data_A1ANX
# 
_chem_comp.id                                    A1ANX 
_chem_comp.name                                  "7-[(1R)-2-methyl-1-{[(6M)-6-(1H-pyrazol-4-yl)-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                               "C22 H24 N6 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-17 
_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                        436.530 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ANX 
_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        7H12 
_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 
A1ANX N1  N1  N 0 1 Y N N N N N 8.794  -8.417  15.599 -1.494 -2.665 0.583  N1  A1ANX 1  
A1ANX N3  N2  N 0 1 Y N N N N N 4.915  -9.577  15.212 -5.099 -0.818 0.830  N3  A1ANX 2  
A1ANX C4  C1  C 0 1 Y N N N N N 8.372  -9.139  14.520 -1.663 -1.424 0.136  C4  A1ANX 3  
A1ANX C5  C2  C 0 1 Y N N N N N 7.857  -8.107  16.515 -2.495 -3.338 1.121  C5  A1ANX 4  
A1ANX C6  C3  C 0 1 Y N N N N N 6.183  -9.128  15.469 -3.973 -1.597 0.833  C6  A1ANX 5  
A1ANX C7  C4  C 0 1 Y N N N N N 4.927  -10.268 14.012 -4.819 0.408  0.267  C7  A1ANX 6  
A1ANX C8  C5  C 0 1 Y N N N N N 3.698  -10.894 13.481 -5.792 1.511  0.095  C8  A1ANX 7  
A1ANX C10 C6  C 0 1 Y N N N N N 3.499  -11.413 12.209 -7.107 1.494  0.465  C10 A1ANX 8  
A1ANX C13 C7  C 0 1 Y N N N N N 10.672 -7.862  12.471 1.768  -0.278 -0.586 C13 A1ANX 9  
A1ANX C15 C8  C 0 1 Y N N N N N 11.156 -5.558  11.935 2.532  1.853  -1.347 C15 A1ANX 10 
A1ANX C17 C9  C 0 1 Y N N N N N 10.157 -6.949  10.287 3.936  0.537  0.061  C17 A1ANX 11 
A1ANX C20 C10 C 0 1 N N N N N N 9.674  -4.541  8.611  5.749  2.857  0.326  C20 A1ANX 12 
A1ANX C21 C11 C 0 1 N N N N N N 10.749 -4.512  9.692  4.745  2.790  -0.811 C21 A1ANX 13 
A1ANX O1  O1  O 0 1 N N N N N N 9.907  -8.400  8.131  5.058  0.499  2.325  O1  A1ANX 14 
A1ANX S   S1  S 0 1 N N N N N N 9.375  -7.208  8.737  5.421  0.254  0.973  S   A1ANX 15 
A1ANX O   O2  O 0 1 N N N N N N 7.963  -7.193  8.987  5.856  -1.031 0.550  O   A1ANX 16 
A1ANX C19 C12 C 0 1 N N N N N N 9.816  -5.807  7.776  6.548  1.546  0.369  C19 A1ANX 17 
A1ANX C16 C13 C 0 1 Y N N N N N 10.656 -5.682  10.645 3.738  1.687  -0.667 C16 A1ANX 18 
A1ANX C14 C14 C 0 1 Y N N N N N 11.165 -6.611  12.833 1.557  0.881  -1.309 C14 A1ANX 19 
A1ANX C18 C15 C 0 1 Y N N N N N 10.187 -8.026  11.172 2.956  -0.445 0.097  C18 A1ANX 20 
A1ANX C3  C16 C 0 1 N N S N N N 10.631 -9.029  13.448 0.709  -1.349 -0.539 C3  A1ANX 21 
A1ANX C1  C17 C 0 1 N N N N N N 11.601 -10.177 13.073 0.771  -2.184 -1.819 C1  A1ANX 22 
A1ANX C2  C18 C 0 1 N N N N N N 13.036 -9.684  12.899 2.150  -2.837 -1.936 C2  A1ANX 23 
A1ANX C   C19 C 0 1 N N N N N N 11.544 -11.306 14.116 -0.305 -3.271 -1.772 C   A1ANX 24 
A1ANX N   N3  N 0 1 N N N N N N 9.272  -9.543  13.589 -0.612 -0.724 -0.428 N   A1ANX 25 
A1ANX C12 C20 C 0 1 Y N N N N N 7.009  -9.504  14.412 -2.937 -0.842 0.252  C12 A1ANX 26 
A1ANX N2  N4  N 0 1 Y N N N N N 6.567  -8.432  16.544 -3.704 -2.833 1.250  N2  A1ANX 27 
A1ANX C11 C21 C 0 1 Y N N N N N 6.200  -10.247 13.491 -3.516 0.449  -0.103 C11 A1ANX 28 
