data_A1L53
# 
_chem_comp.id                                    A1L53 
_chem_comp.name                                  "N-[4-[4-amino-6-ethynyl-5-(3-quinolyl)pyrrolo[2,3-d]pyrimidin-7-yl]norbornan-1-yl]pyrimidine-5-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H24 N8 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "~{N}-[4-(4-azanyl-6-ethynyl-5-quinolin-3-yl-pyrrolo[2,3-d]pyrimidin-7-yl)-1-bicyclo[2.2.1]heptanyl]pyrimidine-5-carboxamide" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-11-18 
_chem_comp.pdbx_modified_date                    2025-09-19 
_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                        500.554 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1L53 
_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        9KL4 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_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 
A1L53 C2  C1  C 0 1 Y N N N N N 54.501 -1.249 -22.258 -3.660 -2.961 -0.077 C2  A1L53 1  
A1L53 C4  C2  C 0 1 Y N N N N N 54.110 -1.512 -19.991 -2.058 -4.606 -0.297 C4  A1L53 2  
A1L53 C6  C3  C 0 1 Y N N N N N 52.800 0.079  -21.092 -1.299 -2.442 -0.094 C6  A1L53 3  
A1L53 C7  C4  C 0 1 Y N N N N N 53.476 -0.246 -22.299 -2.634 -2.007 -0.008 C7  A1L53 4  
A1L53 C8  C5  C 0 1 Y N N N N N 52.870 0.623  -23.323 -2.589 -0.549 0.142  C8  A1L53 5  
A1L53 C12 C6  C 0 1 Y N N N N N 53.424 0.727  -27.539 -5.916 2.011  0.618  C12 A1L53 6  
A1L53 C15 C7  C 0 1 Y N N N N N 53.095 -1.666 -29.007 -6.522 3.934  -1.296 C15 A1L53 7  
A1L53 C16 C8  C 0 1 Y N N N N N 52.925 -1.696 -27.642 -5.444 3.126  -1.500 C16 A1L53 8  
A1L53 C17 C9  C 0 1 Y N N N N N 53.085 -0.515 -26.880 -5.116 2.150  -0.544 C17 A1L53 9  
A1L53 C18 C10 C 0 1 Y N N N N N 52.912 -0.521 -25.476 -4.006 1.306  -0.716 C18 A1L53 10 
A1L53 C19 C11 C 0 1 Y N N N N N 51.894 1.376  -22.694 -1.250 -0.200 0.138  C19 A1L53 11 
A1L53 C21 C12 C 0 1 N N N N N N 50.430 3.115  -23.979 -0.317 2.222  0.362  C21 A1L53 12 
A1L53 N22 N1  N 0 1 Y N N N N N 51.855 1.055  -21.345 -0.490 -1.341 -0.004 N22 A1L53 13 
A1L53 C23 C13 C 0 1 N N N N N N 50.948 1.689  -20.359 0.974  -1.371 -0.051 C23 A1L53 14 
A1L53 C24 C14 C 0 1 N N N N N N 49.454 1.275  -20.484 1.602  -1.910 -1.372 C24 A1L53 15 
A1L53 C27 C15 C 0 1 N N N N N N 50.327 3.649  -18.920 3.139  -1.630 1.083  C27 A1L53 16 
A1L53 C31 C16 C 0 1 N N N N N N 48.840 2.438  -15.996 5.531  0.009  -0.052 C31 A1L53 17 
A1L53 C33 C17 C 0 1 Y N N N N N 48.938 2.354  -14.505 6.632  0.994  0.017  C33 A1L53 18 
A1L53 C34 C18 C 0 1 Y N N N N N 48.110 3.159  -13.673 6.367  2.360  0.166  C34 A1L53 19 
A1L53 C36 C19 C 0 1 Y N N N N N 49.075 2.223  -11.771 8.626  2.777  0.141  C36 A1L53 20 
