data_A1CEA
# 
_chem_comp.id                                    A1CEA 
_chem_comp.name                                  Canertinib 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H25 Cl F N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "N-{4-(3-chloro-4-fluoroanilino)-7-[3-(morpholin-4-yl)propoxy]quinazolin-6-yl}prop-2-enamide" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-05-27 
_chem_comp.pdbx_modified_date                    2025-11-12 
_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                        485.938 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CEA 
_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        9OS6 
_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 
A1CEA C13  C1  C  0 1 Y N N N N N -1.086 -51.953 26.995 6.512   1.909  -0.969 C13  A1CEA 1  
A1CEA C15  C2  C  0 1 Y N N N N N 1.280  -51.521 26.933 7.083   0.026  0.407  C15  A1CEA 2  
A1CEA C17  C3  C  0 1 Y N N N N N 1.206  -51.300 25.504 5.758   -0.366 0.424  C17  A1CEA 3  
A1CEA C20  C4  C  0 1 Y N N N N N 2.258  -53.688 21.969 1.802   3.156  -0.306 C20  A1CEA 4  
A1CEA C22  C5  C  0 1 Y N N N N N -0.030 -50.457 20.673 0.713   -0.774 0.003  C22  A1CEA 5  
A1CEA C24  C6  C  0 1 N N N N N N 1.550  -51.436 16.109 -3.849  0.677  0.214  C24  A1CEA 6  
A1CEA C26  C7  C  0 1 N N N N N N 0.594  -51.048 13.743 -6.273  1.270  0.336  C26  A1CEA 7  
A1CEA C28  C8  C  0 1 N N N N N N 0.693  -49.340 12.359 -8.608  1.809  0.695  C28  A1CEA 8  
A1CEA C02  C9  C  0 1 N N N N N N -1.054 -47.674 19.635 -0.228  -3.401 -0.270 C02  A1CEA 9  
A1CEA C04  C10 C  0 1 Y N N N N N -0.003 -50.076 19.288 -0.625  -1.085 0.110  C04  A1CEA 10 
A1CEA C05  C11 C  0 1 Y N N N N N 0.820  -50.837 18.351 -1.596  -0.072 0.112  C05  A1CEA 11 
A1CEA C06  C12 C  0 1 Y N N N N N 1.574  -51.909 18.806 -1.230  1.252  0.008  C06  A1CEA 12 
A1CEA C07  C13 C  0 1 Y N N N N N 1.544  -52.289 20.236 0.124   1.590  -0.101 C07  A1CEA 13 
A1CEA C08  C14 C  0 1 Y N N N N N 0.750  -51.561 21.135 1.103   0.566  -0.103 C08  A1CEA 14 
A1CEA C09  C15 C  0 1 Y N N N N N 0.748  -51.943 22.454 2.463   0.942  -0.221 C09  A1CEA 15 
A1CEA C11  C16 C  0 1 Y N N N N N 0.016  -51.410 24.867 4.804   0.385  -0.252 C11  A1CEA 16 
A1CEA C12  C17 C  0 1 Y N N N N N -1.163 -51.741 25.609 5.186   1.520  -0.953 C12  A1CEA 17 
A1CEA C14  C18 C  0 1 Y N N N N N 0.132  -51.842 27.645 7.461   1.164  -0.290 C14  A1CEA 18 
A1CEA C25  C19 C  0 1 N N N N N N 1.769  -50.762 14.756 -5.267  0.117  0.340  C25  A1CEA 19 
A1CEA C29  C20 C  0 1 N N N N N N 0.406  -49.991 11.018 -10.001 1.200  0.873  C29  A1CEA 20 
A1CEA C31  C21 C  0 1 N N N N N N -1.586 -50.785 11.810 -9.401  -0.637 -0.542 C31  A1CEA 21 
A1CEA C32  C22 C  0 1 N N N N N N -1.317 -50.143 13.163 -8.001  -0.047 -0.735 C32  A1CEA 22 
A1CEA C33  C23 C  0 1 N N N N N N -1.925 -46.529 19.054 -0.582  -4.811 -0.051 C33  A1CEA 23 
A1CEA C34  C24 C  0 1 N N N N N N -2.128 -45.434 19.755 0.199   -5.775 -0.531 C34  A1CEA 24 
A1CEA F18  F1  F  0 1 N N N N N N 0.203  -52.050 29.002 8.757   1.545  -0.306 F18  A1CEA 25 
A1CEA N03  N1  N  0 1 N N N N N N -0.821 -48.925 18.807 -1.020  -2.424 0.216  N03  A1CEA 26 
A1CEA N10  N2  N  0 1 N N N N N N -0.081 -51.187 23.408 3.462   -0.010 -0.236 N10  A1CEA 27 
A1CEA N19  N3  N  0 1 Y N N N N N 1.502  -53.003 22.864 2.751   2.233  -0.313 N19  A1CEA 28 
A1CEA N21  N4  N  0 1 Y N N N N N 2.279  -53.330 20.671 0.527   2.867  -0.204 N21  A1CEA 29 
A1CEA N27  N5  N  0 1 N N N N N N 0.022  -49.939 13.401 -7.635  0.732  0.457  N27  A1CEA 30 
