data_A1ARA
# 
_chem_comp.id                                    A1ARA 
_chem_comp.name                                  "tert-butyl (3R)-3-({5-[(Z)-(5-{[(1R)-1-(4-fluorophenyl)ethyl]carbamoyl}-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrol-3-yl}carbamoyl)piperazine-1-carboxylate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H39 F N6 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-05-13 
_chem_comp.pdbx_modified_date                    2025-11-07 
_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                        630.709 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ARA 
_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        9BRK 
_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 
A1ARA C5  C1  C 0 1 Y N N N N N 40.102 -3.245  2.380  3.613   2.419  -0.761 C5  A1ARA 1  
A1ARA C7  C2  C 0 1 N N N N N N 41.015 -5.078  3.554  1.668   1.457  0.027  C7  A1ARA 2  
A1ARA C8  C3  C 0 1 N N N N N N 41.457 -6.380  3.651  0.766   0.612  0.646  C8  A1ARA 3  
A1ARA C10 C4  C 0 1 Y N N N N N 42.795 -8.063  4.765  -1.677  0.110  0.676  C10 A1ARA 4  
A1ARA C13 C5  C 0 1 N N N N N N 44.499 -10.637 5.849  -4.476  -0.691 0.108  C13 A1ARA 5  
A1ARA C15 C6  C 0 1 N N N N N N 46.776 -13.262 4.738  -7.161  -3.300 -0.077 C15 A1ARA 6  
A1ARA C17 C7  C 0 1 N N N N N N 48.137 -13.235 8.152  -9.256  -0.460 -0.430 C17 A1ARA 7  
A1ARA C20 C8  C 0 1 N N N N N N 50.049 -11.332 7.641  -12.867 -1.175 -0.202 C20 A1ARA 8  
A1ARA C24 C9  C 0 1 N N N N N N 44.410 -6.687  7.867  -3.372  3.367  1.095  C24 A1ARA 9  
A1ARA C26 C10 C 0 1 Y N N N N N 40.373 -5.195  1.005  4.027   0.389  0.497  C26 A1ARA 10 
A1ARA C28 C11 C 0 1 N N N N N N 40.948 -8.268  -2.667 8.958   -0.912 2.593  C28 A1ARA 11 
A1ARA O1  O1  O 0 1 N N N N N N 38.799 -5.201  -2.073 5.941   -1.395 1.462  O1  A1ARA 12 
A1ARA N2  N1  N 0 1 N N N N N N 44.687 -9.229  6.016  -4.156  0.415  0.808  N2  A1ARA 13 
A1ARA C3  C12 C 0 1 Y N N N N N 39.474 -3.174  0.091  5.864   1.634  -0.462 C3  A1ARA 14 
A1ARA O4  O2  O 0 1 N N N N N N 43.434 -11.097 5.723  -3.648  -1.220 -0.603 O4  A1ARA 15 
A1ARA N6  N2  N 0 1 N N N N N N 40.922 -6.026  -1.763 7.671   -0.296 0.607  N6  A1ARA 16 
A1ARA C9  C13 C 0 1 Y N N N N N 42.062 -6.894  4.915  -0.594  0.974  0.732  C9  A1ARA 17 
A1ARA C11 C14 C 0 1 N N N N N N 42.572 -9.066  3.630  -1.621  -1.387 0.511  C11 A1ARA 18 
A1ARA C12 C15 C 0 1 Y N N N N N 43.713 -8.181  5.885  -2.832  0.890  0.806  C12 A1ARA 19 
A1ARA C14 C16 C 0 1 N N R N N N 45.785 -11.444 5.842  -5.863  -1.272 0.209  C14 A1ARA 20 
A1ARA C16 C17 C 0 1 N N N N N N 47.964 -12.994 5.648  -8.168  -2.587 -0.985 C16 A1ARA 21 
A1ARA C19 C18 C 0 1 N N N N N N 48.707 -10.129 9.355  -11.742 0.827  -1.185 C19 A1ARA 22 
