data_A1AN0
# 
_chem_comp.id                                    A1AN0 
_chem_comp.name                                  "7-{(1R)-1-[(6-bromo-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                               "C19 H21 Br N4 O2 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                        449.365 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AN0 
_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        7H16 
_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 
A1AN0 N1  N1  N  0 1 Y N N N N N 8.689  -8.397  15.619 -1.475 -2.569 0.646  N1  A1AN0 1  
A1AN0 N3  N2  N  0 1 Y N N N N N 4.799  -9.562  15.287 -5.021 -0.608 0.817  N3  A1AN0 2  
A1AN0 C4  C1  C  0 1 Y N N N N N 8.272  -9.132  14.562 -1.608 -1.339 0.158  C4  A1AN0 3  
A1AN0 C5  C2  C  0 1 Y N N N N N 7.771  -8.076  16.543 -2.496 -3.194 1.204  C5  A1AN0 4  
A1AN0 C6  C3  C  0 1 Y N N N N N 6.084  -9.121  15.525 -3.922 -1.423 0.852  C6  A1AN0 5  
A1AN0 C7  C4  C  0 1 Y N N N N N 4.822  -10.250 14.092 -4.703 0.584  0.218  C7  A1AN0 6  
A1AN0 C8  C5  C  0 1 Y N N N N N 6.086  -10.241 13.531 -3.409 0.578  -0.148 C8  A1AN0 7  
A1AN0 C10 C6  C  0 1 Y N N N N N 10.608 -7.845  12.539 1.856  -0.315 -0.591 C10 A1AN0 8  
A1AN0 C13 C7  C  0 1 Y N N N N N 10.631 -5.659  10.715 3.878  1.595  -0.726 C13 A1AN0 9  
A1AN0 C15 C8  C  0 1 N N N N N N 9.686  -4.487  8.671  5.897  2.752  0.266  C15 A1AN0 10 
A1AN0 C17 C9  C  0 1 Y N N N N N 10.104 -6.912  10.360 4.043  0.463  0.038  C17 A1AN0 11 
A1AN0 O1  O1  O  0 1 N N N N N N 9.955  -8.361  8.229  5.143  0.457  2.313  O1  A1AN0 12 
A1AN0 S   S1  S  0 1 N N N N N N 9.362  -7.179  8.818  5.514  0.173  0.971  S   A1AN0 13 
A1AN0 O   O2  O  0 1 N N N N N N 7.945  -7.193  9.032  5.927  -1.130 0.583  O   A1AN0 14 
A1AN0 C16 C10 C  0 1 N N N N N N 9.788  -5.772  7.856  6.671  1.428  0.346  C16 A1AN0 15 
A1AN0 C14 C11 C  0 1 N N N N N N 10.739 -4.483  9.770  4.904  2.678  -0.880 C14 A1AN0 16 
A1AN0 C12 C12 C  0 1 Y N N N N N 11.116 -5.542  12.013 2.681  1.768  -1.420 C12 A1AN0 17 
A1AN0 C11 C13 C  0 1 Y N N N N N 11.120 -6.606  12.902 1.680  0.825  -1.353 C11 A1AN0 18 
A1AN0 C18 C14 C  0 1 Y N N N N N 10.110 -7.988  11.245 3.037  -0.491 0.100  C18 A1AN0 19 
A1AN0 C3  C15 C  0 1 N N S N N N 10.543 -9.001  13.528 0.766  -1.353 -0.512 C3  A1AN0 20 
A1AN0 C1  C16 C  0 1 N N N N N N 11.521 -10.143 13.172 0.808  -2.232 -1.764 C1  A1AN0 21 
A1AN0 C2  C17 C  0 1 N N N N N N 11.494 -11.264 14.243 2.168  -2.927 -1.854 C2  A1AN0 22 
A1AN0 C   C18 C  0 1 N N N N N N 12.951 -9.633  12.988 -0.299 -3.286 -1.683 C   A1AN0 23 
A1AN0 N   N3  N  0 1 N N N N N N 9.187  -9.528  13.634 -0.536 -0.688 -0.426 N   A1AN0 24 
A1AN0 C9  C19 C  0 1 Y N N N N N 6.905  -9.510  14.460 -2.863 -0.718 0.249  C9  A1AN0 25 
A1AN0 BR  BR1 BR 0 0 N N N N N N 3.344  -11.191 13.499 -5.904 2.019  -0.053 BR  A1AN0 26 
