data_A1BHU
# 
_chem_comp.id                                    A1BHU 
_chem_comp.name                                  "(3S,3aS,4S,7R,8aS)-3-methylhexahydro-1H,3H-3a,7-epoxycyclohepta[c]furan-4-yl {(2S,3R)-3-hydroxy-4-[(4-methoxybenzene-1-sulfonyl)(2-methylpropyl)amino]-1-phenylbutan-2-yl}carbamate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H44 N2 O8 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-11-20 
_chem_comp.pdbx_modified_date                    2025-01-31 
_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                        616.765 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BHU 
_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        9EEE 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              ? 
# 
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 
A1BHU C12 C1  C 0 1 N N N N N N 65.022 70.769 18.707 -3.521 2.661  -0.606 C12 A1BHU 1  
A1BHU C13 C2  C 0 1 N N N N N N 66.369 71.001 19.420 -4.453 2.389  -1.788 C13 A1BHU 2  
A1BHU C14 C3  C 0 1 N N N N N N 66.090 71.233 20.914 -4.763 3.703  -2.507 C14 A1BHU 3  
A1BHU C15 C4  C 0 1 N N N N N N 67.362 69.852 19.222 -3.774 1.423  -2.761 C15 A1BHU 4  
A1BHU C18 C5  C 0 1 Y N N N N N 62.101 70.033 17.879 -5.698 0.202  0.850  C18 A1BHU 5  
A1BHU C19 C6  C 0 1 Y N N N N N 61.486 70.605 16.758 -6.826 0.878  0.423  C19 A1BHU 6  
A1BHU C2  C7  C 0 1 N N N N N N 64.059 75.096 22.749 2.595  0.243  -0.324 C2  A1BHU 7  
A1BHU C20 C8  C 0 1 Y N N N N N 61.257 69.819 15.636 -7.913 0.175  -0.060 C20 A1BHU 8  
A1BHU C21 C9  C 0 1 Y N N N N N 61.633 68.464 15.634 -7.872 -1.211 -0.115 C21 A1BHU 9  
A1BHU C22 C10 C 0 1 Y N N N N N 62.242 67.896 16.766 -6.739 -1.887 0.315  C22 A1BHU 10 
A1BHU C23 C11 C 0 1 Y N N N N N 62.474 68.685 17.890 -5.655 -1.179 0.796  C23 A1BHU 11 
A1BHU C25 C12 C 0 1 Y N N N N N 61.106 75.389 21.009 0.990  -2.314 -0.163 C25 A1BHU 12 
A1BHU C26 C13 C 0 1 Y N N N N N 61.032 76.684 21.538 2.197  -2.502 0.484  C26 A1BHU 13 
A1BHU C27 C14 C 0 1 Y N N N N N 60.149 76.982 22.579 3.142  -3.357 -0.051 C27 A1BHU 14 
A1BHU C28 C15 C 0 1 Y N N N N N 59.330 75.984 23.110 2.880  -4.025 -1.233 C28 A1BHU 15 
A1BHU C29 C16 C 0 1 Y N N N N N 59.399 74.687 22.595 1.673  -3.837 -1.880 C29 A1BHU 16 
A1BHU C30 C17 C 0 1 Y N N N N N 60.283 74.393 21.557 0.729  -2.981 -1.345 C30 A1BHU 17 
A1BHU C31 C18 C 0 1 N N N N N N 61.776 66.408 14.398 -8.828 -3.329 -0.616 C31 A1BHU 18 
A1BHU C32 C19 C 0 1 N N S N N N 64.460 76.247 24.844 4.953  0.354  -0.669 C32 A1BHU 19 
A1BHU C33 C20 C 0 1 N N N N N N 65.803 75.751 25.397 5.238  1.444  -1.718 C33 A1BHU 20 
A1BHU C34 C21 C 0 1 N N N N N N 66.884 76.844 25.328 5.699  2.725  -1.020 C34 A1BHU 21 
A1BHU C35 C22 C 0 1 N N R N N N 66.263 78.105 25.925 6.838  2.431  -0.036 C35 A1BHU 22 
