data_A1AL5
# 
_chem_comp.id                                    A1AL5 
_chem_comp.name                                  "4-{[(1S)-1-(1,1-dioxo-1,2,3,4-tetrahydro-1lambda~6~-benzothiopyran-7-yl)-2-methylpropyl]amino}-N-methyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H25 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                        427.520 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AL5 
_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        7H08 
_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 
A1AL5 N1  N1  N 0 1 N N N N N N 3.825  -16.209 17.874 0.780  -0.595 0.435  N1  A1AL5 1  
A1AL5 N3  N2  N 0 1 Y N N N N N 6.365  -15.117 14.776 3.983  -2.503 -1.269 N3  A1AL5 2  
A1AL5 C4  C1  C 0 1 Y N N N N N 6.046  -16.203 16.945 3.116  -0.577 -0.220 C4  A1AL5 3  
A1AL5 C5  C2  C 0 1 Y N N N N N 4.691  -15.785 16.926 1.867  -1.224 -0.137 C5  A1AL5 4  
A1AL5 C6  C3  C 0 1 N N S N N N 2.460  -15.727 18.057 -0.509 -1.285 0.512  C6  A1AL5 5  
A1AL5 C7  C4  C 0 1 Y N N N N N 2.374  -14.580 19.050 -1.620 -0.269 0.586  C7  A1AL5 6  
A1AL5 C8  C5  C 0 1 Y N N N N N 1.891  -13.340 18.653 -1.470 0.873  1.350  C8  A1AL5 7  
A1AL5 C10 C6  C 0 1 Y N N N N N 2.280  -12.395 20.853 -3.684 1.594  0.721  C10 A1AL5 8  
A1AL5 C13 C7  C 0 1 N N N N N N 3.054  -12.499 23.731 -6.469 1.369  -0.364 C13 A1AL5 9  
A1AL5 C15 C8  C 0 1 N N N N N N 2.154  -11.213 21.780 -4.736 2.652  0.878  C15 A1AL5 10 
A1AL5 C17 C9  C 0 1 N N N N N N 0.124  -16.506 18.737 -1.888 -2.889 1.842  C17 A1AL5 11 
A1AL5 C20 C10 C 0 1 Y N N N N N 6.814  -15.813 15.840 4.191  -1.269 -0.814 C20 A1AL5 12 
A1AL5 O2  O1  O 0 1 N N N N N N 2.928  -15.077 23.399 -4.910 0.447  -2.331 O2  A1AL5 13 
A1AL5 S   S1  S 0 1 N N N N N N 3.526  -13.913 22.804 -5.280 0.146  -0.992 S   A1AL5 14 
A1AL5 O1  O2  O 0 1 N N N N N N 4.956  -13.929 22.615 -5.667 -1.169 -0.615 O1  A1AL5 15 
A1AL5 C14 C11 C 0 1 N N N N N N 3.195  -11.235 22.892 -5.726 2.711  -0.272 C14 A1AL5 16 
A1AL5 C9  C12 C 0 1 Y N N N N N 1.832  -12.279 19.538 -2.492 1.794  1.416  C9  A1AL5 17 
A1AL5 C11 C13 C 0 1 Y N N N N N 2.795  -13.644 21.238 -3.819 0.464  -0.052 C11 A1AL5 18 
A1AL5 C12 C14 C 0 1 Y N N N N N 2.819  -14.722 20.364 -2.792 -0.467 -0.114 C12 A1AL5 19 
A1AL5 C16 C15 C 0 1 N N N N N N 1.569  -16.928 18.442 -0.541 -2.167 1.761  C16 A1AL5 20 
A1AL5 C18 C16 C 0 1 N N N N N N 1.581  -17.998 17.340 0.586  -3.199 1.686  C18 A1AL5 21 
A1AL5 N2  N3  N 0 1 Y N N N N N 4.225  -15.054 15.889 1.763  -2.458 -0.621 N2  A1AL5 22 
A1AL5 C19 C17 C 0 1 Y N N N N N 5.081  -14.765 14.902 2.799  -3.067 -1.168 C19 A1AL5 23 
A1AL5 C3  C18 C 0 1 Y N N N N N 6.914  -16.933 17.824 3.600  0.689  0.170  C3  A1AL5 24 
A1AL5 N4  N4  N 0 1 Y N N N N N 8.105  -16.245 16.042 5.278  -0.442 -0.777 N4  A1AL5 25 
A1AL5 C2  C19 C 0 1 Y N N N N N 8.157  -16.944 17.238 4.914  0.751  -0.177 C2  A1AL5 26 
A1AL5 C1  C20 C 0 1 N N N N N N 9.410  -17.631 17.659 5.803  1.898  0.049  C1  A1AL5 27 
A1AL5 O   O3  O 0 1 N N N N N N 9.502  -18.136 18.770 5.376  2.901  0.589  O   A1AL5 28 
