data_A1AHS
# 
_chem_comp.id                                    A1AHS 
_chem_comp.name                                  "4,4'-[(1S,4S,5R)-5-(6-methoxy-3,4-dihydroquinoline-1(2H)-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                               "C28 H27 N O6 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                        505.582 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AHS 
_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        8VZ1 
_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 
A1AHS N1  N1  N 0 1 N N N N N N -27.591 -35.918 -3.562 3.295  -1.138 -0.762 N1  A1AHS 1  
A1AHS C4  C1  C 0 1 N N N N N N -22.753 -37.896 -4.926 -2.092 -1.283 -0.354 C4  A1AHS 2  
A1AHS C5  C2  C 0 1 Y N N N N N -21.371 -38.297 -5.278 -3.160 -1.408 0.654  C5  A1AHS 3  
A1AHS C6  C3  C 0 1 Y N N N N N -20.755 -39.393 -4.685 -4.501 -1.339 0.266  C6  A1AHS 4  
A1AHS C7  C4  C 0 1 Y N N N N N -19.463 -39.756 -5.031 -5.496 -1.457 1.212  C7  A1AHS 5  
A1AHS C8  C5  C 0 1 Y N N N N N -18.791 -39.047 -6.001 -5.168 -1.643 2.549  C8  A1AHS 6  
A1AHS C10 C6  C 0 1 Y N N N N N -20.680 -37.588 -6.263 -2.835 -1.602 1.999  C10 A1AHS 7  
A1AHS C13 C7  C 0 1 Y N N N N N -22.230 -38.054 -1.708 -3.196 1.550  -2.210 C13 A1AHS 8  
A1AHS C15 C8  C 0 1 Y N N N N N -22.876 -39.511 0.100  -3.798 3.554  -1.040 C15 A1AHS 9  
A1AHS C17 C9  C 0 1 Y N N N N N -24.159 -39.520 -1.929 -2.449 1.906  0.062  C17 A1AHS 10 
A1AHS C20 C10 C 0 1 N N N N N N -29.367 -36.614 -1.899 3.963  -2.802 0.874  C20 A1AHS 11 
A1AHS C21 C11 C 0 1 N N N N N N -29.024 -38.060 -2.227 4.826  -1.775 1.607  C21 A1AHS 12 
A1AHS C22 C12 C 0 1 Y N N N N N -27.984 -37.056 -4.339 3.661  -0.107 0.114  C22 A1AHS 13 
A1AHS C24 C13 C 0 1 Y N N N N N -29.020 -39.239 -4.405 4.731  0.661  2.115  C24 A1AHS 14 
A1AHS C26 C14 C 0 1 N N N N N N -28.967 -40.768 -7.698 4.265  4.289  2.297  C26 A1AHS 15 
A1AHS C28 C15 C 0 1 Y N N N N N -27.664 -37.196 -5.701 3.281  1.197  -0.181 C28 A1AHS 16 
A1AHS C1  C16 C 0 1 N N R N N N -24.556 -35.957 -3.983 0.607  -0.645 -1.016 C1  A1AHS 17 
A1AHS C11 C17 C 0 1 N N N N N N -23.582 -38.113 -3.852 -1.804 -0.192 -1.107 C11 A1AHS 18 
A1AHS C12 C18 C 0 1 Y N N N N N -23.301 -38.558 -2.473 -2.494 1.109  -1.085 C12 A1AHS 19 
A1AHS C14 C19 C 0 1 Y N N N N N -22.015 -38.539 -0.416 -3.840 2.768  -2.184 C14 A1AHS 20 
A1AHS C16 C20 C 0 1 Y N N N N N -23.949 -40.003 -0.645 -3.106 3.118  0.083  C16 A1AHS 21 
A1AHS C18 C21 C 0 1 N N S N N N -24.883 -37.438 -4.223 -0.614 -0.590 -1.985 C18 A1AHS 22 
A1AHS C19 C22 C 0 1 N N N N N N -28.116 -35.779 -2.194 3.938  -2.452 -0.620 C19 A1AHS 23 
