data_A1B7W
# 
_chem_comp.id                                    A1B7W 
_chem_comp.name                                  Adagrasib 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H35 Cl F N7 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "[(2S)-4-[7-(8-chloronaphthalen-1-yl)-2-{[(2S)-1-methylpyrrolidin-2-yl]methoxy}-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-yl]-1-(2-fluoroprop-2-enoyl)piperazin-2-yl]acetonitrile; Krazati" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-04-04 
_chem_comp.pdbx_modified_date                    2025-06-20 
_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                        604.117 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1B7W 
_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        9O0R 
_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 
A1B7W N3  N1  N  0 1 Y N N N N N 11.348 8.805  4.026  1.005  -1.963 -0.145 N3  A1B7W 1  
A1B7W C4  C1  C  0 1 Y N N N N N 10.004 8.798  4.058  -0.258 -2.272 0.093  C4  A1B7W 2  
A1B7W C6  C2  C  0 1 Y N N N N N 9.996  10.540 5.640  -0.941 -0.112 -0.315 C6  A1B7W 3  
A1B7W C7  C3  C  0 1 N N N N N N 12.254 11.505 6.428  0.714  1.666  -0.935 C7  A1B7W 4  
A1B7W C8  C4  C  0 1 N N N N N N 13.579 11.905 5.805  2.108  1.734  -1.562 C8  A1B7W 5  
A1B7W C10 C5  C  0 1 N N N N N N 13.546 9.615  4.693  2.808  -0.425 -0.746 C10 A1B7W 6  
A1B7W C13 C6  C  0 1 N N N N N N 6.923  11.013 6.832  -3.958 1.584  -1.585 C13 A1B7W 7  
A1B7W C15 C7  C  0 1 N N S N N N 8.562  10.952 8.702  -3.536 2.251  0.813  C15 A1B7W 8  
A1B7W C17 C8  C  0 1 N N N N N N 6.304  11.328 9.273  -5.820 2.064  -0.062 C17 A1B7W 9  
A1B7W C20 C9  C  0 1 Y N N N N N 15.631 10.543 5.369  4.369  1.320  -1.022 C20 A1B7W 10 
A1B7W C21 C10 C  0 1 Y N N N N N 16.219 11.450 4.488  4.840  1.055  -2.291 C21 A1B7W 11 
A1B7W C22 C11 C  0 1 Y N N N N N 17.574 11.453 4.233  6.155  1.351  -2.636 C22 A1B7W 12 
A1B7W C24 C12 C  0 1 Y N N N N N 17.782 9.598  5.750  6.570  2.193  -0.432 C24 A1B7W 13 
A1B7W C26 C13 C  0 1 Y N N N N N 18.640 8.693  6.351  7.430  2.773  0.517  C26 A1B7W 14 
A1B7W C28 C14 C  0 1 Y N N N N N 16.807 7.693  7.531  5.653  2.753  2.126  C28 A1B7W 15 
A1B7W C1  C15 C  0 1 Y N N N N N 11.399 10.565 5.600  0.387  0.243  -0.571 C1  A1B7W 16 
A1B7W C12 C16 C  0 1 N N N N N N 7.891  11.800 5.952  -2.962 0.436  -1.389 C12 A1B7W 17 
A1B7W C16 C17 C  0 1 N N N N N N 9.486  11.756 7.816  -2.557 1.077  0.915  C16 A1B7W 18 
A1B7W C19 C18 C  0 1 N N N N N N 4.925  11.757 9.031  -6.753 1.942  -1.196 C19 A1B7W 19 
A1B7W C2  C19 C  0 1 Y N N N N N 12.045 9.664  4.782  1.358  -0.726 -0.478 C2  A1B7W 20 
