data_A1H78
# 
_chem_comp.id                                    A1H78 
_chem_comp.name                                  "(1~{S},4~{S},7~{S},8~{S},9~{R})-13-[3,5-bis(chloranyl)phenyl]sulfonyl-8-ethenyl-2-oxidanylidene-3,13-diazatricyclo[7.3.1.0^{3,7}]tridecane-4-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H23 Cl2 N3 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-12 
_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                        472.385 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H78 
_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        9EY4 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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 
A1H78 C4  C1  C  0 1 N N R N N N -8.204  -15.706 17.710 0.638  1.350  -0.249 C4  A1H78 1  
A1H78 C14 C2  C  0 1 N N S N N N -9.993  -16.003 19.521 3.230  1.192  -0.331 C14 A1H78 2  
A1H78 C5  C3  C  0 1 N N N N N N -8.189  -16.172 16.242 0.573  1.041  -1.734 C5  A1H78 3  
A1H78 C6  C4  C  0 1 N N N N N N -9.515  -15.914 15.559 0.972  -0.375 -2.111 C6  A1H78 4  
A1H78 C11 C5  C  0 1 N N N N N N -13.377 -15.245 19.769 5.565  -0.773 -0.242 C11 A1H78 5  
A1H78 C7  C6  C  0 1 N N N N N N -9.873  -14.445 15.629 0.314  -1.430 -1.218 C7  A1H78 6  
A1H78 C8  C7  C  0 1 N N S N N N -9.986  -14.045 17.115 0.767  -1.104 0.235  C8  A1H78 7  
A1H78 C9  C8  C  0 1 N N N N N N -11.201 -14.706 17.711 2.243  -1.073 0.219  C9  A1H78 8  
A1H78 C10 C9  C  0 1 N N S N N N -12.381 -16.208 19.145 4.339  -0.696 -1.114 C10 A1H78 9  
A1H78 C12 C10 C  0 1 N N N N N N -11.936 -17.297 20.114 4.516  0.411  -2.178 C12 A1H78 10 
A1H78 C13 C11 C  0 1 N N N N N N -10.602 -16.900 20.600 3.471  1.500  -1.805 C13 A1H78 11 
A1H78 N1  N1  N  0 1 N N N N N N -11.147 -15.563 18.778 3.165  -0.324 -0.301 N1  A1H78 12 
A1H78 N2  N2  N  0 1 N N N N N N -14.644 -15.599 19.616 6.760  -1.077 -0.786 N2  A1H78 13 
A1H78 C3  C12 C  0 1 N N S N N N -8.962  -16.692 18.621 1.989  1.668  0.345  C3  A1H78 14 
A1H78 N3  N3  N  0 1 N N N N N N -8.745  -14.323 17.832 0.126  0.190  0.493  N3  A1H78 15 
A1H78 C1  C13 C  0 1 N N N N N N -7.657  -18.658 19.393 2.190  1.927  2.764  C1  A1H78 16 
A1H78 C2  C14 C  0 1 N N N N N N -7.953  -17.412 19.457 2.003  1.121  1.749  C2  A1H78 17 
A1H78 O1  O1  O  0 1 N N N N N N -12.302 -14.478 17.193 2.717  -1.986 0.861  O1  A1H78 18 
A1H78 O2  O2  O  0 1 N N N N N N -13.053 -14.259 20.399 5.477  -0.563 0.949  O2  A1H78 19 
A1H78 S1  S1  S  0 1 N N N N N N -7.648  -13.147 18.057 -1.119 0.336  1.574  S1  A1H78 20 
A1H78 O3  O3  O  0 1 N N N N N N -8.324  -11.896 17.814 -0.999 -0.755 2.476  O3  A1H78 21 
A1H78 O4  O4  O  0 1 N N N N N N -6.438  -13.433 17.371 -1.129 1.694  1.994  O4  A1H78 22 
A1H78 C15 C15 C  0 1 Y N N N N N -7.261  -13.260 19.781 -2.617 0.082  0.681  C15 A1H78 23 
A1H78 C16 C16 C  0 1 Y N N N N N -6.044  -13.735 20.196 -3.142 -1.191 0.562  C16 A1H78 24 
A1H78 C17 C17 C  0 1 Y N N N N N -5.757  -13.747 21.555 -4.318 -1.392 -0.139 C17 A1H78 25 