A1AHS C2  C23 C 0 1 N N N N N N -23.729 -35.631 -5.244 0.284  -1.890 -0.155 C2  A1AHS 24 
A1AHS C23 C24 C 0 1 Y N N N N N -28.660 -38.116 -3.697 4.389  -0.376 1.263  C23 A1AHS 25 
A1AHS C25 C25 C 0 1 Y N N N N N -28.728 -39.379 -5.734 4.351  1.960  1.821  C25 A1AHS 26 
A1AHS C27 C26 C 0 1 Y N N N N N -28.046 -38.350 -6.392 3.625  2.228  0.670  C27 A1AHS 27 
A1AHS C3  C27 C 0 1 N N S N N N -23.570 -37.032 -5.868 -1.077 -2.355 -0.760 C3  A1AHS 28 
A1AHS C9  C28 C 0 1 Y N N N N N -19.383 -37.953 -6.601 -3.836 -1.712 2.939  C9  A1AHS 29 
A1AHS O1  O1  O 0 1 N N N N N N -25.898 -34.299 -2.432 2.556  0.331  -2.556 O1  A1AHS 30 
A1AHS O2  O2  O 0 1 N N N N N N -17.516 -39.422 -6.336 -6.152 -1.758 3.478  O2  A1AHS 31 
A1AHS O3  O3  O 0 1 N N N N N N -22.660 -40.010 1.350  -4.434 4.754  -1.019 O3  A1AHS 32 
A1AHS O4  O4  O 0 1 N N N N N N -24.855 -37.542 -5.625 -0.885 -2.019 -2.179 O4  A1AHS 33 
A1AHS O5  O5  O 0 1 N N N N N N -29.135 -40.541 -6.332 4.690  2.974  2.662  O5  A1AHS 34 
A1AHS O6  O6  O 0 1 N N N N N N -26.237 -34.069 -4.890 2.119  -2.102 -2.662 O6  A1AHS 35 
A1AHS S1  S1  S 0 1 N N N N N N -26.109 -34.916 -3.735 2.154  -0.882 -1.934 S1  A1AHS 36 
A1AHS H6  H2  H 0 1 N N N N N N -21.290 -39.969 -3.945 -4.757 -1.193 -0.773 H6  A1AHS 37 
A1AHS H7  H3  H 0 1 N N N N N N -18.985 -40.592 -4.542 -6.532 -1.403 0.914  H7  A1AHS 38 
A1AHS H10 H4  H 0 1 N N N N N N -21.154 -36.756 -6.762 -1.800 -1.661 2.303  H10 A1AHS 39 
A1AHS H11 H5  H 0 1 N N N N N N -21.579 -37.297 -2.119 -3.229 0.939  -3.100 H11 A1AHS 40 
A1AHS H15 H6  H 0 1 N N N N N N -24.990 -39.889 -2.512 -1.912 1.568  0.936  H15 A1AHS 41 
A1AHS H18 H7  H 0 1 N N N N N N -30.205 -36.273 -2.525 4.386  -3.797 1.009  H18 A1AHS 42 
A1AHS H19 H8  H 0 1 N N N N N N -29.641 -36.522 -0.838 2.949  -2.779 1.273  H19 A1AHS 43 
A1AHS H21 H9  H 0 1 N N N N N N -29.892 -38.707 -2.029 4.730  -1.928 2.682  H21 A1AHS 44 
A1AHS H20 H10 H 0 1 N N N N N N -28.172 -38.393 -1.616 5.868  -1.908 1.317  H20 A1AHS 45 
A1AHS H22 H11 H 0 1 N N N N N N -29.548 -40.033 -3.897 5.296  0.455  3.012  H22 A1AHS 46 
A1AHS H23 H12 H 0 1 N N N N N N -29.365 -41.760 -7.957 4.694  4.554  1.331  H23 A1AHS 47 
A1AHS H24 H13 H 0 1 N N N N N N -29.507 -39.997 -8.267 3.178  4.314  2.232  H24 A1AHS 48 
A1AHS H25 H14 H 0 1 N N N N N N -27.897 -40.725 -7.948 4.601  5.001  3.051  H25 A1AHS 49 
A1AHS H27 H15 H 0 1 N N N N N N -27.124 -36.413 -6.213 2.716  1.404  -1.078 H27 A1AHS 50 
A1AHS H1  H16 H 0 1 N N N N N N -23.945 -35.835 -3.077 0.656  0.252  -0.400 H1  A1AHS 51 