A1CEA O01  O1  O  0 1 N N N N N N -0.580 -47.554 20.733 0.778   -3.115 -0.891 O01  A1CEA 31 
A1CEA O23  O2  O  0 1 N N N N N N 0.854  -50.481 16.990 -2.910  -0.399 0.217  O23  A1CEA 32 
A1CEA O30  O3  O  0 1 N N N N N N -0.948 -50.130 10.788 -10.327 0.421  -0.281 O30  A1CEA 33 
A1CEA CL16 CL1 CL 0 0 N N N N N N 2.925  -51.374 27.827 8.275   -0.906 1.257  CL16 A1CEA 34 
A1CEA H131 H1  H  0 0 N N N N N N -1.976 -52.202 27.554 6.809   2.792  -1.514 H131 A1CEA 35 
A1CEA H171 H2  H  0 0 N N N N N N 2.097  -51.048 24.948 5.464   -1.252 0.967  H171 A1CEA 36 
A1CEA H201 H3  H  0 0 N N N N N N 2.849  -54.529 22.301 2.091   4.194  -0.383 H201 A1CEA 37 
A1CEA H221 H4  H  0 0 N N N N N N -0.644 -49.905 21.369 1.455   -1.558 0.002  H221 A1CEA 38 
A1CEA H242 H5  H  0 0 N N N N N N 2.520  -51.711 16.550 -3.760  1.234  -0.719 H242 A1CEA 39 
A1CEA H241 H6  H  0 0 N N N N N N 0.936  -52.340 15.980 -3.645  1.341  1.054  H241 A1CEA 40 
A1CEA H262 H7  H  0 0 N N N N N N 0.998  -51.540 12.846 -6.069  1.933  1.176  H262 A1CEA 41 
A1CEA H261 H8  H  0 0 N N N N N N -0.146 -51.707 14.221 -6.184  1.827  -0.597 H261 A1CEA 42 
A1CEA H282 H9  H  0 0 N N N N N N 0.390  -48.284 12.308 -8.614  2.488  -0.158 H282 A1CEA 43 
A1CEA H281 H10 H  0 0 N N N N N N 1.774  -49.403 12.555 -8.331  2.357  1.595  H281 A1CEA 44 
A1CEA H061 H11 H  0 0 N N N N N N 2.185  -52.469 18.114 -1.984  2.025  0.011  H061 A1CEA 45 
A1CEA H121 H12 H  0 0 N N N N N N -2.113 -51.828 25.102 4.447   2.100  -1.486 H121 A1CEA 46 
A1CEA H252 H13 H  0 0 N N N N N N 1.845  -49.676 14.911 -5.472  -0.546 -0.501 H252 A1CEA 47 
A1CEA H251 H14 H  0 0 N N N N N N 2.708  -51.137 14.323 -5.357  -0.440 1.272  H251 A1CEA 48 
A1CEA H292 H15 H  0 0 N N N N N N 0.839  -49.368 10.221 -10.009 0.562  1.757  H292 A1CEA 49 
A1CEA H291 H16 H  0 0 N N N N N N 0.873  -50.987 11.000 -10.734 1.998  0.994  H291 A1CEA 50 
A1CEA H312 H17 H  0 0 N N N N N N -2.669 -50.768 11.619 -9.700  -1.168 -1.446 H312 A1CEA 51 
A1CEA H311 H18 H  0 0 N N N N N N -1.234 -51.827 11.837 -9.392  -1.329 0.300  H311 A1CEA 52 
A1CEA H322 H19 H  0 0 N N N N N N -1.832 -49.172 13.199 -7.283  -0.854 -0.877 H322 A1CEA 53 
A1CEA H321 H20 H  0 0 N N N N N N -1.717 -50.800 13.949 -7.998  0.602  -1.610 H321 A1CEA 54 
A1CEA H331 H21 H  0 0 N N N N N N -2.365 -46.631 18.073 -1.475  -5.065 0.500  H331 A1CEA 55 
A1CEA H342 H22 H  0 0 N N N N N N -2.735 -44.638 19.349 -0.061  -6.811 -0.370 H342 A1CEA 56 
A1CEA H341 H23 H  0 0 N N N N N N -1.688 -45.332 20.736 1.092   -5.522 -1.082 H341 A1CEA 57 
A1CEA H031 H24 H  0 0 N N N N N N -1.235 -48.980 17.898 -1.863  -2.649 0.641  H031 A1CEA 58 
A1CEA H101 H25 H  0 0 N N N N N N -0.726 -50.506 23.061 3.234   -0.953 -0.235 H101 A1CEA 59 
# 
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 
A1CEA C02  O01  DOUB N N 1  
A1CEA C04  N03  SING N N 2  
A1CEA C05  C04  DOUB Y N 3  
A1CEA C07  C06  DOUB Y N 4  
A1CEA C08  C07  SING Y N 5  
A1CEA C11  N10  SING N N 6  
A1CEA C12  C11  DOUB Y N 7  
A1CEA C13  C12  SING Y N 8  
A1CEA C14  C13  DOUB Y N 9  
A1CEA CL16 C15  SING N N 10 
A1CEA C17  C15  DOUB Y N 11 
A1CEA C15  C14  SING Y N 12 
A1CEA F18  C14  SING N N 13 
A1CEA N10  C09  SING N N 14 
A1CEA N19  C09  DOUB Y N 15 
A1CEA C20  N19  SING Y N 16 
A1CEA N21  C20  DOUB Y N 17 
A1CEA C09  C08  SING Y N 18 
A1CEA C22  C08  DOUB Y N 19 
A1CEA C06  C05  SING Y N 20 
A1CEA O23  C05  SING N N 21 
A1CEA C24  O23  SING N N 22 
A1CEA C25  C24  SING N N 23 