A1AL5 N   N5  N 0 1 N N N N N N 10.392 -17.654 16.769 7.092  1.839  -0.341 N   A1AL5 29 
A1AL5 C   C21 C 0 1 N N N N N N 11.594 -18.458 16.958 7.978  2.983  -0.115 C   A1AL5 30 
A1AL5 H7  H1  H 0 1 N N N N N N 3.739  -17.195 17.731 0.872  0.304  0.789  H7  A1AL5 31 
A1AL5 H   H2  H 0 1 N N N N N N 2.097  -15.352 17.089 -0.643 -1.906 -0.375 H   A1AL5 32 
A1AL5 H8  H3  H 0 1 N N N N N N 1.556  -13.202 17.636 -0.553 1.043  1.895  H8  A1AL5 33 
A1AL5 H12 H4  H 0 1 N N N N N N 2.006  -12.608 24.047 -7.310 1.456  -1.051 H12 A1AL5 34 
A1AL5 H11 H5  H 0 1 N N N N N N 3.698  -12.417 24.619 -6.824 1.070  0.622  H11 A1AL5 35 
A1AL5 H15 H6  H 0 1 N N N N N N 1.152  -11.225 22.234 -5.286 2.461  1.800  H15 A1AL5 36 
A1AL5 H16 H7  H 0 1 N N N N N N 2.281  -10.290 21.195 -4.245 3.621  0.964  H16 A1AL5 37 
A1AL5 H19 H8  H 0 1 N N N N N N -0.470 -17.392 19.006 -2.022 -3.509 0.956  H19 A1AL5 38 
A1AL5 H20 H9  H 0 1 N N N N N N 0.114  -15.791 19.573 -1.911 -3.517 2.732  H20 A1AL5 39 
A1AL5 H18 H10 H 0 1 N N N N N N -0.309 -16.032 17.844 -2.691 -2.154 1.895  H18 A1AL5 40 
A1AL5 H13 H11 H 0 1 N N N N N N 3.054  -10.355 23.537 -5.192 2.896  -1.203 H13 A1AL5 41 
A1AL5 H14 H12 H 0 1 N N N N N N 4.201  -11.206 22.447 -6.443 3.513  -0.095 H14 A1AL5 42 
A1AL5 H9  H13 H 0 1 N N N N N N 1.428  -11.336 19.201 -2.369 2.684  2.016  H9  A1AL5 43 
A1AL5 H10 H14 H 0 1 N N N N N N 3.186  -15.679 20.705 -2.912 -1.356 -0.716 H10 A1AL5 44 
A1AL5 H17 H15 H 0 1 N N N N N N 1.985  -17.377 19.356 -0.408 -1.547 2.648  H17 A1AL5 45 
A1AL5 H21 H16 H 0 1 N N N N N N 0.940  -18.840 17.639 0.452  -3.819 0.800  H21 A1AL5 46 
A1AL5 H23 H17 H 0 1 N N N N N N 1.202  -17.564 16.403 1.545  -2.685 1.629  H23 A1AL5 47 
A1AL5 H22 H18 H 0 1 N N N N N N 2.610  -18.356 17.188 0.563  -3.828 2.577  H22 A1AL5 48 
A1AL5 H24 H19 H 0 1 N N N N N N 4.680  -14.166 14.098 2.668  -4.069 -1.550 H24 A1AL5 49 
A1AL5 H6  H20 H 0 1 N N N N N N 6.642  -17.387 18.766 3.031  1.468  0.656  H6  A1AL5 50 
A1AL5 H1  H21 H 0 1 N N N N N N 8.877  -16.082 15.428 6.161  -0.656 -1.117 H1  A1AL5 51 
A1AL5 H5  H22 H 0 1 N N N N N N 10.306 -17.101 15.940 7.432  1.039  -0.771 H5  A1AL5 52 
A1AL5 H4  H23 H 0 1 N N N N N N 12.266 -18.321 16.098 8.035  3.194  0.953  H4  A1AL5 53 
A1AL5 H2  H24 H 0 1 N N N N N N 12.107 -18.140 17.878 8.974  2.752  -0.494 H2  A1AL5 54 
A1AL5 H3  H25 H 0 1 N N N N N N 11.316 -19.519 17.041 7.585  3.856  -0.637 H3  A1AL5 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 
A1AL5 C   N   SING N N 1  
A1AL5 N   C1  SING N N 2  
A1AL5 O   C1  DOUB N N 3  
A1AL5 C1  C2  SING N N 4  
A1AL5 C2  C3  DOUB Y N 5  
A1AL5 C3  C4  SING Y N 6  
A1AL5 C4  C5  DOUB Y N 7  
A1AL5 C5  N1  SING N N 8  
A1AL5 N1  C6  SING N N 9  
A1AL5 C6  C7  SING N N 10 
A1AL5 C7  C8  DOUB Y N 11 
A1AL5 C8  C9  SING Y N 12 
A1AL5 C9  C10 DOUB Y N 13 
A1AL5 C10 C11 SING Y N 14 
A1AL5 C12 C11 DOUB Y N 15 
A1AL5 C7  C12 SING Y N 16 
A1AL5 C11 S   SING N N 17 
A1AL5 O1  S   DOUB N N 18 
A1AL5 S   O2  DOUB N N 19 
A1AL5 C13 S   SING N N 20 
A1AL5 C14 C13 SING N N 21 
A1AL5 C15 C14 SING N N 22 
A1AL5 C10 C15 SING N N 23 
A1AL5 C16 C6  SING N N 24 
A1AL5 C17 C16 SING N N 25 
