data_A1AFT
# 
_chem_comp.id                                    A1AFT 
_chem_comp.name                                  "(5M)-5-(3-bromo-4-fluorophenyl)-6-ethynyl-3-[2-(3-fluoro-3-methylazetidin-1-yl)-2-oxoethyl]thieno[2,3-d]pyrimidin-4(3H)-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H14 Br F2 N3 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-02-26 
_chem_comp.pdbx_modified_date                    2025-10-24 
_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                        478.310 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AFT 
_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        9ARE 
_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 
A1AFT C13  C1  C  0 1 N N N N N N 194.310 187.581 130.588 7.540  1.335  0.193  C13  A1AFT 1  
A1AFT C15  C2  C  0 1 N N N N N N 193.210 187.630 128.464 5.525  0.361  -1.069 C15  A1AFT 2  
A1AFT C17  C3  C  0 1 N N N N N N 193.149 185.534 123.539 1.520  -3.530 0.170  C17  A1AFT 3  
A1AFT C20  C4  C  0 1 Y N N N N N 193.309 184.036 121.506 -0.765 -3.492 -0.210 C20  A1AFT 4  
A1AFT C22  C5  C  0 1 Y N N N N N 194.168 180.558 122.299 -2.514 -0.225 0.454  C22  A1AFT 5  
A1AFT C24  C6  C  0 1 Y N N N N N 196.038 179.663 123.466 -3.644 1.346  1.877  C24  A1AFT 6  
A1AFT C01  C7  C  0 1 N N N N N N 193.705 180.764 117.727 -5.645 -2.009 -0.605 C01  A1AFT 7  
A1AFT C02  C8  C  0 1 N N N N N N 193.677 181.249 118.803 -4.502 -2.240 -0.478 C02  A1AFT 8  
A1AFT C03  C9  C  0 1 Y N N N N N 193.611 182.010 120.097 -3.106 -2.523 -0.323 C03  A1AFT 9  
A1AFT C04  C10 C  0 1 Y N N N N N 193.783 181.737 121.505 -2.179 -1.622 0.100  C04  A1AFT 10 
A1AFT C05  C11 C  0 1 Y N N N N N 193.611 183.000 122.348 -0.829 -2.156 0.173  C05  A1AFT 11 
A1AFT C06  C12 C  0 1 N N N N N N 193.694 183.184 123.876 0.385  -1.516 0.575  C06  A1AFT 12 
A1AFT N07  N1  N  0 1 N N N N N N 193.455 184.449 124.448 1.529  -2.228 0.555  N07  A1AFT 13 
A1AFT C08  C13 C  0 1 N N N N N N 193.533 184.589 125.893 2.789  -1.594 0.952  C08  A1AFT 14 
A1AFT C09  C14 C  0 1 N N N N N N 193.322 186.015 126.416 3.444  -0.980 -0.258 C09  A1AFT 15 
A1AFT N10  N2  N  0 1 N N N N N N 193.374 186.331 127.800 4.623  -0.337 -0.133 N10  A1AFT 16 
A1AFT C11  C15 C  0 1 N N N N N N 193.567 185.655 129.084 5.529  -0.050 0.996  C11  A1AFT 17 
A1AFT C12  C16 C  0 1 N N N N N N 193.239 186.937 129.733 6.023  1.144  0.159  C12  A1AFT 18 
A1AFT O16  O1  O  0 1 N N N N N N 193.137 186.989 125.779 2.912  -1.064 -1.345 O16  A1AFT 19 
A1AFT N18  N3  N  0 1 N N N N N N 193.070 185.365 122.080 0.426  -4.130 -0.194 N18  A1AFT 20 
A1AFT O19  O2  O  0 1 N N N N N N 193.955 182.326 124.622 0.386  -0.347 0.920  O19  A1AFT 21 
