data_A1IHD
# 
_chem_comp.id                                    A1IHD 
_chem_comp.name                                  "1-[(3~{R})-3-[4-[(3-chloranyl-4-fluoranyl-phenyl)amino]-7-methoxy-quinazolin-6-yl]oxypyrrolidin-1-yl]prop-2-en-1-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H20 Cl F N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-07-08 
_chem_comp.pdbx_modified_date                    2025-07-11 
_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                        442.871 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IHD 
_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        9FZS 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
A1IHD C4  C1  C  0 1 N N N N N N -47.974 3.688  19.307 4.661  1.977  -1.340 C4  A1IHD 1  
A1IHD C14 C2  C  0 1 Y N N N N N -52.259 -0.235 28.303 -5.137 2.157  -0.617 C14 A1IHD 2  
A1IHD C5  C3  C  0 1 N N N N N N -48.947 2.744  18.639 4.642  0.444  -1.558 C5  A1IHD 3  
A1IHD C6  C4  C  0 1 N N R N N N -49.534 1.964  19.812 3.312  0.047  -0.864 C6  A1IHD 4  
A1IHD C11 C5  C  0 1 Y N N N N N -52.124 0.068  25.562 -2.718 0.810  -0.611 C11 A1IHD 5  
A1IHD C7  C6  C  0 1 Y N N N N N -51.037 0.032  19.961 2.172  -1.941 -0.227 C7  A1IHD 6  
A1IHD C8  C7  C  0 1 Y N N N N N -51.293 0.120  21.305 1.007  -1.240 -0.358 C8  A1IHD 7  
A1IHD C9  C8  C  0 1 Y N N N N N -52.400 -0.568 21.863 -0.218 -1.891 -0.167 C9  A1IHD 8  
A1IHD C10 C9  C  0 1 Y N N N N N -52.787 -0.552 23.250 -1.453 -1.213 -0.291 C10 A1IHD 9  
A1IHD C12 C10 C  0 1 Y N N N N N -52.231 1.184  26.389 -2.946 1.828  -1.528 C12 A1IHD 10 
A1IHD C13 C11 C  0 1 Y N N N N N -52.304 1.039  27.769 -4.153 2.498  -1.529 C13 A1IHD 11 
A1IHD N1  N1  N  0 1 N N N N N N -47.472 2.908  20.453 4.092  2.174  0.006  N1  A1IHD 12 
A1IHD N2  N2  N  0 1 N N N N N N -52.065 0.183  24.155 -1.496 0.130  -0.609 N2  A1IHD 13 
A1IHD C3  C12 C  0 1 N N N N N N -46.345 3.202  21.143 4.313  3.237  0.804  C3  A1IHD 14 
A1IHD N3  N3  N  0 1 Y N N N N N -53.861 -1.220 23.668 -2.570 -1.902 -0.095 N3  A1IHD 15 
A1IHD C1  C13 C  0 1 N N N N N N -45.082 3.004  23.180 5.408  5.378  1.139  C1  A1IHD 16 
A1IHD C2  C14 C  0 1 N N N N N N -46.173 2.841  22.452 5.189  4.328  0.351  C2  A1IHD 17 
A1IHD O1  O1  O  0 1 N N N N N N -45.437 3.781  20.554 3.789  3.295  1.900  O1  A1IHD 18 
A1IHD O2  O2  O  0 1 N N N N N N -49.990 0.669  19.341 3.362  -1.308 -0.412 O2  A1IHD 19 
A1IHD F1  F1  F  0 1 N N N N N N -52.328 -0.390 29.646 -6.318 2.814  -0.620 F1  A1IHD 20 
A1IHD C15 C15 C  0 1 Y N N N N N -52.173 -1.359 27.510 -4.914 1.138  0.296  C15 A1IHD 21 
A1IHD CL1 CL1 CL 0 0 N N N N N N -52.121 -2.955 28.199 -6.152 0.707  1.434  CL1 A1IHD 22 
A1IHD C16 C16 C  0 1 Y N N N N N -52.103 -1.213 26.131 -3.707 0.465  0.300  C16 A1IHD 23 
A1IHD C17 C17 C  0 1 Y N N N N N -54.567 -1.905 22.742 -2.544 -3.189 0.210  C17 A1IHD 24 
