data_A1JJN
# 
_chem_comp.id                                    A1JJN 
_chem_comp.name                                  "(2R,4S,5R,6R)-5-acetamido-2-[[2,3-bis(chloranyl)phenyl]methoxy]-6-[(1R,2R)-1,2-bis(oxidanyl)-3-[(4-phenylphenyl)carbonylamino]propyl]-4-oxidanyl-oxane-2-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H32 Cl2 N2 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-07-07 
_chem_comp.pdbx_modified_date                    2025-12-05 
_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                        647.500 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1JJN 
_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        9ROB 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
A1JJN C11  C1  C  0 1 N N S N N N -16.130 7.308 -49.019 4.840   -2.163 0.796  C11  A1JJN 1  
A1JJN C7   C2  C  0 1 N N R N N N -15.414 6.143 -48.342 3.720   -2.653 -0.128 C7   A1JJN 2  
A1JJN C9   C3  C  0 1 N N R N N N -16.374 4.488 -44.923 -0.083  -2.066 -0.024 C9   A1JJN 3  
A1JJN C22  C4  C  0 1 N N N N N N -15.814 3.360 -44.061 -1.202  -2.500 -0.973 C22  A1JJN 4  
A1JJN C8   C5  C  0 1 N N N N N N -17.889 2.372 -43.237 -3.588  -2.102 -1.265 C8   A1JJN 5  
A1JJN C30  C6  C  0 1 Y N N N N N -18.888 2.334 -42.126 -4.855  -1.461 -0.857 C30  A1JJN 6  
A1JJN C31  C7  C  0 1 Y N N N N N -20.109 1.692 -42.299 -4.882  -0.603 0.246  C31  A1JJN 7  
A1JJN C12  C8  C  0 1 Y N N N N N -21.056 1.696 -41.291 -6.063  -0.006 0.624  C12  A1JJN 8  
A1JJN C13  C9  C  0 1 Y N N N N N -20.817 2.334 -40.077 -7.233  -0.257 -0.094 C13  A1JJN 9  
A1JJN C14  C10 C  0 1 Y N N N N N -21.844 2.354 -39.004 -8.504  0.387  0.315  C14  A1JJN 10 
A1JJN C15  C11 C  0 1 Y N N N N N -22.858 1.399 -38.965 -9.675  0.139  -0.400 C15  A1JJN 11 
A1JJN C16  C12 C  0 1 Y N N N N N -23.818 1.425 -37.966 -10.856 0.742  -0.015 C16  A1JJN 12 
A1JJN C20  C13 C  0 1 Y N N N N N -19.586 2.964 -39.908 -7.207  -1.112 -1.195 C20  A1JJN 13 
A1JJN C21  C14 C  0 1 Y N N N N N -18.637 2.965 -40.913 -6.026  -1.707 -1.578 C21  A1JJN 14 
A1JJN C24  C15 C  0 1 Y N N N N N -21.259 4.428 -47.948 3.061   3.289  0.422  C24  A1JJN 15 
A1JJN C27  C16 C  0 1 Y N N N N N -23.417 3.092 -49.123 2.595   5.996  0.751  C27  A1JJN 16 
A1JJN C1   C17 C  0 1 N N N N N N -18.464 7.635 -47.001 3.159   -0.848 2.817  C1   A1JJN 17 
A1JJN C10  C18 C  0 1 N N N N N N -17.589 6.946 -49.294 4.750   -0.639 0.925  C10  A1JJN 18 
A1JJN O2   O1  O  0 1 N N N N N N -15.594 3.511 -46.979 1.521   -2.134 -1.830 O2   A1JJN 19 
A1JJN C32  C19 C  0 1 N N R N N N -16.134 5.855 -47.027 2.371   -2.196 0.432  C32  A1JJN 20 
A1JJN C5   C20 C  0 1 N N R N N N -15.565 4.703 -46.203 1.252   -2.629 -0.517 C5   A1JJN 21 
A1JJN C17  C21 C  0 1 Y N N N N N -23.781 2.398 -36.992 -10.879 1.590  1.077  C17  A1JJN 22 
A1JJN C23  C22 C  0 1 N N N N N N -20.095 5.152 -47.330 3.316   1.814  0.244  C23  A1JJN 23 
A1JJN C25  C23 C  0 1 Y N N N N N -21.558 4.604 -49.296 2.820   3.802  1.684  C25  A1JJN 24 
A1JJN C28  C24 C  0 1 Y N N N N N -23.126 2.909 -47.783 2.841   5.486  -0.511 C28  A1JJN 25 
