data_A1AHV
# 
_chem_comp.id                                    A1AHV 
_chem_comp.name                                  "4,4'-[(1R,4R,5S)-5-(2,3-dihydro-1H-indole-1-sulfonyl)-7-oxabicyclo[2.2.1]hept-2-ene-2,3-diyl]diphenol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H23 N O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-03-11 
_chem_comp.pdbx_modified_date                    2024-06-07 
_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                        461.530 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AHV 
_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        8VYT 
_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_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
A1AHV C10  C1  C 0 1 Y N N N N N 55.019 12.140 56.396 5.074  -2.604 0.291  C10  A1AHV 1  
A1AHV C13  C2  C 0 1 Y N N N N N 54.890 10.244 57.851 4.180  -1.471 2.219  C13  A1AHV 2  
A1AHV C15  C3  C 0 1 N N R N N N 50.538 12.565 56.894 0.711  -1.992 -1.232 C15  A1AHV 3  
A1AHV C17  C4  C 0 1 N N S N N N 48.880 12.532 58.184 -0.974 -0.331 -0.735 C17  A1AHV 4  
A1AHV C20  C5  C 0 1 N N N N N N 47.610 14.081 61.299 -4.040 -2.111 0.074  C20  A1AHV 5  
A1AHV C21  C6  C 0 1 N N N N N N 46.709 13.360 62.267 -4.985 -1.980 1.280  C21  A1AHV 6  
A1AHV C22  C7  C 0 1 Y N N N N N 45.339 13.397 61.593 -5.054 -0.493 1.549  C22  A1AHV 7  
A1AHV C24  C8  C 0 1 Y N N N N N 44.413 13.852 59.395 -4.160 1.552  0.673  C24  A1AHV 8  
A1AHV C26  C9  C 0 1 Y N N N N N 42.949 13.273 61.237 -5.645 1.601  2.550  C26  A1AHV 9  
A1AHV C02  C10 C 0 1 Y N N N N N 51.287 10.585 63.121 3.441  3.789  0.007  C02  A1AHV 10 
A1AHV C03  C11 C 0 1 Y N N N N N 50.205 10.137 62.394 4.048  2.857  -0.825 C03  A1AHV 11 
A1AHV C04  C12 C 0 1 Y N N N N N 50.020 10.621 61.116 3.393  1.688  -1.146 C04  A1AHV 12 
A1AHV C05  C13 C 0 1 Y N N N N N 50.960 11.495 60.617 2.117  1.440  -0.633 C05  A1AHV 13 
A1AHV C06  C14 C 0 1 N N N N N N 50.798 12.070 59.268 1.413  0.191  -0.972 C06  A1AHV 14 
A1AHV C07  C15 C 0 1 N N N N N N 51.529 11.884 57.765 1.778  -1.070 -0.634 C07  A1AHV 15 
A1AHV C08  C16 C 0 1 Y N N N N N 52.994 11.647 57.514 2.960  -1.472 0.149  C08  A1AHV 16 
A1AHV C09  C17 C 0 1 Y N N N N N 53.708 12.440 56.653 3.970  -2.232 -0.446 C09  A1AHV 17 
A1AHV C11  C18 C 0 1 Y N N N N N 55.600 11.035 56.990 5.182  -2.226 1.623  C11  A1AHV 18 
A1AHV C14  C19 C 0 1 Y N N N N N 53.579 10.553 58.127 3.073  -1.093 1.490  C14  A1AHV 19 
A1AHV C16  C20 C 0 1 N N N N N N 49.361 12.228 57.022 -0.556 -1.775 -0.348 C16  A1AHV 20 
A1AHV C23  C21 C 0 1 Y N N N N N 45.513 13.728 60.257 -4.255 0.159  0.623  C23  A1AHV 21 
A1AHV C25  C22 C 0 1 Y N N N N N 43.132 13.611 59.883 -4.851 2.262  1.630  C25  A1AHV 22 
A1AHV C27  C23 C 0 1 Y N N N N N 44.045 13.164 62.092 -5.745 0.223  2.507  C27  A1AHV 23 
A1AHV C30  C24 C 0 1 N N R N N N 49.805 13.074 58.943 0.119  0.052  -1.780 C30  A1AHV 24 
A1AHV C32  C25 C 0 1 Y N N N N N 52.018 11.960 61.344 1.511  2.381  0.205  C32  A1AHV 25 
A1AHV C33  C26 C 0 1 Y N N N N N 52.181 11.487 62.612 2.175  3.545  0.524  C33  A1AHV 26 
A1AHV N19  N1  N 0 1 N N N N N N 46.953 13.915 60.015 -3.645 -0.738 -0.255 N19  A1AHV 27 
A1AHV O01  O1  O 0 1 N N N N N N 51.507 10.180 64.425 4.091  4.940  0.321  O01  A1AHV 28 
