data_A1AK2
# 
_chem_comp.id                                    A1AK2 
_chem_comp.name                                  "7-{(1S)-2-methyl-1-[(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]propyl}-3,4-dihydro-1lambda~6~-benzothiopyran-1,1(2H)-dione" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H22 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                     2024-04-05 
_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                        370.469 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AK2 
_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        7GZU 
_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 
A1AK2 N1  N1  N 0 1 Y N N N N N -0.031 14.117 -0.747 -3.238 -1.501 0.570  N1  A1AK2 1  
A1AK2 N3  N2  N 0 1 Y N N N N N -3.431 14.822 1.414  -6.204 1.249  0.859  N3  A1AK2 2  
A1AK2 C4  C1  C 0 1 Y N N N N N -1.265 13.966 -1.284 -3.063 -0.250 0.154  C4  A1AK2 3  
A1AK2 C5  C2  C 0 1 Y N N N N N 0.006  14.487 0.540  -4.387 -1.890 1.093  C5  A1AK2 4  
A1AK2 C6  C3  C 0 1 Y N N N N N -2.217 14.621 0.808  -5.336 0.191  0.846  C6  A1AK2 5  
A1AK2 C7  C4  C 0 1 Y N N N N N -4.416 14.600 0.479  -5.599 2.359  0.329  C7  A1AK2 6  
A1AK2 C8  C5  C 0 1 Y N N N N N -3.865 14.270 -0.717 -4.342 2.060  -0.038 C8  A1AK2 7  
A1AK2 C10 C6  C 0 1 Y N N N N N -0.022 14.649 -4.241 0.555  -0.058 -0.540 C10 A1AK2 8  
A1AK2 C13 C7  C 0 1 Y N N N N N 0.333  17.241 -5.328 2.989  1.293  -0.591 C13 A1AK2 9  
A1AK2 C15 C8  C 0 1 Y N N N N N -1.061 15.285 -4.903 1.652  -0.561 0.129  C15 A1AK2 10 
A1AK2 C17 C9  C 0 1 N N N N N N -0.680 19.385 -6.173 5.228  1.860  0.439  C17 A1AK2 11 
A1AK2 O1  O1  O 0 1 N N N N N N -3.103 17.746 -5.000 4.290  -1.918 0.574  O1  A1AK2 12 
A1AK2 S   S1  S 0 1 N N N N N N -2.293 17.229 -6.072 4.208  -0.573 1.025  S   A1AK2 13 
A1AK2 O   O2  O 0 1 N N N N N N -2.883 16.253 -6.947 3.906  -0.269 2.380  O   A1AK2 14 
A1AK2 C16 C10 C 0 1 N N N N N N -1.648 18.563 -7.012 5.647  0.382  0.457  C16 A1AK2 15 
A1AK2 C18 C11 C 0 1 N N N N N N 0.586  18.627 -5.878 4.257  2.087  -0.705 C18 A1AK2 16 
A1AK2 C12 C12 C 0 1 Y N N N N N 1.365  16.565 -4.685 1.875  1.798  -1.259 C12 A1AK2 17 
A1AK2 C11 C13 C 0 1 Y N N N N N 1.194  15.301 -4.154 0.670  1.131  -1.235 C11 A1AK2 18 
A1AK2 C14 C14 C 0 1 Y N N N N N -0.896 16.566 -5.412 2.864  0.116  0.110  C14 A1AK2 19 
A1AK2 C3  C15 C 0 1 N N S N N N -0.246 13.360 -3.475 -0.755 -0.803 -0.519 C3  A1AK2 20 
A1AK2 C1  C16 C 0 1 N N N N N N -0.372 12.126 -4.392 -0.912 -1.594 -1.819 C1  A1AK2 21 
A1AK2 C2  C17 C 0 1 N N N N N N -0.284 10.842 -3.587 -0.767 -0.649 -3.013 C2  A1AK2 22 
A1AK2 C   C18 C 0 1 N N N N N N 0.692  12.116 -5.481 0.167  -2.676 -1.892 C   A1AK2 23 
A1AK2 N   N3  N 0 1 N N N N N N -1.349 13.425 -2.526 -1.858 0.153  -0.393 N   A1AK2 24 
