data_A1ICJ
# 
_chem_comp.id                                    A1ICJ 
_chem_comp.name                                  Tecovirimat 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H15 F3 N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "~{N}-[(1~{R},2~{R},6~{S},7~{S},8~{S},10~{R})-3,5-bis(oxidanylidene)-4-azatetracyclo[5.3.2.0^{2,6}.0^{8,10}]dodec-11-en-4-yl]-4-(trifluoromethyl)benzamide" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-06-03 
_chem_comp.pdbx_modified_date                    2025-03-07 
_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                        376.329 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ICJ 
_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        9FI7 
_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 
A1ICJ C1  C1  C 0 1 N N N N N N -33.144 -70.939 -69.584 -0.431 0.180  -0.028 C1  A1ICJ 1  
A1ICJ C10 C2  C 0 1 N N R N N N -34.247 -64.248 -70.787 5.978  -0.209 0.751  C10 A1ICJ 2  
A1ICJ C11 C3  C 0 1 N N S N N N -32.598 -66.528 -70.776 3.815  -0.375 -1.206 C11 A1ICJ 3  
A1ICJ C12 C4  C 0 1 N N N N N N -32.412 -68.029 -70.990 2.333  -0.187 -1.447 C12 A1ICJ 4  
A1ICJ C13 C5  C 0 1 Y N N N N N -33.231 -72.389 -69.578 -1.909 0.157  0.011  C13 A1ICJ 5  
A1ICJ C14 C6  C 0 1 Y N N N N N -33.936 -73.020 -70.590 -2.615 1.267  0.477  C14 A1ICJ 6  
A1ICJ C15 C7  C 0 1 Y N N N N N -34.248 -74.363 -70.521 -3.994 1.240  0.511  C15 A1ICJ 7  
A1ICJ C16 C8  C 0 1 Y N N N N N -33.754 -75.094 -69.459 -4.677 0.115  0.084  C16 A1ICJ 8  
A1ICJ C17 C9  C 0 1 N N N N N N -34.244 -76.498 -69.256 -6.183 0.092  0.123  C17 A1ICJ 9  
A1ICJ C18 C10 C 0 1 Y N N N N N -32.803 -74.542 -68.616 -3.983 -0.989 -0.379 C18 A1ICJ 10 
A1ICJ C19 C11 C 0 1 Y N N N N N -32.548 -73.172 -68.656 -2.605 -0.973 -0.423 C19 A1ICJ 11 
A1ICJ C2  C12 C 0 1 N N N N N N -34.333 -67.943 -69.872 2.411  -1.529 0.359  C2  A1ICJ 12 
A1ICJ C3  C13 C 0 1 N N R N N N -33.937 -66.477 -70.044 3.868  -1.291 0.028  C3  A1ICJ 13 
A1ICJ C4  C14 C 0 1 N N R N N N -34.959 -65.594 -70.741 4.542  -0.577 1.210  C4  A1ICJ 14 
A1ICJ C5  C15 C 0 1 N N N N N N -35.127 -66.210 -72.095 3.807  0.744  1.406  C5  A1ICJ 15 
A1ICJ C6  C16 C 0 1 N N N N N N -33.961 -66.193 -72.820 3.763  1.533  0.340  C6  A1ICJ 16 
A1ICJ C7  C17 C 0 1 N N S N N N -32.751 -65.725 -72.062 4.453  0.989  -0.904 C7  A1ICJ 17 
A1ICJ C8  C18 C 0 1 N N S N N N -32.982 -64.284 -71.640 5.926  0.715  -0.497 C8  A1ICJ 18 
A1ICJ C9  C19 C 0 1 N N N N N N -34.159 -63.404 -72.041 6.374  1.263  0.886  C9  A1ICJ 19 
A1ICJ F1  F1  F 0 1 N N N N N N -34.104 -77.316 -70.334 -6.689 0.573  -1.089 F1  A1ICJ 20 
