data_A1A4X
# 
_chem_comp.id                                    A1A4X 
_chem_comp.name                                  "benzyl (3-{5-carbamoyl-2-[(1-ethyl-3-methyl-1H-pyrazole-5-carbonyl)amino]-7-methoxy-1H-1,3-benzimidazol-1-yl}propyl)carbamate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H31 N7 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-05 
_chem_comp.pdbx_modified_date                    2025-06-13 
_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                        533.579 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A4X 
_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        9CUE 
_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 
A1A4X N1  N1  N 0 1 Y N N N N N 18.035 -29.340 -1.145 -3.583 -0.260 -0.275 N1  A1A4X 1  
A1A4X C7  C1  C 0 1 Y N N N N N 14.554 -31.297 -2.200 -2.913 -4.310 0.108  C7  A1A4X 2  
A1A4X C8  C2  C 0 1 Y N N N N N 23.207 -28.313 -0.202 -1.574 4.452  0.624  C8  A1A4X 3  
A1A4X N2  N2  N 0 1 Y N N N N N 24.462 -29.470 -1.673 -2.901 6.073  -0.005 N2  A1A4X 4  
A1A4X C9  C3  C 0 1 Y N N N N N 14.398 -30.069 -1.564 -4.061 -3.947 -0.607 C9  A1A4X 5  
A1A4X O1  O1  O 0 1 N N N N N N 12.772 -28.343 -1.543 -5.939 -4.680 -1.786 O1  A1A4X 6  
A1A4X C1  C4  C 0 1 Y N N N N N 15.991 -40.953 -2.106 9.667  -0.069 -2.257 C1  A1A4X 7  
A1A4X O5  O2  O 0 1 N N N N N N 17.660 -36.716 -0.061 5.387  -0.296 0.217  O5  A1A4X 8  
A1A4X C5  C5  C 0 1 Y N N N N N 16.051 -38.793 -1.077 8.138  1.073  -0.811 C5  A1A4X 9  
A1A4X C6  C6  C 0 1 Y N N N N N 15.517 -29.341 -1.173 -4.376 -2.604 -0.792 C6  A1A4X 10 
A1A4X N3  N3  N 0 1 Y N N N N N 18.323 -31.257 -2.232 -1.785 -0.812 0.844  N3  A1A4X 11 
A1A4X C4  C7  C 0 1 Y N N N N N 17.850 -40.318 -0.736 8.319  -1.313 -0.718 C4  A1A4X 12 
A1A4X O4  O3  O 0 1 N N N N N N 16.047 -32.966 -3.113 -0.971 -3.696 1.327  O4  A1A4X 13 
A1A4X C3  C8  C 0 1 Y N N N N N 15.412 -39.727 -1.876 9.097  1.107  -1.806 C3  A1A4X 14 
A1A4X O3  O4  O 0 1 N N N N N N 19.777 -36.026 0.399  4.511  -0.283 2.257  O3  A1A4X 15 
A1A4X C2  C9  C 0 1 Y N N N N N 17.208 -41.251 -1.534 9.278  -1.279 -1.713 C2  A1A4X 16 
A1A4X N4  N4  N 0 1 Y N N N N N 23.135 -29.698 -1.892 -3.530 4.977  -0.234 N4  A1A4X 17 
A1A4X C10 C10 C 0 1 Y N N N N N 17.282 -39.075 -0.504 7.749  -0.137 -0.267 C10 A1A4X 18 
A1A4X C11 C11 C 0 1 Y N N N N N 16.781 -29.863 -1.423 -3.543 -1.619 -0.262 C11 A1A4X 19 
A1A4X C12 C12 C 0 1 Y N N N N N 16.945 -31.053 -2.098 -2.393 -1.991 0.454  C12 A1A4X 20 
A1A4X C13 C13 C 0 1 Y N N N N N 15.814 -31.779 -2.481 -2.086 -3.339 0.634  C13 A1A4X 21 
A1A4X C14 C14 C 0 1 Y N N N N N 22.357 -29.011 -1.013 -2.755 3.916  0.140  C14 A1A4X 22 
A1A4X C15 C15 C 0 1 Y N N N N N 24.500 -28.628 -0.647 -1.722 5.836  0.511  C15 A1A4X 23 
A1A4X C16 C16 C 0 1 Y N N N N N 18.975 -30.170 -1.655 -2.551 0.215  0.374  C16 A1A4X 24 
