data_A1H4U
# 
_chem_comp.id                                    A1H4U 
_chem_comp.name                                  "3-[2-[2-(cyclopropylamino)pyrimidin-5-yl]ethynyl]-~{N}-[3-imidazol-1-yl-5-(trifluoromethyl)phenyl]-4-methyl-benzamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H21 F3 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-02-16 
_chem_comp.pdbx_modified_date                    2025-08-29 
_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                        502.490 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H4U 
_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        8S18 
_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 
A1H4U C10  C1  C 0 1 Y N N N N N -24.858 14.997 -7.327  4.505   -4.813 -1.162 C10  A1H4U 1  
A1H4U C13  C2  C 0 1 Y N N N N N -28.546 12.647 -8.486  3.949   -0.697 -0.438 C13  A1H4U 2  
A1H4U C17  C3  C 0 1 Y N N N N N -32.772 10.133 -8.304  0.343   1.605  -0.451 C17  A1H4U 3  
A1H4U C20  C4  C 0 1 Y N N N N N -34.978 9.465  -6.800  -1.960  3.045  -1.044 C20  A1H4U 4  
A1H4U C21  C5  C 0 1 N N N N N N -36.207 9.068  -5.965  -3.208  3.827  -1.366 C21  A1H4U 5  
A1H4U C22  C6  C 0 1 Y N N N N N -34.680 8.772  -7.976  -2.062  1.745  -0.541 C22  A1H4U 6  
A1H4U C24  C7  C 0 1 N N N N N N -36.133 6.734  -8.964  -4.406  0.675  -0.149 C24  A1H4U 7  
A1H4U C26  C8  C 0 1 Y N N N N N -38.051 6.050  -10.444 -5.816  -1.215 0.570  C26  A1H4U 8  
A1H4U C28  C9  C 0 1 Y N N N N N -38.461 3.845  -10.868 -8.107  -1.017 0.459  C28  A1H4U 9  
A1H4U C02  C10 C 0 1 N N N N N N -28.456 13.129 -12.799 7.498   1.195  1.026  C02  A1H4U 10 
A1H4U C05  C11 C 0 1 Y N N N N N -28.488 12.950 -11.266 6.248   0.529  0.510  C05  A1H4U 11 
A1H4U C06  C12 C 0 1 Y N N N N N -27.423 13.412 -10.482 6.253   -0.824 0.231  C06  A1H4U 12 
A1H4U C07  C13 C 0 1 Y N N N N N -27.450 13.242 -9.095  5.105   -1.439 -0.250 C07  A1H4U 13 
A1H4U C09  C14 C 0 1 Y N N N N N -25.725 14.860 -8.379  4.062   -3.549 -1.021 C09  A1H4U 14 
A1H4U C12  C15 C 0 1 Y N N N N N -25.998 13.167 -7.061  6.167   -3.658 -0.410 C12  A1H4U 15 
A1H4U C14  C16 C 0 1 Y N N N N N -29.595 12.176 -9.265  3.945   0.661  -0.151 C14  A1H4U 16 
A1H4U C16  C17 C 0 1 N N N N N N -31.577 10.536 -9.158  1.574   0.848  -0.139 C16  A1H4U 17 
A1H4U C18  C18 C 0 1 Y N N N N N -33.057 10.849 -7.142  0.429   2.903  -0.960 C18  A1H4U 18 
A1H4U C19  C19 C 0 1 Y N N N N N -34.160 10.506 -6.375  -0.719  3.613  -1.252 C19  A1H4U 19 
A1H4U C23  C20 C 0 1 N N N N N N -35.526 7.619  -8.485  -3.350  1.157  -0.326 C23  A1H4U 20 
A1H4U C25  C21 C 0 1 Y N N N N N -36.967 5.674  -9.656  -5.694  0.087  0.066  C25  A1H4U 21 
A1H4U C30  C22 C 0 1 N N N N N N -38.728 1.466  -11.549 -10.564 -0.827 0.350  C30  A1H4U 22 
A1H4U C31  C23 C 0 1 N N N N N N -39.714 0.408  -12.044 -11.712 -0.883 1.360  C31  A1H4U 23 
A1H4U C32  C24 C 0 1 N N N N N N -39.391 0.518  -10.548 -11.830 -1.622 0.025  C32  A1H4U 24 
A1H4U C34  C25 C 0 1 Y N N N N N -36.685 4.323  -9.512  -6.867  0.799  -0.221 C34  A1H4U 25 
A1H4U C35  C26 C 0 1 Y N N N N N -33.582 9.103  -8.741  -0.906  1.023  -0.243 C35  A1H4U 26 
A1H4U C37  C27 C 0 1 Y N N N N N -29.586 12.349 -10.649 5.098   1.272  0.324  C37  A1H4U 27 
A1H4U F01  F1  F 0 1 N N N N N N -29.567 13.804 -13.198 7.247   2.555  1.240  F01  A1H4U 28 