A1B7W C23 C20 C  0 1 Y N N N N N 18.348 10.518 4.879  7.011  1.908  -1.735 C23 A1B7W 21 
A1B7W C25 C21 C  0 1 Y N N N N N 16.408 9.568  6.015  5.232  1.901  -0.069 C25 A1B7W 22 
A1B7W C27 C22 C  0 1 Y N N N N N 18.159 7.745  7.240  6.967  3.045  1.768  C27 A1B7W 23 
A1B7W C29 C23 C  0 1 Y N N N N N 15.928 8.597  6.932  4.791  2.191  1.232  C29 A1B7W 24 
A1B7W C31 C24 C  0 1 N N N N N N 7.935  7.711  3.367  0.502  -4.482 0.505  C31 A1B7W 25 
A1B7W C32 C25 C  0 1 N N S N N N 7.510  6.779  2.236  -0.045 -5.857 0.896  C32 A1B7W 26 
A1B7W C34 C26 C  0 1 N N N N N N 8.986  6.230  0.432  -0.603 -7.882 -0.259 C34 A1B7W 27 
A1B7W C35 C27 C  0 1 N N N N N N 8.590  4.938  1.135  0.408  -8.217 0.858  C35 A1B7W 28 
A1B7W C36 C28 C  0 1 N N N N N N 8.065  5.386  2.492  1.117  -6.860 1.106  C36 A1B7W 29 
A1B7W C37 C29 C  0 1 N N N N N N 6.911  7.275  -0.018 -2.270 -6.134 -0.038 C37 A1B7W 30 
A1B7W C38 C30 C  0 1 N N N N N N 8.748  9.450  8.557  -4.286 2.411  2.137  C38 A1B7W 31 
A1B7W C39 C31 C  0 1 N N N N N N 4.241  12.281 10.025 -8.064 1.886  -0.975 C39 A1B7W 32 
A1B7W C40 C32 C  0 1 N N N N N N 10.048 9.042  9.094  -5.011 3.692  2.138  C40 A1B7W 33 
A1B7W F42 F1  F  0 1 N N N N N N 4.333  11.596 7.864  -6.277 1.888  -2.459 F42 A1B7W 34 
A1B7W N11 N2  N  0 1 N N N N N N 9.178  11.361 6.439  -1.950 0.834  -0.401 N11 A1B7W 35 
A1B7W N14 N3  N  0 1 N N N N N N 7.180  11.166 8.279  -4.491 1.970  -0.270 N14 A1B7W 36 
A1B7W N33 N4  N  0 1 N N N N N N 8.032  7.224  0.925  -0.841 -6.428 -0.211 N33 A1B7W 37 
A1B7W N41 N5  N  0 1 N N N N N N 11.061 8.657  9.476  -5.570 4.681  2.140  N41 A1B7W 38 
A1B7W N5  N6  N  0 1 Y N N N N N 9.334  9.653  4.850  -1.222 -1.369 0.011  N5  A1B7W 39 
A1B7W N9  N7  N  0 1 N N N N N N 14.250 10.683 5.403  3.050  1.020  -0.686 N9  A1B7W 40 
A1B7W O18 O1  O  0 1 N N N N N N 6.610  11.038 10.413 -6.248 2.250  1.061  O18 A1B7W 41 
A1B7W O30 O2  O  0 1 N N N N N N 9.338  7.923  3.262  -0.574 -3.545 0.430  O30 A1B7W 42 
A1B7W CL1 CL1 CL 0 0 N N N N N N 14.222 8.429  7.460  3.157  1.836  1.700  CL1 A1B7W 43 
A1B7W H1  H1  H  0 1 N N N N N N 11.673 12.422 6.607  0.689  2.284  -0.038 H1  A1B7W 44 
A1B7W H2  H2  H  0 1 N N N N N N 12.466 11.012 7.388  -0.023 2.033  -1.649 H2  A1B7W 45 
A1B7W H3  H3  H  0 1 N N N N N N 14.192 12.448 6.539  2.091  1.262  -2.544 H3  A1B7W 46 
A1B7W H4  H4  H  0 1 N N N N N N 13.405 12.546 4.928  2.413  2.776  -1.662 H4  A1B7W 47 
A1B7W H5  H5  H  0 1 N N N N N N 13.880 8.653  5.109  3.424  -0.925 0.002  H5  A1B7W 48 
A1B7W H6  H6  H  0 1 N N N N N N 13.825 9.672  3.631  3.076  -0.795 -1.735 H6  A1B7W 49 
A1B7W H7  H7  H  0 1 N N N N N N 5.901  11.361 6.622  -3.451 2.435  -2.039 H7  A1B7W 50 
