data_A1A0R
# 
_chem_comp.id                                    A1A0R 
_chem_comp.name                                  "(5R)-1-[(7-fluoro-9H-pyrimido[4,5-b]indol-4-yl)amino]-5-phenylpyrrolidin-2-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H16 F N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-08-02 
_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                        361.372 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A0R 
_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        7HC9 
_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 
A1A0R N2  N1  N 0 1 Y N N N N N 15.069 1.013  6.288  -1.777 3.243  1.308  N2  A1A0R 1  
A1A0R C3  C1  C 0 1 Y N N N N N 14.802 4.459  2.781  -2.066 -1.208 -0.724 C3  A1A0R 2  
A1A0R C6  C2  C 0 1 Y N N N N N 15.491 5.697  5.240  -4.660 -0.540 0.031  C6  A1A0R 3  
A1A0R C9  C3  C 0 1 Y N N N N N 14.502 1.066  3.561  -0.099 1.435  0.180  C9  A1A0R 4  
A1A0R C12 C4  C 0 1 Y N N N N N 16.510 -0.758 0.801  3.226  -1.873 1.719  C12 A1A0R 5  
A1A0R C14 C5  C 0 1 Y N N N N N 18.313 0.694  0.086  2.543  -3.969 0.783  C14 A1A0R 6  
A1A0R C17 C6  C 0 1 N N N N N N 13.662 -1.722 0.034  4.511  0.506  -0.352 C17 A1A0R 7  
A1A0R C19 C7  C 0 1 N N N N N N 12.560 -0.775 1.892  2.668  1.689  -1.366 C19 A1A0R 8  
A1A0R C1  C8  C 0 1 Y N N N N N 15.349 6.462  4.072  -4.398 -1.750 -0.580 C1  A1A0R 9  
A1A0R C10 C9  C 0 1 N N R N N N 14.099 -0.243 0.188  3.174  0.236  0.373  C10 A1A0R 10 
A1A0R C11 C10 C 0 1 Y N N N N N 15.577 0.038  0.143  2.950  -1.247 0.519  C11 A1A0R 11 
A1A0R C13 C11 C 0 1 Y N N N N N 17.872 -0.453 0.759  3.025  -3.235 1.851  C13 A1A0R 12 
A1A0R C15 C12 C 0 1 Y N N N N N 17.386 1.503  -0.577 2.262  -3.341 -0.416 C15 A1A0R 13 
A1A0R C16 C13 C 0 1 Y N N N N N 16.030 1.184  -0.528 2.468  -1.981 -0.549 C16 A1A0R 14 
A1A0R C18 C14 C 0 1 N N N N N N 12.312 -1.729 0.750  4.168  1.761  -1.188 C18 A1A0R 15 
A1A0R C2  C15 C 0 1 Y N N N N N 15.010 5.828  2.849  -3.104 -2.083 -0.959 C2  A1A0R 16 
A1A0R C20 C16 C 0 1 Y N N N N N 14.797 2.285  4.173  -1.466 1.152  0.279  C20 A1A0R 17 
A1A0R C4  C17 C 0 1 Y N N N N N 14.926 3.656  3.897  -2.317 0.016  -0.109 C4  A1A0R 18 
A1A0R C5  C18 C 0 1 Y N N N N N 15.273 4.333  5.087  -3.624 0.356  0.273  C5  A1A0R 19 
A1A0R C7  C19 C 0 1 Y N N N N N 15.064 2.132  5.538  -2.313 2.105  0.867  C7  A1A0R 20 
A1A0R C8  C20 C 0 1 Y N N N N N 14.762 -0.084 5.561  -0.486 3.469  1.196  C8  A1A0R 21 
A1A0R F1  F1  F 0 1 N N N N N N 15.542 7.750  4.140  -5.408 -2.617 -0.812 F1  A1A0R 22 
A1A0R N1  N2  N 0 1 Y N N N N N 15.369 3.380  6.165  -3.595 1.613  0.855  N1  A1A0R 23 
A1A0R N3  N3  N 0 1 Y N N N N N 14.478 -0.116 4.236  0.343  2.600  0.649  N3  A1A0R 24 
A1A0R N4  N4  N 0 1 N N N N N N 14.198 1.055  2.222  0.772  0.525  -0.392 N4  A1A0R 25 
A1A0R N5  N5  N 0 1 N N N N N N 13.629 0.086  1.505  2.138  0.825  -0.483 N5  A1A0R 26 
A1A0R O1  O1  O 0 1 N N N N N N 11.965 -0.754 2.941  2.035  2.321  -2.185 O1  A1A0R 27 
A1A0R H3  H1  H 0 1 N N N N N N 14.537 4.011  1.835  -1.060 -1.471 -1.017 H3  A1A0R 28 
A1A0R H4  H2  H 0 1 N N N N N N 15.751 6.137  6.191  -5.669 -0.289 0.320  H4  A1A0R 29 
A1A0R H8  H3  H 0 1 N N N N N N 16.176 -1.624 1.352  3.602  -1.300 2.554  H8  A1A0R 30 
A1A0R H10 H4  H 0 1 N N N N N N 19.362 0.951  0.080  2.386  -5.032 0.886  H10 A1A0R 31 
A1A0R H14 H5  H 0 1 N N N N N N 13.554 -1.999 -1.025 5.306  0.719  0.363  H14 A1A0R 32 
A1A0R H13 H6  H 0 1 N N N N N N 14.376 -2.403 0.520  4.781  -0.331 -0.996 H13 A1A0R 33 
A1A0R H1  H7  H 0 1 N N N N N N 13.584 0.365  -0.570 3.172  0.716  1.352  H1  A1A0R 34 
A1A0R H9  H8  H 0 1 N N N N N N 18.586 -1.101 1.245  3.245  -3.725 2.788  H9  A1A0R 35 
A1A0R H11 H9  H 0 1 N N N N N N 17.719 2.372  -1.125 1.886  -3.915 -1.250 H11 A1A0R 36 
A1A0R H12 H10 H 0 1 N N N N N N 15.315 1.831  -1.015 2.248  -1.490 -1.486 H12 A1A0R 37 
