0 0 N N N N N N 21.862 -83.492 -10.526 2.125  -1.090 -0.327 H312 WOF 59 
WOF H311 H23 H 0 0 N N N N N N 20.119 -83.336 -10.121 2.207  -0.702 -2.062 H311 WOF 60 
WOF H322 H24 H 0 0 N N N N N N 21.464 -84.455 -12.543 0.544  1.098  -1.753 H322 WOF 61 
WOF H321 H25 H 0 0 N N N N N N 20.108 -85.102 -11.559 -0.108 -0.454 -1.174 H321 WOF 62 
WOF H021 H26 H 0 0 N N N N N N 13.998 -82.474 -19.391 -7.852 -2.771 -0.674 H021 WOF 63 
WOF H2   H28 H 0 1 N N N N N N 25.106 -81.649 -13.885 7.152  -3.862 1.891  H2   WOF 64 
WOF H261 H29 H 0 0 N N N N N N 25.644 -81.895 -9.439  8.454  -1.612 0.772  H261 WOF 65 
WOF H301 H30 H 0 0 N N N N N N 20.299 -80.508 -8.169  5.841  3.063  -1.731 H301 WOF 66 
# 
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 
WOF N02 C01  SING N N 1  
WOF C03 N02  SING N N 2  
WOF C04 C03  DOUB Y N 3  
WOF C06 C05  SING N N 4  
WOF C07 C06  SING N N 5  
WOF C08 C07  SING N N 6  
WOF C05 C04  SING N N 7  
WOF C09 C04  SING Y N 8  
WOF C10 C09  DOUB Y N 9  
WOF C12 C11  DOUB Y N 10 
WOF S13 C12  SING Y N 11 
WOF C14 C12  SING Y N 12 
WOF C16 N15  SING N N 13 
WOF C17 C16  SING N N 14 
WOF N18 C17  SING N N 15 
WOF O20 C19  SING N N 16 
WOF C21 O20  SING N N 17 
WOF O23 C22  DOUB N N 18 
WOF O24 C22  SING N N 19 
WOF C22 C21  SING N N 20 
WOF C25 C21  SING N N 21 
WOF O26 C25  SING N N 22 
WOF C27 C25  SING N N 23 
WOF O28 C27  SING N N 24 
WOF C29 C27  SING N N 25 
WOF O30 C29  SING N N 26 
WOF C19 N18  SING N N 27 
WOF C31 N18  SING N N 28 
WOF C32 C31  SING N N 29 
WOF N15 C14  SING N N 30 
WOF N33 C14  DOUB Y N 31 
WOF N34 N33  SING Y N 32 
WOF N35 N34  DOUB Y N 33 
WOF C11 C10  SING Y N 34 
WOF C36 C10  SING Y N 35 
WOF N37 C36  DOUB Y N 36 
WOF C03 N37  SING Y N 37 
WOF C08 C09  SING N N 38 
WOF C11 N35  SING Y N 39 
WOF S13 C36  SING Y N 40 
WOF N15 C32  SING N N 41 
WOF C19 C29  SING N N 42 
WOF C17 H172 SING N N 43 
WOF C17 H171 SING N N 44 
WOF C21 H211 SING N N 45 
WOF C19 H191 SING N N 46 
WOF C25 H251 SING N N 47 
WOF C27 H271 SING N N 48 
WOF O28 H281 SING N N 49 
WOF C29 H291 SING N N 50 
WOF C01 H012 SING N N 51 
WOF C01 H013 SING N N 52 
WOF C01 H011 SING N N 53 
WOF C05 H051 SING N N 54 
WOF C05 H052 SING N N 55 
WOF C06 H062 SING N N 56 
WOF C06 H061 SING N N 57 
WOF C07 H071 SING N N 58 
WOF C07 H072 SING N N 59 
WOF C08 H082 SING N N 60 
WOF C08 H081 SING N N 61 
WOF C16 H161 SING N N 62 
WOF C16 H162 SING N N 63 
WOF C31 H312 SING N N 64 
WOF C31 H311 SING N N 65 
WOF C32 H322 SING N N 66 
WOF C32 H321 SING N N 67 
WOF N02 H021 SING N N 68 
WOF O24 H2   SING N N 69 
WOF O26 H261 SING N N 70 
WOF O30 H301 SING N N 71 
# 
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 
WOF SMILES           ACDLabs              12.01 "O=C(O)C1OC(C(O)C(O)C1O)N1CCN(CC1)c1nnnc2c1sc1nc(NC)c3CCCCc3c12"                                                                                                                                                         
WOF InChI            InChI                1.06  "InChI=1S/C23H29N7O6S/c1-24-19-11-5-3-2-4-10(11)12-13-18(37-21(12)25-19)20(27-28-26-13)29-6-8-30(9-7-29)22-16(33)14(31)15(32)17(36-22)23(34)35/h14-17,22,31-33H,2-9H2,1H3,(H,24,25)(H,34,35)/t14-,15-,16+,17-,22+/m0/s1" 
WOF InChIKey         InChI                1.06  DSFGEPIJIZKUTO-YSVRDODPSA-N                                                                                                                                                                                              
WOF SMILES_CANONICAL CACTVS               3.385 "CNc1nc2sc3c(nnnc3c2c4CCCCc14)N5CCN(CC5)[C@@H]6O[C@@H]([C@@H](O)[C@H](O)[C@H]6O)C(O)=O"                                                                                                                                  
WOF SMILES           CACTVS               3.385 "CNc1nc2sc3c(nnnc3c2c4CCCCc14)N5CCN(CC5)[CH]6O[CH]([CH](O)[CH](O)[CH]6O)C(O)=O"                                                                                                                                          
WOF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CNc1c2c(c3c4c(c(nnn4)N5CCN(CC5)[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O)sc3n1)CCCC2"                                                                                                                             
WOF SMILES           "OpenEye OEToolkits" 2.0.7 "CNc1c2c(c3c4c(c(nnn4)N5CCN(CC5)C6C(C(C(C(O6)C(=O)O)O)O)O)sc3n1)CCCC2"                                                                                                                                                   
# 
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 
WOF "SYSTEMATIC NAME" ACDLabs              12.01 "8-(4-beta-D-glucopyranuronosylpiperazin-1-yl)-5-(methylamino)-1,2,3,4-tetrahydro[1,2,3]triazino[4',5':4,5]thieno[2,3-c]isoquinoline"                                                                                      
WOF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S},3~{S},4~{S},5~{R},6~{R})-6-[4-[8-(methylamino)-11-thia-9,14,15,16-tetrazatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-1,7,9,12(17),13,15-hexaen-13-yl]piperazin-1-yl]-3,4,5-tris(oxidanyl)oxane-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 
WOF "Create component" 2023-10-09 RCSB 
WOF "Initial release"  2024-07-24 RCSB 
# 
