data_A1A1R
# 
_chem_comp.id                                    A1A1R 
_chem_comp.name                                  "(8P)-3-(2,6-dichlorophenyl)-1-methyl-8-[1-(1-methylpiperidin-4-yl)-1H-pyrazol-4-yl]-1,2,3,7-tetrahydro-4H-pyrrolo[3',2':5,6]pyrido[4,3-d]pyrimidin-4-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H25 Cl2 N7 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-08-13 
_chem_comp.pdbx_modified_date                    2025-09-05 
_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                        510.418 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A1R 
_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        9D0S 
_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 
A1A1R N1   N1  N  0 1 Y N N N N N 8.055  55.185 24.515 1.995  0.903  0.672  N1   A1A1R 1  
A1A1R N3   N2  N  0 1 Y N N N N N 7.370  55.095 19.869 5.184  -1.654 -1.704 N3   A1A1R 2  
A1A1R C4   C1  C  0 1 Y N N N N N 6.096  54.768 25.520 0.014  0.062  0.057  C4   A1A1R 3  
A1A1R C5   C2  C  0 1 Y N N N N N 5.880  54.763 24.095 1.083  -0.668 -0.623 C5   A1A1R 4  
A1A1R C6   C3  C  0 1 Y N N N N N 7.093  55.029 23.518 2.252  -0.116 -0.216 C6   A1A1R 5  
A1A1R C7   C4  C  0 1 Y N N N N N 7.483  55.127 22.144 3.598  -0.542 -0.660 C7   A1A1R 6  
A1A1R C8   C5  C  0 1 Y N N N N N 8.720  55.447 21.676 4.789  -0.001 -0.265 C8   A1A1R 7  
A1A1R C10  C6  C  0 1 N N N N N N 9.711  55.690 19.348 7.209  -0.420 -0.763 C10  A1A1R 8  
A1A1R C13  C7  C  0 1 N N N N N N 10.430 56.888 17.228 9.236  -0.855 0.628  C13  A1A1R 9  
A1A1R C15  C8  C  0 1 N N N N N N 11.921 55.714 15.652 10.813 0.918  1.109  C15  A1A1R 10 
A1A1R C17  C9  C  0 1 N N N N N N 3.405  53.683 27.884 -3.331 -0.441 -1.212 C17  A1A1R 11 
A1A1R C20  C10 C  0 1 Y N N N N N 2.857  55.445 30.970 -6.344 0.896  -0.811 C20  A1A1R 12 
A1A1R C21  C11 C  0 1 Y N N N N N 2.092  55.432 32.169 -7.716 0.733  -0.835 C21  A1A1R 13 
A1A1R C22  C12 C  0 1 Y N N N N N 1.614  54.222 32.678 -8.294 -0.365 -0.226 C22  A1A1R 14 
A1A1R C24  C13 C  0 1 Y N N N N N 2.656  53.031 30.825 -6.129 -1.148 0.438  C24  A1A1R 15 
A1A1R CL1  CL1 CL 0 0 N N N N N N 3.403  56.929 30.354 -5.619 2.276  -1.576 CL1  A1A1R 16 
A1A1R C23  C14 C  0 1 Y N N N N N 1.901  53.030 32.006 -7.503 -1.304 0.410  C23  A1A1R 17 
A1A1R CL   CL2 CL 0 0 N N N N N N 3.018  51.526 30.063 -5.136 -2.327 1.236  CL   A1A1R 18 
A1A1R C19  C15 C  0 1 Y N N N N N 3.140  54.240 30.306 -5.545 -0.043 -0.169 C19  A1A1R 19 
A1A1R N5   N3  N  0 1 N N N N N N 3.942  54.252 29.122 -4.155 0.119  -0.143 N5   A1A1R 20 
A1A1R C16  C16 C  0 1 N N N N N N 5.244  54.567 29.207 -3.568 0.795  0.874  C16  A1A1R 21 
