data_A1APN
# 
_chem_comp.id                                    A1APN 
_chem_comp.name                                  "N-(7-benzoyl-2,3-dihydro-1,4-benzodioxin-6-yl)-2-bromobenzamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H16 Br N O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-24 
_chem_comp.pdbx_modified_date                    2025-01-31 
_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                        438.271 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1APN 
_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        9BIQ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_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 
A1APN C02  C1  C  0 1 N N N N N N 176.814 208.232 183.242 -1.051 0.456  0.529  C02  A1APN 1  
A1APN C04  C2  C  0 1 Y N N N N N 177.446 210.026 181.513 1.289  0.121  0.746  C04  A1APN 2  
A1APN C05  C3  C  0 1 Y N N N N N 178.824 209.966 181.686 1.618  1.453  0.554  C05  A1APN 3  
A1APN C06  C4  C  0 1 Y N N N N N 179.653 210.985 181.143 2.922  1.814  0.249  C06  A1APN 4  
A1APN C07  C5  C  0 1 Y N N N N N 179.114 212.012 180.438 3.912  0.837  0.136  C07  A1APN 5  
A1APN C08  C6  C  0 1 Y N N N N N 177.704 212.065 180.243 3.596  -0.494 0.323  C08  A1APN 6  
A1APN C09  C7  C  0 1 Y N N N N N 176.889 211.075 180.775 2.283  -0.865 0.636  C09  A1APN 7  
A1APN C10  C8  C  0 1 N N N N N N 175.375 211.099 180.583 1.944  -2.283 0.836  C10  A1APN 8  
A1APN C12  C9  C  0 1 Y N N N N N 174.609 212.318 180.082 1.217  -3.024 -0.216 C12  A1APN 9  
A1APN C13  C10 C  0 1 Y N N N N N 173.665 212.132 179.092 0.766  -2.360 -1.359 C13  A1APN 10 
A1APN C14  C11 C  0 1 Y N N N N N 172.944 213.206 178.613 0.089  -3.058 -2.337 C14  A1APN 11 
A1APN C15  C12 C  0 1 Y N N N N N 173.165 214.467 179.132 -0.145 -4.414 -2.187 C15  A1APN 12 
A1APN C16  C13 C  0 1 Y N N N N N 174.106 214.656 180.127 0.299  -5.078 -1.058 C16  A1APN 13 
A1APN C17  C14 C  0 1 Y N N N N N 174.825 213.579 180.607 0.982  -4.394 -0.074 C17  A1APN 14 
A1APN C19  C15 C  0 1 N N N N N N 181.238 213.035 180.195 5.406  2.486  -0.704 C19  A1APN 15 
A1APN C20  C16 C  0 1 N N N N N N 181.807 211.640 180.424 4.603  3.491  0.131  C20  A1APN 16 
A1APN C22  C17 C  0 1 Y N N N N N 175.823 207.148 183.652 -2.439 0.011  0.768  C22  A1APN 17 
A1APN C23  C18 C  0 1 Y N N N N N 175.166 207.257 184.860 -2.689 -1.124 1.541  C23  A1APN 18 
A1APN C24  C19 C  0 1 Y N N N N N 174.267 206.282 185.247 -3.988 -1.533 1.761  C24  A1APN 19 
A1APN C25  C20 C  0 1 Y N N N N N 174.025 205.198 184.423 -5.043 -0.822 1.217  C25  A1APN 20 
A1APN C26  C21 C  0 1 Y N N N N N 174.681 205.088 183.212 -4.804 0.303  0.449  C26  A1APN 21 
A1APN C27  C22 C  0 1 Y N N N N N 175.580 206.062 182.823 -3.509 0.728  0.226  C27  A1APN 22 
A1APN N03  N1  N  0 1 N N N N N N 176.565 208.984 182.027 -0.021 -0.238 1.053  N03  A1APN 23 
A1APN O01  O1  O  0 1 N N N N N N 177.756 208.441 183.919 -0.837 1.445  -0.145 O01  A1APN 24 
A1APN O11  O2  O  0 1 N N N N N N 174.767 210.121 180.832 2.262  -2.845 1.867  O11  A1APN 25 
A1APN O18  O3  O  0 1 N N N N N N 179.889 213.040 179.879 5.198  1.179  -0.156 O18  A1APN 26 
A1APN O21  O4  O  0 1 N N N N N N 181.060 210.890 181.363 3.220  3.128  0.062  O21  A1APN 27 
A1APN BR28 BR1 BR 0 0 N N N N N N 176.481 205.874 181.116 -3.184 2.267  -0.823 BR28 A1APN 28 
A1APN H051 H1  H  0 0 N N N N N N 179.265 209.145 182.233 0.856  2.214  0.642  H051 A1APN 29 
A1APN H081 H2  H  0 0 N N N N N N 177.268 212.877 179.680 4.364  -1.248 0.232  H081 A1APN 30 
A1APN H131 H3  H  0 0 N N N N N N 173.491 211.144 178.692 0.948  -1.302 -1.476 H131 A1APN 31 
A1APN H141 H4  H  0 0 N N N N N N 172.209 213.062 177.835 -0.260 -2.545 -3.221 H141 A1APN 32 
A1APN H151 H5  H  0 0 N N N N N N 172.600 215.309 178.759 -0.676 -4.956 -2.956 H151 A1APN 33 
A1APN H161 H6  H  0 0 N N N N N N 174.279 215.644 180.528 0.113  -6.137 -0.947 H161 A1APN 34 
A1APN H171 H7  H  0 0 N N N N N N 175.554 213.721 181.391 1.332  -4.915 0.805  H171 A1APN 35 
A1APN H192 H8  H  0 0 N N N N N N 181.791 213.504 179.368 5.063  2.509  -1.738 H192 A1APN 36 