A1A4X C17 C17 C 0 1 N N N N N N 13.020 -29.538 -1.305 -4.941 -4.993 -1.166 C17 A1A4X 25 
A1A4X C18 C18 C 0 1 N N N N N N 20.870 -29.026 -1.005 -3.105 2.491  0.046  C18 A1A4X 26 
A1A4X C19 C19 C 0 1 N N N N N N 18.645 -35.796 0.022  4.335  -0.343 1.056  C19 A1A4X 27 
A1A4X C20 C20 C 0 1 N N N N N N 25.812 -28.145 -0.113 -0.704 6.873  0.911  C20 A1A4X 28 
A1A4X C21 C21 C 0 1 N N N N N N 23.067 -32.052 -2.675 -4.780 4.911  -2.335 C21 A1A4X 29 
A1A4X C22 C22 C 0 1 N N N N N N 15.309 -34.098 -2.665 -0.719 -5.095 1.472  C22 A1A4X 30 
A1A4X C23 C23 C 0 1 N N N N N N 17.996 -38.070 0.348  6.703  -0.173 0.818  C23 A1A4X 31 
A1A4X C24 C24 C 0 1 N N N N N N 19.720 -33.261 -1.762 0.648  -0.636 0.666  C24 A1A4X 32 
A1A4X C25 C25 C 0 1 N N N N N N 22.768 -30.597 -2.992 -4.875 4.880  -0.809 C25 A1A4X 33 
A1A4X C26 C26 C 0 1 N N N N N N 19.005 -32.426 -2.806 -0.548 -0.689 1.619  C26 A1A4X 34 
A1A4X C27 C27 C 0 1 N N N N N N 19.050 -33.419 -0.402 1.940  -0.507 1.476  C27 A1A4X 35 
A1A4X N5  N5  N 0 1 N N N N N N 12.107 -30.383 -0.838 -4.639 -6.294 -0.988 N5  A1A4X 36 
A1A4X N6  N6  N 0 1 N N N N N N 20.286 -30.074 -1.625 -2.276 1.559  0.556  N6  A1A4X 37 
A1A4X N7  N7  N 0 1 N N N N N N 18.191 -34.594 -0.361 3.085  -0.456 0.563  N7  A1A4X 38 
A1A4X O2  O5  O 0 1 N N N N N N 20.286 -28.090 -0.466 -4.143 2.153  -0.491 O2  A1A4X 39 
A1A4X H7  H2  H 0 1 N N N N N N 13.684 -31.875 -2.475 -2.674 -5.354 0.249  H7  A1A4X 40 
A1A4X H8  H3  H 0 1 N N N N N N 22.939 -27.656 0.612  -0.721 3.914  1.011  H8  A1A4X 41 
A1A4X H1  H4  H 0 1 N N N N N N 15.494 -41.679 -2.732 10.413 -0.043 -3.037 H1  A1A4X 42 
A1A4X H5  H5  H 0 1 N N N N N N 15.586 -37.835 -0.898 7.693  1.992  -0.459 H5  A1A4X 43 
A1A4X H6  H6  H 0 1 N N N N N N 15.406 -28.385 -0.683 -5.262 -2.326 -1.344 H6  A1A4X 44 
A1A4X H4  H7  H 0 1 N N N N N N 18.803 -40.562 -0.290 8.014  -2.258 -0.293 H4  A1A4X 45 
A1A4X H3  H8  H 0 1 N N N N N N 14.456 -39.492 -2.320 9.402  2.052  -2.231 H3  A1A4X 46 
A1A4X H2  H9  H 0 1 N N N N N N 17.663 -42.215 -1.708 9.723  -2.198 -2.065 H2  A1A4X 47 
A1A4X H11 H10 H 0 1 N N N N N N 26.632 -28.593 -0.694 -0.865 7.158  1.951  H11 A1A4X 48 
A1A4X H10 H11 H 0 1 N N N N N N 25.860 -27.049 -0.195 0.299  6.460  0.798  H10 A1A4X 49 
A1A4X H9  H12 H 0 1 N N N N N N 25.908 -28.438 0.943  -0.809 7.750  0.273  H9  A1A4X 50 
A1A4X H13 H13 H 0 1 N N N N N N 22.775 -32.681 -3.528 -5.780 4.838  -2.763 H13 A1A4X 51 
A1A4X H12 H14 H 0 1 N N N N N N 24.144 -32.172 -2.483 -4.317 5.845  -2.652 H12 A1A4X 52 
A1A4X H14 H15 H 0 1 N N N N N N 22.500 -32.357 -1.783 -4.177 4.070  -2.679 H14 A1A4X 53 
A1A4X H15 H16 H 0 1 N N N N N N 15.594 -34.980 -3.257 0.198  -5.241 2.043  H15 A1A4X 54 
A1A4X H16 H17 H 0 1 N N N N N N 15.529 -34.282 -1.603 -1.552 -5.562 1.997  H16 A1A4X 55 
A1A4X H17 H18 H 0 1 N N N N N N 14.233 -33.906 -2.788 -0.609 -5.548 0.487  H17 A1A4X 56 
A1A4X H19 H19 H 0 1 N N N N N N 17.702 -38.213 1.398  6.753  0.746  1.401  H19 A1A4X 57 