A1AHS H12 H18 H 0 1 N N N N N N -21.193 -38.167 0.177  -4.379 3.111  -3.055 H12 A1AHS 52 
A1AHS H14 H19 H 0 1 N N N N N N -24.608 -40.750 -0.227 -3.082 3.729  0.973  H14 A1AHS 53 
A1AHS H3  H20 H 0 1 N N N N N N -25.777 -37.810 -3.701 -0.473 0.006  -2.887 H3  A1AHS 54 
A1AHS H17 H21 H 0 1 N N N N N N -27.327 -36.085 -1.492 3.367  -3.203 -1.165 H17 A1AHS 55 
A1AHS H16 H22 H 0 1 N N N N N N -28.364 -34.720 -2.028 4.956  -2.409 -1.006 H16 A1AHS 56 
A1AHS H4  H23 H 0 1 N N N N N N -22.754 -35.192 -4.985 1.049  -2.656 -0.274 H4  A1AHS 57 
A1AHS H5  H24 H 0 1 N N N N N N -24.271 -34.949 -5.916 0.168  -1.618 0.894  H5  A1AHS 58 
A1AHS H26 H25 H 0 1 N N N N N N -27.813 -38.448 -7.442 3.330  3.241  0.440  H26 A1AHS 59 
A1AHS H2  H26 H 0 1 N N N N N N -23.222 -37.029 -6.912 -1.359 -3.387 -0.548 H2  A1AHS 60 
A1AHS H9  H27 H 0 1 N N N N N N -18.836 -37.380 -7.335 -3.586 -1.862 3.979  H9  A1AHS 61 
A1AHS H8  H28 H 0 1 N N N N N N -17.268 -40.188 -5.832 -6.448 -2.666 3.628  H8  A1AHS 62 
A1AHS H13 H29 H 0 1 N N N N N N -21.902 -39.585 1.734  -5.351 4.708  -0.715 H13 A1AHS 63 
# 
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 
A1AHS C26 O5  SING N N 1  
A1AHS C9  C10 DOUB Y N 2  
A1AHS C9  C8  SING Y N 3  
A1AHS C27 C25 DOUB Y N 4  
A1AHS C27 C28 SING Y N 5  
A1AHS O2  C8  SING N N 6  
A1AHS O5  C25 SING N N 7  
A1AHS C10 C5  SING Y N 8  
A1AHS C8  C7  DOUB Y N 9  
A1AHS C3  O4  SING N N 10 
A1AHS C3  C2  SING N N 11 
A1AHS C3  C4  SING N N 12 
A1AHS C25 C24 SING Y N 13 
A1AHS C28 C22 DOUB Y N 14 
A1AHS O4  C18 SING N N 15 
A1AHS C5  C4  SING N N 16 
A1AHS C5  C6  DOUB Y N 17 
A1AHS C2  C1  SING N N 18 
A1AHS C7  C6  SING Y N 19 
A1AHS C4  C11 DOUB N N 20 
A1AHS O6  S1  DOUB N N 21 
A1AHS C24 C23 DOUB Y N 22 
A1AHS C22 C23 SING Y N 23 
A1AHS C22 N1  SING N N 24 
A1AHS C18 C1  SING N N 25 
A1AHS C18 C11 SING N N 26 
A1AHS C1  S1  SING N N 27 
A1AHS C11 C12 SING N N 28 
A1AHS S1  N1  SING N N 29 
A1AHS S1  O1  DOUB N N 30 
A1AHS C23 C21 SING N N 31 
A1AHS N1  C19 SING N N 32 
A1AHS C12 C17 DOUB Y N 33 
A1AHS C12 C13 SING Y N 34 
A1AHS C21 C20 SING N N 35 
A1AHS C19 C20 SING N N 36 
A1AHS C17 C16 SING Y N 37 
A1AHS C13 C14 DOUB Y N 38 
A1AHS C16 C15 DOUB Y N 39 
A1AHS C14 C15 SING Y N 40 
A1AHS C15 O3  SING N N 41 
A1AHS C6  H6  SING N N 42 
A1AHS C7  H7  SING N N 43 
A1AHS C10 H10 SING N N 44 
A1AHS C13 H11 SING N N 45 
A1AHS C17 H15 SING N N 46 
A1AHS C20 H18 SING N N 47 
A1AHS C20 H19 SING N N 48 
A1AHS C21 H21 SING N N 49 
A1AHS C21 H20 SING N N 50 
A1AHS C24 H22 SING N N 51 
A1AHS C26 H23 SING N N 52 
A1AHS C26 H24 SING N N 53 
A1AHS C26 H25 SING N N 54 