A1A1R O    O1  O  0 1 N N N N N N 5.821  54.794 30.275 -4.228 1.317  1.752  O    A1A1R 22 
A1A1R C1   C17 C  0 1 Y N N N N N 5.986  54.658 27.950 -2.097 0.873  0.870  C1   A1A1R 23 
A1A1R N6   N4  N  0 1 N N N N N N 3.917  54.353 26.696 -2.062 -0.957 -0.693 N6   A1A1R 24 
A1A1R C18  C18 C  0 1 N N N N N N 3.226  54.143 25.428 -2.270 -2.197 0.067  C18  A1A1R 25 
A1A1R C    C19 C  0 1 Y N N N N N 5.311  54.578 26.695 -1.384 -0.028 0.059  C    A1A1R 26 
A1A1R C3   C20 C  0 1 Y N N N N N 7.479  55.039 25.739 0.641  1.033  0.860  C3   A1A1R 27 
A1A1R N    N5  N  0 1 Y N N N N N 8.126  55.132 26.914 -0.087 1.856  1.613  N    A1A1R 28 
A1A1R C2   C21 C  0 1 Y N N N N N 7.370  54.911 27.994 -1.402 1.806  1.639  C2   A1A1R 29 
A1A1R C9   C22 C  0 1 Y N N N N N 6.665  54.901 20.992 3.886  -1.582 -1.568 C9   A1A1R 30 
A1A1R N2   N6  N  0 1 Y N N N N N 8.638  55.422 20.315 5.772  -0.673 -0.898 N2   A1A1R 31 
A1A1R C14  C23 C  0 1 N N N N N N 9.297  56.698 18.258 7.748  -1.171 0.457  C14  A1A1R 32 
A1A1R N4   N7  N  0 1 N N N N N N 10.909 55.577 16.716 9.413  0.592  0.804  N4   A1A1R 33 
A1A1R C12  C24 C  0 1 N N N N N N 11.374 54.678 17.796 8.946  1.331  -0.377 C12  A1A1R 34 
A1A1R C11  C25 C  0 1 N N N N N N 10.215 54.365 18.758 7.449  1.081  -0.578 C11  A1A1R 35 
A1A1R HN1  H1  H  0 1 N N N N N N 9.023  55.376 24.355 2.671  1.447  1.105  HN1  A1A1R 36 
A1A1R HC5  H2  H  0 1 N N N N N N 4.946  54.585 23.583 0.964  -1.485 -1.319 HC5  A1A1R 37 
A1A1R HC8  H3  H  0 1 N N N N N N 9.595  55.676 22.266 4.919  0.817  0.428  HC8  A1A1R 38 
A1A1R HC10 H4  H  0 0 N N N N N N 10.553 56.139 19.896 7.725  -0.764 -1.660 HC10 A1A1R 39 
A1A1R H132 H5  H  0 0 N N N N N N 11.268 57.415 17.708 9.620  -1.377 1.504  H132 A1A1R 40 
A1A1R H131 H6  H  0 0 N N N N N N 10.054 57.488 16.386 9.781  -1.183 -0.257 H131 A1A1R 41 
A1A1R H152 H7  H  0 0 N N N N N N 12.236 54.716 15.314 11.450 0.585  0.289  H152 A1A1R 42 
A1A1R H151 H8  H  0 0 N N N N N N 11.490 56.268 14.805 10.916 1.995  1.234  H151 A1A1R 43 
A1A1R H153 H9  H  0 0 N N N N N N 12.792 56.261 16.043 11.111 0.415  2.029  H153 A1A1R 44 
A1A1R H172 H10 H  0 0 N N N N N N 2.309  53.778 27.898 -3.876 -1.252 -1.696 H172 A1A1R 45 
A1A1R H171 H11 H  0 0 N N N N N N 3.681  52.619 27.836 -3.122 0.336  -1.947 H171 A1A1R 46 
A1A1R HC21 H12 H  0 0 N N N N N N 1.881  56.357 32.685 -8.337 1.464  -1.330 HC21 A1A1R 47 
A1A1R HC22 H13 H  0 0 N N N N N N 1.027  54.207 33.584 -9.367 -0.490 -0.246 HC22 A1A1R 48 
A1A1R HC23 H14 H  0 0 N N N N N N 1.535  52.094 32.403 -7.957 -2.163 0.881  HC23 A1A1R 49 