A1H4U F03  F2  F 0 1 N N N N N N -27.352 13.849 -13.141 7.882   0.596  2.231  F03  A1H4U 29 
A1H4U F04  F3  F 0 1 N N N N N N -28.431 11.945 -13.463 8.524   1.052  0.086  F04  A1H4U 30 
A1H4U N08  N1  N 0 1 Y N N N N N -26.392 13.732 -8.214  5.114   -2.811 -0.544 N08  A1H4U 31 
A1H4U N11  N2  N 0 1 Y N N N N N -25.039 13.953 -6.524  5.790   -4.852 -0.777 N11  A1H4U 32 
A1H4U N15  N3  N 0 1 N N N N N N -30.747 11.584 -8.606  2.781   1.413  -0.340 N15  A1H4U 33 
A1H4U N27  N4  N 0 1 Y N N N N N -38.771 5.114  -11.036 -7.022  -1.722 0.749  N27  A1H4U 34 
A1H4U N29  N5  N 0 1 N N N N N N -39.259 2.828  -11.524 -9.351  -1.587 0.663  N29  A1H4U 35 
A1H4U N33  N6  N 0 1 Y N N N N N -37.447 3.439  -10.128 -8.035  0.221  -0.008 N33  A1H4U 36 
A1H4U O36  O1  O 0 1 N N N N N N -31.381 10.028 -10.215 1.497   -0.283 0.299  O36  A1H4U 37 
A1H4U H101 H1  H 0 0 N N N N N N -24.157 15.805 -7.178  3.925   -5.651 -1.518 H101 A1H4U 38 
A1H4U H131 H2  H 0 0 N N N N N N -28.583 12.551 -7.411  3.055   -1.174 -0.812 H131 A1H4U 39 
A1H4U H212 H3  H 0 0 N N N N N N -37.082 9.643  -6.303  -3.497  3.640  -2.400 H212 A1H4U 40 
A1H4U H211 H4  H 0 0 N N N N N N -36.404 7.993  -6.091  -4.014  3.515  -0.701 H211 A1H4U 41 
A1H4U H213 H5  H 0 0 N N N N N N -36.014 9.283  -4.904  -3.015  4.891  -1.229 H213 A1H4U 42 
A1H4U H261 H6  H 0 0 N N N N N N -38.300 7.093  -10.570 -4.936  -1.796 0.803  H261 A1H4U 43 
A1H4U H061 H7  H 0 0 N N N N N N -26.581 13.900 -10.950 7.153   -1.402 0.382  H061 A1H4U 44 
A1H4U H091 H8  H 0 0 N N N N N N -25.842 15.553 -9.199  3.069   -3.187 -1.242 H091 A1H4U 45 
A1H4U H121 H9  H 0 0 N N N N N N -26.379 12.249 -6.639  7.151   -3.390 -0.053 H121 A1H4U 46 
A1H4U H181 H10 H 0 0 N N N N N N -32.421 11.668 -6.840  1.397   3.354  -1.125 H181 A1H4U 47 
A1H4U H191 H11 H 0 0 N N N N N N -34.380 11.039 -5.462  -0.646  4.616  -1.645 H191 A1H4U 48 
A1H4U H301 H12 H 0 0 N N N N N N -37.661 1.312  -11.768 -10.407 0.110  -0.183 H301 A1H4U 49 
A1H4U H311 H13 H 0 0 N N N N N N -40.704 0.710  -12.417 -11.565 -1.485 2.257  H311 A1H4U 50 
A1H4U H312 H14 H 0 0 N N N N N N -39.351 -0.454 -12.623 -12.311 0.018  1.491  H312 A1H4U 51 
A1H4U H321 H15 H 0 0 N N N N N N -40.149 0.899  -9.848  -12.507 -1.206 -0.722 H321 A1H4U 52 
A1H4U H322 H16 H 0 0 N N N N N N -38.796 -0.265 -10.054 -11.761 -2.709 0.044  H322 A1H4U 53 
A1H4U H341 H17 H 0 0 N N N N N N -35.853 3.999  -8.904  -6.816  1.805  -0.610 H341 A1H4U 54 
A1H4U H351 H18 H 0 0 N N N N N N -33.362 8.572  -9.655  -0.978  0.018  0.146  H351 A1H4U 55 
A1H4U H371 H19 H 0 0 N N N N N N -30.426 12.019 -11.241 5.097   2.329  0.543  H371 A1H4U 56 
A1H4U H151 H20 H 0 0 N N N N N N -30.985 11.929 -7.698  2.843   2.341  -0.617 H151 A1H4U 57 
A1H4U H291 H21 H 0 0 N N N N N N -39.390 3.116  -12.473 -9.420  -2.489 1.012  H291 A1H4U 58 
# 
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 
A1H4U C02 F01  SING N N 1  
A1H4U F03 C02  SING N N 2  
A1H4U F04 C02  SING N N 3  
A1H4U C05 C02  SING N N 4  
A1H4U C06 C05  DOUB Y N 5  
A1H4U C07 C06  SING Y N 6  
A1H4U C09 N08  SING Y N 7  
A1H4U C10 C09  DOUB Y N 8  
A1H4U N11 C10  SING Y N 9  
A1H4U C12 N11  DOUB Y N 10 
A1H4U N08 C07  SING N N 11 
A1H4U C13 C07  DOUB Y N 12 
