data_A1A1S
# 
_chem_comp.id                                    A1A1S 
_chem_comp.name                                  "1-[(6R)-6-(2,6-dichlorophenyl)-8-methyl-2-[4-(4-methylpiperazin-1-yl)anilino]-7,8-dihydropteridin-5(6H)-yl]ethan-1-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H29 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                        526.461 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A1S 
_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        9D0Q 
_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 
A1A1S C1   C1  C  0 1 Y N N N N N 27.930 8.172  -10.344 -0.291 0.274  -0.275 C1   A1A1S 1  
A1A1S C5   C2  C  0 1 N N R N N N 30.084 10.701 -8.643  -3.951 -0.445 -0.486 C5   A1A1S 2  
A1A1S C6   C3  C  0 1 N N N N N N 28.103 9.560  -7.687  -2.733 1.678  -0.226 C6   A1A1S 3  
A1A1S C4   C4  C  0 1 N N N N N N 29.838 11.830 -9.697  -3.845 -1.684 0.414  C4   A1A1S 4  
A1A1S C3   C5  C  0 1 Y N N N N N 29.002 10.114 -11.194 -1.519 -1.775 -0.064 C3   A1A1S 5  
A1A1S C2   C6  C  0 1 Y N N N N N 28.604 9.366  -10.090 -1.506 -0.386 -0.217 C2   A1A1S 6  
A1A1S C11  C7  C  0 1 Y N N N N N 31.618 12.117 -4.829  -7.327 1.908  0.668  C11  A1A1S 7  
A1A1S C12  C8  C  0 1 Y N N N N N 32.163 10.982 -5.442  -7.256 1.380  -0.608 C12  A1A1S 8  
A1A1S C13  C9  C  0 1 Y N N N N N 31.647 10.513 -6.649  -6.163 0.618  -0.982 C13  A1A1S 9  
A1A1S C14  C10 C  0 1 N N N N N N 29.832 12.181 -12.193 -2.551 -3.681 0.842  C14  A1A1S 10 
A1A1S C15  C11 C  0 1 Y N N N N N 27.614 8.949  -15.035 3.196  -1.760 0.133  C15  A1A1S 11 
A1A1S C16  C12 C  0 1 Y N N N N N 27.941 10.325 -15.125 4.356  -2.332 -0.372 C16  A1A1S 12 
A1A1S CL1  CL1 CL 0 0 N N N N N N 28.655 13.137 -7.312  -3.924 0.634  2.326  CL1  A1A1S 13 
A1A1S C9   C13 C  0 1 Y N N N N N 30.020 12.333 -6.643  -5.210 0.919  1.195  C9   A1A1S 14 
A1A1S C10  C14 C  0 1 Y N N N N N 30.544 12.786 -5.422  -6.303 1.680  1.568  C10  A1A1S 15 
A1A1S CL   CL2 CL 0 0 N N N N N N 32.283 9.084  -7.333  -6.074 -0.045 -2.584 CL   A1A1S 16 
A1A1S C8   C15 C  0 1 Y N N N N N 30.596 11.196 -7.282  -5.141 0.385  -0.079 C8   A1A1S 17 
A1A1S N2   N1  N  0 1 N N N N N N 29.771 11.291 -11.041 -2.699 -2.493 -0.009 N2   A1A1S 18 
A1A1S N    N2  N  0 1 Y N N N N N 28.684 9.746  -12.421 -0.355 -2.415 0.016  N    A1A1S 19 
A1A1S N3   N3  N  0 1 N N N N N N 28.925 9.803  -8.769  -2.711 0.333  -0.305 N3   A1A1S 20 
A1A1S C7   C16 C  0 1 N N N N N N 26.699 9.021  -7.952  -3.886 2.449  -0.815 C7   A1A1S 21 
A1A1S O    O1  O  0 1 N N N N N N 28.438 9.794  -6.526  -1.824 2.268  0.320  O    A1A1S 22 
A1A1S N1   N4  N  0 1 Y N N N N N 27.652 7.756  -11.584 0.828  -0.433 -0.184 N1   A1A1S 23 
