data_A1A20
# 
_chem_comp.id                                    A1A20 
_chem_comp.name                                  "{[7-bromo-1-(cyclopentylmethyl)-2-oxo-1,2-dihydroquinolin-4-yl]methyl}phosphonic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H19 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                     2024-08-21 
_chem_comp.pdbx_modified_date                    2025-08-29 
_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                        400.204 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A20 
_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        9D8T 
_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 
A1A20 C10  C1  C  0 1 Y N N N N N 7.469  13.103 7.694  -0.452 1.126  -0.009 C10  A1A20 1  
A1A20 C13  C2  C  0 1 Y N N N N N 8.506  13.292 5.190  2.224  1.826  0.023  C13  A1A20 2  
A1A20 C15  C3  C  0 1 Y N N N N N 7.629  14.290 5.576  1.871  0.539  -0.324 C15  A1A20 3  
A1A20 C20  C4  C  0 1 N N N N N N 3.727  16.932 4.258  2.775  -3.791 -0.101 C20  A1A20 4  
A1A20 C21  C5  C  0 1 N N N N N N 2.266  16.322 4.139  2.287  -5.214 0.241  C21  A1A20 5  
A1A20 C22  C6  C  0 1 N N N N N N 2.395  14.909 4.902  1.163  -4.990 1.284  C22  A1A20 6  
A1A20 O01  O1  O  0 1 N N N N N N 4.655  16.002 9.108  -1.451 -2.599 -1.017 O01  A1A20 7  
A1A20 C02  C7  C  0 1 N N N N N N 5.483  15.101 8.706  -1.150 -1.459 -0.705 C02  A1A20 8  
A1A20 C03  C8  C  0 1 N N N N N N 5.971  13.918 9.485  -2.172 -0.541 -0.383 C03  A1A20 9  
A1A20 C04  C9  C  0 1 N N N N N N 6.906  12.903 9.055  -1.861 0.732  -0.033 C04  A1A20 10 
A1A20 C05  C10 C  0 1 N N N N N N 7.491  11.798 9.881  -2.943 1.718  0.323  C05  A1A20 11 
A1A20 P06  P1  P  0 1 N N N N N N 9.042  12.789 10.754 -4.571 0.908  0.192  P06  A1A20 12 
A1A20 O07  O2  O  0 1 N N N N N N 8.825  14.311 10.566 -4.849 0.507  -1.342 O07  A1A20 13 
A1A20 O08  O3  O  0 1 N N N N N N 10.296 12.369 10.037 -4.584 -0.312 1.031  O08  A1A20 14 
A1A20 O09  O4  O  0 1 N N N N N N 9.013  12.463 12.218 -5.716 1.920  0.699  O09  A1A20 15 
A1A20 C11  C11 C  0 1 Y N N N N N 8.444  12.148 7.235  -0.070 2.425  0.344  C11  A1A20 16 
A1A20 C12  C12 C  0 1 Y N N N N N 9.005  12.196 5.910  1.253  2.762  0.357  C12  A1A20 17 
A1A20 BR14 BR1 BR 0 0 N N N N N N 9.205  13.686 3.310  4.049  2.320  0.050  BR14 A1A20 18 
A1A20 C16  C13 C  0 1 Y N N N N N 7.035  14.233 6.864  0.529  0.173  -0.344 C16  A1A20 19 
A1A20 N17  N1  N  0 1 N N N N N N 6.067  15.273 7.295  0.147  -1.106 -0.686 N17  A1A20 20 
A1A20 C18  C14 C  0 1 N N N N N N 5.609  16.492 6.384  1.170  -2.096 -1.035 C18  A1A20 21 
A1A20 C19  C15 C  0 1 N N N N N N 4.528  15.965 5.305  1.613  -2.837 0.228  C19  A1A20 22 
A1A20 C23  C16 C  0 1 N N N N N N 3.351  15.148 6.016  0.460  -3.713 0.759  C23  A1A20 23 
A1A20 H1   H1  H  0 1 N N N N N N 7.399  15.104 4.904  2.633  -0.182 -0.582 H1   A1A20 24 
A1A20 H2   H2  H  0 1 N N N N N N 4.224  16.930 3.277  3.647  -3.540 0.503  H2   A1A20 25 
A1A20 H3   H3  H  0 1 N N N N N N 3.682  17.961 4.644  3.023  -3.726 -1.160 H3   A1A20 26 
A1A20 H4   H4  H  0 1 N N N N N N 1.526  16.970 4.632  1.890  -5.705 -0.647 H4   A1A20 27 
A1A20 H5   H5  H  0 1 N N N N N N 1.983  16.177 3.086  3.097  -5.802 0.674  H5   A1A20 28 
A1A20 H6   H6  H  0 1 N N N N N N 1.417  14.593 5.295  0.473  -5.834 1.296  H6   A1A20 29 
A1A20 H7   H7  H  0 1 N N N N N N 2.783  14.138 4.221  1.584  -4.819 2.275  H7   A1A20 30 
A1A20 H8   H8  H  0 1 N N N N N N 5.578  13.811 10.485 -3.205 -0.854 -0.416 H8   A1A20 31 
A1A20 H9   H9  H  0 1 N N N N N N 6.775  11.423 10.627 -2.793 2.069  1.344  H9   A1A20 32 
A1A20 H10  H10 H  0 1 N N N N N N 7.840  10.963 9.256  -2.903 2.565  -0.361 H10  A1A20 33 
A1A20 H11  H11 H  0 1 N N N N N N 9.528  14.669 10.036 -4.855 1.258  -1.950 H11  A1A20 34 