A1ARA C23 C19 C 0 1 Y N N N N N 43.606 -7.009  6.619  -2.446  2.189  0.932  C23 A1ARA 23 
A1ARA C27 C20 C 0 1 N N R N N N 41.000 -6.785  -2.999 8.616   -1.276 1.147  C27 A1ARA 24 
A1ARA C29 C21 C 0 1 Y N N N N N 42.326 -6.410  -3.665 9.874   -1.271 0.317  C29 A1ARA 25 
A1ARA C30 C22 C 0 1 Y N N N N N 43.469 -6.677  -3.062 10.508  -2.463 0.017  C30 A1ARA 26 
A1ARA C31 C23 C 0 1 Y N N N N N 44.794 -6.304  -3.724 11.661  -2.460 -0.744 C31 A1ARA 27 
A1ARA C32 C24 C 0 1 Y N N N N N 44.795 -5.708  -4.898 12.182  -1.263 -1.206 C32 A1ARA 28 
A1ARA C1  C25 C 0 1 N N N N N N 39.764 -5.246  -1.390 6.349   -0.446 0.821  C1  A1ARA 29 
A1ARA C18 C26 C 0 1 N N N N N N 49.477 -11.410 9.051  -11.620 -0.291 -0.148 C18 A1ARA 30 
A1ARA C2  C27 C 0 1 Y N N N N N 39.857 -4.504  -0.068 5.396   0.542  0.276  C2  A1ARA 31 
A1ARA C21 C28 C 0 1 N N N N N N 50.637 -11.548 10.036 -11.488 0.321  1.248  C21 A1ARA 32 
A1ARA C22 C29 C 0 1 N N N N N N 46.507 -11.563 7.162  -6.817  -0.475 -0.688 C22 A1ARA 33 
A1ARA C25 C30 C 0 1 Y N N N N N 40.497 -4.574  2.227  3.142   1.323  -0.019 C25 A1ARA 34 
A1ARA C33 C31 C 0 1 Y N N N N N 43.472 -5.392  -5.594 11.547  -0.070 -0.905 C33 A1ARA 35 
A1ARA C34 C32 C 0 1 Y N N N N N 42.331 -5.714  -5.023 10.390  -0.076 -0.148 C34 A1ARA 36 
A1ARA C4  C33 C 0 1 Y N N N N N 39.588 -2.537  1.323  4.983   2.560  -0.973 C4  A1ARA 37 
A1ARA C6  C34 C 0 1 N N N N N N 40.894 -3.924  4.505  1.372   2.676  -0.735 C6  A1ARA 38 
A1ARA F1  F1  F 0 1 N N N N N N 45.978 -5.371  -5.495 13.310  -1.258 -1.950 F1  A1ARA 39 
A1ARA N1  N3  N 0 1 N N N N N N 40.337 -2.819  3.764  2.537   3.192  -1.164 N1  A1ARA 40 
A1ARA N3  N4  N 0 1 N N N N N N 45.556 -12.764 5.280  -5.841  -2.674 -0.228 N3  A1ARA 41 
A1ARA N4  N5  N 0 1 N N N N N N 47.536 -12.595 6.992  -8.126  -1.147 -0.690 N4  A1ARA 42 
A1ARA N5  N6  N 0 1 Y N N N N N 42.533 -6.272  6.083  -1.089  2.251  0.888  N5  A1ARA 43 
A1ARA O2  O3  O 0 1 N N N N N N 48.605 -12.493 9.248  -10.444 -1.093 -0.437 O2  A1ARA 44 
A1ARA O3  O4  O 0 1 N N N N N N 48.219 -14.419 8.175  -9.202  0.729  -0.188 O3  A1ARA 45 
A1ARA O5  O5  O 0 1 N N N N N N 41.254 -3.939  5.856  0.265   3.139  -0.943 O5  A1ARA 46 
A1ARA H4  H1  H 0 1 N N N N N N 41.364 -7.038  2.800  1.103   -0.325 1.064  H4  A1ARA 47 
A1ARA H11 H2  H 0 1 N N N N N N 46.681 -14.348 4.591  -7.486  -3.218 0.961  H11 A1ARA 48 
A1ARA H12 H3  H 0 1 N N N N N N 46.957 -12.776 3.768  -7.100  -4.352 -0.357 H12 A1ARA 49 
A1ARA H19 H4  H 0 1 N N N N N N 50.719 -10.463 7.564  -12.960 -1.611 -1.196 H19 A1ARA 50 
A1ARA H18 H5  H 0 1 N N N N N N 50.614 -12.251 7.423  -12.780 -1.972 0.537  H18 A1ARA 51 
A1ARA H20 H6  H 0 1 N N N N N N 49.227 -11.226 6.917  -13.749 -0.573 0.016  H20 A1ARA 52 
