data_A1AEB
# 
_chem_comp.id                                    A1AEB 
_chem_comp.name                                  "(2R)-1-(azetidin-1-yl)-3-(2-methoxy-5-{[4-methyl-6-(methylamino)pyrimidin-2-yl]amino}phenoxy)propan-2-ol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H27 N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-02-06 
_chem_comp.pdbx_modified_date                    2024-12-06 
_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                        373.449 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AEB 
_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        8VV8 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_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 
A1AEB C14 C1  C 0 1 N N N N N N 5.900  6.224  27.043 -5.388 2.256  -0.895 C14 A1AEB 1  
A1AEB C13 C2  C 0 1 N N N N N N 6.764  5.274  26.222 -6.307 2.287  0.335  C13 A1AEB 2  
A1AEB C12 C3  C 0 1 N N N N N N 7.908  5.853  26.937 -5.238 1.369  0.943  C12 A1AEB 3  
A1AEB N4  N1  N 0 1 N N N N N N 7.082  6.943  27.427 -4.897 0.946  -0.428 N4  A1AEB 4  
A1AEB C11 C4  C 0 1 N N N N N N 7.075  7.008  28.864 -3.442 0.837  -0.599 C11 A1AEB 5  
A1AEB C10 C5  C 0 1 N N R N N N 8.246  7.828  29.458 -3.005 -0.607 -0.343 C10 A1AEB 6  
A1AEB O1  O1  O 0 1 N N N N N N 9.491  7.240  29.107 -3.568 -1.459 -1.342 O1  A1AEB 7  
A1AEB C9  C6  C 0 1 N N N N N N 8.366  9.292  29.088 -1.478 -0.694 -0.399 C9  A1AEB 8  
A1AEB O   O2  O 0 1 N N N N N N 7.111  9.902  29.295 -1.064 -2.016 -0.045 O   A1AEB 9  
A1AEB C8  C7  C 0 1 Y N N N N N 7.092  11.273 29.054 0.273  -2.264 -0.045 C8  A1AEB 10 
A1AEB C7  C8  C 0 1 Y N N N N N 8.191  12.062 28.754 1.165  -1.257 -0.373 C7  A1AEB 11 
A1AEB C15 C9  C 0 1 Y N N N N N 5.819  11.841 29.126 0.746  -3.529 0.289  C15 A1AEB 12 
A1AEB O2  O3  O 0 1 N N N N N N 4.818  10.912 29.474 -0.129 -4.519 0.616  O2  A1AEB 13 
A1AEB C16 C10 C 0 1 N N N N N N 3.469  11.390 29.611 0.427  -5.793 0.949  C16 A1AEB 14 
A1AEB C17 C11 C 0 1 Y N N N N N 5.665  13.227 28.893 2.108  -3.782 0.290  C17 A1AEB 15 
A1AEB C18 C12 C 0 1 Y N N N N N 6.777  14.015 28.584 2.999  -2.778 -0.042 C18 A1AEB 16 
A1AEB C6  C13 C 0 1 Y N N N N N 8.048  13.431 28.486 2.530  -1.512 -0.366 C6  A1AEB 17 
A1AEB N3  N2  N 0 1 N N N N N N 9.180  14.063 28.214 3.433  -0.496 -0.702 N3  A1AEB 18 
A1AEB C2  C14 C 0 1 Y N N N N N 9.290  15.334 27.733 3.155  0.818  -0.364 C2  A1AEB 19 
