data_A1A01
# 
_chem_comp.id                                    A1A01 
_chem_comp.name                                  "(5S)-1-[(7-fluoro-9H-pyrimido[4,5-b]indol-4-yl)amino]-5-methylpyrrolidin-2-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H14 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                        299.303 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A01 
_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        7HC6 
_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 
A1A01 N2  N1  N 0 1 N N N N N N 14.383 0.660  2.093  -1.266 0.488  -0.044 N2  A1A01 1  
A1A01 C3  C1  C 0 1 N N N N N N 13.460 -2.261 0.047  -4.849 1.413  0.489  C3  A1A01 2  
A1A01 C6  C2  C 0 1 Y N N N N N 14.552 0.718  3.467  -0.653 -0.743 0.110  C6  A1A01 3  
A1A01 C9  C3  C 0 1 Y N N N N N 14.819 1.944  4.101  0.742  -0.853 0.115  C9  A1A01 4  
A1A01 C12 C4  C 0 1 Y N N N N N 15.255 5.450  2.624  3.149  2.102  -0.279 C12 A1A01 5  
A1A01 C14 C5  C 0 1 Y N N N N N 15.500 5.401  5.066  4.263  -0.012 -0.014 C14 A1A01 6  
A1A01 C1  C6  C 0 1 N N N N N N 15.841 -1.371 0.514  -2.817 2.367  1.642  C1  A1A01 7  
A1A01 C10 C7  C 0 1 Y N N N N N 15.015 3.322  3.765  1.854  0.101  -0.014 C10 A1A01 8  
A1A01 C11 C8  C 0 1 Y N N N N N 15.023 4.082  2.598  1.922  1.482  -0.192 C11 A1A01 9  
A1A01 C13 C9  C 0 1 Y N N N N N 15.491 6.094  3.853  4.317  1.357  -0.191 C13 A1A01 10 
A1A01 C15 C10 C 0 1 Y N N N N N 15.263 4.029  4.980  3.033  -0.655 0.075  C15 A1A01 11 
A1A01 C2  C11 C 0 1 N N S N N N 14.363 -1.018 0.263  -3.457 1.095  1.081  C2  A1A01 12 
A1A01 C4  C12 C 0 1 N N N N N N 12.126 -1.923 0.717  -4.903 0.454  -0.722 C4  A1A01 13 
A1A01 C5  C13 C 0 1 N N N N N N 12.452 -0.828 1.697  -3.450 0.207  -1.065 C5  A1A01 14 
A1A01 C7  C14 C 0 1 Y N N N N N 14.581 -0.379 5.543  -0.795 -3.025 0.409  C7  A1A01 15 
A1A01 C8  C15 C 0 1 Y N N N N N 14.952 1.847  5.519  1.320  -2.123 0.275  C8  A1A01 16 
A1A01 F1  F1  F 0 1 N N N N N N 15.705 7.407  3.851  5.515  1.975  -0.278 F1  A1A01 17 
A1A01 N1  N2  N 0 1 N N N N N N 13.738 -0.325 1.418  -2.664 0.580  -0.041 N1  A1A01 18 
A1A01 N3  N3  N 0 1 Y N N N N N 14.428 -0.427 4.195  -1.377 -1.850 0.262  N3  A1A01 19 
A1A01 N4  N4  N 0 1 Y N N N N N 14.841 0.718  6.294  0.512  -3.174 0.414  N4  A1A01 20 
A1A01 N5  N5  N 0 1 Y N N N N N 15.217 3.094  6.039  2.686  -1.984 0.248  N5  A1A01 21 
A1A01 O1  O1  O 0 1 N N N N N N 11.710 -0.449 2.583  -3.053 -0.260 -2.112 O1  A1A01 22 
A1A01 H9  H1  H 0 1 N N N N N N 15.307 0.679  1.712  -0.727 1.288  -0.149 H9  A1A01 23 
A1A01 H6  H2  H 0 1 N N N N N N 13.314 -2.447 -1.027 -5.638 1.183  1.204  H6  A1A01 24 
A1A01 H5  H3  H 0 1 N N N N N N 13.911 -3.149 0.515  -4.907 2.453  0.167  H5  A1A01 25 
A1A01 H12 H4  H 0 1 N N N N N N 15.254 6.018  1.705  3.202  3.172  -0.417 H12 A1A01 26 
A1A01 H13 H5  H 0 1 N N N N N N 15.679 5.896  6.009  5.177  -0.583 0.053  H13 A1A01 27 
A1A01 H3  H6  H 0 1 N N N N N N 16.420 -0.447 0.658  -3.453 2.777  2.426  H3  A1A01 28 
A1A01 H2  H7  H 0 1 N N N N N N 15.920 -1.997 1.415  -1.837 2.128  2.055  H2  A1A01 29 
A1A01 H4  H8  H 0 1 N N N N N N 16.238 -1.921 -0.351 -2.706 3.100  0.843  H4  A1A01 30 
A1A01 H11 H9  H 0 1 N N N N N N 14.844 3.595  1.651  1.015  2.063  -0.261 H11 A1A01 31 