A1AHS C28 H27 SING N N 55 
A1AHS C1  H1  SING N N 56 
A1AHS C14 H12 SING N N 57 
A1AHS C16 H14 SING N N 58 
A1AHS C18 H3  SING N N 59 
A1AHS C19 H17 SING N N 60 
A1AHS C19 H16 SING N N 61 
A1AHS C2  H4  SING N N 62 
A1AHS C2  H5  SING N N 63 
A1AHS C27 H26 SING N N 64 
A1AHS C3  H2  SING N N 65 
A1AHS C9  H9  SING N N 66 
A1AHS O2  H8  SING N N 67 
A1AHS O3  H13 SING N N 68 
# 
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 
A1AHS SMILES           ACDLabs              12.01 "O=S(=O)(C1CC2OC1C(=C2c1ccc(O)cc1)c1ccc(O)cc1)N1CCCc2cc(OC)ccc21"                                                                                                                                       
A1AHS InChI            InChI                1.06  "InChI=1S/C28H27NO6S/c1-34-22-12-13-23-19(15-22)3-2-14-29(23)36(32,33)25-16-24-26(17-4-8-20(30)9-5-17)27(28(25)35-24)18-6-10-21(31)11-7-18/h4-13,15,24-25,28,30-31H,2-3,14,16H2,1H3/t24-,25+,28+/m0/s1" 
A1AHS InChIKey         InChI                1.06  OHHYVRZRCKOELO-BXTSTYNKSA-N                                                                                                                                                                             
A1AHS SMILES_CANONICAL CACTVS               3.385 "COc1ccc2N(CCCc2c1)[S](=O)(=O)[C@@H]3C[C@@H]4O[C@H]3C(=C4c5ccc(O)cc5)c6ccc(O)cc6"                                                                                                                       
A1AHS SMILES           CACTVS               3.385 "COc1ccc2N(CCCc2c1)[S](=O)(=O)[CH]3C[CH]4O[CH]3C(=C4c5ccc(O)cc5)c6ccc(O)cc6"                                                                                                                            
A1AHS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COc1ccc2c(c1)CCCN2S(=O)(=O)[C@@H]3C[C@H]4C(=C([C@@H]3O4)c5ccc(cc5)O)c6ccc(cc6)O"                                                                                                                       
A1AHS SMILES           "OpenEye OEToolkits" 2.0.7 "COc1ccc2c(c1)CCCN2S(=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 
A1AHS "SYSTEMATIC NAME" ACDLabs              12.01 "4,4'-[(1S,4S,5R)-5-(6-methoxy-3,4-dihydroquinoline-1(2H)-sulfonyl)-7-oxabicyclo[2.2.1]hept-2-ene-2,3-diyl]diphenol"                          
A1AHS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "4-[(1~{S},4~{S},5~{R})-3-(4-hydroxyphenyl)-5-[(6-methoxy-3,4-dihydro-2~{H}-quinolin-1-yl)sulfonyl]-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 
A1AHS "Create component" 2024-03-11 RCSB 
A1AHS "Initial release"  2024-06-12 RCSB 
# 