A1H78 CL1 CL1 CL 0 0 N N N N N N -4.228  -14.292 22.113 -4.977 -2.991 -0.288 CL1 A1H78 26 
A1H78 C18 C18 C  0 1 Y N N N N N -6.689  -13.322 22.488 -4.968 -0.319 -0.720 C18 A1H78 27 
A1H78 C19 C19 C  0 1 Y N N N N N -7.934  -12.887 22.046 -4.443 0.955  -0.600 C19 A1H78 28 
A1H78 CL2 CL2 CL 0 0 N N N N N N -9.138  -12.354 23.162 -5.258 2.303  -1.330 CL2 A1H78 29 
A1H78 C20 C20 C  0 1 Y N N N N N -8.230  -12.839 20.691 -3.269 1.156  0.105  C20 A1H78 30 
A1H78 H5  H1  H  0 1 N N N N N N -7.159  -15.687 18.054 -0.026 2.193  -0.056 H5  A1H78 31 
A1H78 H20 H2  H  0 1 N N N N N N -9.513  -15.142 20.009 4.092  1.522  0.250  H20 A1H78 32 
A1H78 H7  H3  H  0 1 N N N N N N -7.977  -17.251 16.213 -0.448 1.214  -2.077 H7  A1H78 33 
A1H78 H6  H4  H  0 1 N N N N N N -7.399  -15.628 15.703 1.232  1.733  -2.259 H6  A1H78 34 
A1H78 H9  H5  H  0 1 N N N N N N -10.299 -16.502 16.059 0.682  -0.559 -3.145 H9  A1H78 35 
A1H78 H8  H6  H  0 1 N N N N N N -9.444  -16.219 14.505 2.054  -0.470 -2.029 H8  A1H78 36 
A1H78 H10 H7  H  0 1 N N N N N N -9.089  -13.847 15.141 -0.771 -1.364 -1.296 H10 A1H78 37 
A1H78 H11 H8  H  0 1 N N N N N N -10.834 -14.272 15.123 0.652  -2.426 -1.502 H11 A1H78 38 
A1H78 H12 H9  H  0 1 N N N N N N -10.157 -12.959 17.142 0.408  -1.863 0.930  H12 A1H78 39 
A1H78 H13 H10 H  0 1 N N N N N N -12.840 -16.679 18.263 4.167  -1.656 -1.601 H13 A1H78 40 
A1H78 H16 H11 H  0 1 N N N N N N -12.641 -17.370 20.955 5.525  0.822  -2.131 H16 A1H78 41 
A1H78 H17 H12 H  0 1 N N N N N N -11.880 -18.267 19.597 4.313  0.016  -3.173 H17 A1H78 42 
A1H78 H19 H13 H  0 1 N N N N N N -9.974  -17.790 20.753 2.556  1.379  -2.385 H19 A1H78 43 
A1H78 H18 H14 H  0 1 N N N N N N -10.692 -16.347 21.547 3.885  2.500  -1.933 H18 A1H78 44 
A1H78 H15 H15 H  0 1 N N N N N N -15.370 -15.047 20.026 7.550  -1.127 -0.224 H15 A1H78 45 
A1H78 H14 H16 H  0 1 N N N N N N -14.874 -16.418 19.090 6.831  -1.246 -1.738 H14 A1H78 46 
A1H78 H4  H17 H  0 1 N N N N N N -9.485  -17.421 17.985 2.060  2.753  0.426  H4  A1H78 47 
A1H78 H1  H18 H  0 1 N N N N N N -8.158  -19.296 18.680 2.200  1.534  3.770  H1  A1H78 48 
A1H78 H2  H19 H  0 1 N N N N N N -6.907  -19.069 20.052 2.334  2.984  2.596  H2  A1H78 49 
A1H78 H3  H20 H  0 1 N N N N N N -7.420  -16.823 20.189 1.860  0.064  1.917  H3  A1H78 50 
A1H78 H21 H21 H  0 1 N N N N N N -5.321  -14.094 19.479 -2.634 -2.030 1.016  H21 A1H78 51 
A1H78 H22 H22 H  0 1 N N N N N N -6.453  -13.328 23.542 -5.886 -0.475 -1.268 H22 A1H78 52 
A1H78 H23 H23 H  0 1 N N N N N N -9.190  -12.483 20.349 -2.861 2.151  0.203  H23 A1H78 53 
# 
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 
A1H78 C6  C7  SING N N 1  
A1H78 C6  C5  SING N N 2  
A1H78 C7  C8  SING N N 3  
A1H78 C5  C4  SING N N 4  
A1H78 C8  C9  SING N N 5  
A1H78 C8  N3  SING N N 6  
A1H78 O1  C9  DOUB N N 7  
A1H78 O4  S1  DOUB N N 8  
A1H78 C4  N3  SING N N 9  
A1H78 C4  C3  SING N N 10 
A1H78 C9  N1  SING N N 11 
A1H78 O3  S1  DOUB N N 12 
A1H78 N3  S1  SING N N 13 
A1H78 S1  C15 SING N N 14 