A1CEA C26  C25  SING N N 24 
A1CEA N27  C26  SING N N 25 
A1CEA C28  N27  SING N N 26 
A1CEA C29  C28  SING N N 27 
A1CEA O30  C29  SING N N 28 
A1CEA C31  O30  SING N N 29 
A1CEA C32  C31  SING N N 30 
A1CEA N03  C02  SING N N 31 
A1CEA C33  C02  SING N N 32 
A1CEA C34  C33  DOUB N N 33 
A1CEA C04  C22  SING Y N 34 
A1CEA C07  N21  SING Y N 35 
A1CEA C11  C17  SING Y N 36 
A1CEA N27  C32  SING N N 37 
A1CEA C13  H131 SING N N 38 
A1CEA C17  H171 SING N N 39 
A1CEA C20  H201 SING N N 40 
A1CEA C22  H221 SING N N 41 
A1CEA C24  H242 SING N N 42 
A1CEA C24  H241 SING N N 43 
A1CEA C26  H262 SING N N 44 
A1CEA C26  H261 SING N N 45 
A1CEA C28  H282 SING N N 46 
A1CEA C28  H281 SING N N 47 
A1CEA C06  H061 SING N N 48 
A1CEA C12  H121 SING N N 49 
A1CEA C25  H252 SING N N 50 
A1CEA C25  H251 SING N N 51 
A1CEA C29  H292 SING N N 52 
A1CEA C29  H291 SING N N 53 
A1CEA C31  H312 SING N N 54 
A1CEA C31  H311 SING N N 55 
A1CEA C32  H322 SING N N 56 
A1CEA C32  H321 SING N N 57 
A1CEA C33  H331 SING N N 58 
A1CEA C34  H342 SING N N 59 
A1CEA C34  H341 SING N N 60 
A1CEA N03  H031 SING N N 61 
A1CEA N10  H101 SING N N 62 
# 
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 
A1CEA SMILES           ACDLabs              14.52   "Fc1ccc(cc1Cl)Nc1ncnc2cc(OCCCN3CCOCC3)c(NC(=O)C=C)cc21"                                                                                                                           
A1CEA InChI            InChI                1.06    "InChI=1S/C24H25ClFN5O3/c1-2-23(32)30-21-13-17-20(14-22(21)34-9-3-6-31-7-10-33-11-8-31)27-15-28-24(17)29-16-4-5-19(26)18(25)12-16/h2,4-5,12-15H,1,3,6-11H2,(H,30,32)(H,27,28,29)" 
A1CEA InChIKey         InChI                1.06    OMZCMEYTWSXEPZ-UHFFFAOYSA-N                                                                                                                                                       
A1CEA SMILES_CANONICAL CACTVS               3.385   "Fc1ccc(Nc2ncnc3cc(OCCCN4CCOCC4)c(NC(=O)C=C)cc23)cc1Cl"                                                                                                                           
A1CEA SMILES           CACTVS               3.385   "Fc1ccc(Nc2ncnc3cc(OCCCN4CCOCC4)c(NC(=O)C=C)cc23)cc1Cl"                                                                                                                           
A1CEA SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "C=CC(=O)Nc1cc2c(cc1OCCCN3CCOCC3)ncnc2Nc4ccc(c(c4)Cl)F"                                                                                                                           
A1CEA SMILES           "OpenEye OEToolkits" 3.1.0.0 "C=CC(=O)Nc1cc2c(cc1OCCCN3CCOCC3)ncnc2Nc4ccc(c(c4)Cl)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 
A1CEA "SYSTEMATIC NAME" ACDLabs              14.52   "N-{4-(3-chloro-4-fluoroanilino)-7-[3-(morpholin-4-yl)propoxy]quinazolin-6-yl}prop-2-enamide"               
A1CEA "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "~{N}-[4-[(3-chloranyl-4-fluoranyl-phenyl)amino]-7-(3-morpholin-4-ylpropoxy)quinazolin-6-yl]prop-2-enamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1CEA "Create component" 2025-05-27 RCSB 
A1CEA "Initial release"  2025-10-08 RCSB 
A1CEA "Modify name"      2025-11-12 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1CEA 
_pdbx_chem_comp_synonyms.name         "N-{4-(3-chloro-4-fluoroanilino)-7-[3-(morpholin-4-yl)propoxy]quinazolin-6-yl}prop-2-enamide" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