A1ANX N5  N5  N 0 1 Y N N N N N 2.281  -11.967 12.217 -7.639 2.688  0.135  N5  A1ANX 29 
A1ANX N4  N6  N 0 1 Y N N N N N 1.663  -11.830 13.400 -6.636 3.467  -0.454 N4  A1ANX 30 
A1ANX C9  C22 C 0 1 Y N N N N N 2.512  -11.168 14.181 -5.529 2.773  -0.476 C9  A1ANX 31 
A1ANX H1  H1  H 0 1 N N N N N N 4.115  -9.430  15.793 -5.965 -1.089 1.172  H1  A1ANX 32 
A1ANX H11 H2  H 0 1 N N N N N N 8.202  -7.509  17.345 -2.315 -4.344 1.471  H11 A1ANX 33 
A1ANX H13 H3  H 0 1 N N N N N N 4.189  -11.377 11.379 -7.626 0.672  0.937  H13 A1ANX 34 
A1ANX H16 H4  H 0 1 N N N N N N 11.553 -4.604  12.249 2.361  2.757  -1.913 H16 A1ANX 35 
A1ANX H21 H5  H 0 1 N N N N N N 9.786  -3.661  7.961  6.429  3.693  0.164  H21 A1ANX 36 
A1ANX H20 H6  H 0 1 N N N N N N 8.681  -4.525  9.083  5.222  2.993  1.271  H20 A1ANX 37 
A1ANX H22 H7  H 0 1 N N N N N N 11.736 -4.532  9.206  4.215  3.741  -0.864 H22 A1ANX 38 
A1ANX H23 H8  H 0 1 N N N N N N 10.643 -3.581  10.268 5.288  2.643  -1.745 H23 A1ANX 39 
A1ANX H18 H9  H 0 1 N N N N N N 10.859 -5.908  7.441  6.901  1.293  -0.631 H18 A1ANX 40 
A1ANX H19 H10 H 0 1 N N N N N N 9.154  -5.742  6.900  7.395  1.648  1.048  H19 A1ANX 41 
A1ANX H15 H11 H 0 1 N N N N N N 11.559 -6.461  13.827 0.630  1.024  -1.843 H15 A1ANX 42 
A1ANX H17 H12 H 0 1 N N N N N N 9.833  -8.994  10.850 3.124  -1.347 0.665  H17 A1ANX 43 
A1ANX H   H13 H 0 1 N N N N N N 10.952 -8.645  14.427 0.880  -1.992 0.324  H   A1ANX 44 
A1ANX H6  H14 H 0 1 N N N N N N 11.268 -10.593 12.111 0.599  -1.541 -2.682 H6  A1ANX 45 
A1ANX H9  H15 H 0 1 N N N N N N 13.059 -8.878  12.151 2.321  -3.481 -1.073 H9  A1ANX 46 
A1ANX H7  H16 H 0 1 N N N N N N 13.412 -9.303  13.860 2.194  -3.432 -2.848 H7  A1ANX 47 
A1ANX H8  H17 H 0 1 N N N N N N 13.671 -10.516 12.561 2.916  -2.063 -1.970 H8  A1ANX 48 
A1ANX H5  H18 H 0 1 N N N N N N 10.505 -11.649 14.229 -1.288 -2.806 -1.689 H5  A1ANX 49 
A1ANX H4  H19 H 0 1 N N N N N N 12.173 -12.145 13.783 -0.261 -3.866 -2.684 H4  A1ANX 50 
A1ANX H3  H20 H 0 1 N N N N N N 11.914 -10.932 15.082 -0.134 -3.915 -0.909 H3  A1ANX 51 
A1ANX H10 H21 H 0 1 N N N N N N 8.833  -9.376  12.706 -0.749 0.181  -0.749 H10 A1ANX 52 
A1ANX H14 H22 H 0 1 N N N N N N 6.526  -10.702 12.567 -3.004 1.278  -0.571 H14 A1ANX 53 
A1ANX H2  H23 H 0 1 N N N N N N 1.876  -12.431 11.429 -8.559 2.960  0.280  H2  A1ANX 54 
A1ANX H12 H24 H 0 1 N N N N N N 2.318  -10.883 15.204 -4.579 3.107  -0.866 H12 A1ANX 55 
# 
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 
A1ANX C   C1  SING N N 1  
A1ANX C2  C1  SING N N 2  
A1ANX C1  C3  SING N N 3  
A1ANX N   C3  SING N N 4  
A1ANX C4  N   SING N N 5  
A1ANX C4  N1  DOUB Y N 6  
A1ANX N1  C5  SING Y N 7  
A1ANX C5  N2  DOUB Y N 8  
A1ANX N2  C6  SING Y N 9  
A1ANX C6  N3  SING Y N 10 
A1ANX N3  C7  SING Y N 11 
A1ANX C8  C7  SING N N 12 
A1ANX C8  C9  SING Y N 13 
A1ANX C9  N4  DOUB Y N 14 
A1ANX N4  N5  SING Y N 15 
A1ANX N5  C10 SING Y N 16 
A1ANX C10 C8  DOUB Y N 17 
A1ANX C7  C11 DOUB Y N 18 
A1ANX C11 C12 SING Y N 19 
A1ANX C12 C4  SING Y N 20 
A1ANX C6  C12 DOUB Y N 21 
A1ANX C3  C13 SING N N 22 
A1ANX C13 C14 DOUB Y N 23 
A1ANX C14 C15 SING Y N 24 
A1ANX C15 C16 DOUB Y N 25 
A1ANX C16 C17 SING Y N 26 