A1AL5 C18 C16 SING N N 26 
A1AL5 N2  C5  SING Y N 27 
A1AL5 C19 N2  DOUB Y N 28 
A1AL5 N3  C19 SING Y N 29 
A1AL5 C20 N3  DOUB Y N 30 
A1AL5 C4  C20 SING Y N 31 
A1AL5 N4  C20 SING Y N 32 
A1AL5 C2  N4  SING Y N 33 
A1AL5 N1  H7  SING N N 34 
A1AL5 C6  H   SING N N 35 
A1AL5 C8  H8  SING N N 36 
A1AL5 C13 H12 SING N N 37 
A1AL5 C13 H11 SING N N 38 
A1AL5 C15 H15 SING N N 39 
A1AL5 C15 H16 SING N N 40 
A1AL5 C17 H19 SING N N 41 
A1AL5 C17 H20 SING N N 42 
A1AL5 C17 H18 SING N N 43 
A1AL5 C14 H13 SING N N 44 
A1AL5 C14 H14 SING N N 45 
A1AL5 C9  H9  SING N N 46 
A1AL5 C12 H10 SING N N 47 
A1AL5 C16 H17 SING N N 48 
A1AL5 C18 H21 SING N N 49 
A1AL5 C18 H23 SING N N 50 
A1AL5 C18 H22 SING N N 51 
A1AL5 C19 H24 SING N N 52 
A1AL5 C3  H6  SING N N 53 
A1AL5 N4  H1  SING N N 54 
A1AL5 N   H5  SING N N 55 
A1AL5 C   H4  SING N N 56 
A1AL5 C   H2  SING N N 57 
A1AL5 C   H3  SING N N 58 
# 
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 
A1AL5 SMILES           ACDLabs              12.01 "CNC(=O)c1cc2c([NH]1)ncnc2NC(c1ccc2CCCS(=O)(=O)c2c1)C(C)C"                                                                                                                            
A1AL5 InChI            InChI                1.06  "InChI=1S/C21H25N5O3S/c1-12(2)18(14-7-6-13-5-4-8-30(28,29)17(13)9-14)26-20-15-10-16(21(27)22-3)25-19(15)23-11-24-20/h6-7,9-12,18H,4-5,8H2,1-3H3,(H,22,27)(H2,23,24,25,26)/t18-/m0/s1" 
A1AL5 InChIKey         InChI                1.06  HBSNGOMIXYUKLX-SFHVURJKSA-N                                                                                                                                                           
A1AL5 SMILES_CANONICAL CACTVS               3.385 "CNC(=O)c1[nH]c2ncnc(N[C@@H](C(C)C)c3ccc4CCC[S](=O)(=O)c4c3)c2c1"                                                                                                                     
A1AL5 SMILES           CACTVS               3.385 "CNC(=O)c1[nH]c2ncnc(N[CH](C(C)C)c3ccc4CCC[S](=O)(=O)c4c3)c2c1"                                                                                                                       
A1AL5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)[C@@H](c1ccc2c(c1)S(=O)(=O)CCC2)Nc3c4cc([nH]c4ncn3)C(=O)NC"                                                                                                                     
A1AL5 SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)C(c1ccc2c(c1)S(=O)(=O)CCC2)Nc3c4cc([nH]c4ncn3)C(=O)NC"                                                                                                                          
# 
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 
A1AL5 "SYSTEMATIC NAME" ACDLabs              12.01 "4-{[(1S)-1-(1,1-dioxo-1,2,3,4-tetrahydro-1lambda~6~-benzothiopyran-7-yl)-2-methylpropyl]amino}-N-methyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide"         
A1AL5 "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}-methyl-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 
A1AL5 "Create component" 2024-04-11 RCSB 
A1AL5 "Initial release"  2024-05-15 RCSB 
# 
