data_A1AME
# 
_chem_comp.id                                    A1AME 
_chem_comp.name                                  "4-{[(1R)-1-(1,1-dioxo-1,2,3,4-tetrahydro-1lambda~6~-benzothiopyran-7-yl)-2-methylpropyl]amino}-N-ethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H27 N5 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-11 
_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                        441.546 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AME 
_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        7H0C 
_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 
A1AME N1  N1  N 0 1 N N N N N N 9.282  -9.303  18.192 0.445  -0.705 0.447  N1  A1AME 1  
A1AME N3  N2  N 0 1 Y N N N N N 6.855  -6.334  19.831 3.578  -2.724 -1.259 N3  A1AME 2  
A1AME C4  C1  C 0 1 Y N N N N N 6.192  -9.728  18.862 3.322  0.456  0.233  C4  A1AME 3  
A1AME C5  C2  C 0 1 Y N N N N N 7.086  -8.604  18.952 2.786  -0.780 -0.184 C5  A1AME 4  
A1AME C6  C3  C 0 1 Y N N N N N 8.458  -8.337  18.681 1.510  -1.373 -0.124 C6  A1AME 5  
A1AME C7  C4  C 0 1 N N S N N N 10.657 -9.090  17.768 -0.874 -1.339 0.500  C7  A1AME 6  
A1AME C8  C5  C 0 1 Y N N N N N 10.794 -8.917  16.265 -1.939 -0.275 0.579  C8  A1AME 7  
A1AME C10 C6  C 0 1 Y N N N N N 11.429 -7.581  14.364 -2.730 1.809  1.438  C10 A1AME 8  
A1AME C13 C7  C 0 1 Y N N N N N 10.336 -9.895  15.387 -3.117 -0.416 -0.126 C13 A1AME 9  
A1AME C15 C8  C 0 1 N N N N N N 10.184 -9.117  11.129 -5.916 2.888  -0.242 C15 A1AME 10 
A1AME C17 C9  C 0 1 N N N N N N 11.570 -10.204 18.329 -0.959 -2.238 1.734  C17 A1AME 11 
A1AME C20 C10 C 0 1 Y N N N N N 8.138  -6.197  19.471 2.369  -3.236 -1.179 C20 A1AME 12 
A1AME C21 C11 C 0 1 Y N N N N N 6.365  -7.553  19.542 3.836  -1.508 -0.780 C21 A1AME 13 
A1AME O2  O1  O 0 1 N N N N N N 8.274  -10.747 13.078 -6.005 -0.981 -0.686 O2  A1AME 14 
A1AME S   S1  S 0 1 N N N N N N 9.694  -10.948 13.058 -5.562 0.326  -1.025 S   A1AME 15 
A1AME O1  O2  O 0 1 N N N N N N 10.195 -12.222 13.501 -5.162 0.644  -2.351 O1  A1AME 16 
A1AME C14 C12 C 0 1 N N N N N N 10.280 -10.610 11.435 -6.709 1.579  -0.380 C14 A1AME 17 
A1AME C16 C13 C 0 1 N N N N N N 11.176 -8.333  11.980 -4.939 2.760  0.911  C16 A1AME 18 
A1AME C11 C14 C 0 1 Y N N N N N 10.997 -8.552  13.464 -3.923 1.672  0.730  C11 A1AME 19 
A1AME C9  C15 C 0 1 Y N N N N N 11.334 -7.759  15.733 -1.748 0.846  1.364  C9  A1AME 20 
A1AME C12 C16 C 0 1 Y N N N N N 10.434 -9.713  14.014 -4.102 0.558  -0.058 C12 A1AME 21 
A1AME C19 C17 C 0 1 N N N N N N 13.002 -10.063 17.830 -2.337 -2.900 1.790  C19 A1AME 22 
A1AME C18 C18 C 0 1 N N N N N N 11.537 -10.231 19.868 0.123  -3.318 1.653  C18 A1AME 23 
A1AME N2  N3  N 0 1 Y N N N N N 8.967  -7.109  18.938 1.355  -2.592 -0.631 N2  A1AME 24 
A1AME N4  N4  N 0 1 Y N N N N N 5.097  -8.008  19.828 4.958  -0.732 -0.718 N4  A1AME 25 
A1AME C3  C19 C 0 1 Y N N N N N 4.996  -9.332  19.411 4.641  0.466  -0.100 C3  A1AME 26 
A1AME C2  C20 C 0 1 N N N N N N 3.756  -10.124 19.598 5.577  1.568  0.155  C2  A1AME 27 
A1AME O   O3  O 0 1 N N N N N N 3.690  -11.291 19.194 5.189  2.580  0.708  O   A1AME 28 
A1AME N   N5  N 0 1 N N N N N N 2.735  -9.528  20.226 6.866  1.459  -0.224 N   A1AME 29 