A1IHD N4  N4  N  0 1 Y N N N N N -54.327 -2.032 21.458 -1.429 -3.869 0.338  N4  A1IHD 25 
A1IHD C18 C18 C  0 1 Y N N N N N -53.208 -1.364 21.004 -0.242 -3.270 0.161  C18 A1IHD 26 
A1IHD C19 C19 C  0 1 Y N N N N N -52.918 -1.420 19.625 0.965  -3.968 0.290  C19 A1IHD 27 
A1IHD C20 C20 C  0 1 Y N N N N N -51.862 -0.738 19.117 2.157  -3.303 0.103  C20 A1IHD 28 
A1IHD O3  O3  O  0 1 N N N N N N -51.486 -0.764 17.804 3.329  -3.978 0.228  O3  A1IHD 29 
A1IHD C21 C21 C  0 1 N N N N N N -52.102 -1.727 16.948 3.247  -5.367 0.554  C21 A1IHD 30 
A1IHD C22 C22 C  0 1 N N N N N N -48.333 1.741  20.721 3.243  1.020  0.333  C22 A1IHD 31 
A1IHD H1  H1  H  0 1 N N N N N N -47.154 3.956  18.624 5.683  2.353  -1.378 H1  A1IHD 32 
A1IHD H2  H2  H  0 1 N N N N N N -48.483 4.602  19.646 4.046  2.477  -2.088 H2  A1IHD 33 
A1IHD H3  H3  H  0 1 N N N N N N -49.731 3.299  18.102 4.616  0.201  -2.620 H3  A1IHD 34 
A1IHD H4  H4  H  0 1 N N N N N N -48.428 2.073  17.939 5.493  -0.031 -1.071 H4  A1IHD 35 
A1IHD H5  H5  H  0 1 N N N N N N -50.326 2.534  20.320 2.466  0.201  -1.535 H5  A1IHD 36 
A1IHD H6  H6  H  0 1 N N N N N N -50.651 0.714  21.939 1.031  -0.190 -0.607 H6  A1IHD 37 
A1IHD H7  H7  H  0 1 N N N N N N -52.257 2.172  25.953 -2.178 2.098  -2.238 H7  A1IHD 38 
A1IHD H8  H8  H  0 1 N N N N N N -52.394 1.903  28.410 -4.330 3.290  -2.243 H8  A1IHD 39 
A1IHD H9  H9  H  0 1 N N N N N N -51.436 0.866  23.783 -0.678 0.601  -0.831 H9  A1IHD 40 
A1IHD H10 H10 H  0 1 N N N N N N -44.207 3.464  22.746 4.942  5.428  2.112  H10 A1IHD 41 
A1IHD H11 H11 H  0 1 N N N N N N -45.066 2.677  24.209 6.051  6.179  0.805  H11 A1IHD 42 
A1IHD H12 H12 H  0 1 N N N N N N -47.016 2.375  22.940 5.655  4.278  -0.622 H12 A1IHD 43 
A1IHD H13 H13 H  0 1 N N N N N N -52.032 -2.085 25.498 -3.532 -0.327 1.014  H13 A1IHD 44 
A1IHD H14 H14 H  0 1 N N N N N N -55.446 -2.416 23.107 -3.482 -3.703 0.360  H14 A1IHD 45 
A1IHD H15 H15 H  0 1 N N N N N N -53.541 -2.010 18.969 0.962  -5.019 0.540  H15 A1IHD 46 
A1IHD H16 H16 H  0 1 N N N N N N -51.699 -1.624 15.930 2.737  -5.486 1.510  H16 A1IHD 47 
A1IHD H17 H17 H  0 1 N N N N N N -51.893 -2.739 17.325 2.689  -5.890 -0.223 H17 A1IHD 48 
A1IHD H18 H18 H  0 1 N N N N N N -53.189 -1.559 16.930 4.251  -5.784 0.623  H18 A1IHD 49 
A1IHD H19 H19 H  0 1 N N N N N N -48.640 1.714  21.777 2.215  1.347  0.485  H19 A1IHD 50 
A1IHD H20 H20 H  0 1 N N N N N N -47.816 0.805  20.465 3.615  0.528  1.232  H20 A1IHD 51 
# 
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 
A1IHD C21 O3  SING N N 1  
A1IHD O3  C20 SING N N 2  
A1IHD C5  C4  SING N N 3  
A1IHD C5  C6  SING N N 4  
A1IHD C20 C19 DOUB Y N 5  
A1IHD C20 C7  SING Y N 6  
A1IHD C4  N1  SING N N 7  
A1IHD O2  C6  SING N N 8  
A1IHD O2  C7  SING N N 9  
A1IHD C19 C18 SING Y N 10 
A1IHD C6  C22 SING N N 11 
A1IHD C7  C8  DOUB Y N 12 
A1IHD N1  C22 SING N N 13 
A1IHD N1  C3  SING N N 14 
A1IHD O1  C3  DOUB N N 15 
