data_A1A22
# 
_chem_comp.id                                    A1A22 
_chem_comp.name                                  "[(7-cyclopropyl-6-fluoro-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)methyl]phosphonic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H15 F 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                    2025-10-24 
_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                        311.245 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A22 
_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        9D54 
_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 
A1A22 C13 C1  C 0 1 N N N N N N 7.891  12.131 8.526  -1.123 -0.127 0.033  C13 A1A22 1  
A1A22 C20 C2  C 0 1 N N N N N N 8.654  12.025 6.232  -0.712 2.237  0.032  C20 A1A22 2  
A1A22 C01 C3  C 0 1 N N N N N N 7.846  13.653 4.449  1.501  3.234  0.064  C01 A1A22 3  
A1A22 N02 N1  N 0 1 N N N N N N 7.821  13.151 5.883  0.621  2.064  0.054  N02 A1A22 4  
A1A22 C03 C4  C 0 1 Y N N N N N 6.983  13.839 6.871  1.171  0.799  0.072  C03 A1A22 5  
A1A22 C04 C5  C 0 1 Y N N N N N 6.224  14.965 6.494  2.550  0.621  0.100  C04 A1A22 6  
A1A22 C05 C6  C 0 1 Y N N N N N 5.415  15.622 7.394  3.079  -0.651 0.117  C05 A1A22 7  
A1A22 C06 C7  C 0 1 N N N N N N 4.611  16.834 6.872  4.575  -0.837 0.147  C06 A1A22 8  
A1A22 C07 C8  C 0 1 N N N N N N 5.313  17.924 6.049  5.382  -0.256 -1.015 C07 A1A22 9  
A1A22 C08 C9  C 0 1 N N N N N N 4.186  17.070 5.428  5.437  0.408  0.363  C08 A1A22 10 
A1A22 C09 C10 C 0 1 Y N N N N N 5.408  15.150 8.713  2.248  -1.765 0.108  C09 A1A22 11 
A1A22 F10 F1  F 0 1 N N N N N N 4.644  15.866 9.609  2.785  -3.004 0.126  F10 A1A22 12 
A1A22 C11 C11 C 0 1 Y N N N N N 6.197  14.021 9.122  0.878  -1.612 0.081  C11 A1A22 13 
A1A22 C12 C12 C 0 1 Y N N N N N 7.008  13.325 8.168  0.327  -0.327 0.062  C12 A1A22 14 
A1A22 C14 C13 C 0 1 N N N N N N 7.968  11.683 9.994  -2.063 -1.305 0.023  C14 A1A22 15 
A1A22 P15 P1  P 0 1 N N N N N N 9.182  12.815 10.868 -3.785 -0.707 -0.014 P15 A1A22 16 
A1A22 O16 O1  O 0 1 N N N N N N 9.084  12.513 12.339 -4.056 0.066  -1.400 O16 A1A22 17 
A1A22 O17 O2  O 0 1 N N N N N N 8.787  14.253 10.633 -4.790 -1.959 0.107  O17 A1A22 18 
A1A22 O18 O3  O 0 1 N N N N N N 10.562 12.444 10.342 -4.011 0.217  1.119  O18 A1A22 19 
A1A22 C19 C14 C 0 1 N N N N N N 8.757  11.481 7.623  -1.602 1.142  0.022  C19 A1A22 20 
A1A22 O21 O4  O 0 1 N N N N N N 9.331  11.510 5.423  -1.164 3.369  0.022  O21 A1A22 21 
A1A22 H1  H1  H 0 1 N N N N N N 7.162  14.509 4.348  0.898  4.142  0.052  H1  A1A22 22 
A1A22 H2  H2  H 0 1 N N N N N N 8.867  13.967 4.188  2.116  3.219  0.964  H2  A1A22 23 
A1A22 H3  H3  H 0 1 N N N N N N 7.527  12.846 3.773  2.144  3.214  -0.816 H3  A1A22 24 
A1A22 H4  H4  H 0 1 N N N N N N 6.278  15.321 5.476  3.206  1.479  0.107  H4  A1A22 25 
A1A22 H5  H5  H 0 1 N N N N N N 3.901  17.234 7.611  4.923  -1.773 0.584  H5  A1A22 26 
A1A22 H6  H6  H 0 1 N N N N N N 6.354  17.785 5.723  6.263  -0.809 -1.342 H6  A1A22 27 
A1A22 H7  H7  H 0 1 N N N N N N 5.139  18.986 6.277  4.832  0.261  -1.801 H7  A1A22 28 
A1A22 H8  H8  H 0 1 N N N N N N 3.208  17.525 5.210  4.923  1.362  0.483  H8  A1A22 29 
A1A22 H9  H9  H 0 1 N N N N N N 4.424  16.323 4.656  6.353  0.292  0.942  H9  A1A22 30 
