data_A1AN3
# 
_chem_comp.id                                    A1AN3 
_chem_comp.name                                  "7-[(1R)-1-({6-[2-(3-hydroxyazetidin-1-yl)pyrimidin-5-yl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl}amino)-2-methylpropyl]-3,4-dihydro-1lambda~6~-benzothiopyran-1,1(2H)-dione" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H29 N7 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-18 
_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                        519.619 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AN3 
_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        7H18 
_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 
A1AN3 N1  N1  N 0 1 Y N N N N N 8.846  -8.390  15.609 -0.806 -3.365 -0.715 N1  A1AN3 1  
A1AN3 N3  N2  N 0 1 Y N N N N N 4.994  -9.591  15.212 3.155  -2.486 -0.772 N3  A1AN3 2  
A1AN3 C4  C1  C 0 1 Y N N N N N 8.451  -9.124  14.537 -0.346 -2.231 -0.198 C4  A1AN3 3  
A1AN3 C5  C2  C 0 1 Y N N N N N 7.924  -8.077  16.530 0.012  -4.245 -1.265 C5  A1AN3 4  
A1AN3 C6  C3  C 0 1 Y N N N N N 6.264  -9.134  15.482 1.870  -2.953 -0.845 C6  A1AN3 5  
A1AN3 C7  C4  C 0 1 Y N N N N N 5.021  -10.271 13.998 3.174  -1.256 -0.151 C7  A1AN3 6  
A1AN3 C8  C5  C 0 1 Y N N N N N 3.825  -10.920 13.451 4.384  -0.447 0.105  C8  A1AN3 7  
A1AN3 C10 C6  C 0 1 Y N N N N N 1.650  -12.089 12.407 6.581  1.020  0.569  C10 A1AN3 8  
A1AN3 C13 C7  C 0 1 N N N N N N -0.823 -12.759 12.376 8.920  1.097  0.303  C13 A1AN3 9  
A1AN3 C15 C8  C 0 1 Y N N N N N 6.300  -10.240 13.496 1.908  -0.903 0.190  C15 A1AN3 10 
A1AN3 C17 C9  C 0 1 Y N N N N N 10.713 -7.839  12.521 -3.402 -0.285 0.501  C17 A1AN3 11 
A1AN3 C20 C10 C 0 1 Y N N N N N 10.694 -5.657  10.681 -4.821 2.105  0.653  C20 A1AN3 12 
A1AN3 C21 C11 C 0 1 Y N N N N N 10.199 -6.931  10.330 -5.277 1.077  -0.139 C21 A1AN3 13 
A1AN3 C22 C12 C 0 1 Y N N N N N 10.212 -7.996  11.231 -4.572 -0.116 -0.211 C22 A1AN3 14 
A1AN3 C24 C13 C 0 1 N N N N N N 9.727  -4.548  8.620  -6.428 3.792  -0.334 C24 A1AN3 15 
A1AN3 O2  O1  O 0 1 N N N N N N 8.004  -7.225  9.021  -7.517 0.075  -0.741 O2  A1AN3 16 
A1AN3 S   S1  S 0 1 N N N N N N 9.413  -7.223  8.783  -6.754 1.221  -1.095 S   A1AN3 17 
A1AN3 O1  O2  O 0 1 N N N N N N 9.986  -8.417  8.196  -6.297 1.416  -2.426 O1  A1AN3 18 
A1AN3 C23 C14 C 0 1 N N N N N N 9.869  -5.832  7.813  -7.534 2.733  -0.454 C23 A1AN3 19 
A1AN3 C25 C15 C 0 1 N N N N N N 10.758 -4.483  9.729  -5.514 3.425  0.822  C25 A1AN3 20 
A1AN3 C19 C16 C 0 1 Y N N N N N 11.189 -5.527  11.975 -3.636 1.929  1.366  C19 A1AN3 21 
A1AN3 C18 C17 C 0 1 Y N N N N N 11.211 -6.586  12.876 -2.932 0.747  1.291  C18 A1AN3 22 
A1AN3 C3  C18 C 0 1 N N S N N N 10.705 -9.002  13.501 -2.646 -1.587 0.422  C3  A1AN3 23 
A1AN3 C1  C19 C 0 1 N N N N N N 11.714 -10.120 13.137 -2.966 -2.438 1.652  C1  A1AN3 24 