A1IHD C18 N4  DOUB Y N 16 
A1IHD C18 C9  SING Y N 17 
A1IHD C3  C2  SING N N 18 
A1IHD C8  C9  SING Y N 19 
A1IHD N4  C17 SING Y N 20 
A1IHD C9  C10 DOUB Y N 21 
A1IHD C2  C1  DOUB N N 22 
A1IHD C17 N3  DOUB Y N 23 
A1IHD C10 N3  SING Y N 24 
A1IHD C10 N2  SING N N 25 
A1IHD N2  C11 SING N N 26 
A1IHD C11 C16 DOUB Y N 27 
A1IHD C11 C12 SING Y N 28 
A1IHD C16 C15 SING Y N 29 
A1IHD C12 C13 DOUB Y N 30 
A1IHD C15 CL1 SING N N 31 
A1IHD C15 C14 DOUB Y N 32 
A1IHD C13 C14 SING Y N 33 
A1IHD C14 F1  SING N N 34 
A1IHD C4  H1  SING N N 35 
A1IHD C4  H2  SING N N 36 
A1IHD C5  H3  SING N N 37 
A1IHD C5  H4  SING N N 38 
A1IHD C6  H5  SING N N 39 
A1IHD C8  H6  SING N N 40 
A1IHD C12 H7  SING N N 41 
A1IHD C13 H8  SING N N 42 
A1IHD N2  H9  SING N N 43 
A1IHD C1  H10 SING N N 44 
A1IHD C1  H11 SING N N 45 
A1IHD C2  H12 SING N N 46 
A1IHD C16 H13 SING N N 47 
A1IHD C17 H14 SING N N 48 
A1IHD C19 H15 SING N N 49 
A1IHD C21 H16 SING N N 50 
A1IHD C21 H17 SING N N 51 
A1IHD C21 H18 SING N N 52 
A1IHD C22 H19 SING N N 53 
A1IHD C22 H20 SING N N 54 
# 
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 
A1IHD InChI            InChI                1.06  "InChI=1S/C22H20ClFN4O3/c1-3-21(29)28-7-6-14(11-28)31-20-9-15-18(10-19(20)30-2)25-12-26-22(15)27-13-4-5-17(24)16(23)8-13/h3-5,8-10,12,14H,1,6-7,11H2,2H3,(H,25,26,27)/t14-/m1/s1" 
A1IHD InChIKey         InChI                1.06  RRYVMXZRMQEAHZ-CQSZACIVSA-N                                                                                                                                                       
A1IHD SMILES_CANONICAL CACTVS               3.385 "COc1cc2ncnc(Nc3ccc(F)c(Cl)c3)c2cc1O[C@@H]4CCN(C4)C(=O)C=C"                                                                                                                       
A1IHD SMILES           CACTVS               3.385 "COc1cc2ncnc(Nc3ccc(F)c(Cl)c3)c2cc1O[CH]4CCN(C4)C(=O)C=C"                                                                                                                         
A1IHD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COc1cc2c(cc1O[C@@H]3CCN(C3)C(=O)C=C)c(ncn2)Nc4ccc(c(c4)Cl)F"                                                                                                                     
A1IHD SMILES           "OpenEye OEToolkits" 2.0.7 "COc1cc2c(cc1OC3CCN(C3)C(=O)C=C)c(ncn2)Nc4ccc(c(c4)Cl)F"                                                                                                                          
# 
_pdbx_chem_comp_identifier.comp_id           A1IHD 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "1-[(3~{R})-3-[4-[(3-chloranyl-4-fluoranyl-phenyl)amino]-7-methoxy-quinazolin-6-yl]oxypyrrolidin-1-yl]prop-2-en-1-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 
A1IHD "Create component" 2024-07-08 PDBE 
A1IHD "Initial release"  2025-07-16 RCSB 
# 