A1AME C1  C21 C 0 1 N N N N N N 1.480  -10.242 20.483 7.800  2.558  0.031  C1  A1AME 30 
A1AME C   C22 C 0 1 N N N N N N 1.519  -10.975 21.812 9.187  2.181  -0.493 C   A1AME 31 
A1AME H9  H1  H 0 1 N N N N N N 9.328  -10.001 18.907 0.572  0.183  0.817  H9  A1AME 32 
A1AME H8  H2  H 0 1 N N N N N N 6.418  -10.697 18.443 2.782  1.252  0.726  H8  A1AME 33 
A1AME H   H3  H 0 1 N N N N N N 11.000 -8.150  18.225 -1.026 -1.938 -0.398 H   A1AME 34 
A1AME H11 H4  H 0 1 N N N N N N 11.850 -6.663  13.983 -2.572 2.685  2.049  H11 A1AME 35 
A1AME H12 H5  H 0 1 N N N N N N 9.901  -10.803 15.777 -3.273 -1.293 -0.737 H12 A1AME 36 
A1AME H15 H6  H 0 1 N N N N N N 10.409 -8.950  10.065 -5.365 3.079  -1.162 H15 A1AME 37 
A1AME H16 H7  H 0 1 N N N N N N 9.164  -8.768  11.348 -6.604 3.711  -0.050 H16 A1AME 38 
A1AME H19 H8  H 0 1 N N N N N N 11.180 -11.167 17.969 -0.807 -1.639 2.632  H19 A1AME 39 
A1AME H26 H9  H 0 1 N N N N N N 8.564  -5.218  19.632 2.198  -4.225 -1.579 H26 A1AME 40 
A1AME H13 H10 H 0 1 N N N N N N 11.330 -10.928 11.356 -7.088 1.270  0.594  H13 A1AME 41 
A1AME H14 H11 H 0 1 N N N N N N 9.672  -11.168 10.708 -7.537 1.718  -1.075 H14 A1AME 42 
A1AME H17 H12 H 0 1 N N N N N N 12.194 -8.642  11.702 -4.419 3.710  1.032  H17 A1AME 43 
A1AME H18 H13 H 0 1 N N N N N N 11.047 -7.261  11.768 -5.501 2.553  1.822  H18 A1AME 44 
A1AME H10 H14 H 0 1 N N N N N N 11.686 -6.983  16.396 -0.829 0.968  1.919  H10 A1AME 45 
A1AME H24 H15 H 0 1 N N N N N N 13.618 -10.871 18.250 -2.488 -3.500 0.892  H24 A1AME 46 
A1AME H23 H16 H 0 1 N N N N N N 13.015 -10.125 16.732 -2.397 -3.541 2.669  H23 A1AME 47 
A1AME H25 H17 H 0 1 N N N N N N 13.407 -9.091  18.148 -3.107 -2.132 1.847  H25 A1AME 48 
A1AME H21 H18 H 0 1 N N N N N N 12.195 -11.032 20.235 1.105  -2.846 1.614  H21 A1AME 49 
A1AME H22 H19 H 0 1 N N N N N N 11.884 -9.263  20.259 0.063  -3.959 2.533  H22 A1AME 50 
A1AME H20 H20 H 0 1 N N N N N N 10.508 -10.416 20.209 -0.029 -3.917 0.756  H20 A1AME 51 
A1AME H1  H21 H 0 1 N N N N N N 4.370  -7.476  20.263 5.834  -0.979 -1.053 H1  A1AME 52 
A1AME H7  H22 H 0 1 N N N N N N 2.830  -8.579  20.525 7.175  0.652  -0.664 H7  A1AME 53 
A1AME H6  H23 H 0 1 N N N N N N 1.312  -10.972 19.677 7.451  3.456  -0.479 H6  A1AME 54 
A1AME H5  H24 H 0 1 N N N N N N 0.653  -9.517  20.499 7.856  2.747  1.103  H5  A1AME 55 
A1AME H4  H25 H 0 1 N N N N N N 0.564  -11.498 21.971 9.882  2.999  -0.304 H4  A1AME 56 
A1AME H3  H26 H 0 1 N N N N N N 2.340  -11.707 21.803 9.536  1.283  0.016  H3  A1AME 57 
A1AME H2  H27 H 0 1 N N N N N N 1.681  -10.252 22.625 9.132  1.992  -1.565 H2  A1AME 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 
A1AME C   C1  SING N N 1  
A1AME C1  N   SING N N 2  
A1AME N   C2  SING N N 3  
A1AME O   C2  DOUB N N 4  
A1AME C2  C3  SING N N 5  
A1AME C3  C4  DOUB Y N 6  
A1AME C4  C5  SING Y N 7  
A1AME C5  C6  DOUB Y N 8  
A1AME C6  N1  SING N N 9  
A1AME N1  C7  SING N N 10 
A1AME C7  C8  SING N N 11 
A1AME C8  C9  DOUB Y N 12 
A1AME C9  C10 SING Y N 13 
A1AME C10 C11 DOUB Y N 14 
A1AME C11 C12 SING Y N 15 
A1AME C13 C12 DOUB Y N 16 
A1AME C8  C13 SING Y N 17 
A1AME C12 S   SING N N 18 
A1AME O1  S   DOUB N N 19 
A1AME S   O2  DOUB N N 20 
A1AME C14 S   SING N N 21 
A1AME C15 C14 SING N N 22 
A1AME C16 C15 SING N N 23 