A1A4X H18 H20 H 0 1 N N N N N N 19.081 -38.218 0.248  6.886  -1.027 1.470  H18 A1A4X 58 
A1A4X H20 H21 H 0 1 N N N N N N 19.853 -34.269 -2.182 0.681  -1.550 0.073  H20 A1A4X 59 
A1A4X H21 H22 H 0 1 N N N N N N 20.705 -32.802 -1.592 0.547  0.224  0.004  H21 A1A4X 60 
A1A4X H23 H23 H 0 1 N N N N N N 23.335 -30.307 -3.889 -5.338 3.946  -0.492 H23 A1A4X 61 
A1A4X H22 H24 H 0 1 N N N N N N 21.691 -30.493 -3.189 -5.478 5.720  -0.465 H22 A1A4X 62 
A1A4X H25 H25 H 0 1 N N N N N N 18.257 -33.057 -3.309 -0.580 0.225  2.213  H25 A1A4X 63 
A1A4X H24 H26 H 0 1 N N N N N N 19.744 -32.076 -3.542 -0.447 -1.549 2.282  H24 A1A4X 64 
A1A4X H27 H27 H 0 1 N N N N N N 19.828 -33.518 0.370  1.908  0.407  2.069  H27 A1A4X 65 
A1A4X H26 H28 H 0 1 N N N N N N 18.442 -32.525 -0.197 2.041  -1.367 2.138  H26 A1A4X 66 
A1A4X H29 H29 H 0 1 N N N N N N 11.175 -30.066 -0.663 -3.843 -6.543 -0.493 H29 A1A4X 67 
A1A4X H28 H30 H 0 1 N N N N N N 12.352 -31.336 -0.661 -5.217 -6.981 -1.355 H28 A1A4X 68 
A1A4X H30 H31 H 0 1 N N N N N N 20.850 -30.776 -2.061 -1.487 1.830  1.051  H30 A1A4X 69 
A1A4X H31 H32 H 0 1 N N N N N N 17.232 -34.501 -0.627 2.944  -0.504 -0.395 H31 A1A4X 70 
# 
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 
A1A4X O4  C22 SING N N 1  
A1A4X O4  C13 SING N N 2  
A1A4X C25 C21 SING N N 3  
A1A4X C25 N4  SING N N 4  
A1A4X C26 N3  SING N N 5  
A1A4X C26 C24 SING N N 6  
A1A4X C13 C7  DOUB Y N 7  
A1A4X C13 C12 SING Y N 8  
A1A4X N3  C12 SING Y N 9  
A1A4X N3  C16 SING Y N 10 
A1A4X C7  C9  SING Y N 11 
A1A4X C1  C3  DOUB Y N 12 
A1A4X C1  C2  SING Y N 13 
A1A4X C12 C11 DOUB Y N 14 
A1A4X N4  N2  SING Y N 15 
A1A4X N4  C14 SING Y N 16 
A1A4X C3  C5  SING Y N 17 
A1A4X C24 C27 SING N N 18 
A1A4X N2  C15 DOUB Y N 19 
A1A4X C16 N6  SING N N 20 
A1A4X C16 N1  DOUB Y N 21 
A1A4X N6  C18 SING N N 22 
A1A4X C9  C17 SING N N 23 
A1A4X C9  C6  DOUB Y N 24 
A1A4X O1  C17 DOUB N N 25 
A1A4X C2  C4  DOUB Y N 26 
A1A4X C11 C6  SING Y N 27 
A1A4X C11 N1  SING Y N 28 
A1A4X C17 N5  SING N N 29 
A1A4X C5  C10 DOUB Y N 30 
A1A4X C14 C18 SING N N 31 
A1A4X C14 C8  DOUB Y N 32 
A1A4X C18 O2  DOUB N N 33 
A1A4X C4  C10 SING Y N 34 
A1A4X C15 C8  SING Y N 35 
A1A4X C15 C20 SING N N 36 
A1A4X C10 C23 SING N N 37 
A1A4X C27 N7  SING N N 38 
A1A4X N7  C19 SING N N 39 
A1A4X O5  C19 SING N N 40 
A1A4X O5  C23 SING N N 41 
A1A4X C19 O3  DOUB N N 42 
A1A4X C7  H7  SING N N 43 
A1A4X C8  H8  SING N N 44 
A1A4X C1  H1  SING N N 45 
A1A4X C5  H5  SING N N 46 
A1A4X C6  H6  SING N N 47 
A1A4X C4  H4  SING N N 48 
A1A4X C3  H3  SING N N 49 
A1A4X C2  H2  SING N N 50 
A1A4X C20 H11 SING N N 51 
A1A4X C20 H10 SING N N 52 
A1A4X C20 H9  SING N N 53 
A1A4X C21 H13 SING N N 54 
A1A4X C21 H12 SING N N 55 
A1A4X C21 H14 SING N N 56 
A1A4X C22 H15 SING N N 57 
A1A4X C22 H16 SING N N 58 
A1A4X C22 H17 SING N N 59 
