data_A1ENT
# 
_chem_comp.id                                    A1ENT 
_chem_comp.name                                  "~{N}-[4-[4-azanyl-7-methyl-5-[2-(3-methylimidazo[4,5-b]pyridin-6-yl)ethynyl]pyrrolo[2,3-d]pyrimidin-6-yl]phenyl]prop-2-enamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H20 N8 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-03-21 
_chem_comp.pdbx_modified_date                    2025-04-18 
_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                        448.479 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ENT 
_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        9U3N 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
_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 
A1ENT N1  N1  N 0 1 N N N N N N 7.492 26.146 21.670 3.602  3.585  -0.836 N1  A1ENT 1  
A1ENT C6  C1  C 0 1 Y N N N N N 5.428 27.446 24.444 1.657  0.499  -1.257 C6  A1ENT 2  
A1ENT C5  C2  C 0 1 Y N N N N N 6.020 27.317 23.205 2.084  1.799  -1.410 C5  A1ENT 3  
A1ENT C4  C3  C 0 1 Y N N N N N 6.830 26.219 22.920 3.171  2.266  -0.678 C4  A1ENT 4  
A1ENT N4  N2  N 0 1 Y N N N N N 3.690 18.592 28.164 -6.436 0.359  0.259  N4  A1ENT 5  
A1ENT N3  N3  N 0 1 Y N N N N N 2.103 18.105 26.655 -6.127 2.507  0.024  N3  A1ENT 6  
A1ENT C2  C4  C 0 1 N N N N N N 8.412 26.853 19.521 4.446  5.686  0.078  C2  A1ENT 7  
A1ENT C1  C5  C 0 1 N N N N N N 8.130 25.470 19.000 4.925  6.359  1.121  C1  A1ENT 8  
A1ENT C3  C6  C 0 1 N N N N N N 7.735 27.190 20.831 4.087  4.267  0.220  C3  A1ENT 9  
A1ENT O1  O1  O 0 1 N N N N N N 7.471 28.359 21.131 4.228  3.709  1.292  O1  A1ENT 10 
A1ENT C7  C7  C 0 1 Y N N N N N 5.576 26.469 25.421 2.317  -0.352 -0.365 C7  A1ENT 11 
A1ENT C8  C8  C 0 1 Y N N N N N 4.982 26.658 26.753 1.859  -1.743 -0.194 C8  A1ENT 12 
A1ENT C9  C9  C 0 1 Y N N N N N 4.288 25.736 27.560 0.540  -2.144 -0.051 C9  A1ENT 13 
A1ENT C10 C10 C 0 1 N N N N N N 3.804 24.467 27.166 -0.619 -1.303 -0.041 C10 A1ENT 14 
A1ENT C11 C11 C 0 1 N N N N N N 3.406 23.388 26.963 -1.569 -0.613 -0.033 C11 A1ENT 15 
A1ENT C12 C12 C 0 1 Y N N N N N 3.032 22.015 26.864 -2.728 0.228  -0.023 C12 A1ENT 16 
A1ENT C13 C13 C 0 1 Y N N N N N 3.656 21.081 27.673 -4.002 -0.324 0.132  C13 A1ENT 17 
A1ENT C14 C14 C 0 1 Y N N N N N 3.280 19.752 27.537 -5.097 0.541  0.134  C14 A1ENT 18 
A1ENT C15 C15 C 0 1 Y N N N N N 2.289 19.459 26.592 -4.879 1.923  -0.019 C15 A1ENT 19 
A1ENT N2  N4  N 0 1 Y N N N N N 1.657 20.311 25.797 -3.652 2.401  -0.163 N2  A1ENT 20 
A1ENT C16 C16 C 0 1 Y N N N N N 2.017 21.592 25.918 -2.598 1.616  -0.169 C16 A1ENT 21 
A1ENT C17 C17 C 0 1 N N N N N N 1.180 17.319 25.855 -6.419 3.938  -0.093 C17 A1ENT 22 
A1ENT C18 C18 C 0 1 Y N N N N N 2.971 17.651 27.603 -7.039 1.511  0.194  C18 A1ENT 23 
A1ENT C19 C19 C 0 1 Y N N N N N 4.012 26.344 28.792 0.570  -3.606 0.088  C19 A1ENT 24 
A1ENT C20 C20 C 0 1 Y N N N N N 3.326 25.997 29.980 -0.403 -4.601 0.262  C20 A1ENT 25 
