data_HWO
# 
_chem_comp.id                                    HWO 
_chem_comp.name                                  "(2R)-7-[(2R,3R,4R,5S,6S)-6-(hydroxymethyl)-3-[(2R,3R,4R,5R,6S)-6-methyl-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-4,5-bis(oxidanyl)oxan-2-yl]oxy-2-(4-methoxy-3-oxidanyl-phenyl)-5-oxidanyl-2,3-dihydrochromen-4-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H34 O15" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2021-02-20 
_chem_comp.pdbx_modified_date                    2023-02-10 
_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                        610.561 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HWO 
_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        7E45 
_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 
HWO C1  C1  C 0 1 N N N 3.401  -1.588 3.003 -4.216 4.239  -2.643 C1  HWO 1  
HWO C2  C2  C 0 1 N N S 3.134  -0.128 2.757 -3.457 3.577  -1.491 C2  HWO 2  
HWO C3  C3  C 0 1 N N R 2.050  0.123  1.657 -3.480 4.499  -0.269 C3  HWO 3  
HWO O1  O1  O 0 1 N N N 2.826  0.631  4.013 -4.081 2.335  -1.161 O1  HWO 4  
HWO C4  C4  C 0 1 N N R 1.765  1.611  1.399 -2.771 3.804  0.898  C4  HWO 5  
HWO C5  C5  C 0 1 N N R 1.619  2.359  2.668 -3.455 2.461  1.170  C5  HWO 6  
HWO C6  C6  C 0 1 N N R 2.946  1.994  3.362 -3.433 1.618  -0.108 C6  HWO 7  
HWO O2  O2  O 0 1 N N N 3.690  2.985  3.908 -4.119 0.386  0.122  O2  HWO 8  
HWO O3  O3  O 0 1 N N N 6.385  3.388  5.876 -2.936 -2.167 0.564  O3  HWO 9  
HWO C7  C7  C 0 1 N N R 3.995  2.826  5.316 -3.966 -0.570 -0.929 C7  HWO 10 
HWO O4  O4  O 0 1 N N N 5.783  1.495  4.491 -1.582 -0.613 -0.532 O4  HWO 11 
HWO C10 C8  C 0 1 N N S 5.929  4.175  7.023 -4.058 -3.051 0.542  C10 HWO 12 
HWO C11 C9  C 0 1 N N R 5.437  2.291  5.545 -2.739 -1.443 -0.652 C11 HWO 13 
HWO C12 C10 C 0 1 Y N N 7.101  1.027  4.123 -0.378 -1.237 -0.493 C12 HWO 14 
HWO C13 C11 C 0 1 Y N N 7.132  0.094  2.992 -0.319 -2.623 -0.577 C13 HWO 15 
HWO C14 C12 C 0 1 Y N N 8.381  -0.417 2.534 0.904  -3.268 -0.541 C14 HWO 16 
HWO C15 C13 C 0 1 Y N N 9.584  -0.019 3.207 2.081  -2.512 -0.423 C15 HWO 17 
HWO C16 C14 C 0 1 Y N N 9.529  0.920  4.308 2.017  -1.110 -0.333 C16 HWO 18 
HWO C17 C15 C 0 1 Y N N 8.283  1.434  4.777 0.783  -0.484 -0.377 C17 HWO 19 
HWO C18 C16 C 0 1 N N R 11.950 0.844  4.586 4.384  -0.932 -0.636 C18 HWO 20 
HWO C19 C17 C 0 1 N N N 12.071 -0.376 3.708 4.575  -2.309 0.016  C19 HWO 21 
HWO C20 C18 C 0 1 N N N 10.982 -0.458 2.719 3.393  -3.169 -0.396 C20 HWO 22 
HWO C21 C19 C 0 1 Y N N 13.107 1.371  5.400 5.516  -0.023 -0.232 C21 HWO 23 
HWO C22 C20 C 0 1 Y N N 14.091 0.512  5.879 5.499  0.590  1.007  C22 HWO 24 
HWO C23 C21 C 0 1 Y N N 15.123 1.033  6.618 6.535  1.425  1.383  C23 HWO 25 
HWO C24 C22 C 0 1 Y N N 15.152 2.412  6.864 7.593  1.648  0.517  C24 HWO 26 