A1AME C11 C16 SING N N 24 
A1AME C17 C7  SING N N 25 
A1AME C18 C17 SING N N 26 
A1AME C19 C17 SING N N 27 
A1AME N2  C6  SING Y N 28 
A1AME C20 N2  DOUB Y N 29 
A1AME N3  C20 SING Y N 30 
A1AME C21 N3  DOUB Y N 31 
A1AME C5  C21 SING Y N 32 
A1AME N4  C21 SING Y N 33 
A1AME C3  N4  SING Y N 34 
A1AME N1  H9  SING N N 35 
A1AME C4  H8  SING N N 36 
A1AME C7  H   SING N N 37 
A1AME C10 H11 SING N N 38 
A1AME C13 H12 SING N N 39 
A1AME C15 H15 SING N N 40 
A1AME C15 H16 SING N N 41 
A1AME C17 H19 SING N N 42 
A1AME C20 H26 SING N N 43 
A1AME C14 H13 SING N N 44 
A1AME C14 H14 SING N N 45 
A1AME C16 H17 SING N N 46 
A1AME C16 H18 SING N N 47 
A1AME C9  H10 SING N N 48 
A1AME C19 H24 SING N N 49 
A1AME C19 H23 SING N N 50 
A1AME C19 H25 SING N N 51 
A1AME C18 H21 SING N N 52 
A1AME C18 H22 SING N N 53 
A1AME C18 H20 SING N N 54 
A1AME N4  H1  SING N N 55 
A1AME N   H7  SING N N 56 
A1AME C1  H6  SING N N 57 
A1AME C1  H5  SING N N 58 
A1AME C   H4  SING N N 59 
A1AME C   H3  SING N N 60 
A1AME C   H2  SING N N 61 
# 
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 
A1AME SMILES           ACDLabs              12.01 "CCNC(=O)c1cc2c([NH]1)ncnc2NC(c1ccc2CCCS(=O)(=O)c2c1)C(C)C"                                                                                                                               
A1AME InChI            InChI                1.06  "InChI=1S/C22H27N5O3S/c1-4-23-22(28)17-11-16-20(26-17)24-12-25-21(16)27-19(13(2)3)15-8-7-14-6-5-9-31(29,30)18(14)10-15/h7-8,10-13,19H,4-6,9H2,1-3H3,(H,23,28)(H2,24,25,26,27)/t19-/m0/s1" 
A1AME InChIKey         InChI                1.06  SRSXSDDZUYKSCU-IBGZPJMESA-N                                                                                                                                                               
A1AME SMILES_CANONICAL CACTVS               3.385 "CCNC(=O)c1[nH]c2ncnc(N[C@@H](C(C)C)c3ccc4CCC[S](=O)(=O)c4c3)c2c1"                                                                                                                        
A1AME SMILES           CACTVS               3.385 "CCNC(=O)c1[nH]c2ncnc(N[CH](C(C)C)c3ccc4CCC[S](=O)(=O)c4c3)c2c1"                                                                                                                          
A1AME SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCNC(=O)c1cc2c([nH]1)ncnc2N[C@H](c3ccc4c(c3)S(=O)(=O)CCC4)C(C)C"                                                                                                                         
A1AME SMILES           "OpenEye OEToolkits" 2.0.7 "CCNC(=O)c1cc2c([nH]1)ncnc2NC(c3ccc4c(c3)S(=O)(=O)CCC4)C(C)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 
A1AME "SYSTEMATIC NAME" ACDLabs              12.01 "4-{[(1R)-1-(1,1-dioxo-1,2,3,4-tetrahydro-1lambda~6~-benzothiopyran-7-yl)-2-methylpropyl]amino}-N-ethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide"         
A1AME "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "4-[[(1~{S})-1-[1,1-bis(oxidanylidene)-3,4-dihydro-2~{H}-thiochromen-7-yl]-2-methyl-propyl]amino]-~{N}-ethyl-7~{H}-pyrrolo[2,3-d]pyrimidine-6-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AME "Create component" 2024-04-11 RCSB 
A1AME "Initial release"  2024-05-15 RCSB 
# 