A1A1S C    C17 C  0 1 Y N N N N N 27.986 8.618  -12.540 0.788  -1.749 -0.040 C    A1A1S 24 
A1A1S N4   N5  N  0 1 N N N N N N 27.569 8.273  -13.803 1.980  -2.451 0.048  N4   A1A1S 25 
A1A1S C20  C18 C  0 1 Y N N N N N 27.286 8.241  -16.200 3.241  -0.506 0.728  C20  A1A1S 26 
A1A1S C19  C19 C  0 1 Y N N N N N 27.285 8.883  -17.442 4.439  0.175  0.812  C19  A1A1S 27 
A1A1S C18  C20 C  0 1 Y N N N N N 27.597 10.257 -17.537 5.599  -0.394 0.302  C18  A1A1S 28 
A1A1S C17  C21 C  0 1 Y N N N N N 27.929 10.971 -16.362 5.555  -1.651 -0.287 C17  A1A1S 29 
A1A1S N5   N6  N  0 1 N N N N N N 27.546 10.918 -18.795 6.813  0.297  0.387  N5   A1A1S 30 
A1A1S C24  C22 C  0 1 N N N N N N 27.780 12.355 -18.781 7.906  -0.484 -0.211 C24  A1A1S 31 
A1A1S C23  C23 C  0 1 N N N N N N 27.218 12.960 -20.068 9.226  0.269  -0.028 C23  A1A1S 32 
A1A1S N6   N7  N  0 1 N N N N N N 27.849 12.321 -21.243 9.123  1.593  -0.656 N6   A1A1S 33 
A1A1S C25  C24 C  0 1 N N N N N N 27.459 12.991 -22.505 10.398 2.318  -0.567 C25  A1A1S 34 
A1A1S C22  C25 C  0 1 N N N N N N 27.629 10.849 -21.273 8.031  2.373  -0.058 C22  A1A1S 35 
A1A1S C21  C26 C  0 1 N N N N N N 28.000 10.137 -19.950 6.710  1.621  -0.242 C21  A1A1S 36 
A1A1S HC1  H1  H  0 1 N N N N N N 27.621 7.561  -9.509  -0.254 1.346  -0.396 HC1  A1A1S 37 
A1A1S HC5  H2  H  0 1 N N N N N N 30.928 10.131 -9.058  -4.049 -0.749 -1.528 HC5  A1A1S 38 
A1A1S H4_2 H3  H  0 0 N N N N N N 30.662 12.556 -9.643  -3.708 -1.371 1.449  H4_2 A1A1S 39 
A1A1S H4_1 H4  H  0 0 N N N N N N 28.889 12.335 -9.466  -4.758 -2.273 0.331  H4_1 A1A1S 40 
A1A1S HC11 H5  H  0 0 N N N N N N 32.028 12.476 -3.897  -8.180 2.502  0.959  HC11 A1A1S 41 
A1A1S HC12 H6  H  0 0 N N N N N N 32.989 10.466 -4.976  -8.054 1.561  -1.312 HC12 A1A1S 42 
A1A1S H141 H7  H  0 0 N N N N N N 30.456 13.054 -11.950 -2.350 -3.372 1.867  H141 A1A1S 43 
A1A1S H143 H8  H  0 0 N N N N N N 30.270 11.645 -13.048 -3.471 -4.266 0.812  H143 A1A1S 44 
A1A1S H142 H9  H  0 0 N N N N N N 28.817 12.516 -12.451 -1.723 -4.289 0.477  H142 A1A1S 45 
A1A1S HC16 H10 H  0 0 N N N N N N 28.200 10.876 -14.233 4.322  -3.309 -0.830 HC16 A1A1S 46 
A1A1S HC10 H11 H  0 0 N N N N N N 30.116 13.653 -4.940  -6.357 2.097  2.563  HC10 A1A1S 47 
A1A1S H7_2 H12 H  0 0 N N N N N N 26.160 8.915  -6.999  -4.024 2.157  -1.856 H7_2 A1A1S 48 
A1A1S H7_1 H13 H  0 0 N N N N N N 26.155 9.720  -8.605  -4.794 2.231  -0.253 H7_1 A1A1S 49 
A1A1S H7_3 H14 H  0 0 N N N N N N 26.770 8.040  -8.444  -3.674 3.517  -0.762 H7_3 A1A1S 50 
A1A1S HN4  H15 H  0 1 N N N N N N 27.153 7.365  -13.856 1.973  -3.421 0.050  HN4  A1A1S 51 
A1A1S HC20 H16 H  0 0 N N N N N N 27.033 7.193  -16.138 2.339  -0.064 1.124  HC20 A1A1S 52 
A1A1S HC19 H17 H  0 0 N N N N N N 27.044 8.325  -18.334 4.474  1.151  1.274  HC19 A1A1S 53 