A1AN3 C2  C20 C 0 1 N N N N N N 13.127 -9.570  12.965 -2.667 -1.635 2.920  C2  A1AN3 25 
A1AN3 C   C21 C 0 1 N N N N N N 11.697 -11.246 14.197 -4.445 -2.828 1.632  C   A1AN3 26 
A1AN3 N   N3  N 0 1 N N N N N N 9.371  -9.558  13.645 -1.207 -1.313 0.378  N   A1AN3 27 
A1AN3 C16 C22 C 0 1 Y N N N N N 7.096  -9.500  14.424 1.036  -1.987 -0.249 C16 A1AN3 28 
A1AN3 N2  N4  N 0 1 Y N N N N N 6.640  -8.417  16.569 1.313  -4.059 -1.335 N2  A1AN3 29 
A1AN3 C14 C23 C 0 1 Y N N N N N 2.667  -11.105 14.188 4.297  0.791  0.750  C14 A1AN3 30 
A1AN3 N6  N5  N 0 1 Y N N N N N 1.575  -11.712 13.698 5.402  1.484  0.960  N6  A1AN3 31 
A1AN3 N4  N6  N 0 1 Y N N N N N 2.703  -11.949 11.594 6.706  -0.150 -0.040 N4  A1AN3 32 
A1AN3 C9  C24 C 0 1 Y N N N N N 3.779  -11.365 12.133 5.648  -0.903 -0.287 C9  A1AN3 33 
A1AN3 N5  N7  N 0 1 N N N N N N 0.544  -12.627 11.868 7.714  1.778  0.808  N5  A1AN3 34 
A1AN3 C12 C25 C 0 1 N N N N N N -1.173 -13.534 11.090 9.407  2.460  -0.209 C12 A1AN3 35 
A1AN3 O   O3  O 0 1 N N N N N N -2.108 -12.914 10.203 10.035 2.414  -1.492 O   A1AN3 36 
A1AN3 C11 C26 C 0 1 N N N N N N 0.266  -13.327 10.600 7.908  2.787  -0.250 C11 A1AN3 37 
A1AN3 H1  H1  H 0 1 N N N N N N 4.189  -9.457  15.790 3.936  -2.953 -1.108 H1  A1AN3 38 
A1AN3 H10 H2  H 0 1 N N N N N N 8.271  -7.467  17.351 -0.403 -5.154 -1.674 H10 A1AN3 39 
A1AN3 H17 H3  H 0 1 N N N N N N -1.360 -11.806 12.495 9.547  0.681  1.092  H17 A1AN3 40 
A1AN3 H16 H4  H 0 1 N N N N N N -0.911 -13.347 13.301 8.714  0.382  -0.494 H16 A1AN3 41 
A1AN3 H19 H5  H 0 1 N N N N N N 6.639  -10.690 12.575 1.605  0.005  0.689  H19 A1AN3 42 
A1AN3 H22 H6  H 0 1 N N N N N N 9.828  -8.957  10.923 -4.942 -0.919 -0.830 H22 A1AN3 43 
A1AN3 H26 H7  H 0 1 N N N N N N 9.865  -3.686  7.951  -5.851 3.824  -1.258 H26 A1AN3 44 
A1AN3 H25 H8  H 0 1 N N N N N N 8.721  -4.511  9.063  -6.876 4.768  -0.149 H25 A1AN3 45 
A1AN3 H23 H9  H 0 1 N N N N N N 10.915 -5.943  7.491  -7.972 2.539  0.525  H23 A1AN3 46 
A1AN3 H24 H10 H 0 1 N N N N N N 9.217  -5.778  6.929  -8.304 3.076  -1.146 H24 A1AN3 47 
A1AN3 H27 H11 H 0 1 N N N N N N 11.759 -4.458  9.273  -6.105 3.393  1.737  H27 A1AN3 48 
A1AN3 H28 H12 H 0 1 N N N N N N 10.594 -3.559  10.303 -4.758 4.203  0.928  H28 A1AN3 49 
A1AN3 H21 H13 H 0 1 N N N N N N 11.570 -4.567  12.291 -3.263 2.731  1.985  H21 A1AN3 50 
A1AN3 H20 H14 H 0 1 N N N N N N 11.619 -6.436  13.864 -2.016 0.627  1.850  H20 A1AN3 51 
A1AN3 H   H15 H 0 1 N N N N N N 11.013 -8.603  14.479 -2.941 -2.124 -0.479 H   A1AN3 52 
A1AN3 H5  H16 H 0 1 N N N N N N 11.399 -10.557 12.178 -2.352 -3.339 1.640  H5  A1AN3 53 
A1AN3 H7  H17 H 0 1 N N N N N N 13.121 -8.771  12.209 -3.280 -0.734 2.932  H7  A1AN3 54 
A1AN3 H6  H18 H 0 1 N N N N N N 13.481 -9.164  13.924 -2.895 -2.241 3.796  H6  A1AN3 55 