HWO C25 C23 C 0 1 Y N N 14.147 3.262  6.386 7.611  1.030  -0.730 C25 HWO 27 
HWO C26 C24 C 0 1 Y N N 13.117 2.762  5.656 6.572  0.191  -1.098 C26 HWO 28 
HWO C27 C25 C 0 1 N N N 17.089 1.948  8.185 8.528  3.070  2.179  C27 HWO 29 
HWO C28 C26 C 0 1 N N N 7.003  5.051  7.596 -4.153 -3.789 1.879  C28 HWO 30 
HWO C8  C27 C 0 1 N N R 3.571  4.098  6.006 -5.211 -1.460 -0.997 C8  HWO 31 
HWO C9  C28 C 0 1 N N S 4.611  4.951  6.742 -5.338 -2.243 0.313  C9  HWO 32 
HWO O10 O5  O 0 1 N N N 8.216  4.343  7.605 -3.010 -4.632 2.039  O10 HWO 33 
HWO O11 O6  O 0 1 N N N 4.787  6.268  6.220 -5.527 -1.331 1.397  O11 HWO 34 
HWO O12 O7  O 0 1 N N N 2.708  4.917  5.134 -6.371 -0.646 -1.182 O12 HWO 35 
HWO O13 O8  O 0 1 N N N 0.464  1.806  3.342 -4.808 2.686  1.570  O13 HWO 36 
HWO O14 O9  O 0 1 N N N 0.601  1.825  0.584 -2.852 4.626  2.064  O14 HWO 37 
HWO O15 O10 O 0 1 N N N 2.467  -0.471 0.455 -2.807 5.720  -0.579 O15 HWO 38 
HWO O5  O11 O 0 1 N N N 10.710 1.351  4.999 3.145  -0.372 -0.203 O5  HWO 39 
HWO O6  O12 O 0 1 N N N 10.931 -1.566 1.851 3.527  -4.339 -0.689 O6  HWO 40 
HWO O7  O13 O 0 1 N N N 14.196 4.613  6.658 8.648  1.246  -1.583 O7  HWO 41 
HWO O8  O14 O 0 1 N N N 16.218 2.953  7.643 8.613  2.470  0.885  O8  HWO 42 
HWO O9  O15 O 0 1 N N N 8.382  -1.294 1.472 0.966  -4.621 -0.620 O9  HWO 43 
HWO H1  H1  H 0 1 N N N 4.169  -1.694 3.783 -5.248 4.419  -2.342 H1  HWO 44 
HWO H2  H2  H 0 1 N N N 2.474  -2.080 3.332 -3.740 5.187  -2.895 H2  HWO 45 
HWO H3  H3  H 0 1 N N N 3.756  -2.057 2.074 -4.200 3.582  -3.513 H3  HWO 46 
HWO H4  H4  H 0 1 N N N 4.068  0.295  2.358 -2.425 3.397  -1.791 H4  HWO 47 
HWO H5  H5  H 0 1 N N N 1.115  -0.347 1.998 -4.512 4.712  0.007  H5  HWO 48 
HWO H6  H6  H 0 1 N N N 2.638  2.019  0.868 -1.725 3.635  0.641  H6  HWO 49 
HWO H7  H7  H 0 1 N N N 1.538  3.444  2.505 -2.923 1.935  1.963  H7  HWO 50 
HWO H8  H8  H 0 1 N N N 3.552  1.732  2.482 -2.401 1.412  -0.390 H8  HWO 51 
HWO H9  H9  H 0 1 N N N 3.327  2.039  5.696 -3.837 -0.050 -1.878 H9  HWO 52 
HWO H10 H10 H 0 1 N N N 5.677  3.452  7.813 -3.935 -3.774 -0.265 H10 HWO 53 
HWO H11 H11 H 0 1 N N N 5.377  1.655  6.440 -2.599 -2.145 -1.475 H11 HWO 54 
HWO H12 H12 H 0 1 N N N 6.213  -0.204 2.509 -1.229 -3.197 -0.669 H12 HWO 55 
HWO H13 H13 H 0 1 N N N 8.246  2.118  5.612 0.723  0.592  -0.317 H13 HWO 56 
HWO H14 H14 H 0 1 N N N 12.082 1.563  3.764 4.375  -1.041 -1.721 H14 HWO 57 
HWO H15 H15 H 0 1 N N N 12.042 -1.274 4.343 5.503  -2.761 -0.334 H15 HWO 58 
HWO H16 H16 H 0 1 N N N 13.032 -0.335 3.175 4.599  -2.206 1.101  H16 HWO 59 
HWO H18 H18 H 0 1 N N N 14.043 -0.547 5.673 4.674  0.417  1.683  H18 HWO 60 
HWO H19 H19 H 0 1 N N N 15.901 0.390  7.004 6.519  1.903  2.351  H19 HWO 61 
HWO H20 H20 H 0 1 N N N 12.333 3.404  5.284 6.584  -0.293 -2.064 H20 HWO 62 