A1ARA H28 H7  H 0 1 N N N N N N 43.900 -7.102  8.749  -3.486  3.595  2.155  H28 A1ARA 53 
A1ARA H26 H8  H 0 1 N N N N N N 45.413 -7.130  7.781  -2.954  4.232  0.580  H26 A1ARA 54 
A1ARA H27 H9  H 0 1 N N N N N N 44.499 -5.596  7.974  -4.346  3.125  0.669  H27 A1ARA 55 
A1ARA H30 H10 H 0 1 N N N N N N 40.680 -6.224  0.888  3.659   -0.452 1.066  H30 A1ARA 56 
A1ARA H34 H11 H 0 1 N N N N N N 41.006 -8.854  -3.596 8.048   -0.915 3.194  H34 A1ARA 57 
A1ARA H33 H12 H 0 1 N N N N N N 41.796 -8.528  -2.016 9.661   -1.641 2.996  H33 A1ARA 58 
A1ARA H35 H13 H 0 1 N N N N N N 40.005 -8.495  -2.149 9.408   0.081  2.621  H35 A1ARA 59 
A1ARA H8  H14 H 0 1 N N N N N N 45.613 -8.937  6.254  -4.839  0.884  1.313  H8  A1ARA 60 
A1ARA H1  H15 H 0 1 N N N N N N 39.082 -2.629  -0.755 6.924   1.752  -0.632 H1  A1ARA 61 
A1ARA H31 H16 H 0 1 N N N N N N 41.705 -6.044  -1.142 7.997   0.461  0.095  H31 A1ARA 62 
A1ARA H6  H17 H 0 1 N N N N N N 43.232 -8.818  2.786  -1.508  -1.633 -0.545 H6  A1ARA 63 
A1ARA H5  H18 H 0 1 N N N N N N 42.800 -10.081 3.988  -0.772  -1.782 1.069  H5  A1ARA 64 
A1ARA H7  H19 H 0 1 N N N N N N 41.523 -9.020  3.301  -2.542  -1.829 0.891  H7  A1ARA 65 
A1ARA H9  H20 H 0 1 N N N N N N 46.472 -10.920 5.161  -6.206  -1.218 1.243  H9  A1ARA 66 
A1ARA H13 H21 H 0 1 N N N N N N 48.572 -12.187 5.213  -7.903  -2.755 -2.029 H13 A1ARA 67 
A1ARA H14 H22 H 0 1 N N N N N N 48.569 -13.909 5.723  -9.170  -2.973 -0.796 H14 A1ARA 68 
A1ARA H15 H23 H 0 1 N N N N N N 49.366 -9.261  9.209  -12.625 1.429  -0.968 H15 A1ARA 69 
A1ARA H17 H24 H 0 1 N N N N N N 47.843 -10.051 8.678  -10.854 1.458  -1.147 H17 A1ARA 70 
A1ARA H16 H25 H 0 1 N N N N N N 48.356 -10.151 10.397 -11.836 0.391  -2.180 H16 A1ARA 71 
A1ARA H32 H26 H 0 1 N N N N N N 40.166 -6.525  -3.667 8.166   -2.269 1.119  H32 A1ARA 72 
A1ARA H36 H27 H 0 1 N N N N N N 43.468 -7.161  -2.097 10.102  -3.396 0.378  H36 A1ARA 73 
A1ARA H37 H28 H 0 1 N N N N N N 45.728 -6.529  -3.230 12.156  -3.391 -0.979 H37 A1ARA 74 
A1ARA H22 H29 H 0 1 N N N N N N 51.335 -10.709 9.901  -12.371 0.923  1.466  H22 A1ARA 75 
A1ARA H21 H30 H 0 1 N N N N N N 50.247 -11.538 11.065 -11.401 -0.475 1.987  H21 A1ARA 76 
A1ARA H23 H31 H 0 1 N N N N N N 51.163 -12.496 9.852  -10.600 0.951  1.287  H23 A1ARA 77 
A1ARA H24 H32 H 0 1 N N N N N N 45.802 -11.858 7.954  -6.926  0.537  -0.299 H24 A1ARA 78 
A1ARA H25 H33 H 0 1 N N N N N N 46.974 -10.603 7.426  -6.420  -0.438 -1.702 H25 A1ARA 79 
A1ARA H38 H34 H 0 1 N N N N N N 43.473 -4.903  -6.557 11.952  0.864  -1.264 H38 A1ARA 80 
A1ARA H39 H35 H 0 1 N N N N N N 41.398 -5.486  -5.516 9.892   0.854  0.084  H39 A1ARA 81 
A1ARA H2  H36 H 0 1 N N N N N N 39.279 -1.509  1.444  5.355   3.399  -1.542 H2  A1ARA 82 
