data_A1A4E
# 
_chem_comp.id                                    A1A4E 
_chem_comp.name                                  "(2P)-3-(3-chloro-2-methoxyanilino)-2-[3-({(2R)-1-[(2E)-4-(dimethylamino)but-2-enoyl]-2-methylpyrrolidin-2-yl}ethynyl)pyridin-4-yl]-1,5,6,7-tetrahydro-4H-pyrrolo[3,2-c]pyridin-4-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H35 Cl N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-08-30 
_chem_comp.pdbx_modified_date                    2025-05-09 
_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                        587.112 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A4E 
_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        9DF4 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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 
A1A4E N1  N1  N  0 1 N N N N N N -0.613 -14.341 -9.921  -2.858 1.442  0.474  N1  A1A4E 1  
A1A4E N3  N2  N  0 1 N N N N N N 3.038  -13.942 -12.626 -0.116 4.378  -1.726 N3  A1A4E 2  
A1A4E C4  C1  C  0 1 Y N N N N N -1.333 -12.948 -6.044  -3.537 -1.013 -2.827 C4  A1A4E 3  
A1A4E C5  C2  C  0 1 Y N N N N N -0.644 -14.124 -6.205  -2.810 0.154  -2.970 C5  A1A4E 4  
A1A4E C6  C3  C  0 1 Y N N N N N -0.373 -14.597 -7.488  -2.583 0.970  -1.878 C6  A1A4E 5  
A1A4E C7  C4  C  0 1 Y N N N N N -0.789 -13.878 -8.606  -3.087 0.618  -0.633 C7  A1A4E 6  
A1A4E C8  C5  C  0 1 Y N N N N N 0.294  -15.323 -10.332 -1.567 1.892  0.754  C8  A1A4E 7  
A1A4E C10 C6  C  0 1 Y N N N N N 2.088  -16.255 -11.373 0.419  3.019  0.670  C10 A1A4E 8  
A1A4E C13 C7  C  0 1 N N N N N N 3.451  -15.219 -13.178 1.273  4.156  -1.349 C13 A1A4E 9  
A1A4E C15 C8  C  0 1 Y N N N N N -0.666 -17.548 -9.404  -1.063 0.441  2.781  C15 A1A4E 10 
A1A4E C17 C9  C  0 1 Y N N N N N -2.921 -17.789 -8.614  -1.937 -0.203 4.917  C17 A1A4E 11 
A1A4E C20 C10 C  0 1 N N N N N N 0.790  -19.628 -9.273  -0.214 -1.349 1.300  C20 A1A4E 12 
A1A4E C21 C11 C  0 1 N N N N N N 1.814  -20.160 -9.444  0.271  -1.694 0.288  C21 A1A4E 13 
A1A4E C22 C12 C  0 1 N N R N N N 3.147  -20.765 -9.631  0.879  -2.127 -0.981 C22 A1A4E 14 
A1A4E C24 C13 C  0 1 N N N N N N 3.390  -21.864 -8.584  0.010  -1.670 -2.179 C24 A1A4E 15 
A1A4E C26 C14 C  0 1 N N N N N N 3.824  -22.725 -10.836 1.970  -0.260 -2.004 C26 A1A4E 16 
A1A4E C28 C15 C  0 1 N N N N N N 3.472  -21.391 -13.416 4.587  -1.116 -0.966 C28 A1A4E 17 
A1A4E C1  C16 C  0 1 N N N N N N -1.048 -11.014 -9.967  -5.627 -0.442 1.054  C1  A1A4E 18 
A1A4E O1  O1  O  0 1 N N N N N N -1.974 -11.994 -9.518  -4.315 -0.907 0.729  O1  A1A4E 19 
A1A4E C2  C17 C  0 1 Y N N N N N -1.529 -12.718 -8.427  -3.819 -0.558 -0.488 C2  A1A4E 20 
