data_A1AK3
# 
_chem_comp.id                                    A1AK3 
_chem_comp.name                                  "4-{[(1S)-1-(1,1-dioxo-1,2,3,4-tetrahydro-1lambda~6~-benzothiopyran-7-yl)-2-methylpropyl]amino}-N-[(3R)-1-methylpyrrolidin-3-yl]-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H32 N6 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-05 
_chem_comp.pdbx_modified_date                    2024-05-10 
_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                        496.625 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AK3 
_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        7GZV 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
A1AK3 N1  N1  N 0 1 Y N N N N N 4.121  -15.127 15.905 -0.140 -3.010 -0.800 N1  A1AK3 1  
A1AK3 N3  N2  N 0 1 N N N N N N 10.288 -17.746 16.920 5.945  0.017  0.071  N3  A1AK3 2  
A1AK3 C4  C1  C 0 1 Y N N N N N 2.269  -14.617 19.062 -3.047 -0.294 0.558  C4  A1AK3 3  
A1AK3 C5  C2  C 0 1 Y N N N N N 2.704  -14.761 20.380 -4.204 -0.174 -0.183 C5  A1AK3 4  
A1AK3 C6  C3  C 0 1 Y N N N N N 2.690  -13.676 21.249 -5.022 0.938  -0.043 C6  A1AK3 5  
A1AK3 C7  C4  C 0 1 N N N N N N 2.962  -12.507 23.756 -7.423 2.390  -0.305 C7  A1AK3 6  
A1AK3 C8  C5  C 0 1 N N N N N N 3.084  -11.245 22.914 -6.434 3.536  -0.044 C8  A1AK3 7  
A1AK3 C10 C6  C 0 1 Y N N N N N 2.206  -12.419 20.850 -4.691 1.934  0.846  C10 A1AK3 8  
A1AK3 C13 C7  C 0 1 Y N N N N N 4.568  -15.870 16.943 0.196  -1.883 -0.180 C13 A1AK3 9  
A1AK3 C15 C8  C 0 1 Y N N N N N 6.709  -15.882 15.892 2.489  -2.345 -0.807 C15 A1AK3 10 
A1AK3 C17 C9  C 0 1 Y N N N N N 6.762  -17.038 17.857 2.272  -0.419 0.374  C17 A1AK3 11 
A1AK3 C20 C10 C 0 1 N N S N N N 11.516 -18.496 17.195 7.038  0.919  0.442  C20 A1AK3 12 
A1AK3 C21 C11 C 0 1 N N N N N N 12.688 -18.085 16.294 7.199  2.041  -0.606 C21 A1AK3 13 
A1AK3 C22 C12 C 0 1 N N N N N N 14.468 -19.318 15.113 8.995  3.669  -0.518 C22 A1AK3 14 
A1AK3 C24 C13 C 0 1 N N N N N N 11.339 -20.008 16.957 8.402  0.183  0.378  C24 A1AK3 15 
A1AK3 O2  O1  O 0 1 N N N N N N 9.316  -18.216 18.900 4.446  1.314  1.075  O2  A1AK3 16 
A1AK3 C19 C14 C 0 1 N N N N N N 9.264  -17.714 17.776 4.680  0.305  0.437  C19 A1AK3 17 
A1AK3 C23 C15 C 0 1 N N N N N N 12.677 -20.426 16.374 9.380  1.357  0.119  C23 A1AK3 18 
A1AK3 N4  N3  N 0 1 N N N N N N 13.050 -19.290 15.524 8.645  2.268  -0.785 N4  A1AK3 19 
A1AK3 C18 C16 C 0 1 Y N N N N N 8.018  -17.046 17.300 3.585  -0.599 0.065  C18 A1AK3 20 
A1AK3 N5  N4  N 0 1 Y N N N N N 7.990  -16.339 16.105 3.720  -1.773 -0.655 N5  A1AK3 21 
A1AK3 N2  N5  N 0 1 Y N N N N N 6.283  -15.163 14.833 2.050  -3.453 -1.400 N2  A1AK3 22 
A1AK3 C14 C17 C 0 1 Y N N N N N 4.995  -14.825 14.937 0.772  -3.763 -1.388 C14 A1AK3 23 
A1AK3 C16 C18 C 0 1 Y N N N N N 5.922  -16.275 16.980 1.554  -1.507 -0.164 C16 A1AK3 24 
