data_A1A14
# 
_chem_comp.id                                    A1A14 
_chem_comp.name                                  "{[7-bromo-1-(cyclopentylmethyl)-3-methyl-2-oxo-1,2-dihydroquinolin-4-yl]methyl}phosphonic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H21 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                        414.231 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A14 
_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        9D5R 
_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 
A1A14 C10  C1  C  0 1 Y N N N N N 19.274 18.251 7.272  0.683  2.140  0.431  C10  A1A14 1  
A1A14 C15  C2  C  0 1 Y N N N N N 20.941 16.742 6.259  -0.485 0.030  0.725  C15  A1A14 2  
A1A14 C11  C3  C  0 1 Y N N N N N 18.658 18.346 5.995  -0.511 2.755  0.189  C11  A1A14 3  
A1A14 C12  C4  C  0 1 Y N N N N N 19.235 17.630 4.938  -1.697 2.031  0.210  C12  A1A14 4  
A1A14 C14  C5  C  0 1 Y N N N N N 20.359 16.837 5.040  -1.690 0.678  0.475  C14  A1A14 5  
A1A14 C01  C6  C  0 1 N N N N N N 23.043 16.287 10.166 3.230  -1.999 1.487  C01  A1A14 6  
A1A14 C02  C7  C  0 1 N N N N N N 22.272 16.489 8.846  1.946  -1.256 1.218  C02  A1A14 7  
A1A14 C03  C8  C  0 1 N N N N N N 21.062 17.337 8.718  1.978  0.075  0.961  C03  A1A14 8  
A1A14 C04  C9  C  0 1 N N N N N N 20.404 18.139 9.891  3.285  0.825  0.941  C04  A1A14 9  
A1A14 P05  P1  P  0 1 N N N N N N 19.124 17.090 10.588 3.894  0.940  -0.774 P05  A1A14 10 
A1A14 O06  O1  O  0 1 N N N N N N 17.732 17.499 10.105 2.849  1.547  -1.628 O06  A1A14 11 
A1A14 O07  O2  O  0 1 N N N N N N 19.072 17.362 12.086 5.218  1.855  -0.813 O07  A1A14 12 
A1A14 O08  O3  O  0 1 N N N N N N 19.505 15.609 10.392 4.243  -0.534 -1.319 O08  A1A14 13 
A1A14 C09  C10 C  0 1 Y N N N N N 20.382 17.449 7.374  0.714  0.767  0.703  C09  A1A14 14 
A1A14 BR13 BR1 BR 0 0 N N N N N N 18.431 17.688 3.155  -3.337 2.910  -0.129 BR13 A1A14 15 
A1A14 N16  N1  N  0 1 N N N N N N 22.175 15.898 6.373  -0.448 -1.322 0.992  N16  A1A14 16 
A1A14 C17  C11 C  0 1 N N N N N N 22.696 15.153 5.181  -1.697 -2.087 1.015  C17  A1A14 17 
A1A14 C18  C12 C  0 1 N N N N N N 21.877 13.843 5.002  -1.990 -2.628 -0.386 C18  A1A14 18 
A1A14 C19  C13 C  0 1 N N N N N N 22.144 12.741 6.126  -3.362 -3.332 -0.418 C19  A1A14 19 
A1A14 C20  C14 C  0 1 N N N N N N 23.378 12.241 5.791  -3.208 -4.555 -1.339 C20  A1A14 20 
A1A14 C21  C15 C  0 1 N N N N N N 23.682 12.642 4.193  -1.747 -4.551 -1.836 C21  A1A14 21 
A1A14 C22  C16 C  0 1 N N N N N N 22.497 13.129 3.698  -0.982 -3.744 -0.758 C22  A1A14 22 
A1A14 C23  C17 C  0 1 N N N N N N 22.837 15.781 7.647  0.717  -1.949 1.232  C23  A1A14 23 
A1A14 O24  O4  O  0 1 N N N N N N 23.807 15.105 7.756  0.712  -3.145 1.464  O24  A1A14 24 
A1A14 H1   H1  H  0 1 N N N N N N 18.886 18.787 8.126  1.601  2.709  0.409  H1   A1A14 25 
A1A14 H2   H2  H  0 1 N N N N N N 17.775 18.950 5.844  -0.535 3.815  -0.020 H2   A1A14 26 
A1A14 H3   H3  H  0 1 N N N N N N 20.758 16.314 4.184  -2.616 0.123  0.489  H3   A1A14 27 
A1A14 H4   H4  H  0 1 N N N N N N 22.545 16.846 10.972 3.489  -1.905 2.542  H4   A1A14 28 
A1A14 H5   H5  H  0 1 N N N N N N 23.061 15.217 10.420 3.099  -3.052 1.238  H5   A1A14 29 
A1A14 H6   H6  H  0 1 N N N N N N 24.073 16.654 10.048 4.029  -1.577 0.878  H6   A1A14 30 
A1A14 H7   H7  H  0 1 N N N N N N 21.157 18.376 10.657 3.135  1.828  1.341  H7   A1A14 31 
A1A14 H8   H8  H  0 1 N N N N N N 19.963 19.072 9.510  4.017  0.296  1.552  H8   A1A14 32 
A1A14 H9   H9  H  0 1 N N N N N N 18.216 17.703 12.317 5.597  1.959  -1.696 H9   A1A14 33 
A1A14 H10  H10 H  0 1 N N N N N N 18.784 15.148 9.980  4.922  -0.993 -0.805 H10  A1A14 34 
A1A14 H11  H11 H  0 1 N N N N N N 23.757 14.906 5.336  -1.601 -2.919 1.713  H11  A1A14 35 
A1A14 H12  H12 H  0 1 N N N N N N 22.592 15.778 4.282  -2.514 -1.440 1.332  H12  A1A14 36 
A1A14 H13  H13 H  0 1 N N N N N N 20.802 14.040 4.877  -1.957 -1.823 -1.120 H13  A1A14 37 