A1A1R H181 H15 H  0 0 N N N N N N 2.154  53.984 25.616 -2.778 -2.928 -0.563 H181 A1A1R 50 
A1A1R H183 H16 H  0 0 N N N N N N 3.359  55.027 24.787 -1.306 -2.597 0.381  H183 A1A1R 51 
A1A1R H182 H17 H  0 0 N N N N N N 3.644  53.259 24.925 -2.880 -1.987 0.945  H182 A1A1R 52 
A1A1R HC2  H18 H  0 1 N N N N N N 7.851  54.928 28.961 -1.949 2.496  2.264  HC2  A1A1R 53 
A1A1R HC9  H19 H  0 1 N N N N N N 5.624  54.614 21.023 3.161  -2.209 -2.065 HC9  A1A1R 54 
A1A1R H142 H20 H  0 0 N N N N N N 9.072  57.666 18.729 7.205  -0.857 1.348  H142 A1A1R 55 
A1A1R H141 H21 H  0 0 N N N N N N 8.400  56.324 17.743 7.619  -2.244 0.311  H141 A1A1R 56 
A1A1R H121 H23 H  0 0 N N N N N N 11.744 53.741 17.355 9.119  2.398  -0.230 H121 A1A1R 57 
A1A1R H122 H24 H  0 0 N N N N N N 12.187 55.168 18.352 9.492  0.993  -1.257 H122 A1A1R 58 
A1A1R H112 H25 H  0 0 N N N N N N 9.401  53.867 18.211 7.106  1.616  -1.463 H112 A1A1R 59 
A1A1R H111 H26 H  0 0 N N N N N N 10.569 53.708 19.566 6.901  1.432  0.296  H111 A1A1R 60 
# 
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 
A1A1R C15 N4   SING N N 1  
A1A1R N4  C13  SING N N 2  
A1A1R N4  C12  SING N N 3  
A1A1R C13 C14  SING N N 4  
A1A1R C12 C11  SING N N 5  
A1A1R C14 C10  SING N N 6  
A1A1R C11 C10  SING N N 7  
A1A1R C10 N2   SING N N 8  
A1A1R N3  N2   SING Y N 9  
A1A1R N3  C9   DOUB Y N 10 
A1A1R N2  C8   SING Y N 11 
A1A1R C9  C7   SING Y N 12 
A1A1R C8  C7   DOUB Y N 13 
A1A1R C7  C6   SING N N 14 
A1A1R C6  C5   DOUB Y N 15 
A1A1R C6  N1   SING Y N 16 
A1A1R C5  C4   SING Y N 17 
A1A1R N1  C3   SING Y N 18 
A1A1R C18 N6   SING N N 19 
A1A1R C4  C3   DOUB Y N 20 
A1A1R C4  C    SING Y N 21 
A1A1R C3  N    SING Y N 22 
A1A1R C   N6   SING N N 23 
A1A1R C   C1   DOUB Y N 24 
A1A1R N6  C17  SING N N 25 
A1A1R N   C2   DOUB Y N 26 
A1A1R C17 N5   SING N N 27 
A1A1R C1  C2   SING Y N 28 
A1A1R C1  C16  SING N N 29 
A1A1R N5  C16  SING N N 30 
A1A1R N5  C19  SING N N 31 
A1A1R C16 O    DOUB N N 32 
A1A1R CL  C24  SING N N 33 
A1A1R C19 C24  DOUB Y N 34 
A1A1R C19 C20  SING Y N 35 
A1A1R CL1 C20  SING N N 36 
A1A1R C24 C23  SING Y N 37 
A1A1R C20 C21  DOUB Y N 38 
A1A1R C23 C22  DOUB Y N 39 
A1A1R C21 C22  SING Y N 40 
A1A1R N1  HN1  SING N N 41 
A1A1R C5  HC5  SING N N 42 
A1A1R C8  HC8  SING N N 43 
A1A1R C10 HC10 SING N N 44 
A1A1R C13 H132 SING N N 45 
A1A1R C13 H131 SING N N 46 
A1A1R C15 H152 SING N N 47 
A1A1R C15 H151 SING N N 48 
A1A1R C15 H153 SING N N 49 
A1A1R C17 H172 SING N N 50 
A1A1R C17 H171 SING N N 51 
A1A1R C21 HC21 SING N N 52 
A1A1R C22 HC22 SING N N 53 
A1A1R C23 HC23 SING N N 54 
A1A1R C18 H181 SING N N 55 