A1A0R H15 H11 H 0 1 N N N N N N 11.509 -1.366 0.092  4.446  2.666  -0.649 H15 A1A0R 38 
A1A0R H16 H12 H 0 1 N N N N N N 12.059 -2.735 1.117  4.669  1.723  -2.155 H16 A1A0R 39 
A1A0R H2  H13 H 0 1 N N N N N N 14.912 6.423  1.953  -2.910 -3.033 -1.436 H2  A1A0R 40 
A1A0R H6  H14 H 0 1 N N N N N N 14.741 -1.027 6.087  -0.088 4.403  1.564  H6  A1A0R 41 
A1A0R H5  H15 H 0 1 N N N N N N 15.595 3.551  7.124  -4.370 2.079  1.204  H5  A1A0R 42 
A1A0R H7  H16 H 0 1 N N N N N N 15.072 1.223  1.766  0.438  -0.320 -0.731 H7  A1A0R 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 
A1A0R C15 C16 DOUB Y N 1  
A1A0R C15 C14 SING Y N 2  
A1A0R C16 C11 SING Y N 3  
A1A0R C17 C10 SING N N 4  
A1A0R C17 C18 SING N N 5  
A1A0R C14 C13 DOUB Y N 6  
A1A0R C11 C10 SING N N 7  
A1A0R C11 C12 DOUB Y N 8  
A1A0R C10 N5  SING N N 9  
A1A0R C18 C19 SING N N 10 
A1A0R C13 C12 SING Y N 11 
A1A0R N5  C19 SING N N 12 
A1A0R N5  N4  SING N N 13 
A1A0R C19 O1  DOUB N N 14 
A1A0R N4  C9  SING N N 15 
A1A0R C3  C2  DOUB Y N 16 
A1A0R C3  C4  SING Y N 17 
A1A0R C2  C1  SING Y N 18 
A1A0R C9  C20 DOUB Y N 19 
A1A0R C9  N3  SING Y N 20 
A1A0R C4  C20 SING Y N 21 
A1A0R C4  C5  DOUB Y N 22 
A1A0R C1  F1  SING N N 23 
A1A0R C1  C6  DOUB Y N 24 
A1A0R C20 C7  SING Y N 25 
A1A0R N3  C8  DOUB Y N 26 
A1A0R C5  C6  SING Y N 27 
A1A0R C5  N1  SING Y N 28 
A1A0R C7  N1  SING Y N 29 
A1A0R C7  N2  DOUB Y N 30 
A1A0R C8  N2  SING Y N 31 
A1A0R C3  H3  SING N N 32 
A1A0R C6  H4  SING N N 33 
A1A0R C12 H8  SING N N 34 
A1A0R C14 H10 SING N N 35 
A1A0R C17 H14 SING N N 36 
A1A0R C17 H13 SING N N 37 
A1A0R C10 H1  SING N N 38 
A1A0R C13 H9  SING N N 39 
A1A0R C15 H11 SING N N 40 
A1A0R C16 H12 SING N N 41 
A1A0R C18 H15 SING N N 42 
A1A0R C18 H16 SING N N 43 
A1A0R C2  H2  SING N N 44 
A1A0R C8  H6  SING N N 45 
A1A0R N1  H5  SING N N 46 
A1A0R N4  H7  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 
A1A0R SMILES           ACDLabs              12.01   "Fc1ccc2c3c(ncnc3[NH]c2c1)NN1C(=O)CCC1c1ccccc1"                                                                                                                
A1A0R InChI            InChI                1.06    "InChI=1S/C20H16FN5O/c21-13-6-7-14-15(10-13)24-19-18(14)20(23-11-22-19)25-26-16(8-9-17(26)27)12-4-2-1-3-5-12/h1-7,10-11,16H,8-9H2,(H2,22,23,24,25)/t16-/m1/s1" 
A1A0R InChIKey         InChI                1.06    TYRMPBYKQUAOMJ-MRXNPFEDSA-N                                                                                                                                    
A1A0R SMILES_CANONICAL CACTVS               3.385   "Fc1ccc2c([nH]c3ncnc(NN4[C@H](CCC4=O)c5ccccc5)c23)c1"                                                                                                          
A1A0R SMILES           CACTVS               3.385   "Fc1ccc2c([nH]c3ncnc(NN4[CH](CCC4=O)c5ccccc5)c23)c1"                                                                                                           
A1A0R SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1ccc(cc1)[C@H]2CCC(=O)N2Nc3c4c5ccc(cc5[nH]c4ncn3)F"                                                                                                          
A1A0R SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1ccc(cc1)C2CCC(=O)N2Nc3c4c5ccc(cc5[nH]c4ncn3)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 
A1A0R "SYSTEMATIC NAME" ACDLabs              12.01   "(5R)-1-[(7-fluoro-9H-pyrimido[4,5-b]indol-4-yl)amino]-5-phenylpyrrolidin-2-one"           
A1A0R "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(5~{R})-1-[(7-fluoranyl-9~{H}-pyrimido[4,5-b]indol-4-yl)amino]-5-phenyl-pyrrolidin-2-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1A0R "Create component" 2024-08-02 RCSB 
A1A0R "Initial release"  2025-08-20 RCSB 
# 