A1AFT S21  S1  S  0 1 Y N N N N N 193.253 183.538 119.939 -2.363 -4.075 -0.654 S21  A1AFT 22 
A1AFT C23  C17 C  0 1 Y N N N N N 195.480 180.641 122.687 -3.339 0.042  1.548  C23  A1AFT 23 
A1AFT C25  C18 C  0 1 Y N N N N N 195.241 178.621 123.886 -3.133 2.391  1.125  C25  A1AFT 24 
A1AFT C27  C19 C  0 1 Y N N N N N 193.929 178.588 123.514 -2.312 2.133  0.038  C27  A1AFT 25 
A1AFT C29  C20 C  0 1 Y N N N N N 193.346 179.550 122.731 -2.001 0.831  -0.300 C29  A1AFT 26 
A1AFT BR28 BR1 BR 0 0 N N N N N N 192.959 177.107 124.165 -1.619 3.565  -0.984 BR28 A1AFT 27 
A1AFT F14  F1  F  0 1 N N N N N N 192.048 186.854 130.279 5.317  2.328  0.396  F14  A1AFT 28 
A1AFT F26  F2  F  0 1 N N N N N N 195.749 177.631 124.664 -3.435 3.667  1.452  F26  A1AFT 29 
A1AFT H1   H1  H  0 1 N N N N N N 194.356 187.074 131.563 7.858  1.886  -0.692 H1   A1AFT 30 
A1AFT H2   H2  H  0 1 N N N N N N 195.283 187.494 130.083 7.816  1.895  1.087  H2   A1AFT 31 
A1AFT H3   H3  H  0 1 N N N N N N 194.069 188.644 130.739 8.029  0.361  0.210  H3   A1AFT 32 
A1AFT H4   H4  H  0 1 N N N N N N 194.044 188.330 128.308 6.281  -0.285 -1.515 H4   A1AFT 33 
A1AFT H5   H5  H  0 1 N N N N N N 192.259 188.138 128.244 5.006  0.978  -1.804 H5   A1AFT 34 
A1AFT H6   H6  H  0 1 N N N N N N 192.970 186.515 123.953 2.448  -4.081 0.162  H6   A1AFT 35 
A1AFT H7   H7  H  0 1 N N N N N N 197.080 179.708 123.745 -4.283 1.553  2.723  H7   A1AFT 36 
A1AFT H8   H8  H  0 1 N N N N N N 193.730 180.329 116.761 -6.668 -1.802 -0.719 H8   A1AFT 37 
A1AFT H9   H9  H  0 1 N N N N N N 192.763 183.943 126.341 2.588  -0.817 1.689  H9   A1AFT 38 
A1AFT H10  H10 H  0 1 N N N N N N 194.529 184.251 126.216 3.452  -2.342 1.384  H10  A1AFT 39 
A1AFT H11  H11 H  0 1 N N N N N N 192.854 184.842 129.287 5.013  0.239  1.911  H11  A1AFT 40 
A1AFT H12  H12 H  0 1 N N N N N N 194.591 185.298 129.265 6.287  -0.817 1.156  H12  A1AFT 41 
A1AFT H13  H13 H  0 1 N N N N N N 196.078 181.485 122.376 -3.739 -0.772 2.135  H13  A1AFT 42 
A1AFT H14  H14 H  0 1 N N N N N N 192.299 179.516 122.469 -1.362 0.631  -1.147 H14  A1AFT 43 
# 
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 
A1AFT C01 C02  TRIP N N 1  
A1AFT C02 C03  SING N N 2  
A1AFT S21 C03  SING Y N 3  
A1AFT S21 C20  SING Y N 4  
A1AFT C03 C04  DOUB Y N 5  
A1AFT C04 C22  SING N N 6  
A1AFT C04 C05  SING Y N 7  
A1AFT C20 N18  SING N N 8  
A1AFT C20 C05  DOUB Y N 9  
A1AFT N18 C17  DOUB N N 10 
A1AFT C22 C23  DOUB Y N 11 
A1AFT C22 C29  SING Y N 12 
A1AFT C05 C06  SING N N 13 
A1AFT C23 C24  SING Y N 14 
A1AFT C29 C27  DOUB Y N 15 
A1AFT C24 C25  DOUB Y N 16 
A1AFT C27 C25  SING Y N 17 
A1AFT C27 BR28 SING N N 18 
A1AFT C17 N07  SING N N 19 
