data_A1AEO
# 
_chem_comp.id                                    A1AEO 
_chem_comp.name                                  "(4S)-1-{2-fluoro-5-[(4-oxo-3,4-dihydrophthalazin-1-yl)methyl]benzoyl}-4-hydroxy-L-proline" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H18 F N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-02-13 
_chem_comp.pdbx_modified_date                    2025-08-22 
_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                        411.383 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AEO 
_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        8VYH 
_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 
A1AEO N1  N1  N 0 1 N N N N N N 15.281 4.505 10.897 2.934  -0.483 0.271  N1  A1AEO 1  
A1AEO N3  N2  N 0 1 N N N N N N 7.401  4.085 8.776  -2.932 -0.124 1.877  N3  A1AEO 2  
A1AEO C4  C1  C 0 1 N N N N N N 16.396 3.768 11.522 1.695  -1.248 0.500  C4  A1AEO 3  
A1AEO C5  C2  C 0 1 N N N N N N 14.038 4.047 10.699 3.015  0.853  0.113  C5  A1AEO 4  
A1AEO C6  C3  C 0 1 Y N N N N N 12.905 5.035 10.640 1.783  1.664  0.045  C6  A1AEO 5  
A1AEO C7  C4  C 0 1 Y N N N N N 12.148 5.193 9.485  0.645  1.161  -0.590 C7  A1AEO 6  
A1AEO C8  C5  C 0 1 Y N N N N N 11.110 6.112 9.418  -0.502 1.923  -0.650 C8  A1AEO 7  
A1AEO C10 C6  C 0 1 N N N N N N 9.322  5.130 8.022  -2.576 0.637  -0.335 C10 A1AEO 8  
A1AEO C13 C7  C 0 1 Y N N N N N 9.516  4.092 7.055  -3.836 0.023  -0.755 C13 A1AEO 9  
A1AEO C15 C8  C 0 1 Y N N N N N 10.773 3.085 5.283  -5.481 -0.495 -2.418 C15 A1AEO 10 
A1AEO C17 C9  C 0 1 Y N N N N N 8.746  2.039 6.057  -5.808 -1.266 -0.165 C17 A1AEO 11 
A1AEO C20 C10 C 0 1 Y N N N N N 12.587 5.829 11.727 1.747  2.938  0.622  C20 A1AEO 12 
A1AEO C21 C11 C 0 1 N N N N N N 15.700 6.052 8.979  4.746  -1.373 -1.095 C21 A1AEO 13 
A1AEO C1  C12 C 0 1 N N S N N N 17.604 4.626 11.145 2.155  -2.544 1.212  C1  A1AEO 14 
A1AEO C11 C13 C 0 1 N N N N N N 7.434  3.051 7.905  -4.104 -0.727 1.587  C11 A1AEO 15 
A1AEO C12 C14 C 0 1 Y N N N N N 8.576  3.053 6.991  -4.607 -0.667 0.208  C12 A1AEO 16 
A1AEO C14 C15 C 0 1 Y N N N N N 10.615 4.097 6.179  -4.289 0.101  -2.073 C14 A1AEO 17 
A1AEO C16 C16 C 0 1 Y N N N N N 9.829  2.050 5.217  -6.233 -1.180 -1.473 C16 A1AEO 18 
A1AEO C18 C17 C 0 1 Y N N N N N 10.830 6.872 10.540 -0.530 3.186  -0.082 C18 A1AEO 19 
A1AEO C19 C18 C 0 1 Y N N N N N 11.564 6.744 11.701 0.589  3.690  0.554  C19 A1AEO 20 
A1AEO C2  C19 C 0 1 N N N N N N 17.024 6.033 11.151 3.501  -2.832 0.496  C2  A1AEO 21 
A1AEO C3  C20 C 0 1 N N S N N N 15.649 5.866 10.493 4.069  -1.418 0.250  C3  A1AEO 22 
A1AEO C9  C21 C 0 1 N N N N N N 10.294 6.272 8.156  -1.730 1.381  -1.335 C9  A1AEO 23 
A1AEO F1  F1  F 0 1 N N N N N N 13.311 5.699 12.871 2.840  3.431  1.243  F1  A1AEO 24 
A1AEO N2  N3  N 0 1 N N N N N N 8.312  5.112 8.847  -2.192 0.550  0.904  N2  A1AEO 25 