A1AHV O12  O2  O 0 1 N N N N N N 56.919 10.751 56.711 6.272  -2.596 2.345  O12  A1AHV 29 
A1AHV O28  O3  O 0 1 N N N N N N 46.780 14.442 57.363 -3.008 1.013  -1.819 O28  A1AHV 30 
A1AHV O29  O4  O 0 1 N N N N N N 48.441 15.493 58.684 -2.754 -1.371 -2.429 O29  A1AHV 31 
A1AHV O31  O5  O 0 1 N N N N N N 50.419 13.960 57.772 0.346  -1.240 -2.438 O31  A1AHV 32 
A1AHV S18  S1  S 0 1 N N N N N N 47.675 14.253 58.519 -2.625 -0.314 -1.488 S18  A1AHV 33 
A1AHV H101 H1  H 0 0 N N N N N N 55.597 12.765 55.731 5.853  -3.195 -0.167 H101 A1AHV 34 
A1AHV H131 H2  H 0 0 N N N N N N 55.355 9.384  58.310 4.269  -1.179 3.255  H131 A1AHV 35 
A1AHV H151 H3  H 0 0 N N N N N N 50.917 12.771 55.882 1.012  -3.030 -1.377 H151 A1AHV 36 
A1AHV H171 H4  H 0 0 N N N N N N 48.330 11.714 58.672 -0.936 0.331  0.130  H171 A1AHV 37 
A1AHV H202 H5  H 0 0 N N N N N N 48.612 13.628 61.287 -3.165 -2.702 0.342  H202 A1AHV 38 
A1AHV H201 H6  H 0 0 N N N N N N 47.692 15.146 61.561 -4.561 -2.568 -0.767 H201 A1AHV 39 
A1AHV H211 H7  H 0 0 N N N N N N 47.044 12.323 62.415 -5.973 -2.368 1.032  H211 A1AHV 40 
A1AHV H212 H8  H 0 0 N N N N N N 46.682 13.879 63.237 -4.576 -2.506 2.142  H212 A1AHV 41 
A1AHV H241 H9  H 0 0 N N N N N N 44.559 14.132 58.362 -3.542 2.074  -0.042 H241 A1AHV 42 
A1AHV H261 H10 H 0 0 N N N N N N 41.953 13.097 61.616 -6.186 2.160  3.299  H261 A1AHV 43 
A1AHV H031 H11 H 0 0 N N N N N N 49.516 9.421  62.817 5.034  3.049  -1.222 H031 A1AHV 44 
A1AHV H041 H12 H 0 0 N N N N N N 49.166 10.324 60.526 3.865  0.964  -1.794 H041 A1AHV 45 
A1AHV H091 H15 H 0 0 N N N N N N 53.241 13.293 56.182 3.887  -2.526 -1.482 H091 A1AHV 46 
A1AHV H141 H16 H 0 0 N N N N N N 53.010 9.947  58.817 2.294  -0.507 1.955  H141 A1AHV 47 
A1AHV H161 H17 H 0 0 N N N N N N 48.763 12.735 56.250 -1.338 -2.489 -0.606 H161 A1AHV 48 
A1AHV H162 H18 H 0 0 N N N N N N 49.289 11.139 56.885 -0.308 -1.837 0.712  H162 A1AHV 49 
A1AHV H251 H19 H 0 0 N N N N N N 42.280 13.683 59.224 -4.773 3.339  1.663  H251 A1AHV 50 
A1AHV H271 H20 H 0 0 N N N N N N 43.901 12.903 63.130 -6.365 -0.295 3.224  H271 A1AHV 51 
A1AHV H301 H21 H 0 0 N N N N N N 49.469 13.682 59.796 -0.124 0.894  -2.429 H301 A1AHV 52 
A1AHV H321 H22 H 0 0 N N N N N N 52.705 12.681 60.927 0.525  2.194  0.604  H321 A1AHV 53 
A1AHV H331 H23 H 0 0 N N N N N N 53.013 11.823 63.213 1.708  4.273  1.172  H331 A1AHV 54 
A1AHV H011 H24 H 0 0 N N N N N N 52.296 10.592 64.756 3.920  5.668  -0.292 H011 A1AHV 55 
A1AHV H121 H25 H 0 0 N N N N N N 57.182 9.971  57.185 7.001  -1.961 2.310  H121 A1AHV 56 
# 
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 
A1AHV C10 C09  DOUB Y N 1  
A1AHV C10 C11  SING Y N 2  
A1AHV C09 C08  SING Y N 3  
A1AHV O12 C11  SING N N 4  
A1AHV C15 C16  SING N N 5  
A1AHV C15 C07  SING N N 6  
A1AHV C15 O31  SING N N 7  
A1AHV C11 C13  DOUB Y N 8  
A1AHV C16 C17  SING N N 9  
A1AHV O28 S18  DOUB N N 10 
A1AHV C08 C07  SING N N 11 
A1AHV C08 C14  DOUB Y N 12 
A1AHV C07 C06  DOUB N N 13 
A1AHV O31 C30  SING N N 14 
A1AHV C13 C14  SING Y N 15 
A1AHV C17 S18  SING N N 16 
A1AHV C17 C30  SING N N 17 
A1AHV S18 O29  DOUB N N 18 
A1AHV S18 N19  SING N N 19 
A1AHV C30 C06  SING N N 20 
A1AHV C06 C05  SING N N 21 
