data_A1AOC
# 
_chem_comp.id                                    A1AOC 
_chem_comp.name                                  "7-[(1S)-2-methyl-1-{[(6M)-6-(1-methyl-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                               "C23 H26 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                     2024-04-18 
_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                        450.557 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AOC 
_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        7H1G 
_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 
A1AOC N1  N1  N 0 1 Y N N N N N 4.061  -15.111 15.891 -1.076 -2.813 0.591  N1  A1AOC 1  
A1AOC N3  N2  N 0 1 Y N N N N N 7.920  -16.315 16.193 -4.771 -1.148 0.801  N3  A1AOC 2  
A1AOC C4  C1  C 0 1 Y N N N N N 4.483  -15.853 16.941 -1.305 -1.586 0.134  C4  A1AOC 3  
A1AOC C5  C2  C 0 1 Y N N N N N 4.960  -14.802 14.951 -2.045 -3.531 1.130  C5  A1AOC 4  
A1AOC C6  C3  C 0 1 Y N N N N N 6.650  -15.855 15.958 -3.607 -1.870 0.818  C6  A1AOC 5  
A1AOC C7  C4  C 0 1 Y N N N N N 7.925  -17.011 17.394 -4.550 0.086  0.233  C7  A1AOC 6  
A1AOC C8  C5  C 0 1 Y N N N N N 9.158  -17.658 17.869 -5.576 1.137  0.045  C8  A1AOC 7  
A1AOC C10 C6  C 0 1 N N N N N N 11.219 -19.581 20.133 -8.891 2.560  0.267  C10 A1AOC 8  
A1AOC C13 C7  C 0 1 Y N N N N N 5.840  -16.232 17.032 -2.606 -1.068 0.237  C13 A1AOC 9  
A1AOC C15 C8  C 0 1 Y N N N N N 1.701  -13.353 18.644 1.805  0.869  -1.309 C15 A1AOC 10 
A1AOC C17 C9  C 0 1 Y N N N N N 2.176  -12.415 20.831 3.942  1.786  -0.667 C17 A1AOC 11 
A1AOC C20 C10 C 0 1 N N N N N N 2.999  -12.527 23.666 6.754  1.789  0.367  C20 A1AOC 12 
A1AOC C21 C11 C 0 1 N N N N N N 3.169  -11.249 22.853 5.889  3.058  0.330  C21 A1AOC 13 
A1AOC C22 C12 C 0 1 N N N N N N 2.110  -11.221 21.757 4.888  2.942  -0.806 C22 A1AOC 14 
A1AOC O1  O1  O 0 1 N N N N N N 2.880  -15.120 23.296 5.325  0.665  2.326  O1  A1AOC 15 
A1AOC S   S1  S 0 1 N N N N N N 3.454  -13.931 22.714 5.696  0.441  0.973  S   A1AOC 16 
A1AOC O   O2  O 0 1 N N N N N N 4.882  -13.923 22.488 6.197  -0.819 0.547  O   A1AOC 17 
A1AOC C16 C13 C 0 1 Y N N N N N 1.691  -12.295 19.535 2.731  1.888  -1.351 C16 A1AOC 18 
A1AOC C18 C14 C 0 1 Y N N N N N 2.702  -13.666 21.187 4.196  0.650  0.065  C18 A1AOC 19 
A1AOC C19 C15 C 0 1 Y N N N N N 2.693  -14.744 20.308 3.261  -0.375 0.113  C19 A1AOC 20 
A1AOC C14 C16 C 0 1 Y N N N N N 2.194  -14.595 19.015 2.069  -0.272 -0.575 C14 A1AOC 21 
A1AOC C3  C17 C 0 1 N N S N N N 2.228  -15.745 18.020 1.065  -1.395 -0.526 C3  A1AOC 22 
A1AOC C1  C18 C 0 1 N N N N N N 1.257  -16.885 18.386 1.179  -2.236 -1.799 C1  A1AOC 23 
A1AOC C2  C19 C 0 1 N N N N N N 1.263  -17.980 17.293 2.590  -2.819 -1.901 C2  A1AOC 24 
A1AOC C   C20 C 0 1 N N N N N N -0.169 -16.376 18.603 0.159  -3.376 -1.750 C   A1AOC 25 
A1AOC N   N3  N 0 1 N N N N N N 3.571  -16.285 17.850 -0.286 -0.837 -0.429 N   A1AOC 26 
A1AOC N2  N4  N 0 1 Y N N N N N 6.244  -15.145 14.883 -3.278 -3.087 1.247  N2  A1AOC 27 
A1AOC C12 C21 C 0 1 Y N N N N N 6.660  -16.988 17.934 -3.247 0.190  -0.131 C12 A1AOC 28 
A1AOC C11 C22 C 0 1 Y N N N N N 9.353  -18.254 19.097 -6.891 1.055  0.405  C11 A1AOC 29 