HWO H21 H21 H 0 1 N N N 17.885 2.430  8.772 8.491  2.290  2.940  H21 HWO 63 
HWO H22 H22 H 0 1 N N N 16.511 1.274  8.835 9.402  3.699  2.346  H22 HWO 64 
HWO H23 H23 H 0 1 N N N 17.538 1.370  7.364 7.626  3.678  2.239  H23 HWO 65 
HWO H24 H24 H 0 1 N N N 7.109  5.956  6.979 -4.186 -3.064 2.692  H24 HWO 66 
HWO H25 H25 H 0 1 N N N 6.736  5.337  8.624 -5.058 -4.396 1.895  H25 HWO 67 
HWO H26 H26 H 0 1 N N N 2.900  3.755  6.807 -5.116 -2.156 -1.830 H26 HWO 68 
HWO H27 H27 H 0 1 N N N 4.175  5.097  7.741 -6.190 -2.920 0.252  H27 HWO 69 
HWO H28 H28 H 0 1 N N N 8.901  4.892  7.967 -3.003 -5.132 2.867  H28 HWO 70 
HWO H29 H29 H 0 1 N N N 5.445  6.726  6.730 -5.616 -1.759 2.260  H29 HWO 71 
HWO H30 H30 H 0 1 N N N 2.456  5.710  5.592 -7.198 -1.145 -1.234 H30 HWO 72 
HWO H31 H31 H 0 1 N N N 0.331  2.259  4.167 -5.303 1.877  1.759  H31 HWO 73 
HWO H32 H32 H 0 1 N N N 0.471  2.757  0.456 -2.422 4.247  2.843  H32 HWO 74 
HWO H33 H33 H 0 1 N N N 2.646  -1.392 0.602 -3.201 6.211  -1.313 H33 HWO 75 
HWO H35 H35 H 0 1 N N N 14.970 4.805  7.174 9.377  0.619  -1.482 H35 HWO 76 
HWO H36 H36 H 0 1 N N N 9.264  -1.616 1.327 1.038  -4.959 -1.523 H36 HWO 77 
# 
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 
HWO O15 C3  SING N N 1  
HWO O14 C4  SING N N 2  
HWO C4  C3  SING N N 3  
HWO C4  C5  SING N N 4  
HWO O9  C14 SING N N 5  
HWO C3  C2  SING N N 6  
HWO O6  C20 DOUB N N 7  
HWO C14 C13 DOUB Y N 8  
HWO C14 C15 SING Y N 9  
HWO C5  O13 SING N N 10 
HWO C5  C6  SING N N 11 
HWO C20 C15 SING N N 12 
HWO C20 C19 SING N N 13 
HWO C2  C1  SING N N 14 
HWO C2  O1  SING N N 15 
HWO C13 C12 SING Y N 16 
HWO C15 C16 DOUB Y N 17 
HWO C6  O2  SING N N 18 
HWO C6  O1  SING N N 19 
HWO C19 C18 SING N N 20 
HWO O2  C7  SING N N 21 
HWO C12 O4  SING N N 22 
HWO C12 C17 DOUB Y N 23 
HWO C16 C17 SING Y N 24 
HWO C16 O5  SING N N 25 
HWO O4  C11 SING N N 26 
HWO C18 O5  SING N N 27 
HWO C18 C21 SING N N 28 
HWO O12 C8  SING N N 29 
HWO C7  C11 SING N N 30 
HWO C7  C8  SING N N 31 
HWO C21 C26 DOUB Y N 32 
HWO C21 C22 SING Y N 33 
HWO C11 O3  SING N N 34 
HWO C26 C25 SING Y N 35 
HWO O3  C10 SING N N 36 
HWO C22 C23 DOUB Y N 37 
HWO C8  C9  SING N N 38 
HWO O11 C9  SING N N 39 
HWO C25 O7  SING N N 40 
HWO C25 C24 DOUB Y N 41 
HWO C23 C24 SING Y N 42 
HWO C9  C10 SING N N 43 
HWO C24 O8  SING N N 44 
HWO C10 C28 SING N N 45 
HWO C28 O10 SING N N 46 
HWO O8  C27 SING N N 47 
HWO C1  H1  SING N N 48 
HWO C1  H2  SING N N 49 
HWO C1  H3  SING N N 50 
HWO C2  H4  SING N N 51 
HWO C3  H5  SING N N 52 
HWO C4  H6  SING N N 53 
HWO C5  H7  SING N N 54 
HWO C6  H8  SING N N 55 
HWO C7  H9  SING N N 56 
HWO C10 H10 SING N N 57 
HWO C11 H11 SING N N 58 
HWO C13 H12 SING N N 59 
HWO C17 H13 SING N N 60 
HWO C18 H14 SING N N 61 
HWO C19 H15 SING N N 62 
HWO C19 H16 SING N N 63 