A1H4U C14 C13  SING Y N 13 
A1H4U C16 N15  SING N N 14 
A1H4U C18 C17  DOUB Y N 15 
A1H4U C19 C18  SING Y N 16 
A1H4U C20 C19  DOUB Y N 17 
A1H4U C21 C20  SING N N 18 
A1H4U C22 C20  SING Y N 19 
A1H4U C24 C23  TRIP N N 20 
A1H4U C25 C24  SING N N 21 
A1H4U C26 C25  DOUB Y N 22 
A1H4U N27 C26  SING Y N 23 
A1H4U C28 N27  DOUB Y N 24 
A1H4U C30 N29  SING N N 25 
A1H4U C31 C30  SING N N 26 
A1H4U C32 C31  SING N N 27 
A1H4U N29 C28  SING N N 28 
A1H4U N33 C28  SING Y N 29 
A1H4U C34 N33  DOUB Y N 30 
A1H4U C23 C22  SING N N 31 
A1H4U C35 C22  DOUB Y N 32 
A1H4U C17 C16  SING N N 33 
A1H4U O36 C16  DOUB N N 34 
A1H4U N15 C14  SING N N 35 
A1H4U C37 C14  DOUB Y N 36 
A1H4U C05 C37  SING Y N 37 
A1H4U N08 C12  SING Y N 38 
A1H4U C17 C35  SING Y N 39 
A1H4U C25 C34  SING Y N 40 
A1H4U C30 C32  SING N N 41 
A1H4U C10 H101 SING N N 42 
A1H4U C13 H131 SING N N 43 
A1H4U C21 H212 SING N N 44 
A1H4U C21 H211 SING N N 45 
A1H4U C21 H213 SING N N 46 
A1H4U C26 H261 SING N N 47 
A1H4U C06 H061 SING N N 48 
A1H4U C09 H091 SING N N 49 
A1H4U C12 H121 SING N N 50 
A1H4U C18 H181 SING N N 51 
A1H4U C19 H191 SING N N 52 
A1H4U C30 H301 SING N N 53 
A1H4U C31 H311 SING N N 54 
A1H4U C31 H312 SING N N 55 
A1H4U C32 H321 SING N N 56 
A1H4U C32 H322 SING N N 57 
A1H4U C34 H341 SING N N 58 
A1H4U C35 H351 SING N N 59 
A1H4U C37 H371 SING N N 60 
A1H4U N15 H151 SING N N 61 
A1H4U N29 H291 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 
A1H4U InChI            InChI                1.06  "InChI=1S/C27H21F3N6O/c1-17-2-4-20(10-19(17)5-3-18-14-32-26(33-15-18)35-22-6-7-22)25(37)34-23-11-21(27(28,29)30)12-24(13-23)36-9-8-31-16-36/h2,4,8-16,22H,6-7H2,1H3,(H,34,37)(H,32,33,35)" 
A1H4U InChIKey         InChI                1.06  DHNAWOULRSDMRU-UHFFFAOYSA-N                                                                                                                                                                
A1H4U SMILES_CANONICAL CACTVS               3.385 "Cc1ccc(cc1C#Cc2cnc(NC3CC3)nc2)C(=O)Nc4cc(cc(c4)C(F)(F)F)n5ccnc5"                                                                                                                          
A1H4U SMILES           CACTVS               3.385 "Cc1ccc(cc1C#Cc2cnc(NC3CC3)nc2)C(=O)Nc4cc(cc(c4)C(F)(F)F)n5ccnc5"                                                                                                                          
A1H4U SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1ccc(cc1C#Cc2cnc(nc2)NC3CC3)C(=O)Nc4cc(cc(c4)n5ccnc5)C(F)(F)F"                                                                                                                          
A1H4U SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1ccc(cc1C#Cc2cnc(nc2)NC3CC3)C(=O)Nc4cc(cc(c4)n5ccnc5)C(F)(F)F"                                                                                                                          
# 
_pdbx_chem_comp_identifier.comp_id           A1H4U 
_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        "3-[2-[2-(cyclopropylamino)pyrimidin-5-yl]ethynyl]-~{N}-[3-imidazol-1-yl-5-(trifluoromethyl)phenyl]-4-methyl-benzamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1H4U "Create component" 2024-02-16 PDBE 
A1H4U "Initial release"  2025-09-03 RCSB 
# 