A1BHU C36 C23 C 0 1 N N N N N N 65.483 77.761 27.251 7.934  1.619  -0.766 C36 A1BHU 23 
A1BHU C37 C24 C 0 1 N N S N N N 64.036 77.947 26.809 7.451  0.163  -0.646 C37 A1BHU 24 
A1BHU C38 C25 C 0 1 N N S N N N 64.124 77.738 25.275 6.172  0.278  0.236  C38 A1BHU 25 
A1BHU C39 C26 C 0 1 N N N N N N 63.108 79.126 26.939 8.371  -0.653 0.290  C39 A1BHU 26 
A1BHU C4  C27 C 0 1 N N S N N N 63.398 74.488 20.424 0.176  0.028  -0.118 C4  A1BHU 27 
A1BHU C41 C28 C 0 1 N N S N N N 62.722 78.155 24.778 6.229  -0.929 1.157  C41 A1BHU 28 
A1BHU C43 C29 C 0 1 N N N N N N 62.701 79.060 23.555 6.201  -0.472 2.617  C43 A1BHU 29 
A1BHU C5  C30 C 0 1 N N R N N N 64.419 74.167 19.295 -0.945 0.943  0.378  C5  A1BHU 30 
A1BHU C6  C31 C 0 1 N N N N N N 63.894 73.026 18.422 -2.278 0.484  -0.216 C6  A1BHU 31 
A1BHU C9  C32 C 0 1 N N N N N N 62.066 75.057 19.891 -0.042 -1.386 0.423  C9  A1BHU 32 
A1BHU N3  N1  N 0 1 N N N N N N 64.014 75.355 21.427 1.467  0.537  0.353  N3  A1BHU 33 
A1BHU N7  N2  N 0 1 N N N N N N 63.939 71.713 19.120 -3.332 1.428  0.162  N7  A1BHU 34 
A1BHU O1  O1  O 0 1 N N N N N N 64.583 76.167 23.399 3.780  0.711  0.109  O1  A1BHU 35 
A1BHU O10 O2  O 0 1 N N N N N N 64.637 75.315 18.471 -1.013 0.883  1.804  O10 A1BHU 36 
A1BHU O16 O3  O 0 1 N N N N N N 62.499 70.112 20.486 -4.811 2.354  1.908  O16 A1BHU 37 
A1BHU O17 O4  O 0 1 N N N N N N 61.347 72.066 19.383 -3.587 0.209  2.293  O17 A1BHU 38 
A1BHU O24 O5  O 0 1 N N N N N N 61.368 67.780 14.485 -8.940 -1.905 -0.588 O24 A1BHU 39 
A1BHU O40 O6  O 0 1 N N N N N N 62.107 78.803 25.939 7.467  -1.617 0.882  O40 A1BHU 40 
A1BHU O42 O7  O 0 1 N N N N N N 65.252 78.564 24.954 6.323  1.510  0.957  O42 A1BHU 41 
A1BHU O8  O8  O 0 1 N N N N N N 63.694 74.055 23.297 2.541  -0.445 -1.324 O8  A1BHU 42 
A1BHU S11 S1  S 0 1 N N N N N N 62.396 71.021 19.322 -4.311 1.102  1.458  S11 A1BHU 43 
A1BHU H1  H1  H 0 1 N N N N N N 64.688 69.744 18.926 -2.557 3.010  -0.976 H1  A1BHU 44 
A1BHU H2  H2  H 0 1 N N N N N N 65.181 70.879 17.624 -3.961 3.425  0.035  H2  A1BHU 45 
A1BHU H3  H3  H 0 1 N N N N N N 66.818 71.917 19.010 -5.380 1.946  -1.425 H3  A1BHU 46 
A1BHU H4  H4  H 0 1 N N N N N N 67.040 71.401 21.443 -3.835 4.146  -2.871 H4  A1BHU 47 
A1BHU H5  H5  H 0 1 N N N N N N 65.443 72.114 21.033 -5.427 3.509  -3.350 H5  A1BHU 48 
A1BHU H6  H6  H 0 1 N N N N N N 65.587 70.349 21.335 -5.247 4.391  -1.814 H6  A1BHU 49 
A1BHU H7  H7  H 0 1 N N N N N N 68.298 70.080 19.754 -2.785 1.803  -3.019 H7  A1BHU 50 
A1BHU H8  H8  H 0 1 N N N N N N 66.931 68.922 19.621 -3.675 0.444  -2.292 H8  A1BHU 51 
A1BHU H9  H9  H 0 1 N N N N N N 67.571 69.729 18.149 -4.376 1.333  -3.665 H9  A1BHU 52 
A1BHU H10 H10 H 0 1 N N N N N N 61.193 71.645 16.766 -6.858 1.957  0.466  H10 A1BHU 53 
