data_A1A13
# 
_chem_comp.id                                    A1A13 
_chem_comp.name                                  "({7-bromo-2-oxo-1-[(1Z)-3-phenylprop-1-en-1-yl]-1,2-dihydroquinolin-4-yl}methyl)phosphonic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H17 Br N O4 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-08-15 
_chem_comp.pdbx_modified_date                    2025-08-15 
_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                        434.220 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A13 
_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        9D5Q 
_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 
A1A13 C13  C1  C  0 1 Y N N N N N 8.339  13.467 4.667  -1.421 2.053  -0.167 C13  A1A13 1  
A1A13 C15  C2  C  0 1 Y N N N N N 7.447  14.422 5.153  -1.154 0.875  -0.832 C15  A1A13 2  
A1A13 C16  C3  C  0 1 Y N N N N N 6.944  14.256 6.419  0.120  0.323  -0.774 C16  A1A13 3  
A1A13 C10  C4  C  0 1 Y N N N N N 7.398  13.142 7.207  1.124  0.976  -0.034 C10  A1A13 4  
A1A13 C11  C5  C  0 1 Y N N N N N 8.313  12.191 6.712  0.831  2.170  0.634  C11  A1A13 5  
A1A13 C12  C6  C  0 1 Y N N N N N 8.797  12.355 5.426  -0.428 2.695  0.563  C12  A1A13 6  
A1A13 O01  O1  O  0 1 N N N N N N 4.593  16.040 8.674  1.873  -2.430 -1.966 O01  A1A13 7  
A1A13 C02  C7  C  0 1 N N N N N N 5.401  15.170 8.299  1.648  -1.388 -1.374 C02  A1A13 8  
A1A13 C03  C8  C  0 1 N N N N N N 5.858  13.982 9.140  2.688  -0.773 -0.646 C03  A1A13 9  
A1A13 C04  C9  C  0 1 N N N N N N 6.830  12.971 8.613  2.462  0.387  0.021  C04  A1A13 10 
A1A13 C05  C10 C  0 1 N N N N N N 7.430  11.798 9.459  3.566  1.053  0.802  C05  A1A13 11 
A1A13 P06  P1  P  0 1 N N N N N N 8.913  12.697 10.349 5.091  0.065  0.662  P06  A1A13 12 
A1A13 O07  O2  O  0 1 N N N N N N 8.767  14.184 10.336 6.302  0.841  1.385  O07  A1A13 13 
A1A13 O08  O3  O  0 1 N N N N N N 8.951  12.414 11.833 4.871  -1.364 1.371  O08  A1A13 14 
A1A13 O09  O4  O  0 1 N N N N N N 10.192 12.341 9.661  5.418  -0.139 -0.767 O09  A1A13 15 
A1A13 BR14 BR1 BR 0 0 N N N N N N 9.005  13.845 2.857  -3.153 2.806  -0.254 BR14 A1A13 16 
A1A13 N17  N1  N  0 1 N N N N N N 5.939  15.307 6.951  0.415  -0.855 -1.431 N17  A1A13 17 
A1A13 C18  C11 C  0 1 N N N N N N 5.515  16.499 6.145  -0.578 -1.500 -2.163 C18  A1A13 18 
A1A13 C19  C12 C  0 1 N N N N N N 4.511  16.259 5.000  -1.344 -2.404 -1.581 C19  A1A13 19 
A1A13 C20  C13 C  0 1 N N N N N N 3.859  15.070 5.047  -1.241 -2.636 -0.096 C20  A1A13 20 
A1A13 C21  C14 C  0 1 Y N N N N N 2.909  15.071 3.829  -2.606 -2.512 0.529  C21  A1A13 21 
A1A13 C22  C15 C  0 1 Y N N N N N 2.430  13.901 3.277  -3.417 -3.626 0.645  C22  A1A13 22 
A1A13 C23  C16 C  0 1 Y N N N N N 1.552  14.009 2.187  -4.670 -3.512 1.217  C23  A1A13 23 
A1A13 C24  C17 C  0 1 Y N N N N N 1.181  15.257 1.666  -5.113 -2.284 1.674  C24  A1A13 24 
A1A13 C25  C18 C  0 1 Y N N N N N 1.673  16.416 2.219  -4.301 -1.171 1.558  C25  A1A13 25 
A1A13 C26  C19 C  0 1 Y N N N N N 2.541  16.320 3.304  -3.046 -1.286 0.991  C26  A1A13 26 
A1A13 H1   H1  H  0 1 N N N N N N 7.159  15.270 4.549  -1.933 0.383  -1.396 H1   A1A13 27 
A1A13 H2   H2  H  0 1 N N N N N N 8.628  11.356 7.320  1.597  2.675  1.204  H2   A1A13 28 
A1A13 H3   H3  H  0 1 N N N N N N 9.506  11.655 5.009  -0.654 3.617  1.079  H3   A1A13 29 
A1A13 H4   H4  H  0 1 N N N N N N 5.471  13.867 10.142 3.667  -1.227 -0.619 H4   A1A13 30 
A1A13 H5   H5  H  0 1 N N N N N N 6.700  11.409 10.184 3.742  2.052  0.401  H5   A1A13 31 
A1A13 H6   H6  H  0 1 N N N N N N 7.782  10.977 8.817  3.276  1.128  1.850  H6   A1A13 32 
A1A13 H7   H7  H  0 1 N N N N N N 9.514  14.572 9.896  7.147  0.373  1.350  H7   A1A13 33 
A1A13 H8   H8  H  0 1 N N N N N N 9.799  12.053 12.065 4.653  -1.307 2.312  H8   A1A13 34 
A1A13 H9   H9  H  0 1 N N N N N N 5.898  17.486 6.358  -0.722 -1.261 -3.206 H9   A1A13 35 
A1A13 H11  H11 H  0 1 N N N N N N 4.339  16.984 4.218  -2.046 -2.976 -2.170 H11  A1A13 36 