A1A1S HC17 H18 H  0 0 N N N N N N 28.174 12.021 -16.422 6.456  -2.094 -0.683 HC17 A1A1S 54 
A1A1S H242 H19 H  0 0 N N N N N N 28.860 12.553 -18.721 7.969  -1.455 0.279  H242 A1A1S 55 
A1A1S H241 H20 H  0 0 N N N N N N 27.276 12.803 -17.912 7.712  -0.625 -1.275 H241 A1A1S 56 
A1A1S H232 H21 H  0 0 N N N N N N 27.426 14.040 -20.085 9.433  0.386  1.036  H232 A1A1S 57 
A1A1S H231 H22 H  0 0 N N N N N N 26.131 12.796 -20.104 10.033 -0.294 -0.495 H231 A1A1S 58 
A1A1S H251 H24 H  0 0 N N N N N N 27.645 14.072 -22.420 11.176 1.749  -1.076 H251 A1A1S 59 
A1A1S H253 H25 H  0 0 N N N N N N 28.052 12.582 -23.336 10.294 3.295  -1.040 H253 A1A1S 60 
A1A1S H252 H26 H  0 0 N N N N N N 26.390 12.817 -22.697 10.669 2.448  0.480  H252 A1A1S 61 
A1A1S H221 H27 H  0 0 N N N N N N 26.566 10.661 -21.482 8.224  2.514  1.005  H221 A1A1S 62 
A1A1S H222 H28 H  0 0 N N N N N N 28.242 10.423 -22.081 7.967  3.345  -0.549 H222 A1A1S 63 
A1A1S H212 H29 H  0 0 N N N N N N 27.522 9.147  -19.927 6.503  1.504  -1.306 H212 A1A1S 64 
A1A1S H211 H30 H  0 0 N N N N N N 29.092 10.018 -19.898 5.903  2.184  0.226  H211 A1A1S 65 
# 
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 
A1A1S C25 N6   SING N N 1  
A1A1S C22 N6   SING N N 2  
A1A1S C22 C21  SING N N 3  
A1A1S N6  C23  SING N N 4  
A1A1S C23 C24  SING N N 5  
A1A1S C21 N5   SING N N 6  
A1A1S N5  C24  SING N N 7  
A1A1S N5  C18  SING N N 8  
A1A1S C18 C19  DOUB Y N 9  
A1A1S C18 C17  SING Y N 10 
A1A1S C19 C20  SING Y N 11 
A1A1S C17 C16  DOUB Y N 12 
A1A1S C20 C15  DOUB Y N 13 
A1A1S C16 C15  SING Y N 14 
A1A1S C15 N4   SING N N 15 
A1A1S N4  C    SING N N 16 
A1A1S C   N    DOUB Y N 17 
A1A1S C   N1   SING Y N 18 
A1A1S N   C3   SING Y N 19 
A1A1S C14 N2   SING N N 20 
A1A1S N1  C1   DOUB Y N 21 
A1A1S C3  N2   SING N N 22 
A1A1S C3  C2   DOUB Y N 23 
A1A1S N2  C4   SING N N 24 
A1A1S C1  C2   SING Y N 25 
A1A1S C2  N3   SING N N 26 
A1A1S C4  C5   SING N N 27 
A1A1S N3  C5   SING N N 28 
A1A1S N3  C6   SING N N 29 
A1A1S C5  C8   SING N N 30 
A1A1S C7  C6   SING N N 31 
A1A1S C6  O    DOUB N N 32 
A1A1S CL  C13  SING N N 33 
A1A1S CL1 C9   SING N N 34 
A1A1S C8  C13  DOUB Y N 35 
A1A1S C8  C9   SING Y N 36 
A1A1S C13 C12  SING Y N 37 
A1A1S C9  C10  DOUB Y N 38 
A1A1S C12 C11  DOUB Y N 39 
A1A1S C10 C11  SING Y N 40 
A1A1S C1  HC1  SING N N 41 
A1A1S C5  HC5  SING N N 42 
A1A1S C4  H4_2 SING N N 43 
A1A1S C4  H4_1 SING N N 44 
A1A1S C11 HC11 SING N N 45 
A1A1S C12 HC12 SING N N 46 
A1A1S C14 H141 SING N N 47 
A1A1S C14 H143 SING N N 48 
A1A1S C14 H142 SING N N 49 
A1A1S C16 HC16 SING N N 50 
A1A1S C10 HC10 SING N N 51 
A1A1S C7  H7_2 SING N N 52 
A1A1S C7  H7_1 SING N N 53 
A1A1S C7  H7_3 SING N N 54 
A1A1S N4  HN4  SING N N 55 
