data_A1ANV
# 
_chem_comp.id                                    A1ANV 
_chem_comp.name                                  "7-[(1R)-1-{[6-(methanesulfonyl)-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                               "C20 H24 N4 O4 S2" 
_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                        448.559 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ANV 
_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        7H10 
_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 
A1ANV N1  N1  N 0 1 Y N N N N N 8.784  -8.528  15.721 -1.451 -2.624 0.672  N1  A1ANV 1  
A1ANV N3  N2  N 0 1 Y N N N N N 4.934  -9.776  15.409 -4.983 -0.640 0.833  N3  A1ANV 2  
A1ANV C4  C1  C 0 1 Y N N N N N 8.387  -9.282  14.671 -1.574 -1.393 0.185  C4  A1ANV 3  
A1ANV C5  C2  C 0 1 Y N N N N N 7.860  -8.219  16.645 -2.477 -3.243 1.226  C5  A1ANV 4  
A1ANV C6  C3  C 0 1 Y N N N N N 6.211  -9.315  15.639 -3.890 -1.461 0.872  C6  A1ANV 5  
A1ANV C7  C4  C 0 1 Y N N N N N 4.961  -10.463 14.218 -4.655 0.550  0.236  C7  A1ANV 6  
A1ANV C8  C5  C 0 1 N N N N N N 3.503  -12.807 14.214 -5.606 2.904  1.479  C8  A1ANV 7  
A1ANV C10 C6  C 0 1 Y N N N N N 7.042  -9.698  14.578 -2.825 -0.764 0.273  C10 A1ANV 8  
A1ANV C13 C7  C 0 1 Y N N N N N 11.143 -5.647  12.105 2.744  1.684  -1.380 C13 A1ANV 9  
A1ANV C15 C8  C 0 1 Y N N N N N 10.095 -7.014  10.470 4.097  0.361  0.071  C15 A1ANV 10 
A1ANV C17 C9  C 0 1 N N N N N N 9.799  -5.882  7.955  6.742  1.288  0.360  C17 A1ANV 11 
A1ANV O3  O1  O 0 1 N N N N N N 7.918  -7.294  9.111  5.962  -1.256 0.610  O3  A1ANV 12 
A1ANV S1  S1  S 0 1 N N N N N N 9.337  -7.282  8.910  5.569  0.054  0.996  S1  A1ANV 13 
A1ANV O2  O2  O 0 1 N N N N N N 9.928  -8.458  8.318  5.210  0.349  2.339  O2  A1ANV 14 
A1ANV C18 C10 C 0 1 N N N N N N 9.639  -4.623  8.796  5.988  2.624  0.278  C18 A1ANV 15 
A1ANV C19 C11 C 0 1 N N N N N N 10.691 -4.580  9.880  4.986  2.559  -0.862 C19 A1ANV 16 
A1ANV C14 C12 C 0 1 Y N N N N N 10.622 -5.762  10.823 3.941  1.497  -0.690 C14 A1ANV 17 
A1ANV C12 C13 C 0 1 Y N N N N N 11.187 -6.722  12.982 1.733  0.751  -1.312 C12 A1ANV 18 
A1ANV C16 C14 C 0 1 Y N N N N N 10.103 -8.086  11.354 3.079  -0.578 0.141  C16 A1ANV 19 
A1ANV C11 C15 C 0 1 Y N N N N N 10.660 -7.957  12.624 1.900  -0.391 -0.551 C11 A1ANV 20 
A1ANV C3  C16 C 0 1 N N S N N N 10.643 -9.120  13.610 0.803  -1.422 -0.477 C3  A1ANV 21 
A1ANV C1  C17 C 0 1 N N N N N N 11.638 -10.238 13.241 0.843  -2.300 -1.729 C1  A1ANV 22 
A1ANV C2  C18 C 0 1 N N N N N N 11.653 -11.328 14.331 -0.271 -3.347 -1.654 C2  A1ANV 23 
A1ANV C   C19 C 0 1 N N N N N N 13.057 -9.698  13.057 0.641  -1.429 -2.970 C   A1ANV 24 
A1ANV N   N3  N 0 1 N N N N N N 9.312  -9.689  13.766 -0.496 -0.748 -0.395 N   A1ANV 25 
A1ANV N2  N4  N 0 1 Y N N N N N 6.583  -8.583  16.694 -3.667 -2.692 1.331  N2  A1ANV 26 
A1ANV C9  C20 C 0 1 Y N N N N N 6.249  -10.444 13.661 -3.362 0.536  -0.126 C9  A1ANV 27 
A1ANV S   S2  S 0 1 N N N N N N 3.508  -11.178 13.571 -5.764 1.895  -0.020 S   A1ANV 28 