A1ANX C18 C17 DOUB Y N 27 
A1ANX C13 C18 SING Y N 28 
A1ANX C17 S   SING N N 29 
A1ANX O   S   DOUB N N 30 
A1ANX S   O1  DOUB N N 31 
A1ANX C19 S   SING N N 32 
A1ANX C20 C19 SING N N 33 
A1ANX C21 C20 SING N N 34 
A1ANX C16 C21 SING N N 35 
A1ANX N3  H1  SING N N 36 
A1ANX C5  H11 SING N N 37 
A1ANX C10 H13 SING N N 38 
A1ANX C15 H16 SING N N 39 
A1ANX C20 H21 SING N N 40 
A1ANX C20 H20 SING N N 41 
A1ANX C21 H22 SING N N 42 
A1ANX C21 H23 SING N N 43 
A1ANX C19 H18 SING N N 44 
A1ANX C19 H19 SING N N 45 
A1ANX C14 H15 SING N N 46 
A1ANX C18 H17 SING N N 47 
A1ANX C3  H   SING N N 48 
A1ANX C1  H6  SING N N 49 
A1ANX C2  H9  SING N N 50 
A1ANX C2  H7  SING N N 51 
A1ANX C2  H8  SING N N 52 
A1ANX C   H5  SING N N 53 
A1ANX C   H4  SING N N 54 
A1ANX C   H3  SING N N 55 
A1ANX N   H10 SING N N 56 
A1ANX C11 H14 SING N N 57 
A1ANX N5  H2  SING N N 58 
A1ANX C9  H12 SING N N 59 
# 
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 
A1ANX SMILES           ACDLabs              12.01 "CC(C)C(Nc1ncnc2[NH]c(cc21)c1c[NH]nc1)c1ccc2CCCS(=O)(=O)c2c1"                                                                                                                               
A1ANX InChI            InChI                1.06  "InChI=1S/C22H24N6O2S/c1-13(2)20(15-6-5-14-4-3-7-31(29,30)19(14)8-15)28-22-17-9-18(16-10-25-26-11-16)27-21(17)23-12-24-22/h5-6,8-13,20H,3-4,7H2,1-2H3,(H,25,26)(H2,23,24,27,28)/t20-/m1/s1" 
A1ANX InChIKey         InChI                1.06  DUDLAUWJUXWZDU-HXUWFJFHSA-N                                                                                                                                                                 
A1ANX SMILES_CANONICAL CACTVS               3.385 "CC(C)[C@H](Nc1ncnc2[nH]c(cc12)c3c[nH]nc3)c4ccc5CCC[S](=O)(=O)c5c4"                                                                                                                         
A1ANX SMILES           CACTVS               3.385 "CC(C)[CH](Nc1ncnc2[nH]c(cc12)c3c[nH]nc3)c4ccc5CCC[S](=O)(=O)c5c4"                                                                                                                          
A1ANX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)[C@@H](c1ccc2c(c1)S(=O)(=O)CCC2)Nc3c4cc([nH]c4ncn3)c5c[nH]nc5"                                                                                                                        
A1ANX SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)C(c1ccc2c(c1)S(=O)(=O)CCC2)Nc3c4cc([nH]c4ncn3)c5c[nH]nc5"                                                                                                                             
# 
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 
A1ANX "SYSTEMATIC NAME" ACDLabs              12.01 "7-[(1R)-2-methyl-1-{[(6M)-6-(1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]amino}propyl]-3,4-dihydro-1lambda~6~-benzothiopyran-1,1(2H)-dione"           
A1ANX "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-(1~{H}-pyrazol-4-yl)-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 
A1ANX "Create component" 2024-04-17 RCSB 
A1ANX "Initial release"  2024-05-15 RCSB 
# 