A1ENT N5  N5  N 0 1 N N N N N N 2.705 24.822 30.156 -1.745 -4.274 0.337  N5  A1ENT 26 
A1ENT N6  N6  N 0 1 Y N N N N N 3.302 26.885 30.992 -0.003 -5.866 0.354  N6  A1ENT 27 
A1ENT C21 C21 C 0 1 Y N N N N N 3.930 28.054 30.809 1.277  -6.181 0.283  C21 A1ENT 28 
A1ENT N7  N7  N 0 1 Y N N N N N 4.613 28.491 29.756 2.223  -5.281 0.120  N7  A1ENT 29 
A1ENT C22 C22 C 0 1 Y N N N N N 4.629 27.608 28.758 1.921  -3.986 0.018  C22 A1ENT 30 
A1ENT N8  N8  N 0 1 Y N N N N N 5.245 27.774 27.539 2.671  -2.853 -0.157 N8  A1ENT 31 
A1ENT C23 C23 C 0 1 N N N N N N 5.991 28.954 27.162 4.130  -2.826 -0.284 C23 A1ENT 32 
A1ENT C24 C24 C 0 1 Y N N N N N 6.457 25.420 25.164 3.413  0.119  0.363  C24 A1ENT 33 
A1ENT C25 C25 C 0 1 Y N N N N N 7.070 25.287 23.930 3.831  1.423  0.209  C25 A1ENT 34 
A1ENT H4  H1  H 0 1 N N N N N N 7.810 25.244 21.377 3.556  4.009  -1.708 H4  A1ENT 35 
A1ENT H6  H2  H 0 1 N N N N N N 4.837 28.324 24.659 0.810  0.138  -1.822 H6  A1ENT 36 
A1ENT H5  H3  H 0 1 N N N N N N 5.855 28.072 22.450 1.575  2.457  -2.098 H5  A1ENT 37 
A1ENT H3  H4  H 0 1 N N N N N N 9.049 27.552 18.999 4.322  6.182  -0.874 H3  A1ENT 38 
A1ENT H2  H6  H 0 1 N N N N N N 8.572 25.143 18.070 5.050  5.863  2.072  H2  A1ENT 39 
A1ENT H35 H7  H 0 1 N N N N N N 7.486 24.805 19.556 5.189  7.401  1.016  H35 A1ENT 40 
A1ENT H7  H9  H 0 1 N N N N N N 4.411 21.377 28.387 -4.136 -1.390 0.246  H7  A1ENT 41 
A1ENT H8  H10 H 0 1 N N N N N N 1.539 22.333 25.294 -1.615 2.048  -0.289 H8  A1ENT 42 
A1ENT H9  H11 H 0 1 N N N N N N 1.261 16.259 26.137 -6.410 4.393  0.897  H9  A1ENT 43 
A1ENT H10 H12 H 0 1 N N N N N N 0.152 17.668 26.032 -5.663 4.413  -0.718 H10 A1ENT 44 
A1ENT H11 H13 H 0 1 N N N N N N 1.428 17.435 24.790 -7.402 4.073  -0.545 H11 A1ENT 45 
A1ENT H12 H14 H 0 1 N N N N N N 3.058 16.608 27.868 -8.107 1.655  0.266  H12 A1ENT 46 
A1ENT H14 H15 H 0 1 N N N N N N 2.298 24.793 31.069 -2.023 -3.348 0.268  H14 A1ENT 47 
A1ENT H13 H16 H 0 1 N N N N N N 1.987 24.718 29.468 -2.408 -4.972 0.457  H13 A1ENT 48 
A1ENT H15 H17 H 0 1 N N N N N N 3.873 28.743 31.639 1.560  -7.220 0.361  H15 A1ENT 49 
A1ENT H17 H18 H 0 1 N N N N N N 6.379 28.832 26.140 4.578  -2.722 0.704  H17 A1ENT 50 
A1ENT H18 H19 H 0 1 N N N N N N 5.331 29.833 27.201 4.472  -3.754 -0.742 H18 A1ENT 51 
A1ENT H16 H20 H 0 1 N N N N N N 6.831 29.095 27.858 4.425  -1.982 -0.908 H16 A1ENT 52 
A1ENT H19 H21 H 0 1 N N N N N N 6.665 24.699 25.941 3.926  -0.535 1.053  H19 A1ENT 53 
A1ENT H20 H22 H 0 1 N N N N N N 7.737 24.458 23.748 4.675  1.789  0.775  H20 A1ENT 54 
# 
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 
A1ENT C1  C2  DOUB N N 1  
A1ENT C2  C3  SING N N 2  
A1ENT C3  N1  SING N N 3  
A1ENT C3  O1  DOUB N N 4  
A1ENT N1  C4  SING N N 5  
A1ENT C4  C5  DOUB Y N 6  
A1ENT C5  C6  SING Y N 7  
A1ENT C6  C7  DOUB Y N 8  
A1ENT C7  C8  SING N N 9  
A1ENT C8  C9  DOUB Y N 10 
A1ENT C9  C10 SING N N 11 
A1ENT C10 C11 TRIP N N 12 
A1ENT C11 C12 SING N N 13 
A1ENT C12 C13 DOUB Y N 14 
A1ENT C13 C14 SING Y N 15 
