data_A1AN4
# 
_chem_comp.id                                    A1AN4 
_chem_comp.name                                  "4-{[(1S)-1-(2,3-dihydro-1,4-benzodioxin-6-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                               "C21 H25 N5 O3" 
_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                        395.455 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AN4 
_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        7H19 
_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 
A1AN4 N1  N1  N 0 1 N N N N N N -10.305 -8.509  17.799 0.259  -0.684 -0.271 N1  A1AN4 1  
A1AN4 N3  N2  N 0 1 Y N N N N N -12.593 -5.668  19.843 -2.951 -2.752 1.219  N3  A1AN4 2  
A1AN4 C4  C1  C 0 1 Y N N N N N -13.327 -8.992  18.710 -2.633 0.454  -0.206 C4  A1AN4 3  
A1AN4 C5  C2  C 0 1 Y N N N N N -12.422 -7.881  18.807 -2.113 -0.785 0.222  C5  A1AN4 4  
A1AN4 C6  C3  C 0 1 Y N N N N N -11.078 -7.590  18.440 -0.831 -1.369 0.227  C6  A1AN4 5  
A1AN4 C7  C4  C 0 1 N N S N N N -8.920  -8.308  17.395 1.584  -1.311 -0.263 C7  A1AN4 6  
A1AN4 C8  C5  C 0 1 Y N N N N N -8.769  -8.198  15.881 2.645  -0.241 -0.257 C8  A1AN4 7  
A1AN4 C10 C6  C 0 1 Y N N N N N -8.028  -6.963  13.926 3.454  1.880  -1.021 C10 A1AN4 8  
A1AN4 C13 C7  C 0 1 Y N N N N N -9.258  -9.195  15.037 3.780  -0.401 0.516  C13 A1AN4 9  
A1AN4 C15 C8  C 0 1 N N N N N N -9.103  -8.750  10.926 6.498  2.683  0.809  C15 A1AN4 10 
A1AN4 C17 C9  C 0 1 N N N N N N -6.592  -9.261  17.599 3.127  -2.835 -1.503 C17 A1AN4 11 
A1AN4 C20 C10 C 0 1 Y N N N N N -13.103 -6.866  19.500 -3.190 -1.531 0.745  C20 A1AN4 12 
A1AN4 O   O1  O 0 1 N N N N N N -15.737 -10.589 19.189 -4.486 2.572  -0.755 O   A1AN4 13 
A1AN4 C2  C11 C 0 1 N N N N N N -15.699 -9.440  19.578 -4.898 1.549  -0.240 C2  A1AN4 14 
A1AN4 N   N3  N 0 1 N N N N N N -16.706 -8.885  20.265 -6.205 1.425  0.062  N   A1AN4 15 
A1AN4 C1  C12 C 0 1 N N N N N N -17.949 -9.610  20.540 -7.131 2.523  -0.229 C1  A1AN4 16 
A1AN4 C   C13 C 0 1 N N N N N N -17.852 -10.326 21.846 -8.543 2.128  0.209  C   A1AN4 17 
A1AN4 C3  C14 C 0 1 Y N N N N N -14.491 -8.620  19.344 -3.969 0.449  0.051  C3  A1AN4 18 
A1AN4 N4  N4  N 0 1 Y N N N N N -14.353 -7.325  19.826 -4.313 -0.760 0.631  N4  A1AN4 19 
A1AN4 C19 C15 C 0 1 Y N N N N N -11.327 -5.514  19.429 -1.735 -3.254 1.202  C19 A1AN4 20 
A1AN4 N2  N5  N 0 1 Y N N N N N -10.550 -6.377  18.753 -0.697 -2.595 0.723  N2  A1AN4 21 
A1AN4 C16 C16 C 0 1 N N N N N N -8.022  -9.419  18.014 1.744  -2.181 -1.512 C16 A1AN4 22 
A1AN4 C18 C17 C 0 1 N N N N N N -8.095  -9.408  19.554 0.666  -3.267 -1.518 C18 A1AN4 23 
A1AN4 C12 C18 C 0 1 Y N N N N N -9.129  -9.087  13.658 4.759  0.582  0.524  C12 A1AN4 24 
A1AN4 O1  O2  O 0 1 N N N N N N -9.612  -10.111 12.881 5.869  0.414  1.293  O1  A1AN4 25 
A1AN4 C14 C19 C 0 1 N N N N N N -9.097  -10.092 11.519 6.996  1.243  0.988  C14 A1AN4 26 
A1AN4 O2  O3  O 0 1 N N N N N N -8.327  -7.824  11.729 5.545  2.702  -0.258 O2  A1AN4 27 