A1AK2 C9  C19 C 0 1 Y N N N N N -2.446 14.262 -0.527 -4.131 0.650  0.283  C9  A1AK2 25 
A1AK2 N2  N4  N 0 1 Y N N N N N -1.009 14.732 1.378  -5.415 -1.081 1.233  N2  A1AK2 26 
A1AK2 H1  H1  H 0 1 N N N N N N -3.575 15.084 2.368  -7.114 1.218  1.194  H1  A1AK2 27 
A1AK2 H10 H2  H 0 1 N N N N N N 0.994  14.604 0.961  -4.487 -2.915 1.418  H10 A1AK2 28 
A1AK2 H11 H3  H 0 1 N N N N N N -5.476 14.677 0.670  -6.063 3.328  0.222  H11 A1AK2 29 
A1AK2 H12 H4  H 0 1 N N N N N N -4.394 14.055 -1.634 -3.625 2.733  -0.486 H12 A1AK2 30 
A1AK2 H15 H5  H 0 1 N N N N N N -2.008 14.779 -5.024 1.567  -1.490 0.673  H15 A1AK2 31 
A1AK2 H18 H6  H 0 1 N N N N N N -0.425 20.304 -6.721 4.746  2.113  1.383  H18 A1AK2 32 
A1AK2 H19 H7  H 0 1 N N N N N N -1.167 19.648 -5.223 6.109  2.486  0.301  H19 A1AK2 33 
A1AK2 H17 H8  H 0 1 N N N N N N -1.118 18.165 -7.890 5.931  0.064  -0.546 H17 A1AK2 34 
A1AK2 H16 H9  H 0 1 N N N N N N -2.476 19.206 -7.344 6.482  0.240  1.143  H16 A1AK2 35 
A1AK2 H21 H10 H 0 1 N N N N N N 1.164  18.534 -6.810 4.751  1.821  -1.639 H21 A1AK2 36 
A1AK2 H20 H11 H 0 1 N N N N N N 1.170  19.195 -5.140 4.002  3.146  -0.740 H20 A1AK2 37 
A1AK2 H14 H12 H 0 1 N N N N N N 2.330  17.043 -4.598 1.957  2.728  -1.804 H14 A1AK2 38 
A1AK2 H13 H13 H 0 1 N N N N N N 2.024  14.814 -3.663 -0.183 1.537  -1.758 H13 A1AK2 39 
A1AK2 H   H14 H 0 1 N N N N N N 0.667  13.198 -2.884 -0.769 -1.489 0.328  H   A1AK2 40 
A1AK2 H5  H15 H 0 1 N N N N N N -1.359 12.162 -4.876 -1.897 -2.061 -1.843 H5  A1AK2 41 
A1AK2 H7  H16 H 0 1 N N N N N N -1.053 10.849 -2.800 0.218  -0.182 -2.989 H7  A1AK2 42 
A1AK2 H6  H17 H 0 1 N N N N N N -0.447 9.981  -4.252 -0.879 -1.212 -3.939 H6  A1AK2 43 
A1AK2 H8  H18 H 0 1 N N N N N N 0.712  10.766 -3.126 -1.536 0.122  -2.961 H8  A1AK2 44 
A1AK2 H3  H19 H 0 1 N N N N N N 0.629  13.046 -6.065 0.064  -3.350 -1.041 H3  A1AK2 45 
A1AK2 H4  H20 H 0 1 N N N N N N 1.688  12.040 -5.020 0.055  -3.240 -2.818 H4  A1AK2 46 
A1AK2 H2  H21 H 0 1 N N N N N N 0.529  11.255 -6.145 1.152  -2.209 -1.868 H2  A1AK2 47 
A1AK2 H9  H22 H 0 1 N N N N N N -2.074 13.932 -2.991 -1.743 1.068  -0.692 H9  A1AK2 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 
A1AK2 C   C1  SING N N 1  
A1AK2 C2  C1  SING N N 2  
A1AK2 C1  C3  SING N N 3  
A1AK2 N   C3  SING N N 4  
A1AK2 C4  N   SING N N 5  
A1AK2 C4  N1  DOUB Y N 6  
A1AK2 N1  C5  SING Y N 7  
A1AK2 C5  N2  DOUB Y N 8  
A1AK2 N2  C6  SING Y N 9  
A1AK2 C6  N3  SING Y N 10 
A1AK2 N3  C7  SING Y N 11 
A1AK2 C7  C8  DOUB Y N 12 
A1AK2 C8  C9  SING Y N 13 
A1AK2 C9  C4  SING Y N 14 
A1AK2 C6  C9  DOUB Y N 15 
A1AK2 C3  C10 SING N N 16 
A1AK2 C10 C11 DOUB Y N 17 
A1AK2 C11 C12 SING Y N 18 
A1AK2 C12 C13 DOUB Y N 19 
A1AK2 C13 C14 SING Y N 20 
A1AK2 C15 C14 DOUB Y N 21 
A1AK2 C10 C15 SING Y N 22 