A1A13 H13  H13 H  0 1 N N N N N N 3.286  14.983 5.982  -0.846 -3.636 0.088  H13  A1A13 37 
A1A13 H14  H14 H  0 1 N N N N N N 4.574  14.237 4.976  -0.572 -1.895 0.342  H14  A1A13 38 
A1A13 H15  H15 H  0 1 N N N N N N 2.720  12.937 3.669  -3.072 -4.585 0.287  H15  A1A13 39 
A1A13 H16  H16 H  0 1 N N N N N N 1.153  13.111 1.740  -5.304 -4.382 1.307  H16  A1A13 40 
A1A13 H17  H17 H  0 1 N N N N N N 0.505  15.308 0.825  -6.092 -2.195 2.120  H17  A1A13 41 
A1A13 H18  H18 H  0 1 N N N N N N 1.392  17.380 1.821  -4.647 -0.212 1.914  H18  A1A13 42 
A1A13 H19  H19 H  0 1 N N N N N N 2.937  17.221 3.749  -2.412 -0.416 0.901  H19  A1A13 43 
# 
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 
A1A13 C24  C23 DOUB Y N 1  
A1A13 C24  C25 SING Y N 2  
A1A13 C23  C22 SING Y N 3  
A1A13 C25  C26 DOUB Y N 4  
A1A13 BR14 C13 SING N N 5  
A1A13 C22  C21 DOUB Y N 6  
A1A13 C26  C21 SING Y N 7  
A1A13 C21  C20 SING N N 8  
A1A13 C13  C15 DOUB Y N 9  
A1A13 C13  C12 SING Y N 10 
A1A13 C19  C20 SING N N 11 
A1A13 C19  C18 DOUB N Z 12 
A1A13 C15  C16 SING Y N 13 
A1A13 C12  C11 DOUB Y N 14 
A1A13 C18  N17 SING N N 15 
A1A13 C16  N17 SING N N 16 
A1A13 C16  C10 DOUB Y N 17 
A1A13 C11  C10 SING Y N 18 
A1A13 N17  C02 SING N N 19 
A1A13 C10  C04 SING N N 20 
A1A13 C02  O01 DOUB N N 21 
A1A13 C02  C03 SING N N 22 
A1A13 C04  C03 DOUB N N 23 
A1A13 C04  C05 SING N N 24 
A1A13 C05  P06 SING N N 25 
A1A13 O09  P06 DOUB N N 26 
A1A13 O07  P06 SING N N 27 
A1A13 P06  O08 SING N N 28 
A1A13 C15  H1  SING N N 29 
A1A13 C11  H2  SING N N 30 
A1A13 C12  H3  SING N N 31 
A1A13 C03  H4  SING N N 32 
A1A13 C05  H5  SING N N 33 
A1A13 C05  H6  SING N N 34 
A1A13 O07  H7  SING N N 35 
A1A13 O08  H8  SING N N 36 
A1A13 C18  H9  SING N N 37 
A1A13 C19  H11 SING N N 38 
A1A13 C20  H13 SING N N 39 
A1A13 C20  H14 SING N N 40 
A1A13 C22  H15 SING N N 41 
A1A13 C23  H16 SING N N 42 
A1A13 C24  H17 SING N N 43 
A1A13 C25  H18 SING N N 44 
A1A13 C26  H19 SING N N 45 
# 
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 
A1A13 SMILES           ACDLabs              12.01 "O=P(O)(O)CC1=CC(=O)N(/C=C\Cc2ccccc2)c2cc(Br)ccc21"                                                                                           
A1A13 InChI            InChI                1.06  "InChI=1S/C19H17BrNO4P/c20-16-8-9-17-15(13-26(23,24)25)11-19(22)21(18(17)12-16)10-4-7-14-5-2-1-3-6-14/h1-6,8-12H,7,13H2,(H2,23,24,25)/b10-4-" 
A1A13 InChIKey         InChI                1.06  DMPGYOUGLIOHKL-WMZJFQQLSA-N                                                                                                                   
A1A13 SMILES_CANONICAL CACTVS               3.385 "O[P](O)(=O)CC1=CC(=O)N(\C=C/Cc2ccccc2)c3cc(Br)ccc13"                                                                                         
A1A13 SMILES           CACTVS               3.385 "O[P](O)(=O)CC1=CC(=O)N(C=CCc2ccccc2)c3cc(Br)ccc13"                                                                                           
A1A13 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)C/C=C\N2c3cc(ccc3C(=CC2=O)CP(=O)(O)O)Br"                                                                                           
A1A13 SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)CC=CN2c3cc(ccc3C(=CC2=O)CP(=O)(O)O)Br"                                                                                             
# 
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 
A1A13 "SYSTEMATIC NAME" ACDLabs              12.01 "({7-bromo-2-oxo-1-[(1Z)-3-phenylprop-1-en-1-yl]-1,2-dihydroquinolin-4-yl}methyl)phosphonic acid" 
A1A13 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[7-bromanyl-2-oxidanylidene-1-[(~{Z})-3-phenylprop-1-enyl]quinolin-4-yl]methylphosphonic 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 
A1A13 "Create component" 2024-08-15 RCSB 
A1A13 "Initial release"  2025-08-20 RCSB 
# 
