data_A1IEF
# 
_chem_comp.id                                    A1IEF 
_chem_comp.name                                  "1-[[(2~{S})-1-[4-[ethyl(pyridin-4-ylmethyl)amino]-6-methyl-pyrimidin-2-yl]pyrrolidin-2-yl]methyl]urea" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H27 N7 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-06-13 
_chem_comp.pdbx_modified_date                    2025-08-29 
_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                        369.464 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IEF 
_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        9FOE 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_chem_comp.pdbx_pcm                              ? 
# 
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 
A1IEF C1  C1  C 0 1 N N N N N N 1.394 -13.107 8.988  2.130  2.572  -1.125 C1  A1IEF 1  
A1IEF C2  C2  C 0 1 N N N N N N 1.420 -15.181 7.600  3.306  1.469  0.834  C2  A1IEF 2  
A1IEF C3  C3  C 0 1 Y N N N N N 1.215 -16.489 8.328  3.943  0.209  0.307  C3  A1IEF 3  
A1IEF N6  N1  N 0 1 N N N N N N 6.052 -21.469 7.613  -1.587 -3.774 -0.486 N6  A1IEF 4  
A1IEF C7  C4  C 0 1 Y N N N N N 1.191 -16.547 9.711  4.867  0.260  -0.725 C7  A1IEF 5  
A1IEF C8  C5  C 0 1 Y N N N N N 3.553 -14.236 8.428  0.869  1.230  0.519  C8  A1IEF 6  
A1IEF C9  C6  C 0 1 Y N N N N N 4.296 -13.336 9.183  0.790  0.531  1.725  C9  A1IEF 7  
A1IEF C10 C7  C 0 1 Y N N N N N 5.678 -13.466 9.182  -0.438 0.038  2.121  C10 A1IEF 8  
A1IEF C11 C8  C 0 1 N N N N N N 6.553 -12.538 9.971  -0.572 -0.723 3.415  C11 A1IEF 9  
A1IEF C12 C9  C 0 1 Y N N N N N 5.492 -15.254 7.780  -1.393 0.909  0.212  C12 A1IEF 10 
A1IEF C13 C10 C 0 1 N N N N N N 7.503 -16.238 6.656  -2.800 2.536  -0.749 C13 A1IEF 11 
A1IEF C14 C11 C 0 1 N N N N N N 7.701 -17.554 5.953  -4.233 2.795  -0.237 C14 A1IEF 12 
A1IEF C15 C12 C 0 1 N N N N N N 6.393 -17.740 5.220  -4.891 1.392  -0.317 C15 A1IEF 13 
A1IEF C16 C13 C 0 1 N N S N N N 5.328 -17.181 6.176  -3.706 0.468  0.058  C16 A1IEF 14 
A1IEF O   O1  O 0 1 N N N N N N 4.624 -20.850 5.973  -3.647 -3.508 -1.272 O   A1IEF 15 
A1IEF C18 C14 C 0 1 N N N N N N 5.304 -20.565 6.973  -2.688 -3.027 -0.700 C18 A1IEF 16 
A1IEF N5  N2  N 0 1 N N N N N N 5.329 -19.318 7.474  -2.726 -1.747 -0.280 N5  A1IEF 17 
A1IEF C17 C15 C 0 1 N N N N N N 4.510 -18.252 6.910  -3.923 -0.935 -0.512 C17 A1IEF 18 
A1IEF N4  N3  N 0 1 N N N N N N 6.086 -16.258 7.044  -2.523 1.100  -0.564 N4  A1IEF 19 
A1IEF N2  N4  N 0 1 Y N N N N N 6.302 -14.432 8.482  -1.497 0.241  1.352  N2  A1IEF 20 
A1IEF N3  N5  N 0 1 Y N N N N N 4.150 -15.196 7.724  -0.234 1.398  -0.204 N3  A1IEF 21 
A1IEF N   N6  N 0 1 N N N N N N 2.175 -14.186 8.362  2.079  1.747  0.084  N   A1IEF 22 
A1IEF C   C16 C 0 1 N N N N N N 1.355 -11.799 8.236  2.368  1.677  -2.343 C   A1IEF 23 
A1IEF C6  C17 C 0 1 Y N N N N N 0.998 -17.766 10.333 5.431  -0.916 -1.183 C6  A1IEF 24 