A1AFT C06 N07  SING N N 20 
A1AFT C06 O19  DOUB N N 21 
A1AFT C25 F26  SING N N 22 
A1AFT N07 C08  SING N N 23 
A1AFT O16 C09  DOUB N N 24 
A1AFT C08 C09  SING N N 25 
A1AFT C09 N10  SING N N 26 
A1AFT N10 C15  SING N N 27 
A1AFT N10 C11  SING N N 28 
A1AFT C15 C12  SING N N 29 
A1AFT C11 C12  SING N N 30 
A1AFT C12 F14  SING N N 31 
A1AFT C12 C13  SING N N 32 
A1AFT C13 H1   SING N N 33 
A1AFT C13 H2   SING N N 34 
A1AFT C13 H3   SING N N 35 
A1AFT C15 H4   SING N N 36 
A1AFT C15 H5   SING N N 37 
A1AFT C17 H6   SING N N 38 
A1AFT C24 H7   SING N N 39 
A1AFT C01 H8   SING N N 40 
A1AFT C08 H9   SING N N 41 
A1AFT C08 H10  SING N N 42 
A1AFT C11 H11  SING N N 43 
A1AFT C11 H12  SING N N 44 
A1AFT C23 H13  SING N N 45 
A1AFT C29 H14  SING N N 46 
# 
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 
A1AFT SMILES           ACDLabs              12.01 "CC1(F)CN(C1)C(=O)CN1C=Nc2sc(C#C)c(c2C1=O)c1ccc(F)c(Br)c1"                                                                                 
A1AFT InChI            InChI                1.06  "InChI=1S/C20H14BrF2N3O2S/c1-3-14-16(11-4-5-13(22)12(21)6-11)17-18(29-14)24-10-25(19(17)28)7-15(27)26-8-20(2,23)9-26/h1,4-6,10H,7-9H2,2H3" 
A1AFT InChIKey         InChI                1.06  YKNBSYYYBWQJQW-UHFFFAOYSA-N                                                                                                                
A1AFT SMILES_CANONICAL CACTVS               3.385 "CC1(F)CN(C1)C(=O)CN2C=Nc3sc(C#C)c(c4ccc(F)c(Br)c4)c3C2=O"                                                                                 
A1AFT SMILES           CACTVS               3.385 "CC1(F)CN(C1)C(=O)CN2C=Nc3sc(C#C)c(c4ccc(F)c(Br)c4)c3C2=O"                                                                                 
A1AFT SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC1(CN(C1)C(=O)CN2C=Nc3c(c(c(s3)C#C)c4ccc(c(c4)Br)F)C2=O)F"                                                                               
A1AFT SMILES           "OpenEye OEToolkits" 2.0.7 "CC1(CN(C1)C(=O)CN2C=Nc3c(c(c(s3)C#C)c4ccc(c(c4)Br)F)C2=O)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 
A1AFT "SYSTEMATIC NAME" ACDLabs              12.01 "(5M)-5-(3-bromo-4-fluorophenyl)-6-ethynyl-3-[2-(3-fluoro-3-methylazetidin-1-yl)-2-oxoethyl]thieno[2,3-d]pyrimidin-4(3H)-one"              
A1AFT "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "5-(3-bromanyl-4-fluoranyl-phenyl)-6-ethynyl-3-[2-(3-fluoranyl-3-methyl-azetidin-1-yl)-2-oxidanylidene-ethyl]thieno[2,3-d]pyrimidin-4-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 
A1AFT "Create component" 2024-02-26 RCSB 
A1AFT "Initial release"  2025-10-29 RCSB 
# 