A1L53 C38 C20 C 0 1 Y N N N N N 49.840 1.475  -13.841 7.968  0.585  -0.060 C38 A1L53 21 
A1L53 N1  N2  N 0 1 N N N N N N 55.248 -1.597 -23.359 -4.987 -2.581 -0.003 N1  A1L53 22 
A1L53 N3  N3  N 0 1 Y N N N N N 54.795 -1.850 -21.092 -3.324 -4.240 -0.220 N3  A1L53 23 
A1L53 N5  N4  N 0 1 Y N N N N N 53.171 -0.585 -19.982 -1.064 -3.746 -0.237 N5  A1L53 24 
A1L53 C9  C21 C 0 1 Y N N N N N 53.111 0.683  -24.782 -3.743 0.365  0.272  C9  A1L53 25 
A1L53 C10 C22 C 0 1 Y N N N N N 53.423 1.884  -25.506 -4.585 0.290  1.396  C10 A1L53 26 
A1L53 N11 N5  N 0 1 Y N N N N N 53.576 1.871  -26.825 -5.613 1.086  1.536  N11 A1L53 27 
A1L53 C13 C23 C 0 1 Y N N N N N 53.586 0.706  -28.938 -7.022 2.861  0.790  C13 A1L53 28 
A1L53 C14 C24 C 0 1 Y N N N N N 53.416 -0.465 -29.650 -7.309 3.798  -0.155 C14 A1L53 29 
A1L53 C20 C25 C 0 1 N N N N N N 51.063 2.336  -23.378 -0.737 1.131  0.261  C20 A1L53 30 
A1L53 C25 C26 C 0 1 N N N N N N 48.819 1.672  -19.126 3.050  -1.368 -1.367 C25 A1L53 31 
A1L53 C26 C27 C 0 1 N N N N N N 49.987 2.272  -18.275 3.160  -0.552 -0.043 C26 A1L53 32 
A1L53 C28 C28 C 0 1 N N N N N N 50.958 3.262  -20.298 1.676  -2.187 1.077  C28 A1L53 33 
A1L53 C29 C29 C 0 1 N N N N N N 51.156 1.386  -18.835 1.701  0.012  0.096  C29 A1L53 34 
A1L53 N30 N6  N 0 1 N N N N N N 49.937 2.224  -16.792 4.251  0.424  0.025  N30 A1L53 35 
A1L53 O32 O1  O 0 1 N N N N N N 47.740 2.687  -16.468 5.780  -1.174 -0.176 O32 A1L53 36 
A1L53 N35 N7  N 0 1 Y N N N N N 48.211 3.062  -12.343 7.382  3.205  0.223  N35 A1L53 37 
A1L53 N37 N8  N 0 1 Y N N N N N 49.874 1.445  -12.503 8.920  1.499  0.005  N37 A1L53 38 
A1L53 H1  H1  H 0 1 N N N N N N 54.337 -2.023 -19.067 -1.829 -5.655 -0.413 H1  A1L53 39 
A1L53 H2  H2  H 0 1 N N N N N N 52.980 -2.572 -29.584 -6.773 4.683  -2.031 H2  A1L53 40 
A1L53 H3  H3  H 0 1 N N N N N N 52.669 -2.623 -27.151 -4.846 3.235  -2.393 H3  A1L53 41 
A1L53 H4  H4  H 0 1 N N N N N N 52.635 -1.425 -24.954 -3.376 1.386  -1.590 H4  A1L53 42 
A1L53 H5  H5  H 0 1 N N N N N N 49.856 3.821  -24.524 0.059  3.199  0.452  H5  A1L53 43 
A1L53 H6  H6  H 0 1 N N N N N N 48.970 1.815  -21.311 1.605  -3.000 -1.375 H6  A1L53 44 
A1L53 H7  H7  H 0 1 N N N N N N 49.365 0.192  -20.652 1.057  -1.529 -2.236 H7  A1L53 45 
A1L53 H8  H8  H 0 1 N N N N N N 51.046 4.206  -18.301 3.845  -2.429 0.858  H8  A1L53 46 
A1L53 H9  H9  H 0 1 N N N N N N 49.418 4.253  -19.060 3.373  -1.178 2.047  H9  A1L53 47 
A1L53 H10 H10 H 0 1 N N N N N N 47.403 3.846  -14.114 5.350  2.718  0.234  H10 A1L53 48 
A1L53 H11 H11 H 0 1 N N N N N N 49.129 2.172  -10.694 9.431  3.496  0.191  H11 A1L53 49 