A1IEF N1  N7  N 0 1 Y N N N N N 0.831 -18.916 9.668  5.098  -2.075 -0.650 N1  A1IEF 25 
A1IEF C5  C18 C 0 1 Y N N N N N 0.855 -18.846 8.333  4.222  -2.161 0.332  C5  A1IEF 26 
A1IEF C4  C19 C 0 1 Y N N N N N 1.042 -17.670 7.633  3.622  -1.027 0.845  C4  A1IEF 27 
A1IEF H1  H1  H 0 1 N N N N N N 1.825 -12.912 9.981  1.186  3.104  -1.243 H1  A1IEF 28 
A1IEF H2  H2  H 0 1 N N N N N N 0.359 -13.462 9.101  2.944  3.292  -1.039 H2  A1IEF 29 
A1IEF H3  H3  H 0 1 N N N N N N 1.964 -15.387 6.666  3.065  1.340  1.890  H3  A1IEF 30 
A1IEF H4  H4  H 0 1 N N N N N N 0.432 -14.759 7.364  3.999  2.303  0.719  H4  A1IEF 31 
A1IEF H5  H5  H 0 1 N N N N N N 6.078 -22.415 7.290  -1.559 -4.695 -0.788 H5  A1IEF 32 
A1IEF H6  H6  H 0 1 N N N N N N 6.585 -21.199 8.415  -0.821 -3.390 -0.029 H6  A1IEF 33 
A1IEF H7  H7  H 0 1 N N N N N N 1.322 -15.650 10.297 5.143  1.207  -1.166 H7  A1IEF 34 
A1IEF H8  H8  H 0 1 N N N N N N 3.812 -12.558 9.754  1.669  0.378  2.333  H8  A1IEF 35 
A1IEF H9  H9  H 0 1 N N N N N N 7.607 -12.822 9.834  -0.796 -0.028 4.224  H9  A1IEF 36 
A1IEF H10 H10 H 0 1 N N N N N N 6.403 -11.506 9.621  -1.378 -1.451 3.327  H10 A1IEF 37 
A1IEF H11 H11 H 0 1 N N N N N N 6.291 -12.605 11.037 0.363  -1.241 3.630  H11 A1IEF 38 
A1IEF H12 H12 H 0 1 N N N N N N 8.151 -16.166 7.542  -2.732 2.794  -1.806 H12 A1IEF 39 
A1IEF H13 H13 H 0 1 N N N N N N 7.712 -15.397 5.979  -2.087 3.128  -0.176 H13 A1IEF 40 
A1IEF H14 H14 H 0 1 N N N N N N 7.871 -18.367 6.674  -4.216 3.154  0.792  H14 A1IEF 41 
A1IEF H15 H15 H 0 1 N N N N N N 8.546 -17.505 5.250  -4.751 3.504  -0.882 H15 A1IEF 42 
A1IEF H16 H16 H 0 1 N N N N N N 6.396 -17.181 4.273  -5.702 1.299  0.405  H16 A1IEF 43 
A1IEF H17 H17 H 0 1 N N N N N N 6.211 -18.805 5.016  -5.244 1.184  -1.327 H17 A1IEF 44 
A1IEF H18 H18 H 0 1 N N N N N N 4.626 -16.586 5.574  -3.589 0.423  1.141  H18 A1IEF 45 
A1IEF H19 H19 H 0 1 N N N N N N 5.924 -19.117 8.252  -1.961 -1.363 0.177  H19 A1IEF 46 
A1IEF H20 H20 H 0 1 N N N N N N 3.955 -17.768 7.728  -4.778 -1.399 -0.021 H20 A1IEF 47 
A1IEF H21 H21 H 0 1 N N N N N N 3.799 -18.697 6.198  -4.113 -0.866 -1.584 H21 A1IEF 48 
A1IEF H22 H22 H 0 1 N N N N N N 0.747 -11.072 8.795  3.312  1.146  -2.225 H22 A1IEF 49 
A1IEF H23 H23 H 0 1 N N N N N N 2.378 -11.411 8.123  1.554  0.957  -2.429 H23 A1IEF 50 
A1IEF H24 H24 H 0 1 N N N N N N 0.912 -11.961 7.242  2.406  2.291  -3.243 H24 A1IEF 51 
A1IEF H25 H25 H 0 1 N N N N N N 0.981 -17.792 11.413 6.152  -0.885 -1.986 H25 A1IEF 52 
A1IEF H26 H26 H 0 1 N N N N N N 0.721 -19.759 7.771  3.974  -3.129 0.743  H26 A1IEF 53 
A1IEF H27 H27 H 0 1 N N N N N N 1.053 -17.674 6.553  2.909  -1.104 1.653  H27 A1IEF 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 
A1IEF C15 C14 SING N N 1  
A1IEF C15 C16 SING N N 2  
A1IEF C14 C13 SING N N 3  
A1IEF O   C18 DOUB N N 4  
A1IEF C16 C17 SING N N 5  
A1IEF C16 N4  SING N N 6  
A1IEF C13 N4  SING N N 7  
A1IEF C17 N5  SING N N 8  
A1IEF C18 N5  SING N N 9  
A1IEF C18 N6  SING N N 10 