A1B7W H8  H8  H  0 1 N N N N N N 7.008  9.947  6.575  -4.775 1.258  -2.230 H8  A1B7W 51 
A1B7W H9  H9  H  0 1 N N N N N N 8.698  11.246 9.753  -2.989 3.167  0.589  H9  A1B7W 52 
A1B7W H10 H10 H  0 1 N N N N N N 15.592 12.174 3.989  4.182  0.614  -3.024 H10 A1B7W 53 
A1B7W H11 H11 H  0 1 N N N N N N 18.012 12.165 3.549  6.503  1.135  -3.636 H11 A1B7W 54 
A1B7W H12 H12 H  0 1 N N N N N N 19.695 8.726  6.125  8.452  3.000  0.256  H12 A1B7W 55 
A1B7W H13 H13 H  0 1 N N N N N N 16.432 6.953  8.222  5.310  2.979  3.125  H13 A1B7W 56 
A1B7W H14 H14 H  0 1 N N N N N N 7.762  12.884 6.089  -3.491 -0.448 -1.032 H14 A1B7W 57 
A1B7W H15 H15 H  0 1 N N N N N N 7.760  11.546 4.890  -2.475 0.211  -2.338 H15 A1B7W 58 
A1B7W H16 H16 H  0 1 N N N N N N 10.536 11.527 8.053  -1.776 1.316  1.637  H16 A1B7W 59 
A1B7W H17 H17 H  0 1 N N N N N N 9.305  12.832 7.953  -3.091 0.184  1.240  H17 A1B7W 60 
A1B7W H18 H18 H  0 1 N N N N N N 19.414 10.499 4.706  8.028  2.130  -2.022 H18 A1B7W 61 
A1B7W H19 H19 H  0 1 N N N N N N 18.839 7.047  7.706  7.630  3.491  2.495  H19 A1B7W 62 
A1B7W H20 H20 H  0 1 N N N N N N 7.405  8.671  3.278  1.221  -4.151 1.254  H20 A1B7W 63 
A1B7W H21 H21 H  0 1 N N N N N N 7.699  7.251  4.338  0.994  -4.549 -0.465 H21 A1B7W 64 
A1B7W H22 H22 H  0 1 N N N N N N 6.412  6.730  2.202  -0.649 -5.781 1.800  H22 A1B7W 65 
A1B7W H23 H23 H  0 1 N N N N N N 8.903  6.120  -0.659 -0.188 -8.158 -1.229 H23 A1B7W 66 
A1B7W H24 H24 H  0 1 N N N N N N 10.015 6.516  0.695  -1.537 -8.417 -0.087 H24 A1B7W 67 
A1B7W H25 H25 H  0 1 N N N N N N 7.806  4.412  0.569  -0.109 -8.552 1.757  H25 A1B7W 68 
A1B7W H26 H26 H  0 1 N N N N N N 9.462  4.278  1.254  1.122  -8.968 0.519  H26 A1B7W 69 
A1B7W H27 H27 H  0 1 N N N N N N 7.273  4.710  2.847  1.911  -6.695 0.378  H27 A1B7W 70 
A1B7W H28 H28 H  0 1 N N N N N N 8.877  5.420  3.233  1.504  -6.802 2.123  H28 A1B7W 71 
A1B7W H29 H29 H  0 1 N N N N N N 6.175  8.016  0.327  -2.621 -6.575 0.895  H29 A1B7W 72 
A1B7W H30 H30 H  0 1 N N N N N N 7.282  7.562  -1.013 -2.418 -5.054 -0.008 H30 A1B7W 73 
A1B7W H31 H31 H  0 1 N N N N N N 6.435  6.285  -0.076 -2.831 -6.554 -0.873 H31 A1B7W 74 
A1B7W H32 H32 H  0 1 N N N N N N 7.949  8.931  9.108  -4.996 1.592  2.253  H32 A1B7W 75 
A1B7W H33 H33 H  0 1 N N N N N N 8.695  9.179  7.492  -3.574 2.395  2.962  H33 A1B7W 76 
A1B7W H34 H34 H  0 1 N N N N N N 4.698  12.388 10.998 -8.444 1.930  0.035  H34 A1B7W 77 
A1B7W H35 H35 H  0 1 N N N N N N 3.222  12.604 9.868  -8.748 1.797  -1.806 H35 A1B7W 78 
# 
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 
A1B7W C37 N33 SING N N 1  
A1B7W C34 N33 SING N N 2  
A1B7W C34 C35 SING N N 3  