A1AK3 N   N6  N 0 1 N N N N N N 3.711  -16.257 17.895 -0.762 -1.101 0.433  N   A1AK3 25 
A1AK3 C3  C19 C 0 1 N N S N N N 2.347  -15.765 18.072 -2.168 -1.509 0.405  C3  A1AK3 26 
A1AK3 C1  C20 C 0 1 N N N N N N 1.418  -16.941 18.444 -2.440 -2.482 1.553  C1  A1AK3 27 
A1AK3 C2  C21 C 0 1 N N N N N N 1.408  -17.996 17.340 -3.909 -2.908 1.524  C2  A1AK3 28 
A1AK3 C   C22 C 0 1 N N N N N N -0.020 -16.473 18.710 -1.548 -3.716 1.398  C   A1AK3 29 
A1AK3 C12 C23 C 0 1 Y N N N N N 1.821  -13.370 18.652 -2.697 0.714  1.438  C12 A1AK3 30 
A1AK3 C11 C24 C 0 1 Y N N N N N 1.788  -12.299 19.528 -3.513 1.814  1.582  C11 A1AK3 31 
A1AK3 S   S1  S 0 1 N N N N N N 3.412  -13.919 22.816 -6.475 1.026  -1.043 S   A1AK3 32 
A1AK3 O   O2  O 0 1 N N N N N N 2.824  -15.078 23.414 -5.996 1.389  -2.331 O   A1AK3 33 
A1AK3 O1  O3  O 0 1 N N N N N N 4.851  -13.931 22.626 -7.130 -0.216 -0.824 O1  A1AK3 34 
A1AK3 C9  C25 C 0 1 N N N N N N 2.070  -11.231 21.774 -5.524 3.154  1.109  C9  A1AK3 35 
A1AK3 H22 H1  H 0 1 N N N N N N 10.214 -17.240 16.061 6.131  -0.788 -0.438 H22 A1AK3 36 
A1AK3 H10 H2  H 0 1 N N N N N N 3.054  -15.722 20.727 -4.476 -0.954 -0.879 H10 A1AK3 37 
A1AK3 H12 H3  H 0 1 N N N N N N 1.922  -12.616 24.097 -7.871 2.065  0.634  H12 A1AK3 38 
A1AK3 H11 H4  H 0 1 N N N N N N 3.627  -12.426 24.628 -8.201 2.719  -0.994 H11 A1AK3 39 
A1AK3 H13 H5  H 0 1 N N N N N N 2.911  -10.369 23.556 -5.836 3.712  -0.938 H13 A1AK3 40 
A1AK3 H14 H6  H 0 1 N N N N N N 4.098  -11.195 22.491 -6.985 4.442  0.211  H14 A1AK3 41 
A1AK3 H21 H7  H 0 1 N N N N N N 6.464  -17.515 18.779 1.855  0.408  0.931  H21 A1AK3 42 
A1AK3 H1  H8  H 0 1 N N N N N N 11.811 -18.342 18.243 6.870  1.339  1.433  H1  A1AK3 43 
A1AK3 H24 H9  H 0 1 N N N N N N 12.383 -17.275 15.615 6.752  1.732  -1.551 H24 A1AK3 44 
A1AK3 H23 H10 H 0 1 N N N N N N 13.540 -17.751 16.904 6.722  2.953  -0.248 H23 A1AK3 45 
A1AK3 H25 H11 H 0 1 N N N N N N 14.668 -20.239 14.546 8.726  3.922  0.507  H25 A1AK3 46 
A1AK3 H26 H12 H 0 1 N N N N N N 14.684 -18.444 14.481 10.067 3.809  -0.657 H26 A1AK3 47 
A1AK3 H27 H13 H 0 1 N N N N N N 15.109 -19.291 16.006 8.452  4.317  -1.207 H27 A1AK3 48 
A1AK3 H31 H14 H 0 1 N N N N N N 10.521 -20.203 16.247 8.625  -0.309 1.324  H31 A1AK3 49 
A1AK3 H30 H15 H 0 1 N N N N N N 11.138 -20.535 17.901 8.423  -0.531 -0.445 H30 A1AK3 50 
A1AK3 H29 H16 H 0 1 N N N N N N 12.577 -21.346 15.779 9.620  1.863  1.054  H29 A1AK3 51 
A1AK3 H28 H17 H 0 1 N N N N N N 13.421 -20.583 17.169 10.289 0.995  -0.361 H28 A1AK3 52 
A1AK3 H2  H19 H 0 1 N N N N N N 8.771  -16.187 15.499 4.554  -2.132 -0.997 H2  A1AK3 53 
A1AK3 H20 H20 H 0 1 N N N N N N 4.605  -14.225 14.128 0.454  -4.670 -1.880 H20 A1AK3 54 
A1AK3 H19 H21 H 0 1 N N N N N N 4.174  -16.063 18.760 -0.503 -0.281 0.882  H19 A1AK3 55 
A1AK3 H   H22 H 0 1 N N N N N N 2.000  -15.380 17.102 -2.386 -1.997 -0.545 H   A1AK3 56 