A1A4E C3  C18 C  0 1 Y N N N N N -1.753 -12.238 -7.134  -4.047 -1.368 -1.590 C3  A1A4E 21 
A1A4E CL  CL1 CL 0 0 N N N N N N -2.662 -10.782 -6.969  -4.960 -2.834 -1.415 CL  A1A4E 22 
A1A4E C9  C19 C  0 1 Y N N N N N 0.332  -16.703 -10.068 -0.736 1.467  1.777  C9  A1A4E 23 
A1A4E N2  N3  N  0 1 Y N N N N N 1.388  -17.213 -10.772 0.453  2.168  1.696  N2  A1A4E 24 
A1A4E C11 C20 C  0 1 Y N N N N N 1.446  -15.048 -11.184 -0.816 2.901  0.036  C11 A1A4E 25 
A1A4E C12 C21 C  0 1 N N N N N N 2.024  -13.807 -11.719 -1.146 3.726  -1.136 C12 A1A4E 26 
A1A4E O2  O2  O  0 1 N N N N N N 1.674  -12.707 -11.324 -2.284 3.817  -1.554 O2  A1A4E 27 
A1A4E C14 C22 C  0 1 N N N N N N 3.343  -16.388 -12.199 1.462  3.981  0.158  C14 A1A4E 28 
A1A4E C16 C23 C  0 1 Y N N N N N -1.939 -17.004 -9.147  -1.643 0.790  4.008  C16 A1A4E 29 
A1A4E N4  N4  N  0 1 Y N N N N N -2.701 -19.046 -8.338  -1.684 -1.472 4.652  N4  A1A4E 30 
A1A4E C18 C24 C  0 1 Y N N N N N -1.539 -19.631 -8.569  -1.139 -1.858 3.515  C18 A1A4E 31 
A1A4E C19 C25 C  0 1 Y N N N N N -0.465 -18.933 -9.093  -0.806 -0.928 2.534  C19 A1A4E 32 
A1A4E C23 C26 C  0 1 N N N N N N 4.169  -19.682 -9.369  1.050  -3.647 -0.997 C23 A1A4E 33 
A1A4E C25 C27 C  0 1 N N N N N N 3.510  -23.179 -9.389  0.468  -0.197 -2.352 C25 A1A4E 34 
A1A4E N5  N5  N  0 1 N N N N N N 3.351  -21.322 -10.961 2.180  -1.462 -1.179 N5  A1A4E 35 
A1A4E C27 C28 C  0 1 N N N N N N 3.202  -20.634 -12.117 3.362  -1.882 -0.688 C27 A1A4E 36 
A1A4E O3  O3  O  0 1 N N N N N N 2.836  -19.465 -12.062 3.417  -2.894 -0.016 O3  A1A4E 37 
A1A4E C29 C29 C  0 1 N N N N N N 3.698  -20.511 -14.637 5.755  -1.530 -0.481 C29 A1A4E 38 
A1A4E C30 C30 C  0 1 N N N N N N 5.001  -20.584 -15.466 7.010  -0.746 -0.766 C30 A1A4E 39 
A1A4E N6  N6  N  0 1 N N N N N N 6.041  -19.751 -14.851 7.669  -0.401 0.501  N6  A1A4E 40 
A1A4E C31 C31 C  0 1 N N N N N N 5.513  -18.356 -14.626 9.008  0.154  0.263  C31 A1A4E 41 
A1A4E C32 C32 C  0 1 N N N N N N 7.204  -19.695 -15.732 6.846  0.529  1.286  C32 A1A4E 42 
A1A4E H1  H1  H  0 1 N N N N N N -1.189 -13.931 -10.628 -3.597 1.704  1.045  H1  A1A4E 43 
A1A4E H2  H2  H  0 1 N N N N N N 3.520  -13.118 -12.924 -0.312 5.022  -2.425 H2  A1A4E 44 
A1A4E H3  H3  H  0 1 N N N N N N -1.545 -12.581 -5.050  -3.712 -1.648 -3.683 H3  A1A4E 45 
A1A4E H4  H4  H  0 1 N N N N N N -0.313 -14.681 -5.341  -2.418 0.429  -3.938 H4  A1A4E 46 
A1A4E H5  H5  H  0 1 N N N N N N 0.163  -15.526 -7.616  -2.014 1.880  -1.993 H5  A1A4E 47 
A1A4E H6  H6  H  0 1 N N N N N N 2.817  -15.439 -14.050 1.635  3.260  -1.854 H6  A1A4E 48 
