data_A1A02
# 
_chem_comp.id                                    A1A02 
_chem_comp.name                                  "(5R)-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                     A1A02 
_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        7HC5 
_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 
A1A02 N2  N1  N 0 1 N N N N N N 14.678 0.431  2.127  -1.199 0.662  -0.020 N2  A1A02 1  
A1A02 C3  C1  C 0 1 N N N N N N 13.769 -2.390 -0.053 -4.749 1.681  0.564  C3  A1A02 2  
A1A02 C6  C2  C 0 1 Y N N N N N 14.777 0.606  3.475  -0.642 -0.604 0.006  C6  A1A02 3  
A1A02 C9  C3  C 0 1 Y N N N N N 14.979 1.891  4.024  0.747  -0.775 0.018  C9  A1A02 4  
A1A02 C12 C4  C 0 1 Y N N N N N 15.394 5.415  2.611  3.283  2.097  -0.021 C12 A1A02 5  
A1A02 C14 C5  C 0 1 Y N N N N N 15.498 5.353  5.045  4.302  -0.080 0.026  C14 A1A02 6  
A1A02 C1  C6  C 0 1 N N N N N N 15.652 -0.724 -0.447 -3.568 0.073  2.107  C1  A1A02 7  
A1A02 C10 C7  C 0 1 Y N N N N N 15.150 3.266  3.675  1.900  0.138  0.008  C10 A1A02 8  
A1A02 C11 C8  C 0 1 Y N N N N N 15.199 4.049  2.531  2.030  1.525  -0.018 C11 A1A02 9  
A1A02 C13 C9  C 0 1 Y N N N N N 15.535 6.052  3.849  4.417  1.296  0.001  C13 A1A02 10 
A1A02 C15 C10 C 0 1 Y N N N N N 15.316 3.991  4.897  3.045  -0.674 0.030  C15 A1A02 11 
A1A02 C2  C11 C 0 1 N N R N N N 14.868 -1.520 0.599  -3.383 1.240  1.135  C2  A1A02 12 
A1A02 C4  C12 C 0 1 N N N N N N 12.537 -2.272 0.847  -4.822 0.863  -0.746 C4  A1A02 13 
A1A02 C5  C13 C 0 1 N N N N N N 12.773 -1.050 1.688  -3.375 0.590  -1.094 C5  A1A02 14 
A1A02 C7  C14 C 0 1 Y N N N N N 14.748 -0.360 5.586  -0.886 -2.896 0.053  C7  A1A02 15 
A1A02 C8  C15 C 0 1 Y N N N N N 15.047 1.855  5.434  1.267  -2.078 0.045  C8  A1A02 16 
A1A02 F1  F1  F 0 1 N N N N N N 15.708 7.369  3.869  5.641  1.866  -0.003 F1  A1A02 17 
A1A02 N1  N2  N 0 1 N N N N N N 14.116 -0.637 1.517  -2.592 0.815  -0.025 N1  A1A02 18 
A1A02 N3  N3  N 0 1 Y N N N N N 14.659 -0.518 4.247  -1.415 -1.688 0.027  N3  A1A02 19 
A1A02 N4  N4  N 0 1 Y N N N N N 14.938 0.793  6.248  0.414  -3.102 0.059  N4  A1A02 20 
A1A02 N5  N5  N 0 1 Y N N N N N 15.242 3.113  5.979  2.638  -1.998 0.052  N5  A1A02 21 
A1A02 O1  O1  O 0 1 N N N N N N 11.949 -0.500 2.388  -2.980 0.222  -2.180 O1  A1A02 22 
A1A02 H9  H1  H 0 1 N N N N N N 15.617 0.468  1.785  -0.626 1.444  -0.031 H9  A1A02 23 
A1A02 H5  H2  H 0 1 N N N N N N 13.540 -2.020 -1.063 -5.560 1.410  1.240  H5  A1A02 24 
A1A02 H6  H3  H 0 1 N N N N N N 14.098 -3.438 -0.112 -4.757 2.751  0.356  H6  A1A02 25 
A1A02 H12 H4  H 0 1 N N N N N N 15.438 6.000  1.704  3.384  3.172  -0.041 H12 A1A02 26 
A1A02 H13 H5  H 0 1 N N N N N N 15.602 5.831  6.008  5.190  -0.695 0.043  H13 A1A02 27 
A1A02 H4  H6  H 0 1 N N N N N N 16.422 -0.119 0.054  -4.023 -0.767 1.583  H4  A1A02 28 
A1A02 H3  H7  H 0 1 N N N N N N 16.132 -1.419 -1.152 -2.597 -0.228 2.502  H3  A1A02 29 
A1A02 H2  H8  H 0 1 N N N N N N 14.965 -0.062 -0.995 -4.214 0.382  2.928  H2  A1A02 30 
A1A02 H11 H9  H 0 1 N N N N N N 15.083 3.584  1.563  1.149  2.151  -0.034 H11 A1A02 31 