A1AK2 C14 S   SING N N 23 
A1AK2 O   S   DOUB N N 24 
A1AK2 S   O1  DOUB N N 25 
A1AK2 C16 S   SING N N 26 
A1AK2 C17 C16 SING N N 27 
A1AK2 C18 C17 SING N N 28 
A1AK2 C13 C18 SING N N 29 
A1AK2 N3  H1  SING N N 30 
A1AK2 C5  H10 SING N N 31 
A1AK2 C7  H11 SING N N 32 
A1AK2 C8  H12 SING N N 33 
A1AK2 C15 H15 SING N N 34 
A1AK2 C17 H18 SING N N 35 
A1AK2 C17 H19 SING N N 36 
A1AK2 C16 H17 SING N N 37 
A1AK2 C16 H16 SING N N 38 
A1AK2 C18 H21 SING N N 39 
A1AK2 C18 H20 SING N N 40 
A1AK2 C12 H14 SING N N 41 
A1AK2 C11 H13 SING N N 42 
A1AK2 C3  H   SING N N 43 
A1AK2 C1  H5  SING N N 44 
A1AK2 C2  H7  SING N N 45 
A1AK2 C2  H6  SING N N 46 
A1AK2 C2  H8  SING N N 47 
A1AK2 C   H3  SING N N 48 
A1AK2 C   H4  SING N N 49 
A1AK2 C   H2  SING N N 50 
A1AK2 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 
A1AK2 SMILES           ACDLabs              12.01 "CC(C)C(Nc1ncnc2[NH]ccc21)c1ccc2CCCS(=O)(=O)c2c1"                                                                                                                 
A1AK2 InChI            InChI                1.06  "InChI=1S/C19H22N4O2S/c1-12(2)17(23-19-15-7-8-20-18(15)21-11-22-19)14-6-5-13-4-3-9-26(24,25)16(13)10-14/h5-8,10-12,17H,3-4,9H2,1-2H3,(H2,20,21,22,23)/t17-/m0/s1" 
A1AK2 InChIKey         InChI                1.06  WLJITGAGZLIWOY-KRWDZBQOSA-N                                                                                                                                       
A1AK2 SMILES_CANONICAL CACTVS               3.385 "CC(C)[C@H](Nc1ncnc2[nH]ccc12)c3ccc4CCC[S](=O)(=O)c4c3"                                                                                                           
A1AK2 SMILES           CACTVS               3.385 "CC(C)[CH](Nc1ncnc2[nH]ccc12)c3ccc4CCC[S](=O)(=O)c4c3"                                                                                                            
A1AK2 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)[C@@H](c1ccc2c(c1)S(=O)(=O)CCC2)Nc3c4cc[nH]c4ncn3"                                                                                                          
A1AK2 SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)C(c1ccc2c(c1)S(=O)(=O)CCC2)Nc3c4cc[nH]c4ncn3"                                                                                                               
# 
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 
A1AK2 "SYSTEMATIC NAME" ACDLabs              12.01 "7-{(1S)-2-methyl-1-[(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]propyl}-3,4-dihydro-1lambda~6~-benzothiopyran-1,1(2H)-dione"             
A1AK2 "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]-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 
A1AK2 "Create component" 2024-04-05 RCSB 
A1AK2 "Initial release"  2024-05-15 RCSB 
# 