A1A1S C20 HC20 SING N N 56 
A1A1S C19 HC19 SING N N 57 
A1A1S C17 HC17 SING N N 58 
A1A1S C24 H242 SING N N 59 
A1A1S C24 H241 SING N N 60 
A1A1S C23 H232 SING N N 61 
A1A1S C23 H231 SING N N 62 
A1A1S C25 H251 SING N N 63 
A1A1S C25 H253 SING N N 64 
A1A1S C25 H252 SING N N 65 
A1A1S C22 H221 SING N N 66 
A1A1S C22 H222 SING N N 67 
A1A1S C21 H212 SING N N 68 
A1A1S C21 H211 SING N N 69 
# 
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 
A1A1S SMILES           ACDLabs              12.01 "CN1CCN(CC1)c1ccc(Nc2nc3N(C)CC(c4c(Cl)cccc4Cl)N(C(C)=O)c3cn2)cc1"                                                                                                                                
A1A1S InChI            InChI                1.06  "InChI=1S/C26H29Cl2N7O/c1-17(36)35-22-15-29-26(30-18-7-9-19(10-8-18)34-13-11-32(2)12-14-34)31-25(22)33(3)16-23(35)24-20(27)5-4-6-21(24)28/h4-10,15,23H,11-14,16H2,1-3H3,(H,29,30,31)/t23-/m0/s1" 
A1A1S InChIKey         InChI                1.06  FHEYPSZFLCZUKW-QHCPKHFHSA-N                                                                                                                                                                      
A1A1S SMILES_CANONICAL CACTVS               3.385 "CN1CCN(CC1)c2ccc(Nc3ncc4N([C@@H](CN(C)c4n3)c5c(Cl)cccc5Cl)C(C)=O)cc2"                                                                                                                           
A1A1S SMILES           CACTVS               3.385 "CN1CCN(CC1)c2ccc(Nc3ncc4N([CH](CN(C)c4n3)c5c(Cl)cccc5Cl)C(C)=O)cc2"                                                                                                                             
A1A1S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(=O)N1c2cnc(nc2N(C[C@H]1c3c(cccc3Cl)Cl)C)Nc4ccc(cc4)N5CCN(CC5)C"                                                                                                                              
A1A1S SMILES           "OpenEye OEToolkits" 2.0.7 "CC(=O)N1c2cnc(nc2N(CC1c3c(cccc3Cl)Cl)C)Nc4ccc(cc4)N5CCN(CC5)C"                                                                                                                                  
# 
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 
A1A1S "SYSTEMATIC NAME" ACDLabs              12.01 "1-[(6R)-6-(2,6-dichlorophenyl)-8-methyl-2-[4-(4-methylpiperazin-1-yl)anilino]-7,8-dihydropteridin-5(6H)-yl]ethan-1-one"         
A1A1S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "1-[(6~{R})-6-[2,6-bis(chloranyl)phenyl]-8-methyl-2-[[4-(4-methylpiperazin-1-yl)phenyl]amino]-6,7-dihydropteridin-5-yl]ethanone" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1A1S "Create component" 2024-08-13 RCSB 
A1A1S "Initial release"  2025-09-10 RCSB 
# 