A1ICJ F2  F2  F 0 1 N N N N N N -35.533 -76.472 -68.833 -6.625 -1.220 0.324  F2  A1ICJ 21 
A1ICJ F3  F3  F 0 1 N N N N N N -33.650 -77.068 -68.172 -6.635 0.901  1.171  F3  A1ICJ 22 
A1ICJ N1  N1  N 0 1 N N N N N N -33.590 -70.192 -70.659 0.247  -0.894 -0.479 N1  A1ICJ 23 
A1ICJ N2  N2  N 0 1 N N N N N N -33.499 -68.780 -70.586 1.647  -0.870 -0.522 N2  A1ICJ 24 
A1ICJ O1  O1  O 0 1 N N N N N N -32.665 -70.435 -68.582 0.171  1.169  0.341  O1  A1ICJ 25 
A1ICJ O2  O2  O 0 1 N N N N N N -35.266 -68.484 -69.289 2.000  -2.208 1.276  O2  A1ICJ 26 
A1ICJ O3  O3  O 0 1 N N N N N N -31.523 -68.462 -71.711 1.844  0.478  -2.336 O3  A1ICJ 27 
A1ICJ H10 H1  H 0 1 N N N N N N -34.170 -63.709 -69.831 6.741  -0.984 0.833  H10 A1ICJ 28 
A1ICJ H11 H2  H 0 1 N N N N N N -31.792 -66.118 -70.150 4.291  -0.852 -2.064 H11 A1ICJ 29 
A1ICJ H12 H3  H 0 1 N N N N N N -34.248 -72.449 -71.452 -2.083 2.146  0.811  H12 A1ICJ 30 
A1ICJ H13 H4  H 0 1 N N N N N N -34.862 -74.829 -71.277 -4.542 2.098  0.872  H13 A1ICJ 31 
A1ICJ H14 H5  H 0 1 N N N N N N -32.259 -75.173 -67.928 -4.523 -1.864 -0.711 H14 A1ICJ 32 
A1ICJ H15 H6  H 0 1 N N N N N N -31.832 -72.727 -67.982 -2.064 -1.833 -0.789 H15 A1ICJ 33 
A1ICJ H2  H7  H 0 1 N N N N N N -33.757 -66.059 -69.043 4.374  -2.230 -0.196 H2  A1ICJ 34 
A1ICJ H3  H8  H 0 1 N N N N N N -35.906 -65.540 -70.184 4.545  -1.191 2.110  H3  A1ICJ 35 
A1ICJ H4  H9  H 0 1 N N N N N N -36.057 -66.620 -72.459 3.354  1.018  2.347  H4  A1ICJ 36 
A1ICJ H5  H10 H 0 1 N N N N N N -33.917 -66.493 -73.856 3.271  2.494  0.354  H5  A1ICJ 37 
A1ICJ H6  H11 H 0 1 N N N N N N -31.845 -65.808 -72.680 4.383  1.678  -1.745 H6  A1ICJ 38 
A1ICJ H7  H12 H 0 1 N N N N N N -32.109 -63.758 -71.225 6.655  0.617  -1.302 H7  A1ICJ 39 
A1ICJ H9  H13 H 0 1 N N N N N N -34.079 -62.310 -71.962 5.682  1.920  1.413  H9  A1ICJ 40 
A1ICJ H8  H14 H 0 1 N N N N N N -34.764 -63.664 -72.922 7.431  1.496  1.015  H8  A1ICJ 41 
A1ICJ H1  H15 H 0 1 N N N N N N -33.968 -70.639 -71.470 -0.234 -1.683 -0.774 H1  A1ICJ 42 
# 
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 
A1ICJ C1  N1  SING N N 1  
A1ICJ C1  O1  DOUB N N 2  
A1ICJ C1  C13 SING N N 3  
A1ICJ N1  N2  SING N N 4  
A1ICJ C2  N2  SING N N 5  
A1ICJ C2  O2  DOUB N N 6  
A1ICJ C2  C3  SING N N 7  
A1ICJ N2  C12 SING N N 8  
A1ICJ C3  C4  SING N N 9  
A1ICJ C3  C11 SING N N 10 
A1ICJ O3  C12 DOUB N N 11 
A1ICJ C4  C5  SING N N 12 
A1ICJ C4  C10 SING N N 13 
A1ICJ C5  C6  DOUB N N 14 
A1ICJ C6  C7  SING N N 15 
A1ICJ C7  C8  SING N N 16 
A1ICJ C7  C11 SING N N 17 
A1ICJ C8  C9  SING N N 18 
A1ICJ C8  C10 SING N N 19 