A1AN4 C11 C20 C 0 1 Y N N N N N -8.510  -7.961  13.098 4.596  1.726  -0.249 C11 A1AN4 28 
A1AN4 C9  C21 C 0 1 Y N N N N N -8.162  -7.083  15.304 2.485  0.895  -1.028 C9  A1AN4 29 
A1AN4 H9  H1  H 0 1 N N N N N N -10.293 -9.310  18.398 0.148  0.210  -0.631 H9  A1AN4 30 
A1AN4 H8  H2  H 0 1 N N N N N N -13.131 -9.940  18.231 -2.072 1.260  -0.655 H8  A1AN4 31 
A1AN4 H   H3  H 0 1 N N N N N N -8.580  -7.353  17.822 1.687  -1.931 0.627  H   A1AN4 32 
A1AN4 H11 H4  H 0 1 N N N N N N -7.549  -6.093  13.502 3.325  2.769  -1.620 H11 A1AN4 33 
A1AN4 H12 H5  H 0 1 N N N N N N -9.743  -10.062 15.461 3.905  -1.291 1.114  H12 A1AN4 34 
A1AN4 H16 H6  H 0 1 N N N N N N -8.670  -8.801  9.916  6.022  3.025  1.728  H16 A1AN4 35 
A1AN4 H15 H7  H 0 1 N N N N N N -10.140 -8.389  10.862 7.337  3.335  0.566  H15 A1AN4 36 
A1AN4 H18 H8  H 0 1 N N N N N N -5.987  -10.060 18.053 3.230  -3.455 -0.612 H18 A1AN4 37 
A1AN4 H20 H9  H 0 1 N N N N N N -6.519  -9.324  16.503 3.241  -3.455 -2.392 H20 A1AN4 38 
A1AN4 H19 H10 H 0 1 N N N N N N -6.219  -8.283  17.936 3.895  -2.062 -1.498 H19 A1AN4 39 
A1AN4 H7  H11 H 0 1 N N N N N N -16.606 -7.948  20.600 -6.533 0.610  0.473  H7  A1AN4 40 
A1AN4 H6  H12 H 0 1 N N N N N N -18.128 -10.341 19.738 -6.819 3.415  0.313  H6  A1AN4 41 
A1AN4 H5  H13 H 0 1 N N N N N N -18.785 -8.896  20.579 -7.127 2.727  -1.299 H5  A1AN4 42 
A1AN4 H3  H14 H 0 1 N N N N N N -18.791 -10.865 22.040 -8.856 1.235  -0.333 H3  A1AN4 43 
A1AN4 H2  H15 H 0 1 N N N N N N -17.018 -11.043 21.810 -8.547 1.923  1.280  H2  A1AN4 44 
A1AN4 H4  H16 H 0 1 N N N N N N -17.675 -9.598  22.651 -9.232 2.944  -0.007 H4  A1AN4 45 
A1AN4 H1  H17 H 0 1 N N N N N N -15.050 -6.812  20.328 -5.205 -1.019 0.910  H1  A1AN4 46 
A1AN4 H24 H18 H 0 1 N N N N N N -10.869 -4.567  19.672 -1.581 -4.248 1.596  H24 A1AN4 47 
A1AN4 H17 H19 H 0 1 N N N N N N -8.389  -10.393 17.658 1.641  -1.561 -2.402 H17 A1AN4 48 
A1AN4 H21 H20 H 0 1 N N N N N N -7.451  -10.203 19.958 0.769  -3.887 -0.627 H21 A1AN4 49 
A1AN4 H22 H21 H 0 1 N N N N N N -7.753  -8.433  19.930 -0.319 -2.801 -1.524 H22 A1AN4 50 
A1AN4 H23 H22 H 0 1 N N N N N N -9.134  -9.580  19.873 0.780  -3.887 -2.407 H23 A1AN4 51 
A1AN4 H14 H23 H 0 1 N N N N N N -8.063  -10.467 11.529 7.466  0.899  0.067  H14 A1AN4 52 
A1AN4 H13 H24 H 0 1 N N N N N N -9.720  -10.753 10.899 7.715  1.201  1.806  H13 A1AN4 53 
A1AN4 H10 H25 H 0 1 N N N N N N -7.788  -6.296  15.942 1.598  1.015  -1.633 H10 A1AN4 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 
A1AN4 C   C1  SING N N 1  
A1AN4 C1  N   SING N N 2  
A1AN4 N   C2  SING N N 3  
A1AN4 C2  O   DOUB N N 4  
A1AN4 C3  C2  SING N N 5  
A1AN4 C3  C4  DOUB Y N 6  
A1AN4 C4  C5  SING Y N 7  
A1AN4 C5  C6  DOUB Y N 8  
A1AN4 N1  C6  SING N N 9  
A1AN4 C7  N1  SING N N 10 
A1AN4 C8  C7  SING N N 11 
A1AN4 C8  C9  DOUB Y N 12 
A1AN4 C9  C10 SING Y N 13 
A1AN4 C10 C11 DOUB Y N 14 
A1AN4 C11 C12 SING Y N 15 
A1AN4 C12 C13 DOUB Y N 16 
A1AN4 C13 C8  SING Y N 17 
A1AN4 O1  C12 SING N N 18 
A1AN4 C14 O1  SING N N 19 
A1AN4 C15 C14 SING N N 20 
A1AN4 O2  C15 SING N N 21 