A1A14 H14  H14 H  0 1 N N N N N N 22.162 13.196 7.127  -3.640 -3.654 0.586  H14  A1A14 38 
A1A14 H15  H15 H  0 1 N N N N N N 21.378 11.953 6.095  -4.119 -2.657 -0.816 H15  A1A14 39 
A1A14 H16  H16 H  0 1 N N N N N N 23.382 11.147 5.909  -3.411 -5.470 -0.783 H16  A1A14 40 
A1A14 H17  H17 H  0 1 N N N N N N 24.149 12.683 6.440  -3.891 -4.473 -2.185 H17  A1A14 41 
A1A14 H18  H18 H  0 1 N N N N N N 23.996 11.752 3.628  -1.362 -5.569 -1.895 H18  A1A14 42 
A1A14 H19  H19 H  0 1 N N N N N N 24.467 13.410 4.133  -1.675 -4.060 -2.806 H19  A1A14 43 
A1A14 H20  H20 H  0 1 N N N N N N 22.667 13.852 2.886  -0.068 -3.317 -1.171 H20  A1A14 44 
A1A14 H21  H21 H  0 1 N N N N N N 21.848 12.318 3.337  -0.761 -4.369 0.108  H21  A1A14 45 
# 
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 
A1A14 BR13 C12 SING N N 1  
A1A14 C22  C21 SING N N 2  
A1A14 C22  C18 SING N N 3  
A1A14 C21  C20 SING N N 4  
A1A14 C12  C14 DOUB Y N 5  
A1A14 C12  C11 SING Y N 6  
A1A14 C18  C17 SING N N 7  
A1A14 C18  C19 SING N N 8  
A1A14 C14  C15 SING Y N 9  
A1A14 C17  N16 SING N N 10 
A1A14 C20  C19 SING N N 11 
A1A14 C11  C10 DOUB Y N 12 
A1A14 C15  N16 SING N N 13 
A1A14 C15  C09 DOUB Y N 14 
A1A14 N16  C23 SING N N 15 
A1A14 C10  C09 SING Y N 16 
A1A14 C09  C03 SING N N 17 
A1A14 C23  O24 DOUB N N 18 
A1A14 C23  C02 SING N N 19 
A1A14 C03  C02 DOUB N N 20 
A1A14 C03  C04 SING N N 21 
A1A14 C02  C01 SING N N 22 
A1A14 C04  P05 SING N N 23 
A1A14 O06  P05 DOUB N N 24 
A1A14 O08  P05 SING N N 25 
A1A14 P05  O07 SING N N 26 
A1A14 C10  H1  SING N N 27 
A1A14 C11  H2  SING N N 28 
A1A14 C14  H3  SING N N 29 
A1A14 C01  H4  SING N N 30 
A1A14 C01  H5  SING N N 31 
A1A14 C01  H6  SING N N 32 
A1A14 C04  H7  SING N N 33 
A1A14 C04  H8  SING N N 34 
A1A14 O07  H9  SING N N 35 
A1A14 O08  H10 SING N N 36 
A1A14 C17  H11 SING N N 37 
A1A14 C17  H12 SING N N 38 
A1A14 C18  H13 SING N N 39 
A1A14 C19  H14 SING N N 40 
A1A14 C19  H15 SING N N 41 
A1A14 C20  H16 SING N N 42 
A1A14 C20  H17 SING N N 43 
A1A14 C21  H18 SING N N 44 
A1A14 C21  H19 SING N N 45 
A1A14 C22  H20 SING N N 46 
A1A14 C22  H21 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 
A1A14 SMILES           ACDLabs              12.01 "O=P(O)(O)CC=1c2ccc(Br)cc2N(CC2CCCC2)C(=O)C=1C"                                                                                        
A1A14 InChI            InChI                1.06  "InChI=1S/C17H21BrNO4P/c1-11-15(10-24(21,22)23)14-7-6-13(18)8-16(14)19(17(11)20)9-12-4-2-3-5-12/h6-8,12H,2-5,9-10H2,1H3,(H2,21,22,23)" 
A1A14 InChIKey         InChI                1.06  NQLOLOZBNRHGEE-UHFFFAOYSA-N                                                                                                            
A1A14 SMILES_CANONICAL CACTVS               3.385 "CC1=C(C[P](O)(O)=O)c2ccc(Br)cc2N(CC3CCCC3)C1=O"                                                                                       
A1A14 SMILES           CACTVS               3.385 "CC1=C(C[P](O)(O)=O)c2ccc(Br)cc2N(CC3CCCC3)C1=O"                                                                                       
A1A14 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC1=C(c2ccc(cc2N(C1=O)CC3CCCC3)Br)CP(=O)(O)O"                                                                                         
A1A14 SMILES           "OpenEye OEToolkits" 2.0.7 "CC1=C(c2ccc(cc2N(C1=O)CC3CCCC3)Br)CP(=O)(O)O"                                                                                         
# 
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 
A1A14 "SYSTEMATIC NAME" ACDLabs              12.01 "{[7-bromo-1-(cyclopentylmethyl)-3-methyl-2-oxo-1,2-dihydroquinolin-4-yl]methyl}phosphonic acid" 
A1A14 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[7-bromanyl-1-(cyclopentylmethyl)-3-methyl-2-oxidanylidene-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 
A1A14 "Create component" 2024-08-15 RCSB 
A1A14 "Initial release"  2025-08-20 RCSB 
# 
