data_A1A0Z
# 
_chem_comp.id                                    A1A0Z 
_chem_comp.name                                  "(5S)-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                     A1A0Z 
_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        7HC8 
_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 
A1A0Z N2  N1  N 0 1 Y N N N N N 15.083 0.959  6.433  -1.338 -2.892 1.885  N2  A1A0Z 1  
A1A0Z C3  C1  C 0 1 Y N N N N N 14.930 4.489  2.962  -2.204 0.878  -1.125 C3  A1A0Z 2  
A1A0Z C6  C2  C 0 1 Y N N N N N 15.375 5.695  5.486  -4.643 0.275  0.069  C6  A1A0Z 3  
A1A0Z C9  C3  C 0 1 Y N N N N N 14.725 1.080  3.650  0.060  -1.337 0.157  C9  A1A0Z 4  
A1A0Z C12 C4  C 0 1 Y N N N N N 15.547 1.631  -0.470 2.818  1.571  1.938  C12 A1A0Z 5  
A1A0Z C14 C5  C 0 1 Y N N N N N 17.750 2.171  -1.315 2.060  3.768  1.363  C14 A1A0Z 6  
A1A0Z C17 C6  C 0 1 N N N N N N 14.068 -1.468 -0.273 4.505  -0.201 -0.506 C17 A1A0Z 7  
A1A0Z C19 C7  C 0 1 N N N N N N 12.883 -0.616 1.611  2.816  -1.332 -1.808 C19 A1A0Z 8  
A1A0Z C1  C8  C 0 1 Y N N N N N 15.287 6.459  4.327  -4.547 1.305  -0.844 C1  A1A0Z 9  
A1A0Z C10 C9  C 0 1 N N S N N N 15.047 -0.647 0.605  3.129  -0.199 0.195  C10 A1A0Z 10 
A1A0Z C11 C10 C 0 1 Y N N N N N 15.959 0.354  -0.079 2.756  1.202  0.607  C11 A1A0Z 11 
A1A0Z C13 C11 C 0 1 Y N N N N N 16.422 2.531  -1.081 2.470  2.854  2.316  C13 A1A0Z 12 
A1A0Z C15 C12 C 0 1 Y N N N N N 18.187 0.902  -0.929 2.008  3.402  0.031  C15 A1A0Z 13 
A1A0Z C16 C13 C 0 1 Y N N N N N 17.299 0.017  -0.317 2.351  2.117  -0.346 C16 A1A0Z 14 
A1A0Z C18 C14 C 0 1 N N N N N N 12.877 -1.762 0.636  4.311  -1.298 -1.579 C18 A1A0Z 15 
A1A0Z C2  C15 C 0 1 Y N N N N N 15.069 5.856  3.078  -3.330 1.607  -1.441 C2  A1A0Z 16 
A1A0Z C20 C16 C 0 1 Y N N N N N 14.916 2.284  4.302  -1.310 -1.115 0.346  C20 A1A0Z 17 
A1A0Z C4  C17 C 0 1 Y N N N N N 15.002 3.659  4.058  -2.287 -0.164 -0.204 C4  A1A0Z 18 
A1A0Z C5  C18 C 0 1 Y N N N N N 15.231 4.325  5.280  -3.517 -0.470 0.400  C5  A1A0Z 19 
A1A0Z C7  C19 C 0 1 Y N N N N N 15.087 2.103  5.680  -2.009 -1.934 1.245  C7  A1A0Z 20 
A1A0Z C8  C20 C 0 1 Y N N N N N 14.882 -0.121 5.632  -0.050 -3.066 1.678  C8  A1A0Z 21 
A1A0Z F1  F1  F 0 1 N N N N N N 15.416 7.763  4.429  -5.645 2.025  -1.161 F1  A1A0Z 22 
A1A0Z N1  N2  N 0 1 Y N N N N N 15.287 3.352  6.356  -3.323 -1.535 1.265  N1  A1A0Z 23 
A1A0Z N3  N3  N 0 1 Y N N N N N 14.701 -0.122 4.290  0.644  -2.318 0.841  N3  A1A0Z 24 
A1A0Z N4  N4  N 0 1 N N N N N N 14.524 1.051  2.302  0.789  -0.554 -0.720 N4  A1A0Z 25 
A1A0Z N5  N5  N 0 1 N N N N N N 14.147 0.017  1.552  2.180  -0.705 -0.803 N5  A1A0Z 26 
A1A0Z O1  O1  O 0 1 N N N N N N 11.961 -0.285 2.316  2.270  -1.848 -2.761 O1  A1A0Z 27 
A1A0Z H3  H1  H 0 1 N N N N N N 14.760 4.058  1.986  -1.258 1.114  -1.591 H3  A1A0Z 28 
A1A0Z H4  H2  H 0 1 N N N N N N 15.541 6.127  6.462  -5.595 0.047  0.528  H4  A1A0Z 29 
A1A0Z H8  H3  H 0 1 N N N N N N 14.524 1.930  -0.295 3.134  0.855  2.682  H8  A1A0Z 30 
A1A0Z H10 H4  H 0 1 N N N N N N 18.430 2.864  -1.788 1.788  4.771  1.659  H10 A1A0Z 31 
A1A0Z H14 H5  H 0 1 N N N N N N 13.751 -0.884 -1.149 4.709  0.764  -0.968 H14 A1A0Z 32 
A1A0Z H13 H6  H 0 1 N N N N N N 14.540 -2.404 -0.607 5.298  -0.474 0.191  H13 A1A0Z 33 
A1A0Z H1  H7  H 0 1 N N N N N N 15.677 -1.360 1.158  3.148  -0.856 1.065  H1  A1A0Z 34 
A1A0Z H9  H8  H 0 1 N N N N N N 16.070 3.509  -1.374 2.519  3.142  3.355  H9  A1A0Z 35 
A1A0Z H11 H9  H 0 1 N N N N N N 19.211 0.606  -1.104 1.688  4.117  -0.713 H11 A1A0Z 36 