A1AN3 H8  H19 H 0 1 N N N N N N 13.798 -10.378 12.639 -1.613 -1.357 2.934  H8  A1AN3 56 
A1AN3 H4  H20 H 0 1 N N N N N N 10.672 -11.630 14.308 -4.673 -3.434 2.508  H4  A1AN3 57 
A1AN3 H3  H21 H 0 1 N N N N N N 12.362 -12.062 13.876 -5.058 -1.927 1.644  H3  A1AN3 58 
A1AN3 H2  H22 H 0 1 N N N N N N 12.045 -10.847 15.161 -4.658 -3.400 0.729  H2  A1AN3 59 
A1AN3 H9  H23 H 0 1 N N N N N N 8.941  -9.461  12.747 -0.858 -0.489 0.752  H9  A1AN3 60 
A1AN3 H18 H24 H 0 1 N N N N N N 2.642  -10.744 15.205 3.340  1.176  1.071  H18 A1AN3 61 
A1AN3 H11 H25 H 0 1 N N N N N N 4.655  -11.232 11.515 5.758  -1.855 -0.784 H11 A1AN3 62 
A1AN3 H14 H26 H 0 1 N N N N N N -1.391 -14.593 11.295 9.970  3.037  0.525  H14 A1AN3 63 
A1AN3 H15 H27 H 0 1 N N N N N N -2.991 -13.054 10.524 10.340 3.274  -1.811 H15 A1AN3 64 
A1AN3 H13 H28 H 0 1 N N N N N N 0.357  -12.698 9.702  7.431  2.523  -1.194 H13 A1AN3 65 
A1AN3 H12 H29 H 0 1 N N N N N N 0.838  -14.256 10.456 7.676  3.802  0.072  H12 A1AN3 66 
# 
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 
A1AN3 C   C1  SING N N 1  
A1AN3 C2  C1  SING N N 2  
A1AN3 C1  C3  SING N N 3  
A1AN3 N   C3  SING N N 4  
A1AN3 C4  N   SING N N 5  
A1AN3 C4  N1  DOUB Y N 6  
A1AN3 N1  C5  SING Y N 7  
A1AN3 C5  N2  DOUB Y N 8  
A1AN3 N2  C6  SING Y N 9  
A1AN3 C6  N3  SING Y N 10 
A1AN3 N3  C7  SING Y N 11 
A1AN3 C8  C7  SING N N 12 
A1AN3 C8  C9  DOUB Y N 13 
A1AN3 C9  N4  SING Y N 14 
A1AN3 N4  C10 DOUB Y N 15 
A1AN3 N5  C10 SING N N 16 
A1AN3 N5  C11 SING N N 17 
A1AN3 C11 C12 SING N N 18 
A1AN3 O   C12 SING N N 19 
A1AN3 C12 C13 SING N N 20 
A1AN3 C13 N5  SING N N 21 
A1AN3 C10 N6  SING Y N 22 
A1AN3 N6  C14 DOUB Y N 23 
A1AN3 C14 C8  SING Y N 24 
A1AN3 C7  C15 DOUB Y N 25 
A1AN3 C15 C16 SING Y N 26 
A1AN3 C16 C4  SING Y N 27 
A1AN3 C6  C16 DOUB Y N 28 
A1AN3 C3  C17 SING N N 29 
A1AN3 C17 C18 DOUB Y N 30 
A1AN3 C18 C19 SING Y N 31 
A1AN3 C19 C20 DOUB Y N 32 
A1AN3 C20 C21 SING Y N 33 
A1AN3 C22 C21 DOUB Y N 34 
A1AN3 C17 C22 SING Y N 35 
A1AN3 C21 S   SING N N 36 
A1AN3 O1  S   DOUB N N 37 
A1AN3 S   O2  DOUB N N 38 
A1AN3 C23 S   SING N N 39 
A1AN3 C24 C23 SING N N 40 
A1AN3 C25 C24 SING N N 41 
A1AN3 C20 C25 SING N N 42 
A1AN3 N3  H1  SING N N 43 
A1AN3 C5  H10 SING N N 44 
A1AN3 C13 H17 SING N N 45 
A1AN3 C13 H16 SING N N 46 
A1AN3 C15 H19 SING N N 47 
A1AN3 C22 H22 SING N N 48 
A1AN3 C24 H26 SING N N 49 
A1AN3 C24 H25 SING N N 50 
A1AN3 C23 H23 SING N N 51 
A1AN3 C23 H24 SING N N 52 
A1AN3 C25 H27 SING N N 53 
A1AN3 C25 H28 SING N N 54 
A1AN3 C19 H21 SING N N 55 
A1AN3 C18 H20 SING N N 56 
A1AN3 C3  H   SING N N 57 
A1AN3 C1  H5  SING N N 58 
A1AN3 C2  H7  SING N N 59 
A1AN3 C2  H6  SING N N 60 
A1AN3 C2  H8  SING N N 61 
A1AN3 C   H4  SING N N 62 
A1AN3 C   H3  SING N N 63 
A1AN3 C   H2  SING N N 64 