A1L53 H12 H12 H 0 1 N N N N N N 50.494 0.835  -14.414 8.217  -0.460 -0.171 H12 A1L53 50 
A1L53 H13 H13 H 0 1 N N N N N N 55.929 -2.281 -23.098 -5.687 -3.250 -0.055 H13 A1L53 51 
A1L53 H14 H14 H 0 1 N N N N N N 54.647 -1.976 -24.063 -5.219 -1.645 0.102  H14 A1L53 52 
A1L53 H15 H15 H 0 1 N N N N N N 53.535 2.814  -24.968 -4.377 -0.443 2.162  H15 A1L53 53 
A1L53 H16 H16 H 0 1 N N N N N N 53.846 1.615  -29.459 -7.643 2.770  1.669  H16 A1L53 54 
A1L53 H17 H17 H 0 1 N N N N N N 53.533 -0.454 -30.724 -8.158 4.451  -0.015 H17 A1L53 55 
A1L53 H18 H18 H 0 1 N N N N N N 48.029 2.422  -19.276 3.764  -2.191 -1.366 H18 A1L53 56 
A1L53 H19 H19 H 0 1 N N N N N N 48.395 0.788  -18.627 3.216  -0.720 -2.228 H19 A1L53 57 
A1L53 H20 H20 H 0 1 N N N N N N 51.989 3.640  -20.365 1.186  -2.012 2.034  H20 A1L53 58 
A1L53 H21 H21 H 0 1 N N N N N N 50.360 3.679  -21.122 1.672  -3.250 0.835  H21 A1L53 59 
A1L53 H22 H22 H 0 1 N N N N N N 51.020 0.320  -18.600 1.467  0.687  -0.727 H22 A1L53 60 
A1L53 H23 H23 H 0 1 N N N N N N 52.141 1.719  -18.475 1.509  0.474  1.065  H23 A1L53 61 
A1L53 H24 H24 H 0 1 N N N N N N 50.795 2.013  -16.323 4.052  1.368  0.124  H24 A1L53 62 
# 
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 
A1L53 C14 C15 DOUB Y N 1  
A1L53 C14 C13 SING Y N 2  
A1L53 C15 C16 SING Y N 3  
A1L53 C13 C12 DOUB Y N 4  
A1L53 C16 C17 DOUB Y N 5  
A1L53 C12 C17 SING Y N 6  
A1L53 C12 N11 SING Y N 7  
A1L53 C17 C18 SING Y N 8  
A1L53 N11 C10 DOUB Y N 9  
A1L53 C10 C9  SING Y N 10 
A1L53 C18 C9  DOUB Y N 11 
A1L53 C9  C8  SING N N 12 
A1L53 C21 C20 TRIP N N 13 
A1L53 C20 C19 SING N N 14 
A1L53 N1  C2  SING N N 15 
A1L53 C8  C19 DOUB Y N 16 
A1L53 C8  C7  SING Y N 17 
A1L53 C19 N22 SING Y N 18 
A1L53 C7  C2  DOUB Y N 19 
A1L53 C7  C6  SING Y N 20 
A1L53 C2  N3  SING Y N 21 
A1L53 N22 C6  SING Y N 22 
A1L53 N22 C23 SING N N 23 
A1L53 N3  C4  DOUB Y N 24 
A1L53 C6  N5  DOUB Y N 25 
A1L53 C24 C23 SING N N 26 
A1L53 C24 C25 SING N N 27 
A1L53 C23 C28 SING N N 28 
A1L53 C23 C29 SING N N 29 
A1L53 C28 C27 SING N N 30 
A1L53 C4  N5  SING Y N 31 
A1L53 C25 C26 SING N N 32 
A1L53 C27 C26 SING N N 33 
A1L53 C29 C26 SING N N 34 
A1L53 C26 N30 SING N N 35 
A1L53 N30 C31 SING N N 36 
A1L53 O32 C31 DOUB N N 37 
A1L53 C31 C33 SING N N 38 
A1L53 C33 C38 DOUB Y N 39 
A1L53 C33 C34 SING Y N 40 
A1L53 C38 N37 SING Y N 41 
A1L53 C34 N35 DOUB Y N 42 
A1L53 N37 C36 DOUB Y N 43 
A1L53 N35 C36 SING Y N 44 
A1L53 C4  H1  SING N N 45 
A1L53 C15 H2  SING N N 46 
A1L53 C16 H3  SING N N 47 
A1L53 C18 H4  SING N N 48 
A1L53 C21 H5  SING N N 49 
A1L53 C24 H6  SING N N 50 
A1L53 C24 H7  SING N N 51 
A1L53 C27 H8  SING N N 52 
A1L53 C27 H9  SING N N 53 