A1AK3 H6  H23 H 0 1 N N N N N N 1.805  -17.405 19.363 -2.222 -1.994 2.503  H6  A1AK3 57 
A1AK3 H7  H24 H 0 1 N N N N N N 2.437  -18.334 17.146 -4.127 -3.397 0.575  H7  A1AK3 58 
A1AK3 H9  H25 H 0 1 N N N N N N 0.794  -18.852 17.657 -4.102 -3.602 2.342  H9  A1AK3 59 
A1AK3 H8  H26 H 0 1 N N N N N N 0.986  -17.562 16.422 -4.544 -2.030 1.635  H8  A1AK3 60 
A1AK3 H3  H27 H 0 1 N N N N N N -0.018 -15.713 19.505 -0.501 -3.412 1.418  H3  A1AK3 61 
A1AK3 H4  H28 H 0 1 N N N N N N -0.441 -16.040 17.790 -1.741 -4.410 2.216  H4  A1AK3 62 
A1AK3 H5  H29 H 0 1 N N N N N N -0.632 -17.331 19.025 -1.766 -4.204 0.448  H5  A1AK3 63 
A1AK3 H18 H30 H 0 1 N N N N N N 1.493  -13.233 17.632 -1.787 0.636  2.015  H18 A1AK3 64 
A1AK3 H17 H31 H 0 1 N N N N N N 1.428  -11.344 19.176 -3.234 2.596  2.273  H17 A1AK3 65 
A1AK3 H15 H32 H 0 1 N N N N N N 1.058  -11.236 22.205 -4.858 3.991  1.319  H15 A1AK3 66 
A1AK3 H16 H33 H 0 1 N N N N N N 2.215  -10.312 21.187 -6.137 2.972  1.992  H16 A1AK3 67 
# 
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 
A1AK3 C   C1  SING N N 1  
A1AK3 C2  C1  SING N N 2  
A1AK3 C1  C3  SING N N 3  
A1AK3 C4  C3  SING N N 4  
A1AK3 C4  C5  DOUB Y N 5  
A1AK3 C5  C6  SING Y N 6  
A1AK3 C6  S   SING N N 7  
A1AK3 S   C7  SING N N 8  
A1AK3 C7  C8  SING N N 9  
A1AK3 C8  C9  SING N N 10 
A1AK3 O   S   DOUB N N 11 
A1AK3 O1  S   DOUB N N 12 
A1AK3 C6  C10 DOUB Y N 13 
A1AK3 C9  C10 SING N N 14 
A1AK3 C10 C11 SING Y N 15 
A1AK3 C11 C12 DOUB Y N 16 
A1AK3 C12 C4  SING Y N 17 
A1AK3 C3  N   SING N N 18 
A1AK3 N   C13 SING N N 19 
A1AK3 C13 N1  DOUB Y N 20 
A1AK3 N1  C14 SING Y N 21 
A1AK3 C14 N2  DOUB Y N 22 
A1AK3 N2  C15 SING Y N 23 
A1AK3 C15 C16 DOUB Y N 24 
A1AK3 C13 C16 SING Y N 25 
A1AK3 C16 C17 SING Y N 26 
A1AK3 C17 C18 DOUB Y N 27 
A1AK3 C18 C19 SING N N 28 
A1AK3 N3  C19 SING N N 29 
A1AK3 C20 N3  SING N N 30 
A1AK3 C20 C21 SING N N 31 
A1AK3 C21 N4  SING N N 32 
A1AK3 C22 N4  SING N N 33 
A1AK3 N4  C23 SING N N 34 
A1AK3 C23 C24 SING N N 35 
A1AK3 C24 C20 SING N N 36 
A1AK3 C19 O2  DOUB N N 37 
A1AK3 N5  C18 SING Y N 38 
A1AK3 C15 N5  SING Y N 39 
A1AK3 N3  H22 SING N N 40 
A1AK3 C5  H10 SING N N 41 
A1AK3 C7  H12 SING N N 42 
A1AK3 C7  H11 SING N N 43 
A1AK3 C8  H13 SING N N 44 
A1AK3 C8  H14 SING N N 45 
A1AK3 C17 H21 SING N N 46 
A1AK3 C20 H1  SING N N 47 
A1AK3 C21 H24 SING N N 48 
A1AK3 C21 H23 SING N N 49 
A1AK3 C22 H25 SING N N 50 
A1AK3 C22 H26 SING N N 51 
A1AK3 C22 H27 SING N N 52 
A1AK3 C24 H31 SING N N 53 
A1AK3 C24 H30 SING N N 54 
A1AK3 C23 H29 SING N N 55 
A1AK3 C23 H28 SING N N 56 
A1AK3 N5  H2  SING N N 57 
A1AK3 C14 H20 SING N N 58 
A1AK3 N   H19 SING N N 59 
A1AK3 C3  H   SING N N 60 
A1AK3 C1  H6  SING N N 61 
A1AK3 C2  H7  SING N N 62 
A1AK3 C2  H9  SING N N 63 
A1AK3 C2  H8  SING N N 64 