A1AN3 N   H9  SING N N 65 
A1AN3 C14 H18 SING N N 66 
A1AN3 C9  H11 SING N N 67 
A1AN3 C12 H14 SING N N 68 
A1AN3 O   H15 SING N N 69 
A1AN3 C11 H13 SING N N 70 
A1AN3 C11 H12 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 
A1AN3 SMILES           ACDLabs              12.01 "OC1CN(C1)c1ncc(cn1)c1cc2c([NH]1)ncnc2NC(c1ccc2CCCS(=O)(=O)c2c1)C(C)C"                                                                                                                                                    
A1AN3 InChI            InChI                1.06  "InChI=1S/C26H29N7O3S/c1-15(2)23(17-6-5-16-4-3-7-37(35,36)22(16)8-17)32-25-20-9-21(31-24(20)29-14-30-25)18-10-27-26(28-11-18)33-12-19(34)13-33/h5-6,8-11,14-15,19,23,34H,3-4,7,12-13H2,1-2H3,(H2,29,30,31,32)/t23-/m1/s1" 
A1AN3 InChIKey         InChI                1.06  OJUYAPBHBXBKDL-HSZRJFAPSA-N                                                                                                                                                                                               
A1AN3 SMILES_CANONICAL CACTVS               3.385 "CC(C)[C@H](Nc1ncnc2[nH]c(cc12)c3cnc(nc3)N4CC(O)C4)c5ccc6CCC[S](=O)(=O)c6c5"                                                                                                                                              
A1AN3 SMILES           CACTVS               3.385 "CC(C)[CH](Nc1ncnc2[nH]c(cc12)c3cnc(nc3)N4CC(O)C4)c5ccc6CCC[S](=O)(=O)c6c5"                                                                                                                                               
A1AN3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)[C@@H](c1ccc2c(c1)S(=O)(=O)CCC2)Nc3c4cc([nH]c4ncn3)c5cnc(nc5)N6CC(C6)O"                                                                                                                                             
A1AN3 SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)C(c1ccc2c(c1)S(=O)(=O)CCC2)Nc3c4cc([nH]c4ncn3)c5cnc(nc5)N6CC(C6)O"                                                                                                                                                  
# 
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 
A1AN3 "SYSTEMATIC NAME" ACDLabs              12.01 "7-[(1R)-1-({6-[2-(3-hydroxyazetidin-1-yl)pyrimidin-5-yl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl}amino)-2-methylpropyl]-3,4-dihydro-1lambda~6~-benzothiopyran-1,1(2H)-dione"    
A1AN3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "1-[5-[4-[[(1~{S})-1-[1,1-bis(oxidanylidene)-3,4-dihydro-2~{H}-thiochromen-7-yl]-2-methyl-propyl]amino]-7~{H}-pyrrolo[2,3-d]pyrimidin-6-yl]pyrimidin-2-yl]azetidin-3-ol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AN3 "Create component" 2024-04-18 RCSB 
A1AN3 "Initial release"  2024-05-15 RCSB 
# 