A1AN0 N2  N4  N  0 1 Y N N N N N 6.478  -8.411  16.597 -3.689 -2.652 1.311  N2  A1AN0 27 
A1AN0 H1  H1  H  0 1 N N N N N N 4.001  -9.411  15.871 -5.896 -0.840 1.165  H1  A1AN0 28 
A1AN0 H10 H2  H  0 1 N N N N N N 8.126  -7.461  17.357 -2.345 -4.192 1.587  H10 A1AN0 29 
A1AN0 H11 H3  H  0 1 N N N N N N 6.392  -10.687 12.596 -2.876 1.377  -0.642 H11 A1AN0 30 
A1AN0 H16 H4  H  0 1 N N N N N N 8.686  -4.422  9.124  5.363  2.919  1.201  H16 A1AN0 31 
A1AN0 H17 H5  H  0 1 N N N N N N 9.846  -3.623  8.010  6.594  3.572  0.093  H17 A1AN0 32 
A1AN0 H19 H6  H  0 1 N N N N N N 9.104  -5.706  6.997  7.028  1.145  -0.645 H19 A1AN0 33 
A1AN0 H18 H7  H  0 1 N N N N N N 10.821 -5.885  7.495  7.514  1.530  1.030  H18 A1AN0 34 
A1AN0 H15 H8  H  0 1 N N N N N N 10.630 -3.557  10.353 5.454  2.507  -1.806 H15 A1AN0 35 
A1AN0 H14 H9  H  0 1 N N N N N N 11.733 -4.505  9.300  4.390  3.636  -0.957 H14 A1AN0 36 
A1AN0 H13 H10 H  0 1 N N N N N N 11.503 -4.588  12.340 2.537  2.656  -2.018 H13 A1AN0 37 
A1AN0 H12 H11 H  0 1 N N N N N N 11.528 -6.469  13.893 0.758  0.975  -1.896 H12 A1AN0 38 
A1AN0 H20 H12 H  0 1 N N N N N N 9.724  -8.944  10.925 3.180  -1.380 0.696  H20 A1AN0 39 
A1AN0 H   H13 H  0 1 N N N N N N 10.841 -8.612  14.513 0.918  -1.972 0.372  H   A1AN0 40 
A1AN0 H5  H14 H  0 1 N N N N N N 11.192 -10.582 12.219 0.657  -1.613 -2.648 H5  A1AN0 41 
A1AN0 H8  H15 H  0 1 N N N N N N 10.463 -11.626 14.370 2.319  -3.546 -0.969 H8  A1AN0 42 
A1AN0 H7  H16 H  0 1 N N N N N N 12.137 -12.096 13.919 2.198  -3.553 -2.745 H7  A1AN0 43 
A1AN0 H6  H17 H  0 1 N N N N N N 11.863 -10.866 15.200 2.956  -2.176 -1.911 H6  A1AN0 44 
A1AN0 H4  H18 H  0 1 N N N N N N 12.962 -8.839  12.227 -1.268 -2.791 -1.619 H4  A1AN0 45 
A1AN0 H2  H19 H  0 1 N N N N N N 13.323 -9.232  13.942 -0.269 -3.912 -2.575 H2  A1AN0 46 
A1AN0 H3  H20 H  0 1 N N N N N N 13.597 -10.462 12.662 -0.147 -3.905 -0.799 H3  A1AN0 47 
A1AN0 H9  H21 H  0 1 N N N N N N 8.761  -9.353  12.746 -0.647 0.209  -0.778 H9  A1AN0 48 
# 
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 
A1AN0 C   C1  SING N N 1  
A1AN0 C2  C1  SING N N 2  
A1AN0 C1  C3  SING N N 3  
A1AN0 N   C3  SING N N 4  
A1AN0 C4  N   SING N N 5  
A1AN0 C4  N1  DOUB Y N 6  
A1AN0 N1  C5  SING Y N 7  
A1AN0 C5  N2  DOUB Y N 8  
A1AN0 N2  C6  SING Y N 9  
A1AN0 C6  N3  SING Y N 10 
A1AN0 N3  C7  SING Y N 11 
A1AN0 BR  C7  SING N N 12 
A1AN0 C7  C8  DOUB Y N 13 
A1AN0 C8  C9  SING Y N 14 
A1AN0 C9  C4  SING Y N 15 
A1AN0 C6  C9  DOUB Y N 16 
A1AN0 C3  C10 SING N N 17 
A1AN0 C10 C11 DOUB Y N 18 
A1AN0 C11 C12 SING Y N 19 
A1AN0 C12 C13 DOUB Y N 20 
A1AN0 C13 C14 SING N N 21 
A1AN0 C14 C15 SING N N 22 
A1AN0 C15 C16 SING N N 23 
A1AN0 C16 S   SING N N 24 
A1AN0 O   S   DOUB N N 25 
A1AN0 S   O1  DOUB N N 26 
A1AN0 C17 S   SING N N 27 
A1AN0 C13 C17 SING Y N 28 