A1AEO O1  O1  O 0 1 N N N N N N 18.033 4.237 9.847  1.221  -3.604 0.992  O1  A1AEO 26 
A1AEO O2  O2  O 0 1 N N N N N N 13.826 2.846 10.569 4.102  1.390  0.026  O2  A1AEO 27 
A1AEO O3  O3  O 0 1 N N N N N N 6.559  2.167 7.934  -4.732 -1.309 2.452  O3  A1AEO 28 
A1AEO O4  O4  O 0 1 N N N N N N 15.976 7.206 8.591  5.996  -1.842 -1.233 O4  A1AEO 29 
A1AEO O5  O5  O 0 1 N N N N N N 15.453 5.077 8.236  4.164  -0.914 -2.049 O5  A1AEO 30 
A1AEO H11 H1  H 0 1 N N N N N N 6.644  4.104 9.429  -2.597 -0.156 2.786  H11 A1AEO 31 
A1AEO H7  H2  H 0 1 N N N N N N 16.273 3.710 12.614 1.015  -0.685 1.139  H7  A1AEO 32 
A1AEO H6  H3  H 0 1 N N N N N N 16.484 2.752 11.109 1.214  -1.484 -0.449 H6  A1AEO 33 
A1AEO H8  H4  H 0 1 N N N N N N 12.373 4.587 8.620  0.664  0.177  -1.034 H8  A1AEO 34 
A1AEO H13 H5  H 0 1 N N N N N N 11.627 3.079 4.622  -5.833 -0.435 -3.438 H13 A1AEO 35 
A1AEO H15 H6  H 0 1 N N N N N N 8.023  1.240 5.993  -6.402 -1.795 0.566  H15 A1AEO 36 
A1AEO H2  H7  H 0 1 N N N N N N 18.401 4.528 11.897 2.308  -2.375 2.278  H2  A1AEO 37 
A1AEO H12 H8  H 0 1 N N N N N N 11.333 4.903 6.217  -3.711 0.632  -2.816 H12 A1AEO 38 
A1AEO H14 H9  H 0 1 N N N N N N 9.957  1.254 4.498  -7.166 -1.640 -1.763 H14 A1AEO 39 
A1AEO H16 H10 H 0 1 N N N N N N 10.017 7.582 10.506 -1.432 3.778  -0.133 H16 A1AEO 40 
A1AEO H17 H11 H 0 1 N N N N N N 11.339 7.348 12.567 0.559  4.676  0.994  H17 A1AEO 41 
A1AEO H3  H12 H 0 1 N N N N N N 17.656 6.720 10.569 4.167  -3.405 1.142  H3  A1AEO 42 
A1AEO H4  H13 H 0 1 N N N N N N 16.923 6.411 12.179 3.333  -3.356 -0.444 H4  A1AEO 43 
A1AEO H5  H14 H 0 1 N N N N N N 14.948 6.594 10.927 4.780  -1.155 1.033  H5  A1AEO 44 
A1AEO H10 H15 H 0 1 N N N N N N 10.967 6.281 7.286  -2.305 2.205  -1.756 H10 A1AEO 45 
A1AEO H9  H16 H 0 1 N N N N N N 9.738  7.220 8.200  -1.430 0.701  -2.133 H9  A1AEO 46 
A1AEO H1  H17 H 0 1 N N N N N N 18.388 3.357 9.881  0.365  -3.468 1.421  H1  A1AEO 47 
A1AEO H18 H18 H 0 1 N N N N N N 15.970 7.231 7.641  6.389  -1.791 -2.115 H18 A1AEO 48 
# 
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 
A1AEO C16 C15 DOUB Y N 1  
A1AEO C16 C17 SING Y N 2  
A1AEO C15 C14 SING Y N 3  
A1AEO C17 C12 DOUB Y N 4  
A1AEO C14 C13 DOUB Y N 5  
A1AEO C12 C13 SING Y N 6  
A1AEO C12 C11 SING N N 7  
A1AEO C13 C10 SING N N 8  
A1AEO C11 O3  DOUB N N 9  
A1AEO C11 N3  SING N N 10 
A1AEO C10 C9  SING N N 11 
A1AEO C10 N2  DOUB N N 12 
A1AEO C9  C8  SING N N 13 
A1AEO O5  C21 DOUB N N 14 
A1AEO O4  C21 SING N N 15 
A1AEO N3  N2  SING N N 16 
A1AEO C21 C3  SING N N 17 
A1AEO C8  C7  DOUB Y N 18 
A1AEO C8  C18 SING Y N 19 
A1AEO C7  C6  SING Y N 20 
A1AEO O1  C1  SING N N 21 
A1AEO C3  N1  SING N N 22 
A1AEO C3  C2  SING N N 23 
A1AEO C18 C19 DOUB Y N 24 
A1AEO O2  C5  DOUB N N 25 
A1AEO C6  C5  SING N N 26 
A1AEO C6  C20 DOUB Y N 27 
A1AEO C5  N1  SING N N 28 