A1JJN C29  C25 C  0 1 Y N N N N N -22.055 3.572 -47.195 3.075   4.130  -0.675 C29  A1JJN 26 
A1JJN C18  C26 C  0 1 Y N N N N N -22.784 3.349 -37.013 -9.720  1.840  1.790  C18  A1JJN 27 
A1JJN C19  C27 C  0 1 Y N N N N N -21.822 3.331 -38.010 -8.535  1.239  1.418  C19  A1JJN 28 
A1JJN C2   C28 C  0 1 N N R N N N -18.264 6.487 -48.012 3.360   -0.260 1.444  C2   A1JJN 29 
A1JJN C26  C29 C  0 1 Y N N N N N -22.627 3.942 -49.879 2.587   5.154  1.848  C26  A1JJN 30 
A1JJN C6   C30 C  0 1 N N N N N N -13.004 5.659 -48.379 4.567   -4.730 -1.079 C6   A1JJN 31 
A1JJN C3   C31 C  0 1 N N N N N N -11.630 6.206 -48.127 4.598   -6.235 -1.153 C3   A1JJN 32 
A1JJN N5   N1  N  0 1 N N N N N N -14.020 6.484 -48.108 3.750   -4.116 -0.201 N5   A1JJN 33 
A1JJN N1   N2  N  0 1 N N N N N N -16.744 3.016 -42.998 -2.458  -1.864 -0.569 N1   A1JJN 34 
A1JJN O1A  O2  O  0 1 N N N N N N -15.464 7.646 -50.236 6.107   -2.524 0.244  O1A  A1JJN 35 
A1JJN O10  O3  O  0 1 N N N N N N -13.184 4.524 -48.809 5.278   -4.072 -1.809 O10  A1JJN 36 
A1JJN O1   O4  O  0 1 N N N N N N -16.397 5.702 -44.171 -0.352  -2.562 1.289  O1   A1JJN 37 
A1JJN O5   O5  O  0 1 N N N N N N -18.133 1.850 -44.321 -3.564  -2.844 -2.227 O5   A1JJN 38 
A1JJN O6   O6  O  0 1 N N N N N N -17.485 5.501 -47.360 2.365   -0.772 0.556  O6   A1JJN 39 
A1JJN O3   O7  O  0 1 N N N N N N -19.522 5.965 -48.364 3.250   1.163  1.515  O3   A1JJN 40 
A1JJN O4   O8  O  0 1 N N N N N N -18.549 8.789 -47.453 2.869   -0.131 3.745  O4   A1JJN 41 
A1JJN O7   O9  O  0 1 N N N N N N -18.532 7.298 -45.802 3.301   -2.169 3.009  O7   A1JJN 42 
A1JJN CL1  CL1 CL 0 0 N N N N N N -24.116 1.836 -46.849 2.858   6.543  -1.887 CL1  A1JJN 43 
A1JJN CL2  CL2 CL 0 0 N N N N N N -21.699 3.338 -45.526 3.384   3.488  -2.258 CL2  A1JJN 44 
A1JJN H91  H1  H  0 1 N N N N N N -16.111 8.170 -48.336 4.727   -2.620 1.779  H91  A1JJN 45 
A1JJN H92  H2  H  0 1 N N N N N N -15.481 5.256 -48.989 3.862   -2.236 -1.125 H92  A1JJN 46 
A1JJN H8   H3  H  0 1 N N N N N N -17.401 4.219 -45.211 -0.030  -0.978 0.003  H8   A1JJN 47 
A1JJN H1   H4  H  0 1 N N N N N N -15.642 2.475 -44.691 -0.953  -2.198 -1.990 H1   A1JJN 48 
A1JJN H2   H5  H  0 1 N N N N N N -14.861 3.684 -43.617 -1.313  -3.583 -0.932 H2   A1JJN 49 
A1JJN H3   H6  H  0 1 N N N N N N -20.320 1.185 -43.229 -3.976  -0.410 0.801  H3   A1JJN 50 
A1JJN H4   H7  H  0 1 N N N N N N -21.999 1.194 -41.449 -6.084  0.656  1.477  H4   A1JJN 51 
A1JJN H5   H8  H  0 1 N N N N N N -22.896 0.630 -39.722 -9.658  -0.522 -1.253 H5   A1JJN 52 
A1JJN H9   H9  H  0 1 N N N N N N -24.599 0.679 -37.951 -11.764 0.550  -0.568 H9   A1JJN 53 
A1JJN H10  H10 H  0 1 N N N N N N -19.369 3.461 -38.974 -8.113  -1.305 -1.750 H10  A1JJN 54 
A1JJN H11  H11 H  0 1 N N N N N N -17.691 3.461 -40.754 -6.005  -2.366 -2.433 H11  A1JJN 55 
A1JJN H12  H12 H  0 1 N N N N N N -24.252 2.577 -49.575 2.413   7.053  0.880  H12  A1JJN 56 
A1JJN HO8  H13 H  0 1 N N N N N N -18.115 7.829 -49.686 5.508   -0.288 1.625  HO8  A1JJN 57 
A1JJN HO1B H14 H  0 0 N N N N N N -17.629 6.135 -50.037 4.912   -0.181 -0.050 HO1B A1JJN 58 
A1JJN HO7  H15 H  0 1 N N N N N N -15.240 2.792 -46.469 1.582   -1.170 -1.882 HO7  A1JJN 59 
