data_A1A03
# 
_chem_comp.id                                    A1A03 
_chem_comp.name                                  "ethyl {4-[(2-oxopyrrolidin-1-yl)amino]-9H-pyrimido[4,5-b]indol-8-yl}carbamate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H18 N6 O3" 
_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                        354.363 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A03 
_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        7HC4 
_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 
A1A03 O1  O1  O 0 1 N N N N N N 11.820 -1.335 1.838  -4.690 -0.136 -2.061 O1  A1A03 1  
A1A03 C1  C1  C 0 1 N N N N N N 12.884 -1.156 1.298  -5.140 -0.430 -0.974 C1  A1A03 2  
A1A03 C2  C2  C 0 1 N N N N N N 13.497 -2.094 0.304  -6.612 -0.572 -0.654 C2  A1A03 3  
A1A03 C3  C3  C 0 1 N N N N N N 14.853 -1.527 -0.063 -6.637 -1.351 0.681  C3  A1A03 4  
A1A03 C4  C4  C 0 1 N N N N N N 14.979 -0.161 0.667  -5.254 -1.005 1.274  C4  A1A03 5  
A1A03 C5  C5  C 0 1 Y N N N N N 13.957 1.070  3.626  -2.340 0.565  0.157  C5  A1A03 6  
A1A03 C6  C6  C 0 1 Y N N N N N 15.110 0.139  5.446  -2.388 2.870  0.128  C6  A1A03 7  
A1A03 C7  C7  C 0 1 Y N N N N N 14.152 2.151  5.671  -0.313 1.872  0.202  C7  A1A03 8  
A1A03 C8  C8  C 0 1 Y N N N N N 13.641 2.201  4.355  -0.942 0.617  0.198  C8  A1A03 9  
A1A03 C10 C9  C 0 1 Y N N N N N 13.048 4.115  5.434  1.337  0.321  0.270  C10 A1A03 10 
A1A03 C11 C10 C 0 1 Y N N N N N 12.501 5.376  5.739  2.543  -0.381 0.315  C11 A1A03 11 
A1A03 C12 C11 C 0 1 N N N N N N 13.886 6.443  7.406  4.884  -0.275 -0.107 C12 A1A03 12 
A1A03 C13 C12 C 0 1 N N N N N N 15.212 7.463  9.063  7.240  -0.345 -0.483 C13 A1A03 13 
A1A03 C14 C13 C 0 1 N N N N N N 15.143 8.942  9.405  8.485  0.512  -0.246 C14 A1A03 14 
A1A03 C15 C14 C 0 1 Y N N N N N 11.805 5.963  4.657  2.537  -1.765 0.329  C15 A1A03 15 
A1A03 C16 C15 C 0 1 Y N N N N N 11.685 5.302  3.406  1.340  -2.462 0.301  C16 A1A03 16 
A1A03 C17 C16 C 0 1 Y N N N N N 12.253 4.054  3.196  0.141  -1.785 0.259  C17 A1A03 17 
A1A03 C9  C17 C 0 1 Y N N N N N 12.959 3.418  4.216  0.129  -0.390 0.243  C9  A1A03 18 
A1A03 N1  N1  N 0 1 N N N N N N 13.740 -0.044 1.494  -4.403 -0.683 0.122  N1  A1A03 19 
A1A03 N2  N2  N 0 1 N N N N N N 13.531 0.957  2.319  -3.003 -0.650 0.157  N2  A1A03 20 
A1A03 N3  N3  N 0 1 Y N N N N N 14.679 0.049  4.154  -3.017 1.710  0.123  N3  A1A03 21 
A1A03 N4  N4  N 0 1 Y N N N N N 14.897 1.174  6.318  -1.076 2.965  0.167  N4  A1A03 22 
A1A03 N5  N5  N 0 1 N N N N N N 12.682 5.950  6.999  3.759  0.315  0.343  N5  A1A03 23 
A1A03 N6  N6  N 0 1 Y N N N N N 13.801 3.322  6.360  1.045  1.676  0.246  N6  A1A03 24 
A1A03 O2  O2  O 0 1 N N N N N N 13.972 7.018  8.620  6.070  0.349  0.025  O2  A1A03 25 
A1A03 O3  O3  O 0 1 N N N N N N 14.873 6.360  6.686  4.828  -1.369 -0.631 O3  A1A03 26 
A1A03 H1  H1  H 0 1 N N N N N N 12.862 -2.163 -0.591 -7.072 0.409  -0.532 H1  A1A03 27 
A1A03 H2  H2  H 0 1 N N N N N N 13.613 -3.093 0.749  -7.120 -1.135 -1.437 H2  A1A03 28 
A1A03 H3  H3  H 0 1 N N N N N N 15.651 -2.208 0.268  -7.439 -0.993 1.327  H3  A1A03 29 
A1A03 H4  H4  H 0 1 N N N N N N 14.922 -1.383 -1.151 -6.729 -2.423 0.505  H4  A1A03 30 
A1A03 H5  H5  H 0 1 N N N N N N 15.873 -0.147 1.307  -5.332 -0.143 1.937  H5  A1A03 31 
A1A03 H6  H6  H 0 1 N N N N N N 15.036 0.662  -0.061 -4.849 -1.861 1.813  H6  A1A03 32 
A1A03 H8  H7  H 0 1 N N N N N N 15.681 -0.697 5.822  -2.973 3.777  0.100  H8  A1A03 33 
A1A03 H11 H8  H 0 1 N N N N N N 15.504 6.895  9.959  7.121  -0.525 -1.551 H11 A1A03 34 
A1A03 H10 H9  H 0 1 N N N N N N 15.959 7.307  8.271  7.351  -1.298 0.036  H10 A1A03 35 
A1A03 H12 H10 H 0 1 N N N N N N 16.128 9.284  9.754  9.363  -0.009 -0.627 H12 A1A03 36 
A1A03 H13 H11 H 0 1 N N N N N N 14.853 9.512  8.510  8.374  1.464  -0.765 H13 A1A03 37 
A1A03 H14 H12 H 0 1 N N N N N N 14.398 9.100  10.198 8.604  0.692  0.822  H14 A1A03 38 