A1B7W N33 C32 SING N N 4  
A1B7W C35 C36 SING N N 5  
A1B7W C32 C36 SING N N 6  
A1B7W C32 C31 SING N N 7  
A1B7W O30 C31 SING N N 8  
A1B7W O30 C4  SING N N 9  
A1B7W N3  C4  DOUB Y N 10 
A1B7W N3  C2  SING Y N 11 
A1B7W C4  N5  SING Y N 12 
A1B7W C22 C21 DOUB Y N 13 
A1B7W C22 C23 SING Y N 14 
A1B7W C21 C20 SING Y N 15 
A1B7W C10 C2  SING N N 16 
A1B7W C10 N9  SING N N 17 
A1B7W C2  C1  DOUB Y N 18 
A1B7W N5  C6  DOUB Y N 19 
A1B7W C23 C24 DOUB Y N 20 
A1B7W C20 N9  SING N N 21 
A1B7W C20 C25 DOUB Y N 22 
A1B7W N9  C8  SING N N 23 
A1B7W C1  C6  SING Y N 24 
A1B7W C1  C7  SING N N 25 
A1B7W C6  N11 SING N N 26 
A1B7W C24 C25 SING Y N 27 
A1B7W C24 C26 SING Y N 28 
A1B7W C8  C7  SING N N 29 
A1B7W C12 N11 SING N N 30 
A1B7W C12 C13 SING N N 31 
A1B7W C25 C29 SING Y N 32 
A1B7W C26 C27 DOUB Y N 33 
A1B7W N11 C16 SING N N 34 
A1B7W C13 N14 SING N N 35 
A1B7W C29 CL1 SING N N 36 
A1B7W C29 C28 DOUB Y N 37 
A1B7W C27 C28 SING Y N 38 
A1B7W C16 C15 SING N N 39 
A1B7W F42 C19 SING N N 40 
A1B7W N14 C15 SING N N 41 
A1B7W N14 C17 SING N N 42 
A1B7W C38 C15 SING N N 43 
A1B7W C38 C40 SING N N 44 
A1B7W C19 C17 SING N N 45 
A1B7W C19 C39 DOUB N N 46 
A1B7W C40 N41 TRIP N N 47 
A1B7W C17 O18 DOUB N N 48 
A1B7W C7  H1  SING N N 49 
A1B7W C7  H2  SING N N 50 
A1B7W C8  H3  SING N N 51 
A1B7W C8  H4  SING N N 52 
A1B7W C10 H5  SING N N 53 
A1B7W C10 H6  SING N N 54 
A1B7W C13 H7  SING N N 55 
A1B7W C13 H8  SING N N 56 
A1B7W C15 H9  SING N N 57 
A1B7W C21 H10 SING N N 58 
A1B7W C22 H11 SING N N 59 
A1B7W C26 H12 SING N N 60 
A1B7W C28 H13 SING N N 61 
A1B7W C12 H14 SING N N 62 
A1B7W C12 H15 SING N N 63 
A1B7W C16 H16 SING N N 64 
A1B7W C16 H17 SING N N 65 
A1B7W C23 H18 SING N N 66 
A1B7W C27 H19 SING N N 67 
A1B7W C31 H20 SING N N 68 
A1B7W C31 H21 SING N N 69 
A1B7W C32 H22 SING N N 70 
A1B7W C34 H23 SING N N 71 
A1B7W C34 H24 SING N N 72 
A1B7W C35 H25 SING N N 73 
A1B7W C35 H26 SING N N 74 
A1B7W C36 H27 SING N N 75 
A1B7W C36 H28 SING N N 76 
A1B7W C37 H29 SING N N 77 
A1B7W C37 H30 SING N N 78 
A1B7W C37 H31 SING N N 79 
A1B7W C38 H32 SING N N 80 
A1B7W C38 H33 SING N N 81 
A1B7W C39 H34 SING N N 82 
A1B7W C39 H35 SING N N 83 
# 
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 
A1B7W SMILES           ACDLabs              14.52   "CN1CCCC1COc1nc2CN(CCc2c(n1)N1CC(CC#N)N(CC1)C(=O)C(=C)F)c1cccc2cccc(Cl)c21"                                                                                                                                                     
A1B7W InChI            InChI                1.06    "InChI=1S/C32H35ClFN7O2/c1-21(34)31(42)41-17-16-40(18-23(41)11-13-35)30-25-12-15-39(28-10-4-7-22-6-3-9-26(33)29(22)28)19-27(25)36-32(37-30)43-20-24-8-5-14-38(24)2/h3-4,6-7,9-10,23-24H,1,5,8,11-12,14-20H2,2H3/t23-,24-/m0/s1" 