A1ANV O   O3  O 0 1 N N N N N N 2.364  -10.472 14.090 -5.228 2.582  -1.142 O   A1ANV 29 
A1ANV O1  O4  O 0 1 N N N N N N 3.683  -11.245 12.147 -7.047 1.285  -0.078 O1  A1ANV 30 
A1ANV H1  H1  H 0 1 N N N N N N 4.137  -9.637  15.997 -5.861 -0.866 1.177  H1  A1ANV 31 
A1ANV H10 H2  H 0 1 N N N N N N 8.200  -7.592  17.456 -2.334 -4.242 1.609  H10 A1ANV 32 
A1ANV H13 H3  H 0 1 N N N N N N 2.611  -13.341 13.854 -4.575 3.241  1.583  H13 A1ANV 33 
A1ANV H12 H4  H 0 1 N N N N N N 4.407  -13.336 13.878 -6.266 3.769  1.406  H12 A1ANV 34 
A1ANV H11 H5  H 0 1 N N N N N N 3.488  -12.767 15.313 -5.883 2.308  2.349  H11 A1ANV 35 
A1ANV H16 H6  H 0 1 N N N N N N 11.526 -4.691  12.430 2.605  2.577  -1.972 H16 A1ANV 36 
A1ANV H18 H7  H 0 1 N N N N N N 10.848 -5.982  7.640  7.589  1.381  1.040  H18 A1ANV 37 
A1ANV H19 H8  H 0 1 N N N N N N 9.154  -5.815  7.066  7.090  0.995  -0.630 H19 A1ANV 38 
A1ANV H21 H9  H 0 1 N N N N N N 9.747  -3.739  8.150  5.462  2.805  1.215  H21 A1ANV 39 
A1ANV H20 H10 H 0 1 N N N N N N 8.641  -4.620  9.258  6.696  3.432  0.096  H20 A1ANV 40 
A1ANV H22 H11 H 0 1 N N N N N N 11.683 -4.569  9.405  4.489  3.526  -0.943 H22 A1ANV 41 
A1ANV H23 H12 H 0 1 N N N N N N 10.554 -3.658  10.464 5.526  2.368  -1.789 H23 A1ANV 42 
A1ANV H15 H13 H 0 1 N N N N N N 11.637 -6.597  13.956 0.812  0.911  -1.853 H15 A1ANV 43 
A1ANV H17 H14 H 0 1 N N N N N N 9.673  -9.030  11.053 3.211  -1.466 0.742  H17 A1ANV 44 
A1ANV H   H15 H 0 1 N N N N N N 10.957 -8.721  14.586 0.947  -2.043 0.407  H   A1ANV 45 
A1ANV H5  H16 H 0 1 N N N N N N 11.312 -10.696 12.296 1.809  -2.802 -1.790 H5  A1ANV 46 
A1ANV H7  H17 H 0 1 N N N N N N 10.636 -11.722 14.470 -0.242 -3.973 -2.546 H7  A1ANV 47 
A1ANV H8  H18 H 0 1 N N N N N N 12.324 -12.144 14.024 -0.127 -3.967 -0.769 H8  A1ANV 48 
A1ANV H6  H19 H 0 1 N N N N N N 12.011 -10.895 15.277 -1.237 -2.845 -1.592 H6  A1ANV 49 
A1ANV H3  H20 H 0 1 N N N N N N 13.056 -8.919  12.280 1.434  -0.683 -3.024 H3  A1ANV 50 
A1ANV H2  H21 H 0 1 N N N N N N 13.412 -9.269  14.006 0.669  -2.055 -3.862 H2  A1ANV 51 
A1ANV H4  H22 H 0 1 N N N N N N 13.725 -10.518 12.753 -0.325 -0.928 -2.909 H4  A1ANV 52 
A1ANV H9  H23 H 0 1 N N N N N N 8.873  -9.586  12.873 -0.599 0.150  -0.746 H9  A1ANV 53 
A1ANV H14 H24 H 0 1 N N N N N N 6.570  -10.898 12.735 -2.822 1.332  -0.617 H14 A1ANV 54 
# 
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 
A1ANV C   C1  SING N N 1  
A1ANV C2  C1  SING N N 2  
A1ANV C1  C3  SING N N 3  
A1ANV N   C3  SING N N 4  
A1ANV C4  N   SING N N 5  
A1ANV C4  N1  DOUB Y N 6  
A1ANV N1  C5  SING Y N 7  
A1ANV C5  N2  DOUB Y N 8  
A1ANV N2  C6  SING Y N 9  
A1ANV C6  N3  SING Y N 10 
A1ANV N3  C7  SING Y N 11 
A1ANV S   C7  SING N N 12 
A1ANV C8  S   SING N N 13 
A1ANV O   S   DOUB N N 14 
A1ANV O1  S   DOUB N N 15 
A1ANV C7  C9  DOUB Y N 16 
A1ANV C9  C10 SING Y N 17 
A1ANV C10 C4  SING Y N 18 
A1ANV C6  C10 DOUB Y N 19 
A1ANV C3  C11 SING N N 20 
A1ANV C11 C12 DOUB Y N 21 