A1ARA H3  H37 H 0 1 N N N N N N 40.143 -1.910  4.134  2.614   4.003  -1.690 H3  A1ARA 83 
A1ARA H10 H38 H 0 1 N N N N N N 45.232 -13.381 5.997  -5.511  -2.751 -1.178 H10 A1ARA 84 
A1ARA H29 H40 H 0 1 N N N N N N 42.161 -5.431  6.475  -0.557  3.059  0.957  H29 A1ARA 85 
# 
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 
A1ARA C1  O1  DOUB N N 1  
A1ARA C1  C2  SING N N 2  
A1ARA C1  N6  SING N N 3  
A1ARA N1  C5  SING N N 4  
A1ARA N1  C6  SING N N 5  
A1ARA C2  C3  DOUB Y N 6  
A1ARA C2  C26 SING Y N 7  
A1ARA N2  C12 SING N N 8  
A1ARA N2  C13 SING N N 9  
A1ARA O2  C17 SING N N 10 
A1ARA O2  C18 SING N N 11 
A1ARA C3  C4  SING Y N 12 
A1ARA N3  C14 SING N N 13 
A1ARA N3  C15 SING N N 14 
A1ARA O3  C17 DOUB N N 15 
A1ARA C4  C5  DOUB Y N 16 
A1ARA N4  C16 SING N N 17 
A1ARA N4  C17 SING N N 18 
A1ARA N4  C22 SING N N 19 
A1ARA O4  C13 DOUB N N 20 
A1ARA C5  C25 SING Y N 21 
A1ARA N5  C9  SING Y N 22 
A1ARA N5  C23 SING Y N 23 
A1ARA O5  C6  DOUB N N 24 
A1ARA C6  C7  SING N N 25 
A1ARA N6  C27 SING N N 26 
A1ARA C7  C8  DOUB N Z 27 
A1ARA C7  C25 SING N N 28 
A1ARA C8  C9  SING N N 29 
A1ARA C9  C10 DOUB Y N 30 
A1ARA C10 C11 SING N N 31 
A1ARA C10 C12 SING Y N 32 
A1ARA C12 C23 DOUB Y N 33 
A1ARA C13 C14 SING N N 34 
A1ARA C14 C22 SING N N 35 
A1ARA C15 C16 SING N N 36 
A1ARA C18 C19 SING N N 37 
A1ARA C18 C20 SING N N 38 
A1ARA C18 C21 SING N N 39 
A1ARA C23 C24 SING N N 40 
A1ARA C25 C26 DOUB Y N 41 
A1ARA C27 C28 SING N N 42 
A1ARA C27 C29 SING N N 43 
A1ARA C29 C30 DOUB Y N 44 
A1ARA C29 C34 SING Y N 45 
A1ARA C30 C31 SING Y N 46 
A1ARA C31 C32 DOUB Y N 47 
A1ARA C32 C33 SING Y N 48 
A1ARA C32 F1  SING N N 49 
A1ARA C33 C34 DOUB Y N 50 
A1ARA C8  H4  SING N N 51 
A1ARA C15 H11 SING N N 52 
A1ARA C15 H12 SING N N 53 
A1ARA C20 H19 SING N N 54 
A1ARA C20 H18 SING N N 55 
A1ARA C20 H20 SING N N 56 
A1ARA C24 H28 SING N N 57 
A1ARA C24 H26 SING N N 58 
A1ARA C24 H27 SING N N 59 
A1ARA C26 H30 SING N N 60 
A1ARA C28 H34 SING N N 61 
A1ARA C28 H33 SING N N 62 
A1ARA C28 H35 SING N N 63 
A1ARA N2  H8  SING N N 64 
A1ARA C3  H1  SING N N 65 
A1ARA N6  H31 SING N N 66 
A1ARA C11 H6  SING N N 67 
A1ARA C11 H5  SING N N 68 
A1ARA C11 H7  SING N N 69 
A1ARA C14 H9  SING N N 70 
A1ARA C16 H13 SING N N 71 
A1ARA C16 H14 SING N N 72 
A1ARA C19 H15 SING N N 73 
A1ARA C19 H17 SING N N 74 
A1ARA C19 H16 SING N N 75 
A1ARA C27 H32 SING N N 76 
A1ARA C30 H36 SING N N 77 
A1ARA C31 H37 SING N N 78 
A1ARA C21 H22 SING N N 79 
A1ARA C21 H21 SING N N 80 
A1ARA C21 H23 SING N N 81 
A1ARA C22 H24 SING N N 82 
A1ARA C22 H25 SING N N 83 
A1ARA C33 H38 SING N N 84 
A1ARA C34 H39 SING N N 85 
A1ARA C4  H2  SING N N 86 
A1ARA N1  H3  SING N N 87 
A1ARA N3  H10 SING N N 88 
A1ARA N5  H29 SING N N 89 