A1AK3 C   H3  SING N N 65 
A1AK3 C   H4  SING N N 66 
A1AK3 C   H5  SING N N 67 
A1AK3 C12 H18 SING N N 68 
A1AK3 C11 H17 SING N N 69 
A1AK3 C9  H15 SING N N 70 
A1AK3 C9  H16 SING N N 71 
# 
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 
A1AK3 SMILES           ACDLabs              12.01 "CN1CCC(C1)NC(=O)c1cc2c([NH]1)ncnc2NC(c1ccc2CCCS(=O)(=O)c2c1)C(C)C"                                                                                                                                                         
A1AK3 InChI            InChI                1.06  "InChI=1S/C25H32N6O3S/c1-15(2)22(17-7-6-16-5-4-10-35(33,34)21(16)11-17)30-24-19-12-20(29-23(19)26-14-27-24)25(32)28-18-8-9-31(3)13-18/h6-7,11-12,14-15,18,22H,4-5,8-10,13H2,1-3H3,(H,28,32)(H2,26,27,29,30)/t18-,22+/m1/s1" 
A1AK3 InChIKey         InChI                1.06  QEVYAPKJBMOYGR-GCJKJVERSA-N                                                                                                                                                                                                 
A1AK3 SMILES_CANONICAL CACTVS               3.385 "CC(C)[C@H](Nc1ncnc2[nH]c(cc12)C(=O)N[C@H]3CCN(C)C3)c4ccc5CCC[S](=O)(=O)c5c4"                                                                                                                                               
A1AK3 SMILES           CACTVS               3.385 "CC(C)[CH](Nc1ncnc2[nH]c(cc12)C(=O)N[CH]3CCN(C)C3)c4ccc5CCC[S](=O)(=O)c5c4"                                                                                                                                                 
A1AK3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)[C@@H](c1ccc2c(c1)S(=O)(=O)CCC2)Nc3c4cc([nH]c4ncn3)C(=O)N[C@H]5CCN(C5)C"                                                                                                                                              
A1AK3 SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)C(c1ccc2c(c1)S(=O)(=O)CCC2)Nc3c4cc([nH]c4ncn3)C(=O)NC5CCN(C5)C"                                                                                                                                                       
# 
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 
A1AK3 "SYSTEMATIC NAME" ACDLabs              12.01 "4-{[(1S)-1-(1,1-dioxo-1,2,3,4-tetrahydro-1lambda~6~-benzothiopyran-7-yl)-2-methylpropyl]amino}-N-[(3R)-1-methylpyrrolidin-3-yl]-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide"            
A1AK3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "4-[[(1~{S})-1-[1,1-bis(oxidanylidene)-3,4-dihydro-2~{H}-thiochromen-7-yl]-2-methyl-propyl]amino]-~{N}-[(3~{S})-1-methylpyrrolidin-3-yl]-7~{H}-pyrrolo[2,3-d]pyrimidine-6-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 
A1AK3 "Create component" 2024-04-05 RCSB 
A1AK3 "Initial release"  2024-05-15 RCSB 
# 