A1AN4 C11 O2  SING N N 22 
A1AN4 C16 C7  SING N N 23 
A1AN4 C17 C16 SING N N 24 
A1AN4 C18 C16 SING N N 25 
A1AN4 C6  N2  SING Y N 26 
A1AN4 N2  C19 DOUB Y N 27 
A1AN4 C19 N3  SING Y N 28 
A1AN4 N3  C20 DOUB Y N 29 
A1AN4 C5  C20 SING Y N 30 
A1AN4 C20 N4  SING Y N 31 
A1AN4 N4  C3  SING Y N 32 
A1AN4 N1  H9  SING N N 33 
A1AN4 C4  H8  SING N N 34 
A1AN4 C7  H   SING N N 35 
A1AN4 C10 H11 SING N N 36 
A1AN4 C13 H12 SING N N 37 
A1AN4 C15 H16 SING N N 38 
A1AN4 C15 H15 SING N N 39 
A1AN4 C17 H18 SING N N 40 
A1AN4 C17 H20 SING N N 41 
A1AN4 C17 H19 SING N N 42 
A1AN4 N   H7  SING N N 43 
A1AN4 C1  H6  SING N N 44 
A1AN4 C1  H5  SING N N 45 
A1AN4 C   H3  SING N N 46 
A1AN4 C   H2  SING N N 47 
A1AN4 C   H4  SING N N 48 
A1AN4 N4  H1  SING N N 49 
A1AN4 C19 H24 SING N N 50 
A1AN4 C16 H17 SING N N 51 
A1AN4 C18 H21 SING N N 52 
A1AN4 C18 H22 SING N N 53 
A1AN4 C18 H23 SING N N 54 
A1AN4 C14 H14 SING N N 55 
A1AN4 C14 H13 SING N N 56 
A1AN4 C9  H10 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 
A1AN4 SMILES           ACDLabs              12.01 "CCNC(=O)c1cc2c([NH]1)ncnc2NC(c1ccc2OCCOc2c1)C(C)C"                                                                                                                               
A1AN4 InChI            InChI                1.06  "InChI=1S/C21H25N5O3/c1-4-22-21(27)15-10-14-19(25-15)23-11-24-20(14)26-18(12(2)3)13-5-6-16-17(9-13)29-8-7-28-16/h5-6,9-12,18H,4,7-8H2,1-3H3,(H,22,27)(H2,23,24,25,26)/t18-/m0/s1" 
A1AN4 InChIKey         InChI                1.06  VWSLKHOHFKBICN-SFHVURJKSA-N                                                                                                                                                       
A1AN4 SMILES_CANONICAL CACTVS               3.385 "CCNC(=O)c1[nH]c2ncnc(N[C@@H](C(C)C)c3ccc4OCCOc4c3)c2c1"                                                                                                                          
A1AN4 SMILES           CACTVS               3.385 "CCNC(=O)c1[nH]c2ncnc(N[CH](C(C)C)c3ccc4OCCOc4c3)c2c1"                                                                                                                            
A1AN4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCNC(=O)c1cc2c([nH]1)ncnc2N[C@H](c3ccc4c(c3)OCCO4)C(C)C"                                                                                                                         
A1AN4 SMILES           "OpenEye OEToolkits" 2.0.7 "CCNC(=O)c1cc2c([nH]1)ncnc2NC(c3ccc4c(c3)OCCO4)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 
A1AN4 "SYSTEMATIC NAME" ACDLabs              12.01 "4-{[(1S)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-methylpropyl]amino}-N-ethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide"           
A1AN4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "4-[[(1~{S})-1-(2,3-dihydro-1,4-benzodioxin-6-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 
A1AN4 "Create component" 2024-04-18 RCSB 
A1AN4 "Initial release"  2024-05-15 RCSB 
# 