A1A20 H12  H12 H  0 1 N N N N N N 9.822  12.028 12.462 -6.611 1.554  0.657  H12  A1A20 35 
A1A20 H13  H13 H  0 1 N N N N N N 8.766  11.368 7.909  -0.819 3.158  0.605  H13  A1A20 36 
A1A20 H14  H14 H  0 1 N N N N N N 9.716  11.482 5.521  1.548  3.764  0.630  H14  A1A20 37 
A1A20 H15  H15 H  0 1 N N N N N N 6.481  16.908 5.859  0.758  -2.809 -1.748 H15  A1A20 38 
A1A20 H16  H16 H  0 1 N N N N N N 5.153  17.271 7.012  2.028  -1.591 -1.479 H16  A1A20 39 
A1A20 H17  H17 H  0 1 N N N N N N 5.064  15.236 4.680  1.922  -2.123 0.992  H17  A1A20 40 
A1A20 H18  H18 H  0 1 N N N N N N 2.885  15.741 6.817  -0.231 -3.962 -0.046 H18  A1A20 41 
A1A20 H19  H19 H  0 1 N N N N N N 3.722  14.199 6.430  -0.063 -3.206 1.569  H19  A1A20 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 
A1A20 BR14 C13 SING N N 1  
A1A20 C21  C20 SING N N 2  
A1A20 C21  C22 SING N N 3  
A1A20 C20  C19 SING N N 4  
A1A20 C22  C23 SING N N 5  
A1A20 C13  C15 DOUB Y N 6  
A1A20 C13  C12 SING Y N 7  
A1A20 C19  C23 SING N N 8  
A1A20 C19  C18 SING N N 9  
A1A20 C15  C16 SING Y N 10 
A1A20 C12  C11 DOUB Y N 11 
A1A20 C18  N17 SING N N 12 
A1A20 C16  N17 SING N N 13 
A1A20 C16  C10 DOUB Y N 14 
A1A20 C11  C10 SING Y N 15 
A1A20 N17  C02 SING N N 16 
A1A20 C10  C04 SING N N 17 
A1A20 C02  O01 DOUB N N 18 
A1A20 C02  C03 SING N N 19 
A1A20 C04  C03 DOUB N N 20 
A1A20 C04  C05 SING N N 21 
A1A20 C05  P06 SING N N 22 
A1A20 O08  P06 DOUB N N 23 
A1A20 O07  P06 SING N N 24 
A1A20 P06  O09 SING N N 25 
A1A20 C15  H1  SING N N 26 
A1A20 C20  H2  SING N N 27 
A1A20 C20  H3  SING N N 28 
A1A20 C21  H4  SING N N 29 
A1A20 C21  H5  SING N N 30 
A1A20 C22  H6  SING N N 31 
A1A20 C22  H7  SING N N 32 
A1A20 C03  H8  SING N N 33 
A1A20 C05  H9  SING N N 34 
A1A20 C05  H10 SING N N 35 
A1A20 O07  H11 SING N N 36 
A1A20 O09  H12 SING N N 37 
A1A20 C11  H13 SING N N 38 
A1A20 C12  H14 SING N N 39 
A1A20 C18  H15 SING N N 40 
A1A20 C18  H16 SING N N 41 
A1A20 C19  H17 SING N N 42 
A1A20 C23  H18 SING N N 43 
A1A20 C23  H19 SING N N 44 
# 
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 
A1A20 SMILES           ACDLabs              14.52 "O=P(O)(O)CC1=CC(=O)N(CC2CCCC2)c2cc(Br)ccc21"                                                                                   
A1A20 InChI            InChI                1.06  "InChI=1S/C16H19BrNO4P/c17-13-5-6-14-12(10-23(20,21)22)7-16(19)18(15(14)8-13)9-11-3-1-2-4-11/h5-8,11H,1-4,9-10H2,(H2,20,21,22)" 
A1A20 InChIKey         InChI                1.06  WPRIJMVJXZCRGA-UHFFFAOYSA-N                                                                                                     
A1A20 SMILES_CANONICAL CACTVS               3.385 "O[P](O)(=O)CC1=CC(=O)N(CC2CCCC2)c3cc(Br)ccc13"                                                                                 
A1A20 SMILES           CACTVS               3.385 "O[P](O)(=O)CC1=CC(=O)N(CC2CCCC2)c3cc(Br)ccc13"                                                                                 
A1A20 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1Br)N(C(=O)C=C2CP(=O)(O)O)CC3CCCC3"                                                                                   
A1A20 SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1Br)N(C(=O)C=C2CP(=O)(O)O)CC3CCCC3"                                                                                   
# 
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 
A1A20 "SYSTEMATIC NAME" ACDLabs              14.52 "{[7-bromo-1-(cyclopentylmethyl)-2-oxo-1,2-dihydroquinolin-4-yl]methyl}phosphonic acid" 
A1A20 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[7-bromanyl-1-(cyclopentylmethyl)-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 
A1A20 "Create component" 2024-08-21 RCSB 
A1A20 "Initial release"  2025-09-03 RCSB 
# 