A1A4X C23 H19 SING N N 60 
A1A4X C23 H18 SING N N 61 
A1A4X C24 H20 SING N N 62 
A1A4X C24 H21 SING N N 63 
A1A4X C25 H23 SING N N 64 
A1A4X C25 H22 SING N N 65 
A1A4X C26 H25 SING N N 66 
A1A4X C26 H24 SING N N 67 
A1A4X C27 H27 SING N N 68 
A1A4X C27 H26 SING N N 69 
A1A4X N5  H29 SING N N 70 
A1A4X N5  H28 SING N N 71 
A1A4X N6  H30 SING N N 72 
A1A4X N7  H31 SING N N 73 
# 
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 
A1A4X SMILES           ACDLabs              14.52 "Cc1cc(C(=O)Nc2nc3cc(cc(OC)c3n2CCCNC(=O)OCc2ccccc2)C(N)=O)n(CC)n1"                                                                                                                                                   
A1A4X InChI            InChI                1.06  "InChI=1S/C27H31N7O5/c1-4-34-21(13-17(2)32-34)25(36)31-26-30-20-14-19(24(28)35)15-22(38-3)23(20)33(26)12-8-11-29-27(37)39-16-18-9-6-5-7-10-18/h5-7,9-10,13-15H,4,8,11-12,16H2,1-3H3,(H2,28,35)(H,29,37)(H,30,31,36)" 
A1A4X InChIKey         InChI                1.06  KYPRTXHJJCGCSW-UHFFFAOYSA-N                                                                                                                                                                                          
A1A4X SMILES_CANONICAL CACTVS               3.385 "CCn1nc(C)cc1C(=O)Nc2nc3cc(cc(OC)c3n2CCCNC(=O)OCc4ccccc4)C(N)=O"                                                                                                                                                     
A1A4X SMILES           CACTVS               3.385 "CCn1nc(C)cc1C(=O)Nc2nc3cc(cc(OC)c3n2CCCNC(=O)OCc4ccccc4)C(N)=O"                                                                                                                                                     
A1A4X SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCn1c(cc(n1)C)C(=O)Nc2nc3cc(cc(c3n2CCCNC(=O)OCc4ccccc4)OC)C(=O)N"                                                                                                                                                   
A1A4X SMILES           "OpenEye OEToolkits" 2.0.7 "CCn1c(cc(n1)C)C(=O)Nc2nc3cc(cc(c3n2CCCNC(=O)OCc4ccccc4)OC)C(=O)N"                                                                                                                                                   
# 
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 
A1A4X "SYSTEMATIC NAME" ACDLabs              14.52 "benzyl (3-{5-carbamoyl-2-[(1-ethyl-3-methyl-1H-pyrazole-5-carbonyl)amino]-7-methoxy-1H-1,3-benzimidazol-1-yl}propyl)carbamate"         
A1A4X "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(phenylmethyl) ~{N}-[3-[5-aminocarbonyl-2-[(2-ethyl-5-methyl-pyrazol-3-yl)carbonylamino]-7-methoxy-benzimidazol-1-yl]propyl]carbamate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1A4X "Create component" 2024-09-05 RCSB 
A1A4X "Initial release"  2025-06-18 RCSB 
# 