A1BHU H11 H11 H 0 1 N N N N N N 60.789 70.250 14.763 -8.794 0.703  -0.393 H11 A1BHU 54 
A1BHU H12 H12 H 0 1 N N N N N N 62.528 66.855 16.764 -6.705 -2.965 0.273  H12 A1BHU 55 
A1BHU H13 H13 H 0 1 N N N N N N 62.940 68.258 18.766 -4.772 -1.704 1.127  H13 A1BHU 56 
A1BHU H14 H14 H 0 1 N N N N N N 61.665 77.461 21.136 2.402  -1.980 1.407  H14 A1BHU 57 
A1BHU H15 H15 H 0 1 N N N N N N 60.100 77.986 22.974 4.086  -3.504 0.454  H15 A1BHU 58 
A1BHU H16 H16 H 0 1 N N N N N N 58.647 76.213 23.914 3.619  -4.693 -1.651 H16 A1BHU 59 
A1BHU H17 H17 H 0 1 N N N N N N 58.767 73.911 23.001 1.469  -4.359 -2.803 H17 A1BHU 60 
A1BHU H18 H18 H 0 1 N N N N N N 60.335 73.386 21.170 -0.214 -2.834 -1.851 H18 A1BHU 61 
A1BHU H19 H19 H 0 1 N N N N N N 61.492 66.002 13.416 -7.988 -3.615 -1.250 H19 A1BHU 62 
A1BHU H20 H20 H 0 1 N N N N N N 62.867 66.342 14.520 -8.663 -3.700 0.396  H20 A1BHU 63 
A1BHU H21 H21 H 0 1 N N N N N N 61.282 65.828 15.191 -9.747 -3.759 -1.015 H21 A1BHU 64 
A1BHU H22 H22 H 0 1 N N N N N N 63.654 75.588 25.199 4.796  -0.605 -1.162 H22 A1BHU 65 
A1BHU H23 H23 H 0 1 N N N N N N 65.667 75.449 26.446 6.020  1.100  -2.396 H23 A1BHU 66 
A1BHU H24 H24 H 0 1 N N N N N N 66.134 74.884 24.806 4.330  1.647  -2.286 H24 A1BHU 67 
A1BHU H25 H25 H 0 1 N N N N N N 67.767 76.543 25.911 6.046  3.437  -1.769 H25 A1BHU 68 
A1BHU H26 H26 H 0 1 N N N N N N 67.178 77.023 24.283 4.859  3.158  -0.477 H26 A1BHU 69 
A1BHU H27 H27 H 0 1 N N N N N N 67.028 78.872 26.116 7.235  3.343  0.408  H27 A1BHU 70 
A1BHU H28 H28 H 0 1 N N N N N N 65.675 76.727 27.573 7.997  1.916  -1.813 H28 A1BHU 71 
A1BHU H29 H29 H 0 1 N N N N N N 65.747 78.454 28.064 8.898  1.747  -0.274 H29 A1BHU 72 
A1BHU H30 H30 H 0 1 N N N N N N 63.485 77.078 27.198 7.289  -0.315 -1.612 H30 A1BHU 73 
A1BHU H31 H31 H 0 1 N N N N N N 63.621 80.071 26.707 9.151  -1.157 -0.281 H31 A1BHU 74 
A1BHU H32 H32 H 0 1 N N N N N N 62.669 79.185 27.946 8.809  -0.012 1.055  H32 A1BHU 75 
A1BHU H33 H33 H 0 1 N N N N N N 63.160 73.531 20.912 0.171  0.004  -1.208 H33 A1BHU 76 
A1BHU H34 H34 H 0 1 N N N N N N 62.160 77.240 24.539 5.385  -1.589 0.957  H34 A1BHU 77 
A1BHU H35 H35 H 0 1 N N N N N N 61.660 79.294 23.289 5.282  0.082  2.807  H35 A1BHU 78 
A1BHU H36 H36 H 0 1 N N N N N N 63.240 79.992 23.780 6.243  -1.342 3.271  H36 A1BHU 79 
A1BHU H37 H37 H 0 1 N N N N N N 63.189 78.549 22.712 7.059  0.171  2.813  H37 A1BHU 80 
A1BHU H38 H38 H 0 1 N N N N N N 65.364 73.850 19.760 -0.742 1.968  0.067  H38 A1BHU 81 
A1BHU H39 H39 H 0 1 N N N N N N 64.510 72.964 17.513 -2.198 0.444  -1.302 H39 A1BHU 82 
A1BHU H40 H40 H 0 1 N N N N N N 62.852 73.244 18.145 -2.524 -0.507 0.167  H40 A1BHU 83 
A1BHU H41 H41 H 0 1 N N N N N N 62.275 75.973 19.318 -1.039 -1.731 0.147  H41 A1BHU 84 
A1BHU H42 H42 H 0 1 N N N N N N 61.599 74.310 19.232 0.051  -1.378 1.509  H42 A1BHU 85 