A1APN H191 H9  H  0 0 N N N N N N 181.382 213.624 181.113 6.466  2.737  -0.663 H191 A1APN 37 
A1APN H202 H10 H  0 0 N N N N N N 181.810 211.100 179.466 4.939  3.460  1.167  H202 A1APN 38 
A1APN H201 H11 H  0 0 N N N N N N 182.839 211.738 180.793 4.739  4.495  -0.271 H201 A1APN 39 
A1APN H231 H12 H  0 0 N N N N N N 175.354 208.104 185.503 -1.867 -1.681 1.966  H231 A1APN 40 
A1APN H241 H13 H  0 0 N N N N N N 173.753 206.366 186.193 -4.182 -2.412 2.359  H241 A1APN 41 
A1APN H251 H14 H  0 0 N N N N N N 173.322 204.436 184.727 -6.057 -1.148 1.392  H251 A1APN 42 
A1APN H261 H15 H  0 0 N N N N N N 174.491 204.241 182.570 -5.632 0.854  0.027  H261 A1APN 43 
A1APN H031 H16 H  0 0 N N N N N N 175.736 208.774 181.509 -0.193 -0.988 1.644  H031 A1APN 44 
# 
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 
A1APN C14  C13  DOUB Y N 1  
A1APN C14  C15  SING Y N 2  
A1APN C13  C12  SING Y N 3  
A1APN C15  C16  DOUB Y N 4  
A1APN O18  C19  SING N N 5  
A1APN O18  C07  SING N N 6  
A1APN C12  C10  SING N N 7  
A1APN C12  C17  DOUB Y N 8  
A1APN C16  C17  SING Y N 9  
A1APN C19  C20  SING N N 10 
A1APN C08  C07  DOUB Y N 11 
A1APN C08  C09  SING Y N 12 
A1APN C20  O21  SING N N 13 
A1APN C07  C06  SING Y N 14 
A1APN C10  C09  SING N N 15 
A1APN C10  O11  DOUB N N 16 
A1APN C09  C04  DOUB Y N 17 
A1APN BR28 C27  SING N N 18 
A1APN C06  O21  SING N N 19 
A1APN C06  C05  DOUB Y N 20 
A1APN C04  C05  SING Y N 21 
A1APN C04  N03  SING N N 22 
A1APN N03  C02  SING N N 23 
A1APN C27  C26  DOUB Y N 24 
A1APN C27  C22  SING Y N 25 
A1APN C26  C25  SING Y N 26 
A1APN C02  C22  SING N N 27 
A1APN C02  O01  DOUB N N 28 
A1APN C22  C23  DOUB Y N 29 
A1APN C25  C24  DOUB Y N 30 
A1APN C23  C24  SING Y N 31 
A1APN C05  H051 SING N N 32 
A1APN C08  H081 SING N N 33 
A1APN C13  H131 SING N N 34 
A1APN C14  H141 SING N N 35 
A1APN C15  H151 SING N N 36 
A1APN C16  H161 SING N N 37 
A1APN C17  H171 SING N N 38 
A1APN C19  H192 SING N N 39 
A1APN C19  H191 SING N N 40 
A1APN C20  H202 SING N N 41 
A1APN C20  H201 SING N N 42 
A1APN C23  H231 SING N N 43 
A1APN C24  H241 SING N N 44 
A1APN C25  H251 SING N N 45 
A1APN C26  H261 SING N N 46 
A1APN N03  H031 SING N N 47 
# 
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 
A1APN SMILES           ACDLabs              12.01 "Brc1ccccc1C(=O)Nc1cc2OCCOc2cc1C(=O)c1ccccc1"                                                                                                
A1APN InChI            InChI                1.06  "InChI=1S/C22H16BrNO4/c23-17-9-5-4-8-15(17)22(26)24-18-13-20-19(27-10-11-28-20)12-16(18)21(25)14-6-2-1-3-7-14/h1-9,12-13H,10-11H2,(H,24,26)" 
A1APN InChIKey         InChI                1.06  CDFCUHNJNPTGMX-UHFFFAOYSA-N                                                                                                                  
A1APN SMILES_CANONICAL CACTVS               3.385 "Brc1ccccc1C(=O)Nc2cc3OCCOc3cc2C(=O)c4ccccc4"                                                                                                
A1APN SMILES           CACTVS               3.385 "Brc1ccccc1C(=O)Nc2cc3OCCOc3cc2C(=O)c4ccccc4"                                                                                                
A1APN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)C(=O)c2cc3c(cc2NC(=O)c4ccccc4Br)OCCO3"                                                                                            
A1APN SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)C(=O)c2cc3c(cc2NC(=O)c4ccccc4Br)OCCO3"                                                                                            
# 
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 
A1APN "SYSTEMATIC NAME" ACDLabs              12.01 "N-(7-benzoyl-2,3-dihydro-1,4-benzodioxin-6-yl)-2-bromobenzamide"                
A1APN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-bromanyl-~{N}-[7-(phenylcarbonyl)-2,3-dihydro-1,4-benzodioxin-6-yl]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 
A1APN "Create component" 2024-04-24 RCSB 
A1APN "Initial release"  2025-02-05 RCSB 
# 