A1JJN H6   H16 H  0 1 N N N N N N -16.125 6.767 -46.412 2.212   -2.647 1.411  H6   A1JJN 60 
A1JJN H7   H17 H  0 1 N N N N N N -14.529 4.947 -45.926 1.199   -3.718 -0.544 H7   A1JJN 61 
A1JJN H18  H18 H  0 1 N N N N N N -24.531 2.416 -36.215 -11.805 2.059  1.375  H18  A1JJN 62 
A1JJN H19  H19 H  0 1 N N N N N N -19.352 4.430 -46.960 2.561   1.393  -0.420 H19  A1JJN 63 
A1JJN H20  H20 H  0 1 N N N N N N -20.439 5.783 -46.498 4.305   1.666  -0.189 H20  A1JJN 64 
A1JJN H21  H21 H  0 1 N N N N N N -20.949 5.265 -49.895 2.814   3.145  2.541  H21  A1JJN 65 
A1JJN H22  H22 H  0 1 N N N N N N -22.752 4.112 -36.249 -9.743  2.504  2.642  H22  A1JJN 66 
A1JJN H23  H23 H  0 1 N N N N N N -21.046 4.082 -38.017 -7.632  1.431  1.979  H23  A1JJN 67 
A1JJN H24  H24 H  0 1 N N N N N N -22.845 4.089 -50.926 2.399   5.554  2.833  H24  A1JJN 68 
A1JJN H111 H25 H  0 0 N N N N N N -10.879 5.445 -48.385 3.898   -6.649 -0.427 H111 A1JJN 69 
A1JJN H112 H26 H  0 0 N N N N N N -11.473 7.101 -48.747 4.313   -6.555 -2.156 H112 A1JJN 70 
A1JJN H113 H27 H  0 0 N N N N N N -11.531 6.473 -47.065 5.604   -6.589 -0.931 H113 A1JJN 71 
A1JJN HN5  H28 H  0 1 N N N N N N -13.810 7.383 -47.724 3.182   -4.642 0.384  HN5  A1JJN 72 
A1JJN HO9  H29 H  0 1 N N N N N N -16.519 3.270 -42.057 -2.477  -1.272 0.199  HO9  A1JJN 73 
A1JJN HO4  H30 H  0 1 N N N N N N -14.559 7.869 -50.051 6.863   -2.244 0.779  HO4  A1JJN 74 
A1JJN H13  H31 H  0 1 N N N N N N -16.899 5.572 -43.375 -0.413  -3.526 1.341  H13  A1JJN 75 
A1JJN H14  H32 H  0 1 N N N N N N -18.662 8.069 -45.263 3.161   -2.500 3.907  H14  A1JJN 76 
# 
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 
A1JJN O1A C11  SING N N 1  
A1JJN C26 C25  DOUB Y N 2  
A1JJN C26 C27  SING Y N 3  
A1JJN C25 C24  SING Y N 4  
A1JJN C10 C11  SING N N 5  
A1JJN C10 C2   SING N N 6  
A1JJN C27 C28  DOUB Y N 7  
A1JJN C11 C7   SING N N 8  
A1JJN O10 C6   DOUB N N 9  
A1JJN C6  C3   SING N N 10 
A1JJN C6  N5   SING N N 11 
A1JJN O3  C2   SING N N 12 
A1JJN O3  C23  SING N N 13 
A1JJN C7  N5   SING N N 14 
A1JJN C7  C32  SING N N 15 
A1JJN C2  O6   SING N N 16 
A1JJN C2  C1   SING N N 17 
A1JJN C24 C23  SING N N 18 
A1JJN C24 C29  DOUB Y N 19 
A1JJN C28 C29  SING Y N 20 
A1JJN C28 CL1  SING N N 21 
A1JJN O4  C1   DOUB N N 22 
A1JJN O6  C32  SING N N 23 
A1JJN C29 CL2  SING N N 24 
A1JJN C32 C5   SING N N 25 
A1JJN C1  O7   SING N N 26 
A1JJN O2  C5   SING N N 27 
A1JJN C5  C9   SING N N 28 
A1JJN C9  O1   SING N N 29 
A1JJN C9  C22  SING N N 30 
A1JJN O5  C8   DOUB N N 31 
A1JJN C22 N1   SING N N 32 
A1JJN C8  N1   SING N N 33 
A1JJN C8  C30  SING N N 34 
A1JJN C31 C30  DOUB Y N 35 
A1JJN C31 C12  SING Y N 36 
A1JJN C30 C21  SING Y N 37 
A1JJN C12 C13  DOUB Y N 38 
A1JJN C21 C20  DOUB Y N 39 
A1JJN C13 C20  SING Y N 40 
A1JJN C13 C14  SING N N 41 
A1JJN C14 C15  DOUB Y N 42 
A1JJN C14 C19  SING Y N 43 
A1JJN C15 C16  SING Y N 44 
A1JJN C19 C18  DOUB Y N 45 
A1JJN C16 C17  DOUB Y N 46 
A1JJN C18 C17  SING Y N 47 
A1JJN C11 H91  SING N N 48 
A1JJN C7  H92  SING N N 49 
A1JJN C9  H8   SING N N 50 