A1AEO N1  C4  SING N N 29 
A1AEO C1  C2  SING N N 30 
A1AEO C1  C4  SING N N 31 
A1AEO C19 C20 SING Y N 32 
A1AEO C20 F1  SING N N 33 
A1AEO N3  H11 SING N N 34 
A1AEO C4  H7  SING N N 35 
A1AEO C4  H6  SING N N 36 
A1AEO C7  H8  SING N N 37 
A1AEO C15 H13 SING N N 38 
A1AEO C17 H15 SING N N 39 
A1AEO C1  H2  SING N N 40 
A1AEO C14 H12 SING N N 41 
A1AEO C16 H14 SING N N 42 
A1AEO C18 H16 SING N N 43 
A1AEO C19 H17 SING N N 44 
A1AEO C2  H3  SING N N 45 
A1AEO C2  H4  SING N N 46 
A1AEO C3  H5  SING N N 47 
A1AEO C9  H10 SING N N 48 
A1AEO C9  H9  SING N N 49 
A1AEO O1  H1  SING N N 50 
A1AEO O4  H18 SING N N 51 
# 
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 
A1AEO SMILES           ACDLabs              12.01 "O=C(O)C1CC(O)CN1C(=O)c1cc(ccc1F)CC1=NNC(=O)c2ccccc21"                                                                                                                       
A1AEO InChI            InChI                1.06  "InChI=1S/C21H18FN3O5/c22-16-6-5-11(8-17-13-3-1-2-4-14(13)19(27)24-23-17)7-15(16)20(28)25-10-12(26)9-18(25)21(29)30/h1-7,12,18,26H,8-10H2,(H,24,27)(H,29,30)/t12-,18-/m0/s1" 
A1AEO InChIKey         InChI                1.06  JKGJSRKNKYMRHL-SGTLLEGYSA-N                                                                                                                                                  
A1AEO SMILES_CANONICAL CACTVS               3.385 "O[C@H]1C[C@H](N(C1)C(=O)c2cc(CC3=NNC(=O)c4ccccc34)ccc2F)C(O)=O"                                                                                                             
A1AEO SMILES           CACTVS               3.385 "O[CH]1C[CH](N(C1)C(=O)c2cc(CC3=NNC(=O)c4ccccc34)ccc2F)C(O)=O"                                                                                                               
A1AEO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)C(=NNC2=O)Cc3ccc(c(c3)C(=O)N4C[C@H](C[C@H]4C(=O)O)O)F"                                                                                                           
A1AEO SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)C(=NNC2=O)Cc3ccc(c(c3)C(=O)N4CC(CC4C(=O)O)O)F"                                                                                                                   
# 
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 
A1AEO "SYSTEMATIC NAME" ACDLabs              12.01 "(4S)-1-{2-fluoro-5-[(4-oxo-3,4-dihydrophthalazin-1-yl)methyl]benzoyl}-4-hydroxy-L-proline"                                              
A1AEO "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S},4~{S})-1-[2-fluoranyl-5-[(4-oxidanylidene-3~{H}-phthalazin-1-yl)methyl]phenyl]carbonyl-4-oxidanyl-pyrrolidine-2-carboxylic 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 
A1AEO "Create component" 2024-02-13 RCSB 
A1AEO "Initial release"  2025-08-27 RCSB 
# 