A1AHV C24 C25  DOUB Y N 22 
A1AHV C24 C23  SING Y N 23 
A1AHV C25 C26  SING Y N 24 
A1AHV N19 C23  SING N N 25 
A1AHV N19 C20  SING N N 26 
A1AHV C23 C22  DOUB Y N 27 
A1AHV C05 C04  DOUB Y N 28 
A1AHV C05 C32  SING Y N 29 
A1AHV C04 C03  SING Y N 30 
A1AHV C26 C27  DOUB Y N 31 
A1AHV C20 C21  SING N N 32 
A1AHV C32 C33  DOUB Y N 33 
A1AHV C22 C27  SING Y N 34 
A1AHV C22 C21  SING N N 35 
A1AHV C03 C02  DOUB Y N 36 
A1AHV C33 C02  SING Y N 37 
A1AHV C02 O01  SING N N 38 
A1AHV C10 H101 SING N N 39 
A1AHV C13 H131 SING N N 40 
A1AHV C15 H151 SING N N 41 
A1AHV C17 H171 SING N N 42 
A1AHV C20 H202 SING N N 43 
A1AHV C20 H201 SING N N 44 
A1AHV C21 H211 SING N N 45 
A1AHV C21 H212 SING N N 46 
A1AHV C24 H241 SING N N 47 
A1AHV C26 H261 SING N N 48 
A1AHV C03 H031 SING N N 49 
A1AHV C04 H041 SING N N 50 
A1AHV C09 H091 SING N N 51 
A1AHV C14 H141 SING N N 52 
A1AHV C16 H161 SING N N 53 
A1AHV C16 H162 SING N N 54 
A1AHV C25 H251 SING N N 55 
A1AHV C27 H271 SING N N 56 
A1AHV C30 H301 SING N N 57 
A1AHV C32 H321 SING N N 58 
A1AHV C33 H331 SING N N 59 
A1AHV O01 H011 SING N N 60 
A1AHV O12 H121 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 
A1AHV SMILES           ACDLabs              12.01 "O=S(=O)(C1CC2OC1C(=C2c1ccc(O)cc1)c1ccc(O)cc1)N1CCc2ccccc21"                                                                                                                        
A1AHV InChI            InChI                1.06  "InChI=1S/C26H23NO5S/c28-19-9-5-17(6-10-19)24-22-15-23(26(32-22)25(24)18-7-11-20(29)12-8-18)33(30,31)27-14-13-16-3-1-2-4-21(16)27/h1-12,22-23,26,28-29H,13-15H2/t22-,23+,26+/m1/s1" 
A1AHV InChIKey         InChI                1.06  KYRSWTOGJWAWBX-UMFSSWHCSA-N                                                                                                                                                         
A1AHV SMILES_CANONICAL CACTVS               3.385 "Oc1ccc(cc1)C2=C([C@H]3O[C@@H]2C[C@@H]3[S](=O)(=O)N4CCc5ccccc45)c6ccc(O)cc6"                                                                                                        
A1AHV SMILES           CACTVS               3.385 "Oc1ccc(cc1)C2=C([CH]3O[CH]2C[CH]3[S](=O)(=O)N4CCc5ccccc45)c6ccc(O)cc6"                                                                                                             
A1AHV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)CCN2S(=O)(=O)[C@H]3C[C@@H]4C(=C([C@H]3O4)c5ccc(cc5)O)c6ccc(cc6)O"                                                                                                       
A1AHV SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)CCN2S(=O)(=O)C3CC4C(=C(C3O4)c5ccc(cc5)O)c6ccc(cc6)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 
A1AHV "SYSTEMATIC NAME" ACDLabs              12.01 "4,4'-[(1R,4R,5S)-5-(2,3-dihydro-1H-indole-1-sulfonyl)-7-oxabicyclo[2.2.1]hept-2-ene-2,3-diyl]diphenol"                 
A1AHV "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "4-[(1~{R},4~{R},5~{S})-5-(2,3-dihydroindol-1-ylsulfonyl)-3-(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-2-en-2-yl]phenol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AHV "Create component" 2024-03-11 RCSB 
A1AHV "Initial release"  2024-06-12 RCSB 
# 