A1A22 H10 H10 H 0 1 N N N N N N 6.179  13.696 10.152 0.235  -2.480 0.073  H10 A1A22 31 
A1A22 H11 H11 H 0 1 N N N N N N 6.976  11.762 10.463 -1.871 -1.914 -0.860 H11 A1A22 32 
A1A22 H12 H12 H 0 1 N N N N N N 8.318  10.642 10.051 -1.905 -1.904 0.919  H12 A1A22 33 
A1A22 H13 H13 H 0 1 N N N N N N 9.907  12.150 12.644 -3.927 -0.480 -2.187 H13 A1A22 34 
A1A22 H14 H14 H 0 1 N N N N N N 9.489  14.705 10.180 -5.726 -1.715 0.094  H14 A1A22 35 
A1A22 H15 H15 H 0 1 N N N N N N 9.422  10.678 7.904  -2.668 1.314  0.005  H15 A1A22 36 
# 
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 
A1A22 C01 N02 SING N N 1  
A1A22 O21 C20 DOUB N N 2  
A1A22 C08 C07 SING N N 3  
A1A22 C08 C06 SING N N 4  
A1A22 N02 C20 SING N N 5  
A1A22 N02 C03 SING N N 6  
A1A22 C07 C06 SING N N 7  
A1A22 C20 C19 SING N N 8  
A1A22 C04 C03 DOUB Y N 9  
A1A22 C04 C05 SING Y N 10 
A1A22 C03 C12 SING Y N 11 
A1A22 C06 C05 SING N N 12 
A1A22 C05 C09 DOUB Y N 13 
A1A22 C19 C13 DOUB N N 14 
A1A22 C12 C13 SING N N 15 
A1A22 C12 C11 DOUB Y N 16 
A1A22 C13 C14 SING N N 17 
A1A22 C09 C11 SING Y N 18 
A1A22 C09 F10 SING N N 19 
A1A22 C14 P15 SING N N 20 
A1A22 O18 P15 DOUB N N 21 
A1A22 O17 P15 SING N N 22 
A1A22 P15 O16 SING N N 23 
A1A22 C01 H1  SING N N 24 
A1A22 C01 H2  SING N N 25 
A1A22 C01 H3  SING N N 26 
A1A22 C04 H4  SING N N 27 
A1A22 C06 H5  SING N N 28 
A1A22 C07 H6  SING N N 29 
A1A22 C07 H7  SING N N 30 
A1A22 C08 H8  SING N N 31 
A1A22 C08 H9  SING N N 32 
A1A22 C11 H10 SING N N 33 
A1A22 C14 H11 SING N N 34 
A1A22 C14 H12 SING N N 35 
A1A22 O16 H13 SING N N 36 
A1A22 O17 H14 SING N N 37 
A1A22 C19 H15 SING N N 38 
# 
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 
A1A22 SMILES           ACDLabs              14.52 "O=P(O)(O)CC1=CC(=O)N(C)c2cc(c(F)cc21)C1CC1"                                                                            
A1A22 InChI            InChI                1.06  "InChI=1S/C14H15FNO4P/c1-16-13-6-10(8-2-3-8)12(15)5-11(13)9(4-14(16)17)7-21(18,19)20/h4-6,8H,2-3,7H2,1H3,(H2,18,19,20)" 
A1A22 InChIKey         InChI                1.06  LWVVYRFECQFPGI-UHFFFAOYSA-N                                                                                             
A1A22 SMILES_CANONICAL CACTVS               3.385 "CN1C(=O)C=C(C[P](O)(O)=O)c2cc(F)c(cc12)C3CC3"                                                                          
A1A22 SMILES           CACTVS               3.385 "CN1C(=O)C=C(C[P](O)(O)=O)c2cc(F)c(cc12)C3CC3"                                                                          
A1A22 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN1c2cc(c(cc2C(=CC1=O)CP(=O)(O)O)F)C3CC3"                                                                              
A1A22 SMILES           "OpenEye OEToolkits" 2.0.7 "CN1c2cc(c(cc2C(=CC1=O)CP(=O)(O)O)F)C3CC3"                                                                              
# 
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 
A1A22 "SYSTEMATIC NAME" ACDLabs              14.52 "[(7-cyclopropyl-6-fluoro-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)methyl]phosphonic acid" 
A1A22 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(7-cyclopropyl-6-fluoranyl-1-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 
A1A22 "Create component" 2024-08-21 RCSB 
A1A22 "Initial release"  2025-10-29 RCSB 
# 