A1JJN C22 H1   SING N N 51 
A1JJN C22 H2   SING N N 52 
A1JJN C31 H3   SING N N 53 
A1JJN C12 H4   SING N N 54 
A1JJN C15 H5   SING N N 55 
A1JJN C16 H9   SING N N 56 
A1JJN C20 H10  SING N N 57 
A1JJN C21 H11  SING N N 58 
A1JJN C27 H12  SING N N 59 
A1JJN C10 HO8  SING N N 60 
A1JJN C10 HO1B SING N N 61 
A1JJN O2  HO7  SING N N 62 
A1JJN C32 H6   SING N N 63 
A1JJN C5  H7   SING N N 64 
A1JJN C17 H18  SING N N 65 
A1JJN C23 H19  SING N N 66 
A1JJN C23 H20  SING N N 67 
A1JJN C25 H21  SING N N 68 
A1JJN C18 H22  SING N N 69 
A1JJN C19 H23  SING N N 70 
A1JJN C26 H24  SING N N 71 
A1JJN C3  H111 SING N N 72 
A1JJN C3  H112 SING N N 73 
A1JJN C3  H113 SING N N 74 
A1JJN N5  HN5  SING N N 75 
A1JJN N1  HO9  SING N N 76 
A1JJN O1A HO4  SING N N 77 
A1JJN O1  H13  SING N N 78 
A1JJN O7  H14  SING N N 79 
# 
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 
A1JJN InChI            InChI                1.06  "InChI=1S/C31H32Cl2N2O9/c1-17(36)35-26-23(37)14-31(30(41)42,43-16-21-8-5-9-22(32)25(21)33)44-28(26)27(39)24(38)15-34-29(40)20-12-10-19(11-13-20)18-6-3-2-4-7-18/h2-13,23-24,26-28,37-39H,14-16H2,1H3,(H,34,40)(H,35,36)(H,41,42)/t23-,24+,26+,27+,28+,31+/m0/s1" 
A1JJN InChIKey         InChI                1.06  AEXVCMOHPCUNDQ-QOFYJGRBSA-N                                                                                                                                                                                                                                      
A1JJN SMILES_CANONICAL CACTVS               3.385 "CC(=O)N[C@@H]1[C@@H](O)C[C@@](OCc2cccc(Cl)c2Cl)(O[C@H]1[C@H](O)[C@H](O)CNC(=O)c3ccc(cc3)c4ccccc4)C(O)=O"                                                                                                                                                        
A1JJN SMILES           CACTVS               3.385 "CC(=O)N[CH]1[CH](O)C[C](OCc2cccc(Cl)c2Cl)(O[CH]1[CH](O)[CH](O)CNC(=O)c3ccc(cc3)c4ccccc4)C(O)=O"                                                                                                                                                                 
A1JJN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(=O)N[C@@H]1[C@H](C[C@@](O[C@H]1[C@@H]([C@@H](CNC(=O)c2ccc(cc2)c3ccccc3)O)O)(C(=O)O)OCc4cccc(c4Cl)Cl)O"                                                                                                                                                       
A1JJN SMILES           "OpenEye OEToolkits" 2.0.7 "CC(=O)NC1C(CC(OC1C(C(CNC(=O)c2ccc(cc2)c3ccccc3)O)O)(C(=O)O)OCc4cccc(c4Cl)Cl)O"                                                                                                                                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           A1JJN 
_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},4~{S},5~{R},6~{R})-5-acetamido-2-[[2,3-bis(chloranyl)phenyl]methoxy]-6-[(1~{R},2~{R})-1,2-bis(oxidanyl)-3-[(4-phenylphenyl)carbonylamino]propyl]-4-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 
A1JJN "Create component" 2025-07-07 PDBE 
A1JJN "Initial release"  2025-12-10 RCSB 
# 