A1BHU H43 H43 H 0 1 N N N N N N 64.434 76.205 21.108 1.509  1.086  1.151  H43 A1BHU 86 
A1BHU H44 H44 H 0 1 N N N N N N 64.964 76.030 19.004 -1.191 -0.001 2.153  H44 A1BHU 87 
# 
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 
A1BHU C31 O24 SING N N 1  
A1BHU O24 C21 SING N N 2  
A1BHU C21 C20 DOUB Y N 3  
A1BHU C21 C22 SING Y N 4  
A1BHU C20 C19 SING Y N 5  
A1BHU C19 C18 DOUB Y N 6  
A1BHU C22 C23 DOUB Y N 7  
A1BHU C18 C23 SING Y N 8  
A1BHU C18 S11 SING N N 9  
A1BHU C6  N7  SING N N 10 
A1BHU C6  C5  SING N N 11 
A1BHU O10 C5  SING N N 12 
A1BHU C12 N7  SING N N 13 
A1BHU C12 C13 SING N N 14 
A1BHU N7  S11 SING N N 15 
A1BHU C15 C13 SING N N 16 
A1BHU C5  C4  SING N N 17 
A1BHU S11 O17 DOUB N N 18 
A1BHU S11 O16 DOUB N N 19 
A1BHU C13 C14 SING N N 20 
A1BHU C9  C4  SING N N 21 
A1BHU C9  C25 SING N N 22 
A1BHU C4  N3  SING N N 23 
A1BHU C25 C26 DOUB Y N 24 
A1BHU C25 C30 SING Y N 25 
A1BHU N3  C2  SING N N 26 
A1BHU C26 C27 SING Y N 27 
A1BHU C30 C29 DOUB Y N 28 
A1BHU C27 C28 DOUB Y N 29 
A1BHU C29 C28 SING Y N 30 
A1BHU C2  O8  DOUB N N 31 
A1BHU C2  O1  SING N N 32 
A1BHU O1  C32 SING N N 33 
A1BHU C43 C41 SING N N 34 
A1BHU C41 C38 SING N N 35 
A1BHU C41 O40 SING N N 36 
A1BHU C32 C38 SING N N 37 
A1BHU C32 C33 SING N N 38 
A1BHU O42 C38 SING N N 39 
A1BHU O42 C35 SING N N 40 
A1BHU C38 C37 SING N N 41 
A1BHU C34 C33 SING N N 42 
A1BHU C34 C35 SING N N 43 
A1BHU C35 C36 SING N N 44 
A1BHU O40 C39 SING N N 45 
A1BHU C37 C39 SING N N 46 
A1BHU C37 C36 SING N N 47 
A1BHU C12 H1  SING N N 48 
A1BHU C12 H2  SING N N 49 
A1BHU C13 H3  SING N N 50 
A1BHU C14 H4  SING N N 51 
A1BHU C14 H5  SING N N 52 
A1BHU C14 H6  SING N N 53 
A1BHU C15 H7  SING N N 54 
A1BHU C15 H8  SING N N 55 
A1BHU C15 H9  SING N N 56 
A1BHU C19 H10 SING N N 57 
A1BHU C20 H11 SING N N 58 
A1BHU C22 H12 SING N N 59 
A1BHU C23 H13 SING N N 60 
A1BHU C26 H14 SING N N 61 
A1BHU C27 H15 SING N N 62 
A1BHU C28 H16 SING N N 63 
A1BHU C29 H17 SING N N 64 
A1BHU C30 H18 SING N N 65 
A1BHU C31 H19 SING N N 66 
A1BHU C31 H20 SING N N 67 
A1BHU C31 H21 SING N N 68 
A1BHU C32 H22 SING N N 69 
A1BHU C33 H23 SING N N 70 
A1BHU C33 H24 SING N N 71 
A1BHU C34 H25 SING N N 72 
A1BHU C34 H26 SING N N 73 
A1BHU C35 H27 SING N N 74 
A1BHU C36 H28 SING N N 75 
A1BHU C36 H29 SING N N 76 
A1BHU C37 H30 SING N N 77 
A1BHU C39 H31 SING N N 78 
A1BHU C39 H32 SING N N 79 
A1BHU C4  H33 SING N N 80 
A1BHU C41 H34 SING N N 81 
A1BHU C43 H35 SING N N 82 
A1BHU C43 H36 SING N N 83 
A1BHU C43 H37 SING N N 84 
A1BHU C5  H38 SING N N 85 
A1BHU C6  H39 SING N N 86 
A1BHU C6  H40 SING N N 87 
A1BHU C9  H41 SING N N 88 
A1BHU C9  H42 SING N N 89 
A1BHU N3  H43 SING N N 90 
A1BHU O10 H44 SING N N 91 
# 
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 