A1B7W InChIKey         InChI                1.06    PEMUGDMSUDYLHU-ZEQRLZLVSA-N                                                                                                                                                                                                     
A1B7W SMILES_CANONICAL CACTVS               3.385   "CN1CCC[C@H]1COc2nc3CN(CCc3c(n2)N4CCN([C@@H](CC#N)C4)C(=O)C(F)=C)c5cccc6cccc(Cl)c56"                                                                                                                                            
A1B7W SMILES           CACTVS               3.385   "CN1CCC[CH]1COc2nc3CN(CCc3c(n2)N4CCN([CH](CC#N)C4)C(=O)C(F)=C)c5cccc6cccc(Cl)c56"                                                                                                                                               
A1B7W SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CN1CCC[C@H]1COc2nc3c(c(n2)N4CCN([C@H](C4)CC#N)C(=O)C(=C)F)CCN(C3)c5cccc6c5c(ccc6)Cl"                                                                                                                                           
A1B7W SMILES           "OpenEye OEToolkits" 3.1.0.0 "CN1CCCC1COc2nc3c(c(n2)N4CCN(C(C4)CC#N)C(=O)C(=C)F)CCN(C3)c5cccc6c5c(ccc6)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 
A1B7W "SYSTEMATIC NAME" ACDLabs              14.52   "[(2S)-4-[7-(8-chloronaphthalen-1-yl)-2-{[(2S)-1-methylpyrrolidin-2-yl]methoxy}-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-yl]-1-(2-fluoroprop-2-enoyl)piperazin-2-yl]acetonitrile"                
A1B7W "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "2-[(2~{S})-4-[7-(8-chloranylnaphthalen-1-yl)-2-[[(2~{S})-1-methylpyrrolidin-2-yl]methoxy]-6,8-dihydro-5~{H}-pyrido[3,4-d]pyrimidin-4-yl]-1-(2-fluoranylprop-2-enoyl)piperazin-2-yl]ethanenitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1B7W "Create component" 2025-04-04 RCSB 
A1B7W "Initial release"  2025-06-25 RCSB 
# 
loop_
_pdbx_chem_comp_synonyms.ordinal 
_pdbx_chem_comp_synonyms.comp_id 
_pdbx_chem_comp_synonyms.name 
_pdbx_chem_comp_synonyms.provenance 
_pdbx_chem_comp_synonyms.type 
1 A1B7W "[(2S)-4-[7-(8-chloronaphthalen-1-yl)-2-{[(2S)-1-methylpyrrolidin-2-yl]methoxy}-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-yl]-1-(2-fluoroprop-2-enoyl)piperazin-2-yl]acetonitrile" PDB ? 
2 A1B7W Krazati                                                                                                                                                                             PDB ? 
# 