A1ENT C14 N4  SING Y N 16 
A1ENT C14 C15 DOUB Y N 17 
A1ENT C15 N2  SING Y N 18 
A1ENT N2  C16 DOUB Y N 19 
A1ENT C12 C16 SING Y N 20 
A1ENT C15 N3  SING Y N 21 
A1ENT N3  C18 SING Y N 22 
A1ENT N3  C17 SING N N 23 
A1ENT C18 N4  DOUB Y N 24 
A1ENT C9  C19 SING Y N 25 
A1ENT C19 C22 SING Y N 26 
A1ENT C19 C20 DOUB Y N 27 
A1ENT C20 N5  SING N N 28 
A1ENT C20 N6  SING Y N 29 
A1ENT N6  C21 DOUB Y N 30 
A1ENT C21 N7  SING Y N 31 
A1ENT N7  C22 DOUB Y N 32 
A1ENT C22 N8  SING Y N 33 
A1ENT C8  N8  SING Y N 34 
A1ENT N8  C23 SING N N 35 
A1ENT C7  C24 SING Y N 36 
A1ENT C24 C25 DOUB Y N 37 
A1ENT C4  C25 SING Y N 38 
A1ENT N1  H4  SING N N 39 
A1ENT C6  H6  SING N N 40 
A1ENT C5  H5  SING N N 41 
A1ENT C2  H3  SING N N 42 
A1ENT C1  H2  SING N N 43 
A1ENT C1  H35 SING N N 44 
A1ENT C13 H7  SING N N 45 
A1ENT C16 H8  SING N N 46 
A1ENT C17 H9  SING N N 47 
A1ENT C17 H10 SING N N 48 
A1ENT C17 H11 SING N N 49 
A1ENT C18 H12 SING N N 50 
A1ENT N5  H14 SING N N 51 
A1ENT N5  H13 SING N N 52 
A1ENT C21 H15 SING N N 53 
A1ENT C23 H17 SING N N 54 
A1ENT C23 H18 SING N N 55 
A1ENT C23 H16 SING N N 56 
A1ENT C24 H19 SING N N 57 
A1ENT C25 H20 SING N N 58 
# 
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 
A1ENT InChI            InChI                1.06  "InChI=1S/C25H20N8O/c1-4-20(34)31-17-8-6-16(7-9-17)22-18(21-23(26)28-13-29-25(21)33(22)3)10-5-15-11-19-24(27-12-15)32(2)14-30-19/h4,6-9,11-14H,1H2,2-3H3,(H,31,34)(H2,26,28,29)" 
A1ENT InChIKey         InChI                1.06  DICKGCNITDYTHW-UHFFFAOYSA-N                                                                                                                                                      
A1ENT SMILES_CANONICAL CACTVS               3.385 "Cn1cnc2cc(cnc12)C#Cc3c(n(C)c4ncnc(N)c34)c5ccc(NC(=O)C=C)cc5"                                                                                                                    
A1ENT SMILES           CACTVS               3.385 "Cn1cnc2cc(cnc12)C#Cc3c(n(C)c4ncnc(N)c34)c5ccc(NC(=O)C=C)cc5"                                                                                                                    
A1ENT SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cn1cnc2c1ncc(c2)C#Cc3c4c(ncnc4n(c3c5ccc(cc5)NC(=O)C=C)C)N"                                                                                                                      
A1ENT SMILES           "OpenEye OEToolkits" 2.0.7 "Cn1cnc2c1ncc(c2)C#Cc3c4c(ncnc4n(c3c5ccc(cc5)NC(=O)C=C)C)N"                                                                                                                      
# 
_pdbx_chem_comp_identifier.comp_id           A1ENT 
_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        "~{N}-[4-[4-azanyl-7-methyl-5-[2-(3-methylimidazo[4,5-b]pyridin-6-yl)ethynyl]pyrrolo[2,3-d]pyrimidin-6-yl]phenyl]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 
A1ENT "Create component" 2025-03-21 PDBC 
A1ENT "Initial release"  2025-04-23 RCSB 
# 