A1IEF N4  C12 SING N N 11 
A1IEF C2  C3  SING N N 12 
A1IEF C2  N   SING N N 13 
A1IEF C4  C3  DOUB Y N 14 
A1IEF C4  C5  SING Y N 15 
A1IEF N3  C12 DOUB Y N 16 
A1IEF N3  C8  SING Y N 17 
A1IEF C12 N2  SING Y N 18 
A1IEF C   C1  SING N N 19 
A1IEF C3  C7  SING Y N 20 
A1IEF C5  N1  DOUB Y N 21 
A1IEF N   C8  SING N N 22 
A1IEF N   C1  SING N N 23 
A1IEF C8  C9  DOUB Y N 24 
A1IEF N2  C10 DOUB Y N 25 
A1IEF C10 C9  SING Y N 26 
A1IEF C10 C11 SING N N 27 
A1IEF N1  C6  SING Y N 28 
A1IEF C7  C6  DOUB Y N 29 
A1IEF C1  H1  SING N N 30 
A1IEF C1  H2  SING N N 31 
A1IEF C2  H3  SING N N 32 
A1IEF C2  H4  SING N N 33 
A1IEF N6  H5  SING N N 34 
A1IEF N6  H6  SING N N 35 
A1IEF C7  H7  SING N N 36 
A1IEF C9  H8  SING N N 37 
A1IEF C11 H9  SING N N 38 
A1IEF C11 H10 SING N N 39 
A1IEF C11 H11 SING N N 40 
A1IEF C13 H12 SING N N 41 
A1IEF C13 H13 SING N N 42 
A1IEF C14 H14 SING N N 43 
A1IEF C14 H15 SING N N 44 
A1IEF C15 H16 SING N N 45 
A1IEF C15 H17 SING N N 46 
A1IEF C16 H18 SING N N 47 
A1IEF N5  H19 SING N N 48 
A1IEF C17 H20 SING N N 49 
A1IEF C17 H21 SING N N 50 
A1IEF C   H22 SING N N 51 
A1IEF C   H23 SING N N 52 
A1IEF C   H24 SING N N 53 
A1IEF C6  H25 SING N N 54 
A1IEF C5  H26 SING N N 55 
A1IEF C4  H27 SING N N 56 
# 
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 
A1IEF InChI            InChI                1.06  "InChI=1S/C19H27N7O/c1-3-25(13-15-6-8-21-9-7-15)17-11-14(2)23-19(24-17)26-10-4-5-16(26)12-22-18(20)27/h6-9,11,16H,3-5,10,12-13H2,1-2H3,(H3,20,22,27)/t16-/m0/s1" 
A1IEF InChIKey         InChI                1.06  HHACEXLLNHJLFT-INIZCTEOSA-N                                                                                                                                      
A1IEF SMILES_CANONICAL CACTVS               3.385 "CCN(Cc1ccncc1)c2cc(C)nc(n2)N3CCC[C@H]3CNC(N)=O"                                                                                                                 
A1IEF SMILES           CACTVS               3.385 "CCN(Cc1ccncc1)c2cc(C)nc(n2)N3CCC[CH]3CNC(N)=O"                                                                                                                  
A1IEF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCN(Cc1ccncc1)c2cc(nc(n2)N3CCC[C@H]3CNC(=O)N)C"                                                                                                                 
A1IEF SMILES           "OpenEye OEToolkits" 2.0.7 "CCN(Cc1ccncc1)c2cc(nc(n2)N3CCCC3CNC(=O)N)C"                                                                                                                     
# 
_pdbx_chem_comp_identifier.comp_id           A1IEF 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "1-[[(2~{S})-1-[4-[ethyl(pyridin-4-ylmethyl)amino]-6-methyl-pyrimidin-2-yl]pyrrolidin-2-yl]methyl]urea" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1IEF "Create component" 2024-06-13 PDBE 
A1IEF "Initial release"  2025-09-03 RCSB 
# 