A1ANV C12 C13 SING Y N 22 
A1ANV C13 C14 DOUB Y N 23 
A1ANV C14 C15 SING Y N 24 
A1ANV C16 C15 DOUB Y N 25 
A1ANV C11 C16 SING Y N 26 
A1ANV C15 S1  SING N N 27 
A1ANV O2  S1  DOUB N N 28 
A1ANV S1  O3  DOUB N N 29 
A1ANV C17 S1  SING N N 30 
A1ANV C18 C17 SING N N 31 
A1ANV C19 C18 SING N N 32 
A1ANV C14 C19 SING N N 33 
A1ANV N3  H1  SING N N 34 
A1ANV C5  H10 SING N N 35 
A1ANV C8  H13 SING N N 36 
A1ANV C8  H12 SING N N 37 
A1ANV C8  H11 SING N N 38 
A1ANV C13 H16 SING N N 39 
A1ANV C17 H18 SING N N 40 
A1ANV C17 H19 SING N N 41 
A1ANV C18 H21 SING N N 42 
A1ANV C18 H20 SING N N 43 
A1ANV C19 H22 SING N N 44 
A1ANV C19 H23 SING N N 45 
A1ANV C12 H15 SING N N 46 
A1ANV C16 H17 SING N N 47 
A1ANV C3  H   SING N N 48 
A1ANV C1  H5  SING N N 49 
A1ANV C2  H7  SING N N 50 
A1ANV C2  H8  SING N N 51 
A1ANV C2  H6  SING N N 52 
A1ANV C   H3  SING N N 53 
A1ANV C   H2  SING N N 54 
A1ANV C   H4  SING N N 55 
A1ANV N   H9  SING N N 56 
A1ANV C9  H14 SING N N 57 
# 
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 
A1ANV SMILES           ACDLabs              12.01 "CS(=O)(=O)c1cc2c([NH]1)ncnc2NC(c1ccc2CCCS(=O)(=O)c2c1)C(C)C"                                                                                                                 
A1ANV InChI            InChI                1.06  "InChI=1S/C20H24N4O4S2/c1-12(2)18(14-7-6-13-5-4-8-30(27,28)16(13)9-14)24-20-15-10-17(29(3,25)26)23-19(15)21-11-22-20/h6-7,9-12,18H,4-5,8H2,1-3H3,(H2,21,22,23,24)/t18-/m1/s1" 
A1ANV InChIKey         InChI                1.06  MVEPBFBWMFRKHV-GOSISDBHSA-N                                                                                                                                                   
A1ANV SMILES_CANONICAL CACTVS               3.385 "CC(C)[C@H](Nc1ncnc2[nH]c(cc12)[S](C)(=O)=O)c3ccc4CCC[S](=O)(=O)c4c3"                                                                                                         
A1ANV SMILES           CACTVS               3.385 "CC(C)[CH](Nc1ncnc2[nH]c(cc12)[S](C)(=O)=O)c3ccc4CCC[S](=O)(=O)c4c3"                                                                                                          
A1ANV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)[C@@H](c1ccc2c(c1)S(=O)(=O)CCC2)Nc3c4cc([nH]c4ncn3)S(=O)(=O)C"                                                                                                          
A1ANV SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)C(c1ccc2c(c1)S(=O)(=O)CCC2)Nc3c4cc([nH]c4ncn3)S(=O)(=O)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 
A1ANV "SYSTEMATIC NAME" ACDLabs              12.01 "7-[(1R)-1-{[6-(methanesulfonyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]amino}-2-methylpropyl]-3,4-dihydro-1lambda~6~-benzothiopyran-1,1(2H)-dione"          
A1ANV "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-methylsulfonyl-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 
A1ANV "Create component" 2024-04-17 RCSB 
A1ANV "Initial release"  2024-05-15 RCSB 
# 