# 
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 
A1ARA SMILES           ACDLabs              12.01 "Fc1ccc(cc1)C(C)NC(=O)c1ccc2NC(=O)C(=C/c3[NH]c(C)c(NC(=O)C4CN(CCN4)C(=O)OC(C)(C)C)c3C)\c2c1"                                                                                                                                                                 
A1ARA InChI            InChI                1.06  "InChI=1S/C34H39FN6O5/c1-18-27(37-20(3)29(18)40-32(44)28-17-41(14-13-36-28)33(45)46-34(4,5)6)16-25-24-15-22(9-12-26(24)39-31(25)43)30(42)38-19(2)21-7-10-23(35)11-8-21/h7-12,15-16,19,28,36-37H,13-14,17H2,1-6H3,(H,38,42)(H,39,43)(H,40,44)/t19-,28-/m1/s1" 
A1ARA InChIKey         InChI                1.06  BISREQDPCIZZMG-WHLCRQNOSA-N                                                                                                                                                                                                                                  
A1ARA SMILES_CANONICAL CACTVS               3.385 "C[C@@H](NC(=O)c1ccc2NC(=O)C(=C\c3[nH]c(C)c(NC(=O)[C@H]4CN(CCN4)C(=O)OC(C)(C)C)c3C)/c2c1)c5ccc(F)cc5"                                                                                                                                                        
A1ARA SMILES           CACTVS               3.385 "C[CH](NC(=O)c1ccc2NC(=O)C(=Cc3[nH]c(C)c(NC(=O)[CH]4CN(CCN4)C(=O)OC(C)(C)C)c3C)c2c1)c5ccc(F)cc5"                                                                                                                                                             
A1ARA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c([nH]c(c1NC(=O)[C@H]2CN(CCN2)C(=O)OC(C)(C)C)C)/C=C\3/c4cc(ccc4NC3=O)C(=O)N[C@H](C)c5ccc(cc5)F"                                                                                                                                                          
A1ARA SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1c([nH]c(c1NC(=O)C2CN(CCN2)C(=O)OC(C)(C)C)C)C=C3c4cc(ccc4NC3=O)C(=O)NC(C)c5ccc(cc5)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 
A1ARA "SYSTEMATIC NAME" ACDLabs              12.01 "tert-butyl (3R)-3-({5-[(Z)-(5-{[(1R)-1-(4-fluorophenyl)ethyl]carbamoyl}-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrol-3-yl}carbamoyl)piperazine-1-carboxylate"                 
A1ARA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{tert}-butyl (3~{R})-3-[[5-[(~{Z})-[5-[[(1~{R})-1-(4-fluorophenyl)ethyl]carbamoyl]-2-oxidanylidene-1~{H}-indol-3-ylidene]methyl]-2,4-dimethyl-1~{H}-pyrrol-3-yl]carbamoyl]piperazine-1-carboxylate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1ARA "Create component" 2024-05-13 RCSB 
A1ARA "Initial release"  2025-11-12 RCSB 
# 