A1A4E H7  H7  H  0 1 N N N N N N 4.500  -15.133 -13.499 1.867  5.007  -1.681 H7  A1A4E 49 
A1A4E H8  H8  H  0 1 N N N N N N -3.894 -17.364 -8.418  -2.385 0.062  5.863  H8  A1A4E 50 
A1A4E H9  H9  H  0 1 N N N N N N 4.318  -21.667 -8.028  0.233  -2.256 -3.070 H9  A1A4E 51 
A1A4E H10 H10 H  0 1 N N N N N N 2.546  -21.919 -7.881  -1.051 -1.723 -1.935 H10 A1A4E 52 
A1A4E H11 H11 H  0 1 N N N N N N 3.297  -23.367 -11.557 2.560  -0.331 -2.919 H11 A1A4E 53 
A1A4E H12 H12 H  0 1 N N N N N N 4.907  -22.777 -11.022 2.259  0.630  -1.446 H12 A1A4E 54 
A1A4E H13 H13 H  0 1 N N N N N N 3.500  -22.470 -13.464 4.539  -0.218 -1.563 H13 A1A4E 55 
A1A4E H15 H15 H  0 1 N N N N N N -1.468 -10.481 -10.833 -5.620 0.646  1.118  H15 A1A4E 56 
A1A4E H16 H16 H  0 1 N N N N N N -0.850 -10.298 -9.156  -6.326 -0.756 0.279  H16 A1A4E 57 
A1A4E H17 H17 H  0 1 N N N N N N -0.108 -11.505 -10.260 -5.934 -0.860 2.012  H17 A1A4E 58 
A1A4E H18 H18 H  0 1 N N N N N N 1.607  -18.187 -10.828 1.204  2.057  2.299  H18 A1A4E 59 
A1A4E H19 H19 H  0 1 N N N N N N 3.310  -17.333 -12.762 1.345  4.944  0.655  H19 A1A4E 60 
A1A4E H20 H20 H  0 1 N N N N N N 4.219  -16.388 -11.533 2.456  3.583  0.358  H20 A1A4E 61 
A1A4E H21 H21 H  0 1 N N N N N N -2.139 -15.967 -9.371  -1.855 1.823  4.238  H21 A1A4E 62 
A1A4E H22 H22 H  0 1 N N N N N N -1.424 -20.681 -8.343  -0.950 -2.908 3.343  H22 A1A4E 63 
A1A4E H23 H23 H  0 1 N N N N N N 4.012  -19.264 -8.364  0.074  -4.124 -0.901 H23 A1A4E 64 
A1A4E H24 H24 H  0 1 N N N N N N 5.181  -20.109 -9.434  1.512  -3.951 -1.936 H24 A1A4E 65 
A1A4E H25 H25 H  0 1 N N N N N N 4.059  -18.885 -10.119 1.685  -3.950 -0.165 H25 A1A4E 66 
A1A4E H26 H26 H  0 1 N N N N N N 2.566  -23.742 -9.355  0.324  0.133  -3.381 H26 A1A4E 67 
A1A4E H27 H27 H  0 1 N N N N N N 4.324  -23.804 -8.993  -0.061 0.455  -1.658 H27 A1A4E 68 
A1A4E H28 H28 H  0 1 N N N N N N 2.926  -19.816 -14.933 5.803  -2.429 0.116  H28 A1A4E 69 
A1A4E H30 H30 H  0 1 N N N N N N 4.803  -20.224 -16.486 7.684  -1.348 -1.375 H30 A1A4E 70 
A1A4E H31 H31 H  0 1 N N N N N N 5.348  -21.627 -15.506 6.753  0.168  -1.303 H31 A1A4E 71 
A1A4E H33 H33 H  0 1 N N N N N N 4.637  -18.398 -13.962 8.926  1.055  -0.345 H33 A1A4E 72 
A1A4E H34 H34 H  0 1 N N N N N N 6.296  -17.738 -14.161 9.474  0.400  1.217  H34 A1A4E 73 
A1A4E H35 H35 H  0 1 N N N N N N 5.222  -17.914 -15.590 9.619  -0.583 -0.260 H35 A1A4E 74 
A1A4E H36 H36 H  0 1 N N N N N N 7.984  -19.071 -15.271 5.885  0.065  1.508  H36 A1A4E 75 
A1A4E H37 H37 H  0 1 N N N N N N 7.594  -20.711 -15.890 7.358  0.767  2.219  H37 A1A4E 76 
A1A4E H38 H38 H  0 1 N N N N N N 6.911  -19.261 -16.699 6.686  1.443  0.716  H38 A1A4E 77 