A1AOC N5  N5  N 0 1 Y N N N N N 10.576 -18.806 19.077 -7.481 2.218  0.062  N5  A1AOC 30 
A1AOC N4  N6  N 0 1 Y N N N N N 11.208 -18.605 17.902 -6.514 3.043  -0.525 N4  A1AOC 31 
A1AOC C9  C23 C 0 1 Y N N N N N 10.355 -17.886 17.186 -5.373 2.407  -0.534 C9  A1AOC 32 
A1AOC H1  H1  H 0 1 N N N N N N 8.711  -16.173 15.598 -5.624 -1.460 1.141  H1  A1AOC 33 
A1AOC H10 H2  H 0 1 N N N N N N 4.595  -14.192 14.138 -1.816 -4.523 1.489  H10 A1AOC 34 
A1AOC H13 H3  H 0 1 N N N N N N 12.209 -19.918 19.791 -9.011 3.033  1.242  H13 A1AOC 35 
A1AOC H14 H4  H 0 1 N N N N N N 11.335 -18.954 21.029 -9.215 3.247  -0.514 H14 A1AOC 36 
A1AOC H12 H5  H 0 1 N N N N N N 10.598 -20.456 20.376 -9.494 1.653  0.227  H12 A1AOC 37 
A1AOC H17 H6  H 0 1 N N N N N N 1.319  -13.210 17.644 0.872  0.964  -1.844 H17 A1AOC 38 
A1AOC H21 H7  H 0 1 N N N N N N 1.947  -12.623 23.972 7.116  1.556  -0.635 H21 A1AOC 39 
A1AOC H20 H8  H 0 1 N N N N N N 3.638  -12.474 24.560 7.597  1.932  1.043  H20 A1AOC 40 
A1AOC H22 H9  H 0 1 N N N N N N 3.046  -10.374 23.509 5.356  3.164  1.275  H22 A1AOC 41 
A1AOC H23 H10 H 0 1 N N N N N N 4.171  -11.229 22.400 6.524  3.928  0.170  H23 A1AOC 42 
A1AOC H24 H11 H 0 1 N N N N N N 1.118  -11.201 22.231 5.435  2.832  -1.742 H24 A1AOC 43 
A1AOC H25 H12 H 0 1 N N N N N N 2.250  -10.308 21.160 4.307  3.863  -0.853 H25 A1AOC 44 
A1AOC H18 H13 H 0 1 N N N N N N 1.293  -11.344 19.212 2.516  2.779  -1.923 H18 A1AOC 45 
A1AOC H19 H14 H 0 1 N N N N N N 3.075  -15.702 20.629 3.474  -1.266 0.684  H19 A1AOC 46 
A1AOC H   H15 H 0 1 N N N N N N 1.899  -15.344 17.050 1.263  -2.022 0.343  H   A1AOC 47 
A1AOC H5  H16 H 0 1 N N N N N N 1.605  -17.341 19.325 0.981  -1.609 -2.668 H5  A1AOC 48 
A1AOC H6  H17 H 0 1 N N N N N N 2.291  -18.342 17.141 2.787  -3.446 -1.032 H6  A1AOC 49 
A1AOC H8  H18 H 0 1 N N N N N N 0.623  -18.817 17.609 2.671  -3.418 -2.808 H8  A1AOC 50 
A1AOC H7  H19 H 0 1 N N N N N N 0.880  -17.560 16.351 3.316  -2.007 -1.936 H7  A1AOC 51 
A1AOC H2  H20 H 0 1 N N N N N N -0.167 -15.598 19.381 -0.847 -2.961 -1.677 H2  A1AOC 52 
A1AOC H3  H21 H 0 1 N N N N N N -0.554 -15.954 17.663 0.240  -3.975 -2.657 H3  A1AOC 53 
A1AOC H4  H22 H 0 1 N N N N N N -0.812 -17.210 18.921 0.356  -4.003 -0.881 H4  A1AOC 54 
A1AOC H9  H23 H 0 1 N N N N N N 4.014  -16.179 18.740 -0.467 0.057  -0.759 H9  A1AOC 55 
A1AOC H16 H24 H 0 1 N N N N N N 6.345  -17.450 18.858 -2.776 1.040  -0.603 H16 A1AOC 56 
A1AOC H15 H25 H 0 1 N N N N N N 8.654  -18.273 19.920 -7.372 0.212  0.879  H15 A1AOC 57 
A1AOC H11 H26 H 0 1 N N N N N N 10.561 -17.519 16.191 -4.438 2.786  -0.919 H11 A1AOC 58 
# 
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 
A1AOC C   C1  SING N N 1  
A1AOC C2  C1  SING N N 2  
A1AOC C1  C3  SING N N 3  
A1AOC N   C3  SING N N 4  
A1AOC C4  N   SING N N 5  
A1AOC C4  N1  DOUB Y N 6  
A1AOC N1  C5  SING Y N 7  
A1AOC C5  N2  DOUB Y N 8  
A1AOC N2  C6  SING Y N 9  
A1AOC C6  N3  SING Y N 10 
A1AOC N3  C7  SING Y N 11 
A1AOC C8  C7  SING N N 12 
A1AOC C8  C9  SING Y N 13 
A1AOC C9  N4  DOUB Y N 14 
A1AOC N4  N5  SING Y N 15 
A1AOC C10 N5  SING N N 16 
A1AOC N5  C11 SING Y N 17 
A1AOC C11 C8  DOUB Y N 18 
A1AOC C7  C12 DOUB Y N 19 
A1AOC C12 C13 SING Y N 20 