HWO C22 H18 SING N N 64 
HWO C23 H19 SING N N 65 
HWO C26 H20 SING N N 66 
HWO C27 H21 SING N N 67 
HWO C27 H22 SING N N 68 
HWO C27 H23 SING N N 69 
HWO C28 H24 SING N N 70 
HWO C28 H25 SING N N 71 
HWO C8  H26 SING N N 72 
HWO C9  H27 SING N N 73 
HWO O10 H28 SING N N 74 
HWO O11 H29 SING N N 75 
HWO O12 H30 SING N N 76 
HWO O13 H31 SING N N 77 
HWO O14 H32 SING N N 78 
HWO O15 H33 SING N N 79 
HWO O7  H35 SING N N 80 
HWO O9  H36 SING N N 81 
# 
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 
HWO InChI            InChI                1.03  "InChI=1S/C28H34O15/c1-10-21(33)23(35)25(37)27(39-10)43-26-24(36)22(34)19(9-29)42-28(26)40-12-6-14(31)20-15(32)8-17(41-18(20)7-12)11-3-4-16(38-2)13(30)5-11/h3-7,10,17,19,21-31,33-37H,8-9H2,1-2H3/t10-,17+,19-,21-,22+,23+,24+,25+,26+,27+,28-/m0/s1" 
HWO InChIKey         InChI                1.03  ARGKVCXINMKCAZ-LIVPLLNOSA-N                                                                                                                                                                                                                            
HWO SMILES_CANONICAL CACTVS               3.385 "COc1ccc(cc1O)[C@H]2CC(=O)c3c(O)cc(O[C@H]4O[C@@H](CO)[C@@H](O)[C@@H](O)[C@H]4O[C@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)cc3O2"                                                                                                                          
HWO SMILES           CACTVS               3.385 "COc1ccc(cc1O)[CH]2CC(=O)c3c(O)cc(O[CH]4O[CH](CO)[CH](O)[CH](O)[CH]4O[CH]5O[CH](C)[CH](O)[CH](O)[CH]5O)cc3O2"                                                                                                                                          
HWO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)O[C@@H]2[C@@H]([C@@H]([C@@H](O[C@@H]2Oc3cc(c4c(c3)O[C@H](CC4=O)c5ccc(c(c5)O)OC)O)CO)O)O)O)O)O"                                                                                                                     
HWO SMILES           "OpenEye OEToolkits" 2.0.7 "CC1C(C(C(C(O1)OC2C(C(C(OC2Oc3cc(c4c(c3)OC(CC4=O)c5ccc(c(c5)O)OC)O)CO)O)O)O)O)O"                                                                                                                                                                       
# 
_pdbx_chem_comp_identifier.comp_id           HWO 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(2~{R})-7-[(2~{R},3~{R},4~{R},5~{S},6~{S})-6-(hydroxymethyl)-3-[(2~{R},3~{R},4~{R},5~{R},6~{S})-6-methyl-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-4,5-bis(oxidanyl)oxan-2-yl]oxy-2-(4-methoxy-3-oxidanyl-phenyl)-5-oxidanyl-2,3-dihydrochromen-4-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
HWO "Create component" 2021-02-20 PDBJ 
HWO "Initial release"  2023-02-15 RCSB 
# 