A1ICJ C9  C10 SING N N 20 
A1ICJ C11 C12 SING N N 21 
A1ICJ C13 C14 SING Y N 22 
A1ICJ C13 C19 DOUB Y N 23 
A1ICJ C14 C15 DOUB Y N 24 
A1ICJ C15 C16 SING Y N 25 
A1ICJ C16 C17 SING N N 26 
A1ICJ C16 C18 DOUB Y N 27 
A1ICJ C17 F1  SING N N 28 
A1ICJ C17 F2  SING N N 29 
A1ICJ C17 F3  SING N N 30 
A1ICJ C18 C19 SING Y N 31 
A1ICJ C10 H10 SING N N 32 
A1ICJ C11 H11 SING N N 33 
A1ICJ C14 H12 SING N N 34 
A1ICJ C15 H13 SING N N 35 
A1ICJ C18 H14 SING N N 36 
A1ICJ C19 H15 SING N N 37 
A1ICJ C3  H2  SING N N 38 
A1ICJ C4  H3  SING N N 39 
A1ICJ C5  H4  SING N N 40 
A1ICJ C6  H5  SING N N 41 
A1ICJ C7  H6  SING N N 42 
A1ICJ C8  H7  SING N N 43 
A1ICJ C9  H9  SING N N 44 
A1ICJ C9  H8  SING N N 45 
A1ICJ N1  H1  SING N N 46 
# 
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 
A1ICJ InChI            InChI                1.06  "InChI=1S/C19H15F3N2O3/c20-19(21,22)9-3-1-8(2-4-9)16(25)23-24-17(26)14-10-5-6-11(13-7-12(10)13)15(14)18(24)27/h1-6,10-15H,7H2,(H,23,25)" 
A1ICJ InChIKey         InChI                1.06  CSKDFZIMJXRJGH-UHFFFAOYSA-N                                                                                                              
A1ICJ SMILES_CANONICAL CACTVS               3.385 "FC(F)(F)c1ccc(cc1)C(=O)NN2C(=O)[C@@H]3[C@@H]4C=C[C@@H]([C@H]5C[C@@H]45)[C@@H]3C2=O"                                                     
A1ICJ SMILES           CACTVS               3.385 "FC(F)(F)c1ccc(cc1)C(=O)NN2C(=O)[CH]3[CH]4C=C[CH]([CH]5C[CH]45)[CH]3C2=O"                                                                
A1ICJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C(=O)NN2C(=O)[C@@H]3[C@@H]4C=C[C@H]([C@@H]3C2=O)[C@@H]5[C@H]4C5)C(F)(F)F"                                                      
A1ICJ SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C(=O)NN2C(=O)C3C4C=CC(C3C2=O)C5C4C5)C(F)(F)F"                                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           A1ICJ 
_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        "~{N}-[(1~{R},2~{R},6~{S},7~{S},8~{S},10~{R})-3,5-bis(oxidanylidene)-4-azatetracyclo[5.3.2.0^{2,6}.0^{8,10}]dodec-11-en-4-yl]-4-(trifluoromethyl)benzamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1ICJ "Create component" 2024-06-03 PDBE 
A1ICJ "Initial release"  2025-03-12 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1ICJ 
_pdbx_chem_comp_synonyms.name         "~{N}-[(1~{R},2~{R},6~{S},7~{S},8~{S},10~{R})-3,5-bis(oxidanylidene)-4-azatetracyclo[5.3.2.0^{2,6}.0^{8,10}]dodec-11-en-4-yl]-4-(trifluoromethyl)benzamide" 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