A1BHU SMILES           ACDLabs              14.52   "COc1ccc(cc1)S(=O)(=O)N(CC(C)C)CC(O)C(Cc1ccccc1)NC(=O)OC1CCC2CC3COC(C)C13O2"                                                                                                                                                                                   
A1BHU InChI            InChI                1.06    "InChI=1S/C32H44N2O8S/c1-21(2)18-34(43(37,38)27-13-10-25(39-4)11-14-27)19-29(35)28(16-23-8-6-5-7-9-23)33-31(36)41-30-15-12-26-17-24-20-40-22(3)32(24,30)42-26/h5-11,13-14,21-22,24,26,28-30,35H,12,15-20H2,1-4H3,(H,33,36)/t22-,24-,26+,28-,29+,30-,32+/m0/s1" 
A1BHU InChIKey         InChI                1.06    SQDWXBFUFOFEOW-YZACLJIJSA-N                                                                                                                                                                                                                                    
A1BHU SMILES_CANONICAL CACTVS               3.385   "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[C@@H](O)[C@H](Cc2ccccc2)NC(=O)O[C@H]3CC[C@@H]4C[C@H]5CO[C@@H](C)[C@]35O4"                                                                                                                                                   
A1BHU SMILES           CACTVS               3.385   "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[CH](O)[CH](Cc2ccccc2)NC(=O)O[CH]3CC[CH]4C[CH]5CO[CH](C)[C]35O4"                                                                                                                                                             
A1BHU SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "C[C@H]1[C@@]23[C@H](CC[C@@H](O2)C[C@H]3CO1)OC(=O)N[C@@H](Cc4ccccc4)[C@@H](CN(CC(C)C)S(=O)(=O)c5ccc(cc5)OC)O"                                                                                                                                                  
A1BHU SMILES           "OpenEye OEToolkits" 3.1.0.0 "CC1C23C(CCC(O2)CC3CO1)OC(=O)NC(Cc4ccccc4)C(CN(CC(C)C)S(=O)(=O)c5ccc(cc5)OC)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 
A1BHU "SYSTEMATIC NAME" ACDLabs              14.52   "(3S,3aS,4S,7R,8aS)-3-methylhexahydro-1H,3H-3a,7-epoxycyclohepta[c]furan-4-yl {(2S,3R)-3-hydroxy-4-[(4-methoxybenzene-1-sulfonyl)(2-methylpropyl)amino]-1-phenylbutan-2-yl}carbamate"                         
A1BHU "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "[(1~{S},2~{S},5~{S},7~{R},10~{S})-2-methyl-3,11-dioxatricyclo[5.3.1.0^{1,5}]undecan-10-yl] ~{N}-[(2~{S},3~{R})-4-[(4-methoxyphenyl)sulfonyl-(2-methylpropyl)amino]-3-oxidanyl-1-phenyl-butan-2-yl]carbamate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1BHU "Create component" 2024-11-20 RCSB 
A1BHU "Initial release"  2025-02-05 RCSB 
# 