A1A0Z H12 H10 H 0 1 N N N N N N 17.655 -0.958 -0.017 2.310  1.832  -1.387 H12 A1A0Z 37 
A1A0Z H16 H11 H 0 1 N N N N N N 11.940 -1.783 0.061  4.832  -1.030 -2.498 H16 A1A0Z 38 
A1A0Z H15 H12 H 0 1 N N N N N N 13.009 -2.722 1.157  4.661  -2.261 -1.208 H15 A1A0Z 39 
A1A0Z H2  H13 H 0 1 N N N N N N 15.009 6.473  2.194  -3.266 2.414  -2.155 H2  A1A0Z 40 
A1A0Z H6  H14 H 0 1 N N N N N N 14.865 -1.084 6.120  0.460  -3.852 2.215  H6  A1A0Z 41 
A1A0Z H5  H15 H 0 1 N N N N N N 15.430 3.514  7.332  -4.017 -1.941 1.807  H5  A1A0Z 42 
A1A0Z H7  H16 H 0 1 N N N N N N 15.396 1.344  1.910  0.338  0.099  -1.278 H7  A1A0Z 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 
A1A0Z C14 C13 DOUB Y N 1  
A1A0Z C14 C15 SING Y N 2  
A1A0Z C13 C12 SING Y N 3  
A1A0Z C15 C16 DOUB Y N 4  
A1A0Z C12 C11 DOUB Y N 5  
A1A0Z C16 C11 SING Y N 6  
A1A0Z C17 C10 SING N N 7  
A1A0Z C17 C18 SING N N 8  
A1A0Z C11 C10 SING N N 9  
A1A0Z C10 N5  SING N N 10 
A1A0Z C18 C19 SING N N 11 
A1A0Z N5  C19 SING N N 12 
A1A0Z N5  N4  SING N N 13 
A1A0Z C19 O1  DOUB N N 14 
A1A0Z N4  C9  SING N N 15 
A1A0Z C3  C2  DOUB Y N 16 
A1A0Z C3  C4  SING Y N 17 
A1A0Z C2  C1  SING Y N 18 
A1A0Z C9  N3  DOUB Y N 19 
A1A0Z C9  C20 SING Y N 20 
A1A0Z C4  C20 SING Y N 21 
A1A0Z C4  C5  DOUB Y N 22 
A1A0Z N3  C8  SING Y N 23 
A1A0Z C20 C7  DOUB Y N 24 
A1A0Z C1  F1  SING N N 25 
A1A0Z C1  C6  DOUB Y N 26 
A1A0Z C5  C6  SING Y N 27 
A1A0Z C5  N1  SING Y N 28 
A1A0Z C8  N2  DOUB Y N 29 
A1A0Z C7  N1  SING Y N 30 
A1A0Z C7  N2  SING Y N 31 
A1A0Z C3  H3  SING N N 32 
A1A0Z C6  H4  SING N N 33 
A1A0Z C12 H8  SING N N 34 
A1A0Z C14 H10 SING N N 35 
A1A0Z C17 H14 SING N N 36 
A1A0Z C17 H13 SING N N 37 
A1A0Z C10 H1  SING N N 38 
A1A0Z C13 H9  SING N N 39 
A1A0Z C15 H11 SING N N 40 
A1A0Z C16 H12 SING N N 41 
A1A0Z C18 H16 SING N N 42 
A1A0Z C18 H15 SING N N 43 
A1A0Z C2  H2  SING N N 44 
A1A0Z C8  H6  SING N N 45 
A1A0Z N1  H5  SING N N 46 
A1A0Z 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 
A1A0Z SMILES           ACDLabs              12.01   "Fc1ccc2c3c(ncnc3[NH]c2c1)NN1C(=O)CCC1c1ccccc1"                                                                                                                
A1A0Z 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-/m0/s1" 
A1A0Z InChIKey         InChI                1.06    TYRMPBYKQUAOMJ-INIZCTEOSA-N                                                                                                                                    
A1A0Z SMILES_CANONICAL CACTVS               3.385   "Fc1ccc2c([nH]c3ncnc(NN4[C@@H](CCC4=O)c5ccccc5)c23)c1"                                                                                                         
A1A0Z SMILES           CACTVS               3.385   "Fc1ccc2c([nH]c3ncnc(NN4[CH](CCC4=O)c5ccccc5)c23)c1"                                                                                                           
A1A0Z SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1ccc(cc1)[C@@H]2CCC(=O)N2Nc3c4c5ccc(cc5[nH]c4ncn3)F"                                                                                                         
A1A0Z 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 
A1A0Z "SYSTEMATIC NAME" ACDLabs              12.01   "(5S)-1-[(7-fluoro-9H-pyrimido[4,5-b]indol-4-yl)amino]-5-phenylpyrrolidin-2-one"           
A1A0Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(5~{S})-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 
A1A0Z "Create component" 2024-08-02 RCSB 
A1A0Z "Initial release"  2025-08-20 RCSB 
# 