A1A1R C18 H183 SING N N 56 
A1A1R C18 H182 SING N N 57 
A1A1R C2  HC2  SING N N 58 
A1A1R C9  HC9  SING N N 59 
A1A1R C14 H142 SING N N 60 
A1A1R C14 H141 SING N N 61 
A1A1R C12 H121 SING N N 62 
A1A1R C12 H122 SING N N 63 
A1A1R C11 H112 SING N N 64 
A1A1R C11 H111 SING N N 65 
# 
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 
A1A1R SMILES           ACDLabs              12.01 "Clc1cccc(Cl)c1N1CN(C)c2c3cc([NH]c3ncc2C1=O)c1cn(nc1)C1CCN(C)CC1"                                                                                                                  
A1A1R InChI            InChI                1.06  "InChI=1S/C25H25Cl2N7O/c1-31-8-6-16(7-9-31)34-13-15(11-29-34)21-10-17-22-18(12-28-24(17)30-21)25(35)33(14-32(22)2)23-19(26)4-3-5-20(23)27/h3-5,10-13,16H,6-9,14H2,1-2H3,(H,28,30)" 
A1A1R InChIKey         InChI                1.06  VJOVQNRPBNUNAA-UHFFFAOYSA-N                                                                                                                                                        
A1A1R SMILES_CANONICAL CACTVS               3.385 "CN1CCC(CC1)n2cc(cn2)c3[nH]c4ncc5C(=O)N(CN(C)c5c4c3)c6c(Cl)cccc6Cl"                                                                                                                
A1A1R SMILES           CACTVS               3.385 "CN1CCC(CC1)n2cc(cn2)c3[nH]c4ncc5C(=O)N(CN(C)c5c4c3)c6c(Cl)cccc6Cl"                                                                                                                
A1A1R SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN1CCC(CC1)n2cc(cn2)c3cc4c5c(cnc4[nH]3)C(=O)N(CN5C)c6c(cccc6Cl)Cl"                                                                                                                
A1A1R SMILES           "OpenEye OEToolkits" 2.0.7 "CN1CCC(CC1)n2cc(cn2)c3cc4c5c(cnc4[nH]3)C(=O)N(CN5C)c6c(cccc6Cl)Cl"                                                                                                                
# 
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 
A1A1R "SYSTEMATIC NAME" ACDLabs              12.01 "(8P)-3-(2,6-dichlorophenyl)-1-methyl-8-[1-(1-methylpiperidin-4-yl)-1H-pyrazol-4-yl]-1,2,3,7-tetrahydro-4H-pyrrolo[3',2':5,6]pyrido[4,3-d]pyrimidin-4-one"        
A1A1R "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "11-[2,6-bis(chloranyl)phenyl]-13-methyl-4-[1-(1-methylpiperidin-4-yl)pyrazol-4-yl]-5,7,11,13-tetrazatricyclo[7.4.0.0^{2,6}]trideca-1(9),2(6),3,7-tetraen-10-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 
A1A1R "Create component" 2024-08-13 RCSB 
A1A1R "Initial release"  2025-09-10 RCSB 
# 