A1AOC C13 C4  SING Y N 21 
A1AOC C6  C13 DOUB Y N 22 
A1AOC C3  C14 SING N N 23 
A1AOC C14 C15 DOUB Y N 24 
A1AOC C15 C16 SING Y N 25 
A1AOC C16 C17 DOUB Y N 26 
A1AOC C17 C18 SING Y N 27 
A1AOC C19 C18 DOUB Y N 28 
A1AOC C14 C19 SING Y N 29 
A1AOC C18 S   SING N N 30 
A1AOC O   S   DOUB N N 31 
A1AOC S   O1  DOUB N N 32 
A1AOC C20 S   SING N N 33 
A1AOC C21 C20 SING N N 34 
A1AOC C22 C21 SING N N 35 
A1AOC C17 C22 SING N N 36 
A1AOC N3  H1  SING N N 37 
A1AOC C5  H10 SING N N 38 
A1AOC C10 H13 SING N N 39 
A1AOC C10 H14 SING N N 40 
A1AOC C10 H12 SING N N 41 
A1AOC C15 H17 SING N N 42 
A1AOC C20 H21 SING N N 43 
A1AOC C20 H20 SING N N 44 
A1AOC C21 H22 SING N N 45 
A1AOC C21 H23 SING N N 46 
A1AOC C22 H24 SING N N 47 
A1AOC C22 H25 SING N N 48 
A1AOC C16 H18 SING N N 49 
A1AOC C19 H19 SING N N 50 
A1AOC C3  H   SING N N 51 
A1AOC C1  H5  SING N N 52 
A1AOC C2  H6  SING N N 53 
A1AOC C2  H8  SING N N 54 
A1AOC C2  H7  SING N N 55 
A1AOC C   H2  SING N N 56 
A1AOC C   H3  SING N N 57 
A1AOC C   H4  SING N N 58 
A1AOC N   H9  SING N N 59 
A1AOC C12 H16 SING N N 60 
A1AOC C11 H15 SING N N 61 
A1AOC C9  H11 SING N N 62 
# 
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 
A1AOC SMILES           ACDLabs              12.01 "Cn1cc(cn1)c1cc2c([NH]1)ncnc2NC(c1ccc2CCCS(=O)(=O)c2c1)C(C)C"                                                                                                                         
A1AOC InChI            InChI                1.06  "InChI=1S/C23H26N6O2S/c1-14(2)21(16-7-6-15-5-4-8-32(30,31)20(15)9-16)28-23-18-10-19(17-11-26-29(3)12-17)27-22(18)24-13-25-23/h6-7,9-14,21H,4-5,8H2,1-3H3,(H2,24,25,27,28)/t21-/m0/s1" 
A1AOC InChIKey         InChI                1.06  VEHUOEZZWMFMSY-NRFANRHFSA-N                                                                                                                                                           
A1AOC SMILES_CANONICAL CACTVS               3.385 "CC(C)[C@H](Nc1ncnc2[nH]c(cc12)c3cnn(C)c3)c4ccc5CCC[S](=O)(=O)c5c4"                                                                                                                   
A1AOC SMILES           CACTVS               3.385 "CC(C)[CH](Nc1ncnc2[nH]c(cc12)c3cnn(C)c3)c4ccc5CCC[S](=O)(=O)c5c4"                                                                                                                    
A1AOC SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)[C@@H](c1ccc2c(c1)S(=O)(=O)CCC2)Nc3c4cc([nH]c4ncn3)c5cnn(c5)C"                                                                                                                  
A1AOC SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)C(c1ccc2c(c1)S(=O)(=O)CCC2)Nc3c4cc([nH]c4ncn3)c5cnn(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 
A1AOC "SYSTEMATIC NAME" ACDLabs              12.01 "7-[(1S)-2-methyl-1-{[(6M)-6-(1-methyl-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]amino}propyl]-3,4-dihydro-1lambda~6~-benzothiopyran-1,1(2H)-dione"    
A1AOC "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-methylpyrazol-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 
A1AOC "Create component" 2024-04-18 RCSB 
A1AOC "Initial release"  2024-05-15 RCSB 
# 