A1H78 C3  C2  SING N N 15 
A1H78 C3  C14 SING N N 16 
A1H78 N1  C10 SING N N 17 
A1H78 N1  C14 SING N N 18 
A1H78 C10 C11 SING N N 19 
A1H78 C10 C12 SING N N 20 
A1H78 C1  C2  DOUB N N 21 
A1H78 C14 C13 SING N N 22 
A1H78 N2  C11 SING N N 23 
A1H78 C11 O2  DOUB N N 24 
A1H78 C15 C16 DOUB Y N 25 
A1H78 C15 C20 SING Y N 26 
A1H78 C12 C13 SING N N 27 
A1H78 C16 C17 SING Y N 28 
A1H78 C20 C19 DOUB Y N 29 
A1H78 C17 CL1 SING N N 30 
A1H78 C17 C18 DOUB Y N 31 
A1H78 C19 C18 SING Y N 32 
A1H78 C19 CL2 SING N N 33 
A1H78 C4  H5  SING N N 34 
A1H78 C14 H20 SING N N 35 
A1H78 C5  H7  SING N N 36 
A1H78 C5  H6  SING N N 37 
A1H78 C6  H9  SING N N 38 
A1H78 C6  H8  SING N N 39 
A1H78 C7  H10 SING N N 40 
A1H78 C7  H11 SING N N 41 
A1H78 C8  H12 SING N N 42 
A1H78 C10 H13 SING N N 43 
A1H78 C12 H16 SING N N 44 
A1H78 C12 H17 SING N N 45 
A1H78 C13 H19 SING N N 46 
A1H78 C13 H18 SING N N 47 
A1H78 N2  H15 SING N N 48 
A1H78 N2  H14 SING N N 49 
A1H78 C3  H4  SING N N 50 
A1H78 C1  H1  SING N N 51 
A1H78 C1  H2  SING N N 52 
A1H78 C2  H3  SING N N 53 
A1H78 C16 H21 SING N N 54 
A1H78 C18 H22 SING N N 55 
A1H78 C20 H23 SING N N 56 
# 
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 
A1H78 InChI            InChI                1.06  "InChI=1S/C20H23Cl2N3O4S/c1-2-14-15-6-7-17(19(23)26)24(15)20(27)18-5-3-4-16(14)25(18)30(28,29)13-9-11(21)8-12(22)10-13/h2,8-10,14-18H,1,3-7H2,(H2,23,26)/t14-,15-,16+,17-,18-/m0/s1" 
A1H78 InChIKey         InChI                1.06  ZGEJIUXZFUWPAM-JCECYMMASA-N                                                                                                                                                          
A1H78 SMILES_CANONICAL CACTVS               3.385 "NC(=O)[C@@H]1CC[C@H]2[C@H](C=C)[C@H]3CCC[C@H](N3[S](=O)(=O)c4cc(Cl)cc(Cl)c4)C(=O)N12"                                                                                               
A1H78 SMILES           CACTVS               3.385 "NC(=O)[CH]1CC[CH]2[CH](C=C)[CH]3CCC[CH](N3[S](=O)(=O)c4cc(Cl)cc(Cl)c4)C(=O)N12"                                                                                                     
A1H78 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C=C[C@@H]1[C@H]2CCC[C@H](N2S(=O)(=O)c3cc(cc(c3)Cl)Cl)C(=O)N4[C@H]1CC[C@H]4C(=O)N"                                                                                                   
A1H78 SMILES           "OpenEye OEToolkits" 2.0.7 "C=CC1C2CCCC(N2S(=O)(=O)c3cc(cc(c3)Cl)Cl)C(=O)N4C1CCC4C(=O)N"                                                                                                                        
# 
_pdbx_chem_comp_identifier.comp_id           A1H78 
_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        "(1~{S},4~{S},7~{S},8~{S},9~{R})-13-[3,5-bis(chloranyl)phenyl]sulfonyl-8-ethenyl-2-oxidanylidene-3,13-diazatricyclo[7.3.1.0^{3,7}]tridecane-4-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1H78 "Create component" 2024-04-12 PDBE 
A1H78 "Initial release"  2024-06-12 RCSB 
# 
