data_A1D65
# 
_chem_comp.id                                    A1D65 
_chem_comp.name                                  Napabucasin 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H8 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-03-28 
_chem_comp.pdbx_modified_date                    2025-11-13 
_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                        240.211 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1D65 
_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        8YS6 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
_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 
A1D65 C01 C1  C 0 1 N N N N N N 128.916 142.426 93.187  4.795  1.241  0.185  C01 A1D65 1  
A1D65 C02 C2  C 0 1 N N N N N N 128.253 142.985 94.443  4.053  -0.070 0.137  C02 A1D65 2  
A1D65 C04 C3  C 0 1 Y N N N N N 128.117 142.120 95.692  2.593  -0.081 0.041  C04 A1D65 3  
A1D65 C05 C4  C 0 1 Y N N N N N 127.659 142.542 96.934  1.797  -1.212 -0.005 C05 A1D65 4  
A1D65 C06 C5  C 0 1 Y N N N N N 127.696 141.426 97.799  0.481  -0.763 -0.094 C06 A1D65 5  
A1D65 C07 C6  C 0 1 Y N N N N N 128.169 140.361 97.068  0.528  0.637  -0.099 C07 A1D65 6  
A1D65 C09 C7  C 0 1 N N N N N N 128.329 138.983 97.734  -0.714 1.437  -0.185 C09 A1D65 7  
A1D65 C11 C8  C 0 1 Y N N N N N 127.959 138.797 99.221  -2.002 0.713  -0.020 C11 A1D65 8  
A1D65 C12 C9  C 0 1 Y N N N N N 128.112 137.531 99.827  -3.180 1.439  0.133  C12 A1D65 9  
A1D65 C13 C10 C 0 1 Y N N N N N 127.776 137.359 101.159 -4.386 0.776  0.287  C13 A1D65 10 
A1D65 C14 C11 C 0 1 Y N N N N N 127.289 138.429 101.908 -4.429 -0.605 0.291  C14 A1D65 11 
A1D65 C15 C12 C 0 1 Y N N N N N 127.143 139.677 101.314 -3.266 -1.343 0.141  C15 A1D65 12 
A1D65 C16 C13 C 0 1 Y N N N N N 127.484 139.855 99.950  -2.046 -0.692 -0.015 C16 A1D65 13 
A1D65 C17 C14 C 0 1 N N N N N N 127.323 141.242 99.286  -0.803 -1.493 -0.173 C17 A1D65 14 
A1D65 O03 O1  O 0 1 N N N N N N 127.846 144.098 94.450  4.667  -1.116 0.179  O03 A1D65 15 
A1D65 O08 O2  O 0 1 Y N N N N N 128.416 140.812 95.799  1.799  1.011  -0.013 O08 A1D65 16 
A1D65 O10 O3  O 0 1 N N N N N N 128.740 138.066 97.107  -0.683 2.636  -0.383 O10 A1D65 17 
A1D65 O18 O4  O 0 1 N N N N N N 126.912 142.157 99.919  -0.840 -2.693 -0.359 O18 A1D65 18 
A1D65 H1  H1  H 0 1 N N N N N N 128.924 143.196 92.402  5.866  1.051  0.256  H1  A1D65 19 
A1D65 H2  H2  H 0 1 N N N N N N 129.949 142.129 93.419  4.587  1.809  -0.722 H2  A1D65 20 
A1D65 H3  H3  H 0 1 N N N N N N 128.353 141.549 92.835  4.469  1.812  1.054  H3  A1D65 21 
A1D65 H4  H4  H 0 1 N N N N N N 127.334 143.540 97.191  2.130  -2.240 0.023  H4  A1D65 22 
A1D65 H5  H5  H 0 1 N N N N N N 128.490 136.698 99.253  -3.154 2.519  0.131  H5  A1D65 23 
A1D65 H6  H6  H 0 1 N N N N N N 127.892 136.390 101.621 -5.298 1.342  0.405  H6  A1D65 24 
A1D65 H7  H7  H 0 1 N N N N N N 127.026 138.289 102.946 -5.374 -1.113 0.411  H7  A1D65 25 
A1D65 H8  H8  H 0 1 N N N N N N 126.770 140.510 101.891 -3.306 -2.422 0.146  H8  A1D65 26 
# 
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 
A1D65 C01 C02 SING N N 1  
A1D65 C02 O03 DOUB N N 2  
A1D65 C02 C04 SING N N 3  
A1D65 C04 O08 SING Y N 4  
A1D65 C04 C05 DOUB Y N 5  
A1D65 O08 C07 SING Y N 6  
A1D65 C05 C06 SING Y N 7  
A1D65 C07 C09 SING N N 8  
A1D65 C07 C06 DOUB Y N 9  
A1D65 O10 C09 DOUB N N 10 
A1D65 C09 C11 SING N N 11 
A1D65 C06 C17 SING N N 12 
A1D65 C11 C12 DOUB Y N 13 
A1D65 C11 C16 SING Y N 14 
A1D65 C17 O18 DOUB N N 15 
A1D65 C17 C16 SING N N 16 
A1D65 C12 C13 SING Y N 17 
A1D65 C16 C15 DOUB Y N 18 
A1D65 C13 C14 DOUB Y N 19 
A1D65 C15 C14 SING Y N 20 
A1D65 C01 H1  SING N N 21 
A1D65 C01 H2  SING N N 22 
A1D65 C01 H3  SING N N 23 
A1D65 C05 H4  SING N N 24 
A1D65 C12 H5  SING N N 25 
A1D65 C13 H6  SING N N 26 
A1D65 C14 H7  SING N N 27 
A1D65 C15 H8  SING N N 28 
# 
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 
A1D65 InChI            InChI                1.06  "InChI=1S/C14H8O4/c1-7(15)11-6-10-12(16)8-4-2-3-5-9(8)13(17)14(10)18-11/h2-6H,1H3" 
A1D65 InChIKey         InChI                1.06  DPHUWDIXHNQOSY-UHFFFAOYSA-N                                                        
A1D65 SMILES_CANONICAL CACTVS               3.385 "CC(=O)c1oc2C(=O)c3ccccc3C(=O)c2c1"                                                
A1D65 SMILES           CACTVS               3.385 "CC(=O)c1oc2C(=O)c3ccccc3C(=O)c2c1"                                                
A1D65 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(=O)c1cc2c(o1)C(=O)c3ccccc3C2=O"                                                
A1D65 SMILES           "OpenEye OEToolkits" 2.0.7 "CC(=O)c1cc2c(o1)C(=O)c3ccccc3C2=O"                                                
# 
_pdbx_chem_comp_identifier.comp_id           A1D65 
_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-ethanoylbenzo[f][1]benzofuran-4,9-dione" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1D65 "Create component" 2024-03-28 PDBC 
A1D65 "Initial release"  2025-07-02 RCSB 
A1D65 "Modify name"      2025-11-13 PDBC 
# 