# 
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 
A1A4E C32 N6  SING N N 1  
A1A4E C30 N6  SING N N 2  
A1A4E C30 C29 SING N N 3  
A1A4E N6  C31 SING N N 4  
A1A4E C29 C28 DOUB N E 5  
A1A4E C28 C27 SING N N 6  
A1A4E C13 N3  SING N N 7  
A1A4E C13 C14 SING N N 8  
A1A4E N3  C12 SING N N 9  
A1A4E C14 C10 SING N N 10 
A1A4E C27 O3  DOUB N N 11 
A1A4E C27 N5  SING N N 12 
A1A4E C12 O2  DOUB N N 13 
A1A4E C12 C11 SING N N 14 
A1A4E C10 C11 DOUB Y N 15 
A1A4E C10 N2  SING Y N 16 
A1A4E C11 C8  SING Y N 17 
A1A4E N5  C26 SING N N 18 
A1A4E N5  C22 SING N N 19 
A1A4E C26 C25 SING N N 20 
A1A4E N2  C9  SING Y N 21 
A1A4E C8  C9  DOUB Y N 22 
A1A4E C8  N1  SING N N 23 
A1A4E C9  C15 SING N N 24 
A1A4E C1  O1  SING N N 25 
A1A4E N1  C7  SING N N 26 
A1A4E C22 C21 SING N N 27 
A1A4E C22 C23 SING N N 28 
A1A4E C22 C24 SING N N 29 
A1A4E O1  C2  SING N N 30 
A1A4E C21 C20 TRIP N N 31 
A1A4E C15 C16 DOUB Y N 32 
A1A4E C15 C19 SING Y N 33 
A1A4E C25 C24 SING N N 34 
A1A4E C20 C19 SING N N 35 
A1A4E C16 C17 SING Y N 36 
A1A4E C19 C18 DOUB Y N 37 
A1A4E C17 N4  DOUB Y N 38 
A1A4E C7  C2  DOUB Y N 39 
A1A4E C7  C6  SING Y N 40 
A1A4E C18 N4  SING Y N 41 
A1A4E C2  C3  SING Y N 42 
A1A4E C6  C5  DOUB Y N 43 
A1A4E C3  CL  SING N N 44 
A1A4E C3  C4  DOUB Y N 45 
A1A4E C5  C4  SING Y N 46 
A1A4E N1  H1  SING N N 47 
A1A4E N3  H2  SING N N 48 
A1A4E C4  H3  SING N N 49 
A1A4E C5  H4  SING N N 50 
A1A4E C6  H5  SING N N 51 
A1A4E C13 H6  SING N N 52 
A1A4E C13 H7  SING N N 53 
A1A4E C17 H8  SING N N 54 
A1A4E C24 H9  SING N N 55 
A1A4E C24 H10 SING N N 56 
A1A4E C26 H11 SING N N 57 
A1A4E C26 H12 SING N N 58 
A1A4E C28 H13 SING N N 59 
A1A4E C1  H15 SING N N 60 
A1A4E C1  H16 SING N N 61 
A1A4E C1  H17 SING N N 62 
A1A4E N2  H18 SING N N 63 
A1A4E C14 H19 SING N N 64 
A1A4E C14 H20 SING N N 65 
A1A4E C16 H21 SING N N 66 
A1A4E C18 H22 SING N N 67 
A1A4E C23 H23 SING N N 68 
A1A4E C23 H24 SING N N 69 
A1A4E C23 H25 SING N N 70 
A1A4E C25 H26 SING N N 71 
A1A4E C25 H27 SING N N 72 
A1A4E C29 H28 SING N N 73 
A1A4E C30 H30 SING N N 74 
A1A4E C30 H31 SING N N 75 
A1A4E C31 H33 SING N N 76 
A1A4E C31 H34 SING N N 77 
A1A4E C31 H35 SING N N 78 
A1A4E C32 H36 SING N N 79 
A1A4E C32 H37 SING N N 80 
A1A4E C32 H38 SING N N 81 
# 
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 
A1A4E SMILES           ACDLabs              14.52 "O=C(\C=C\CN(C)C)N1CCCC1(C)C#Cc1cnccc1c1[NH]c2CCNC(=O)c2c1Nc1cccc(Cl)c1OC"                                                                                                                                                               