A1A01 H1  H10 H 0 1 N N N N N N 14.298 -0.377 -0.629 -3.543 0.340  1.862  H1  A1A01 32 
A1A01 H7  H11 H 0 1 N N N N N N 11.397 -1.571 -0.028 -5.394 -0.479 -0.448 H7  A1A01 33 
A1A01 H8  H12 H 0 1 N N N N N N 11.721 -2.802 1.240  -5.418 0.926  -1.560 H8  A1A01 34 
A1A01 H10 H13 H 0 1 N N N N N N 14.485 -1.315 6.073  -1.417 -3.901 0.525  H10 A1A01 35 
A1A01 H14 H14 H 0 1 N N N N N N 15.354 3.304  7.007  3.318  -2.714 0.338  H14 A1A01 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 
A1A01 C3  C2  SING N N 1  
A1A01 C3  C4  SING N N 2  
A1A01 C2  C1  SING N N 3  
A1A01 C2  N1  SING N N 4  
A1A01 C4  C5  SING N N 5  
A1A01 N1  C5  SING N N 6  
A1A01 N1  N2  SING N N 7  
A1A01 C5  O1  DOUB N N 8  
A1A01 N2  C6  SING N N 9  
A1A01 C11 C12 DOUB Y N 10 
A1A01 C11 C10 SING Y N 11 
A1A01 C12 C13 SING Y N 12 
A1A01 C6  C9  DOUB Y N 13 
A1A01 C6  N3  SING Y N 14 
A1A01 C10 C9  SING Y N 15 
A1A01 C10 C15 DOUB Y N 16 
A1A01 F1  C13 SING N N 17 
A1A01 C13 C14 DOUB Y N 18 
A1A01 C9  C8  SING Y N 19 
A1A01 N3  C7  DOUB Y N 20 
A1A01 C15 C14 SING Y N 21 
A1A01 C15 N5  SING Y N 22 
A1A01 C8  N5  SING Y N 23 
A1A01 C8  N4  DOUB Y N 24 
A1A01 C7  N4  SING Y N 25 
A1A01 N2  H9  SING N N 26 
A1A01 C3  H6  SING N N 27 
A1A01 C3  H5  SING N N 28 
A1A01 C12 H12 SING N N 29 
A1A01 C14 H13 SING N N 30 
A1A01 C1  H3  SING N N 31 
A1A01 C1  H2  SING N N 32 
A1A01 C1  H4  SING N N 33 
A1A01 C11 H11 SING N N 34 
A1A01 C2  H1  SING N N 35 
A1A01 C4  H7  SING N N 36 
A1A01 C4  H8  SING N N 37 
A1A01 C7  H10 SING N N 38 
A1A01 N5  H14 SING N N 39 
# 
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 
A1A01 SMILES           ACDLabs              12.01   "Fc1ccc2c3c(ncnc3[NH]c2c1)NN1C(=O)CCC1C"                                                                                                  
A1A01 InChI            InChI                1.06    "InChI=1S/C15H14FN5O/c1-8-2-5-12(22)21(8)20-15-13-10-4-3-9(16)6-11(10)19-14(13)17-7-18-15/h3-4,6-8H,2,5H2,1H3,(H2,17,18,19,20)/t8-/m0/s1" 
A1A01 InChIKey         InChI                1.06    UHALWXUZDPMFAG-QMMMGPOBSA-N                                                                                                               
A1A01 SMILES_CANONICAL CACTVS               3.385   "C[C@H]1CCC(=O)N1Nc2ncnc3[nH]c4cc(F)ccc4c23"                                                                                              
A1A01 SMILES           CACTVS               3.385   "C[CH]1CCC(=O)N1Nc2ncnc3[nH]c4cc(F)ccc4c23"                                                                                               
A1A01 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "C[C@H]1CCC(=O)N1Nc2c3c4ccc(cc4[nH]c3ncn2)F"                                                                                              
A1A01 SMILES           "OpenEye OEToolkits" 3.1.0.0 "CC1CCC(=O)N1Nc2c3c4ccc(cc4[nH]c3ncn2)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 
A1A01 "SYSTEMATIC NAME" ACDLabs              12.01   "(5S)-1-[(7-fluoro-9H-pyrimido[4,5-b]indol-4-yl)amino]-5-methylpyrrolidin-2-one"           
A1A01 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(5~{S})-1-[(7-fluoranyl-9~{H}-pyrimido[4,5-b]indol-4-yl)amino]-5-methyl-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 
A1A01 "Create component" 2024-08-02 RCSB 
A1A01 "Initial release"  2025-08-20 RCSB 
# 