A1AN0 C18 C17 DOUB Y N 29 
A1AN0 C10 C18 SING Y N 30 
A1AN0 N3  H1  SING N N 31 
A1AN0 C5  H10 SING N N 32 
A1AN0 C8  H11 SING N N 33 
A1AN0 C15 H16 SING N N 34 
A1AN0 C15 H17 SING N N 35 
A1AN0 C16 H19 SING N N 36 
A1AN0 C16 H18 SING N N 37 
A1AN0 C14 H15 SING N N 38 
A1AN0 C14 H14 SING N N 39 
A1AN0 C12 H13 SING N N 40 
A1AN0 C11 H12 SING N N 41 
A1AN0 C18 H20 SING N N 42 
A1AN0 C3  H   SING N N 43 
A1AN0 C1  H5  SING N N 44 
A1AN0 C2  H8  SING N N 45 
A1AN0 C2  H7  SING N N 46 
A1AN0 C2  H6  SING N N 47 
A1AN0 C   H4  SING N N 48 
A1AN0 C   H2  SING N N 49 
A1AN0 C   H3  SING N N 50 
A1AN0 N   H9  SING N N 51 
# 
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 
A1AN0 SMILES           ACDLabs              12.01 "CC(C)C(Nc1ncnc2[NH]c(Br)cc21)c1ccc2CCCS(=O)(=O)c2c1"                                                                                                                 
A1AN0 InChI            InChI                1.06  "InChI=1S/C19H21BrN4O2S/c1-11(2)17(24-19-14-9-16(20)23-18(14)21-10-22-19)13-6-5-12-4-3-7-27(25,26)15(12)8-13/h5-6,8-11,17H,3-4,7H2,1-2H3,(H2,21,22,23,24)/t17-/m1/s1" 
A1AN0 InChIKey         InChI                1.06  VAONVVNMXRCJSV-QGZVFWFLSA-N                                                                                                                                           
A1AN0 SMILES_CANONICAL CACTVS               3.385 "CC(C)[C@H](Nc1ncnc2[nH]c(Br)cc12)c3ccc4CCC[S](=O)(=O)c4c3"                                                                                                           
A1AN0 SMILES           CACTVS               3.385 "CC(C)[CH](Nc1ncnc2[nH]c(Br)cc12)c3ccc4CCC[S](=O)(=O)c4c3"                                                                                                            
A1AN0 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)[C@@H](c1ccc2c(c1)S(=O)(=O)CCC2)Nc3c4cc([nH]c4ncn3)Br"                                                                                                          
A1AN0 SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)C(c1ccc2c(c1)S(=O)(=O)CCC2)Nc3c4cc([nH]c4ncn3)Br"                                                                                                               
# 
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 
A1AN0 "SYSTEMATIC NAME" ACDLabs              12.01 "7-{(1R)-1-[(6-bromo-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]-2-methylpropyl}-3,4-dihydro-1lambda~6~-benzothiopyran-1,1(2H)-dione"                
A1AN0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[(1~{S})-1-[1,1-bis(oxidanylidene)-3,4-dihydro-2~{H}-thiochromen-7-yl]-2-methyl-propyl]-6-bromanyl-7~{H}-pyrrolo[2,3-d]pyrimidin-4-amine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AN0 "Create component" 2024-04-18 RCSB 
A1AN0 "Initial release"  2024-05-15 RCSB 
# 