A1L53 C34 H10 SING N N 54 
A1L53 C36 H11 SING N N 55 
A1L53 C38 H12 SING N N 56 
A1L53 N1  H13 SING N N 57 
A1L53 N1  H14 SING N N 58 
A1L53 C10 H15 SING N N 59 
A1L53 C13 H16 SING N N 60 
A1L53 C14 H17 SING N N 61 
A1L53 C25 H18 SING N N 62 
A1L53 C25 H19 SING N N 63 
A1L53 C28 H20 SING N N 64 
A1L53 C28 H21 SING N N 65 
A1L53 C29 H22 SING N N 66 
A1L53 C29 H23 SING N N 67 
A1L53 N30 H24 SING N N 68 
# 
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 
A1L53 InChI            InChI                1.06  "InChI=1S/C29H24N8O/c1-2-22-23(19-11-18-5-3-4-6-21(18)33-14-19)24-25(30)34-17-35-26(24)37(22)29-9-7-28(15-29,8-10-29)36-27(38)20-12-31-16-32-13-20/h1,3-6,11-14,16-17H,7-10,15H2,(H,36,38)(H2,30,34,35)/t28-,29+" 
A1L53 InChIKey         InChI                1.06  JTIOULFGKCXQAT-ISILISOKSA-N                                                                                                                                                                                       
A1L53 SMILES_CANONICAL CACTVS               3.385 "Nc1ncnc2n(c(C#C)c(c3cnc4ccccc4c3)c12)C56CCC(CC5)(C6)NC(=O)c7cncnc7"                                                                                                                                              
A1L53 SMILES           CACTVS               3.385 "Nc1ncnc2n(c(C#C)c(c3cnc4ccccc4c3)c12)C56CCC(CC5)(C6)NC(=O)c7cncnc7"                                                                                                                                              
A1L53 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C#Cc1c(c2c(ncnc2n1C34CCC(C3)(CC4)NC(=O)c5cncnc5)N)c6cc7ccccc7nc6"                                                                                                                                                
A1L53 SMILES           "OpenEye OEToolkits" 2.0.7 "C#Cc1c(c2c(ncnc2n1C34CCC(C3)(CC4)NC(=O)c5cncnc5)N)c6cc7ccccc7nc6"                                                                                                                                                
# 
_pdbx_chem_comp_identifier.comp_id           A1L53 
_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-6-ethynyl-5-quinolin-3-yl-pyrrolo[2,3-d]pyrimidin-7-yl)-1-bicyclo[2.2.1]heptanyl]pyrimidine-5-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1L53 "Create component" 2024-11-18 PDBJ 
A1L53 "Initial release"  2025-09-24 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1L53 
_pdbx_chem_comp_synonyms.name         "~{N}-[4-(4-azanyl-6-ethynyl-5-quinolin-3-yl-pyrrolo[2,3-d]pyrimidin-7-yl)-1-bicyclo[2.2.1]heptanyl]pyrimidine-5-carboxamide" 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