A1A02 H1  H10 H 0 1 N N N N N N 15.556 -2.164 1.166  -2.897 2.076  1.639  H1  A1A02 32 
A1A02 H7  H11 H 0 1 N N N N N N 11.627 -2.152 0.240  -5.357 -0.073 -0.581 H7  A1A02 33 
A1A02 H8  H12 H 0 1 N N N N N N 12.438 -3.164 1.483  -5.301 1.444  -1.533 H8  A1A02 34 
A1A02 H10 H13 H 0 1 N N N N N N 14.657 -1.253 6.186  -1.546 -3.751 0.065  H10 A1A02 35 
A1A02 H14 H14 H 0 1 N N N N N N 15.315 3.345  6.949  3.237  -2.761 0.069  H14 A1A02 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 
A1A02 C1  C2  SING N N 1  
A1A02 C3  C2  SING N N 2  
A1A02 C3  C4  SING N N 3  
A1A02 C2  N1  SING N N 4  
A1A02 C4  C5  SING N N 5  
A1A02 N1  C5  SING N N 6  
A1A02 N1  N2  SING N N 7  
A1A02 C5  O1  DOUB N N 8  
A1A02 N2  C6  SING N N 9  
A1A02 C11 C12 DOUB Y N 10 
A1A02 C11 C10 SING Y N 11 
A1A02 C12 C13 SING Y N 12 
A1A02 C6  C9  DOUB Y N 13 
A1A02 C6  N3  SING Y N 14 
A1A02 C10 C9  SING Y N 15 
A1A02 C10 C15 DOUB Y N 16 
A1A02 C13 F1  SING N N 17 
A1A02 C13 C14 DOUB Y N 18 
A1A02 C9  C8  SING Y N 19 
A1A02 N3  C7  DOUB Y N 20 
A1A02 C15 C14 SING Y N 21 
A1A02 C15 N5  SING Y N 22 
A1A02 C8  N5  SING Y N 23 
A1A02 C8  N4  DOUB Y N 24 
A1A02 C7  N4  SING Y N 25 
A1A02 N2  H9  SING N N 26 
A1A02 C3  H5  SING N N 27 
A1A02 C3  H6  SING N N 28 
A1A02 C12 H12 SING N N 29 
A1A02 C14 H13 SING N N 30 
A1A02 C1  H4  SING N N 31 
A1A02 C1  H3  SING N N 32 
A1A02 C1  H2  SING N N 33 
A1A02 C11 H11 SING N N 34 
A1A02 C2  H1  SING N N 35 
A1A02 C4  H7  SING N N 36 
A1A02 C4  H8  SING N N 37 
A1A02 C7  H10 SING N N 38 
A1A02 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 
A1A02 SMILES           ACDLabs              12.01   "Fc1ccc2c3c(ncnc3[NH]c2c1)NN1C(=O)CCC1C"                                                                                                  
A1A02 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-/m1/s1" 
A1A02 InChIKey         InChI                1.06    UHALWXUZDPMFAG-MRVPVSSYSA-N                                                                                                               
A1A02 SMILES_CANONICAL CACTVS               3.385   "C[C@@H]1CCC(=O)N1Nc2ncnc3[nH]c4cc(F)ccc4c23"                                                                                             
A1A02 SMILES           CACTVS               3.385   "C[CH]1CCC(=O)N1Nc2ncnc3[nH]c4cc(F)ccc4c23"                                                                                               
A1A02 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "C[C@@H]1CCC(=O)N1Nc2c3c4ccc(cc4[nH]c3ncn2)F"                                                                                             
A1A02 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 
A1A02 "SYSTEMATIC NAME" ACDLabs              12.01   "(5R)-1-[(7-fluoro-9H-pyrimido[4,5-b]indol-4-yl)amino]-5-methylpyrrolidin-2-one"           
A1A02 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(5~{R})-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 
A1A02 "Create component" 2024-08-02 RCSB 
A1A02 "Initial release"  2025-08-20 RCSB 
# 