A1A4E InChI            InChI                1.06  "InChI=1S/C32H35ClN6O3/c1-32(14-7-19-39(32)26(40)10-6-18-38(2)3)15-11-21-20-34-16-12-22(21)28-29(27-24(36-28)13-17-35-31(27)41)37-25-9-5-8-23(33)30(25)42-4/h5-6,8-10,12,16,20,36-37H,7,13-14,17-19H2,1-4H3,(H,35,41)/b10-6+/t32-/m1/s1" 
A1A4E InChIKey         InChI                1.06  UMSJPISUMQOUKS-LMZGTLAXSA-N                                                                                                                                                                                                              
A1A4E SMILES_CANONICAL CACTVS               3.385 "COc1c(Cl)cccc1Nc2c([nH]c3CCNC(=O)c23)c4ccncc4C#C[C@@]5(C)CCCN5C(=O)/C=C/CN(C)C"                                                                                                                                                         
A1A4E SMILES           CACTVS               3.385 "COc1c(Cl)cccc1Nc2c([nH]c3CCNC(=O)c23)c4ccncc4C#C[C]5(C)CCCN5C(=O)C=CCN(C)C"                                                                                                                                                             
A1A4E SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@]1(CCCN1C(=O)C=CCN(C)C)C#Cc2cnccc2c3c(c4c([nH]3)CCNC4=O)Nc5cccc(c5OC)Cl"                                                                                                                                                           
A1A4E SMILES           "OpenEye OEToolkits" 2.0.7 "CC1(CCCN1C(=O)C=CCN(C)C)C#Cc2cnccc2c3c(c4c([nH]3)CCNC4=O)Nc5cccc(c5OC)Cl"                                                                                                                                                               
# 
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 
A1A4E "SYSTEMATIC NAME" ACDLabs              14.52 "(2P)-3-(3-chloro-2-methoxyanilino)-2-[3-({(2R)-1-[(2E)-4-(dimethylamino)but-2-enoyl]-2-methylpyrrolidin-2-yl}ethynyl)pyridin-4-yl]-1,5,6,7-tetrahydro-4H-pyrrolo[3,2-c]pyridin-4-one"   
A1A4E "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "3-[(3-chloranyl-2-methoxy-phenyl)amino]-2-[3-[2-[(2~{R})-1-[4-(dimethylamino)but-2-enoyl]-2-methyl-pyrrolidin-2-yl]ethynyl]pyridin-4-yl]-1,5,6,7-tetrahydropyrrolo[3,2-c]pyridin-4-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 
A1A4E "Create component" 2024-08-30 RCSB 
A1A4E "Modify PCM"       2024-09-27 PDBE 
A1A4E "Initial release"  2025-05-14 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1A4E 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C29 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