A1A03 H15 H13 H 0 1 N N N N N N 11.354 6.936  4.785  3.472  -2.305 0.363  H15 A1A03 39 
A1A03 H16 H14 H 0 1 N N N N N N 11.142 5.779  2.604  1.347  -3.542 0.312  H16 A1A03 40 
A1A03 H17 H15 H 0 1 N N N N N N 12.148 3.572  2.235  -0.789 -2.333 0.236  H17 A1A03 41 
A1A03 H7  H16 H 0 1 N N N N N N 13.915 1.755  1.855  -2.499 -1.478 0.182  H7  A1A03 42 
A1A03 H9  H17 H 0 1 N N N N N N 11.903 6.001  7.623  3.791  1.222  0.687  H9  A1A03 43 
A1A03 H18 H18 H 0 1 N N N N N N 14.030 3.556  7.305  1.707  2.386  0.258  H18 A1A03 44 
# 
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 
A1A03 C3  C2  SING N N 1  
A1A03 C3  C4  SING N N 2  
A1A03 C2  C1  SING N N 3  
A1A03 C4  N1  SING N N 4  
A1A03 C1  N1  SING N N 5  
A1A03 C1  O1  DOUB N N 6  
A1A03 N1  N2  SING N N 7  
A1A03 N2  C5  SING N N 8  
A1A03 C17 C16 DOUB Y N 9  
A1A03 C17 C9  SING Y N 10 
A1A03 C16 C15 SING Y N 11 
A1A03 C5  N3  DOUB Y N 12 
A1A03 C5  C8  SING Y N 13 
A1A03 N3  C6  SING Y N 14 
A1A03 C9  C8  SING Y N 15 
A1A03 C9  C10 DOUB Y N 16 
A1A03 C8  C7  DOUB Y N 17 
A1A03 C15 C11 DOUB Y N 18 
A1A03 C10 C11 SING Y N 19 
A1A03 C10 N6  SING Y N 20 
A1A03 C6  N4  DOUB Y N 21 
A1A03 C7  N4  SING Y N 22 
A1A03 C7  N6  SING Y N 23 
A1A03 C11 N5  SING N N 24 
A1A03 O3  C12 DOUB N N 25 
A1A03 N5  C12 SING N N 26 
A1A03 C12 O2  SING N N 27 
A1A03 O2  C13 SING N N 28 
A1A03 C13 C14 SING N N 29 
A1A03 C2  H1  SING N N 30 
A1A03 C2  H2  SING N N 31 
A1A03 C3  H3  SING N N 32 
A1A03 C3  H4  SING N N 33 
A1A03 C4  H5  SING N N 34 
A1A03 C4  H6  SING N N 35 
A1A03 C6  H8  SING N N 36 
A1A03 C13 H11 SING N N 37 
A1A03 C13 H10 SING N N 38 
A1A03 C14 H12 SING N N 39 
A1A03 C14 H13 SING N N 40 
A1A03 C14 H14 SING N N 41 
A1A03 C15 H15 SING N N 42 
A1A03 C16 H16 SING N N 43 
A1A03 C17 H17 SING N N 44 
A1A03 N2  H7  SING N N 45 
A1A03 N5  H9  SING N N 46 
A1A03 N6  H18 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 
A1A03 SMILES           ACDLabs              12.01   "O=C(OCC)Nc1cccc2c3c(ncnc3[NH]c21)NN1CCCC1=O"                                                                                                             
A1A03 InChI            InChI                1.06    "InChI=1S/C17H18N6O3/c1-2-26-17(25)20-11-6-3-5-10-13-15(21-14(10)11)18-9-19-16(13)22-23-8-4-7-12(23)24/h3,5-6,9H,2,4,7-8H2,1H3,(H,20,25)(H2,18,19,21,22)" 
A1A03 InChIKey         InChI                1.06    DTTQNQUZFTVYFL-UHFFFAOYSA-N                                                                                                                               
A1A03 SMILES_CANONICAL CACTVS               3.385   "CCOC(=O)Nc1cccc2c1[nH]c3ncnc(NN4CCCC4=O)c23"                                                                                                             
A1A03 SMILES           CACTVS               3.385   "CCOC(=O)Nc1cccc2c1[nH]c3ncnc(NN4CCCC4=O)c23"                                                                                                             
A1A03 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CCOC(=O)Nc1cccc2c1[nH]c3c2c(ncn3)NN4CCCC4=O"                                                                                                             
A1A03 SMILES           "OpenEye OEToolkits" 3.1.0.0 "CCOC(=O)Nc1cccc2c1[nH]c3c2c(ncn3)NN4CCCC4=O"                                                                                                             
# 
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 
A1A03 "SYSTEMATIC NAME" ACDLabs              12.01   "ethyl {4-[(2-oxopyrrolidin-1-yl)amino]-9H-pyrimido[4,5-b]indol-8-yl}carbamate"                   
A1A03 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "ethyl ~{N}-[4-[(2-oxidanylidenepyrrolidin-1-yl)amino]-9~{H}-pyrimido[4,5-b]indol-8-yl]carbamate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1A03 "Create component" 2024-08-02 RCSB 
A1A03 "Initial release"  2025-08-20 RCSB 
# 