A1AEB N1  N3  N 0 1 Y N N N N N 8.261  16.208 27.489 2.086  1.083  0.372  N1  A1AEB 20 
A1AEB N2  N4  N 0 1 Y N N N N N 10.583 15.725 27.494 3.967  1.778  -0.781 N2  A1AEB 21 
A1AEB C3  C15 C 0 1 Y N N N N N 10.857 16.955 27.012 3.734  3.047  -0.477 C3  A1AEB 22 
A1AEB C4  C16 C 0 1 N N N N N N 12.164 17.343 26.740 4.666  4.129  -0.959 C4  A1AEB 23 
A1AEB C5  C17 C 0 1 Y N N N N N 9.805  17.854 26.782 2.627  3.367  0.284  C5  A1AEB 24 
A1AEB C1  C18 C 0 1 Y N N N N N 8.501  17.456 27.045 1.792  2.333  0.713  C1  A1AEB 25 
A1AEB N   N5  N 0 1 N N N N N N 7.513  18.340 26.846 0.670  2.608  1.478  N   A1AEB 26 
A1AEB C   C19 C 0 1 N N N N N N 6.108  17.895 27.051 0.352  3.991  1.842  C   A1AEB 27 
A1AEB H1  H1  H 0 1 N N N N N N 5.186  6.813  26.448 -5.929 2.205  -1.840 H1  A1AEB 28 
A1AEB H2  H2  H 0 1 N N N N N N 5.372  5.744  27.880 -4.625 3.033  -0.887 H2  A1AEB 29 
A1AEB H3  H3  H 0 1 N N N N N N 6.754  5.458  25.138 -6.381 3.264  0.812  H3  A1AEB 30 
A1AEB H4  H4  H 0 1 N N N N N N 6.590  4.205  26.414 -7.273 1.806  0.182  H4  A1AEB 31 
A1AEB H5  H5  H 0 1 N N N N N N 8.310  5.207  27.731 -4.434 1.911  1.443  H5  A1AEB 32 
A1AEB H6  H6  H 0 1 N N N N N N 8.727  6.177  26.278 -5.651 0.567  1.556  H6  A1AEB 33 
A1AEB H8  H8  H 0 1 N N N N N N 6.130  7.470  29.186 -3.174 1.123  -1.616 H8  A1AEB 34 
A1AEB H9  H9  H 0 1 N N N N N N 7.135  5.983  29.258 -2.943 1.499  0.108  H9  A1AEB 35 
A1AEB H10 H10 H 0 1 N N N N N N 8.141  7.780  30.552 -3.351 -0.922 0.641  H10 A1AEB 36 
A1AEB H11 H11 H 0 1 N N N N N N 10.200 7.753  29.478 -3.302 -1.237 -2.244 H11 A1AEB 37 
A1AEB H12 H12 H 0 1 N N N N N N 8.657  9.387  28.031 -1.138 -0.465 -1.408 H12 A1AEB 38 
A1AEB H13 H13 H 0 1 N N N N N N 9.124  9.775  29.721 -1.048 0.021  0.302  H13 A1AEB 39 
A1AEB H14 H14 H 0 1 N N N N N N 9.174  11.615 28.726 0.799  -0.275 -0.633 H14 A1AEB 40 
A1AEB H15 H15 H 0 1 N N N N N N 2.809  10.553 29.883 -0.377 -6.489 1.188  H15 A1AEB 41 
A1AEB H16 H16 H 0 1 N N N N N N 3.430  12.158 30.397 0.996  -6.173 0.101  H16 A1AEB 42 
A1AEB H17 H17 H 0 1 N N N N N N 3.135  11.824 28.657 1.085  -5.688 1.811  H17 A1AEB 43 
A1AEB H18 H18 H 0 1 N N N N N N 4.686  13.678 28.954 2.475  -4.764 0.550  H18 A1AEB 44 
A1AEB H19 H19 H 0 1 N N N N N N 6.657  15.076 28.420 4.060  -2.976 -0.041 H19 A1AEB 45 
A1AEB H20 H20 H 0 1 N N N N N N 10.031 13.563 28.376 4.254  -0.712 -1.172 H20 A1AEB 46 
A1AEB H21 H21 H 0 1 N N N N N N 12.850 16.516 26.978 4.332  4.491  -1.931 H21 A1AEB 47 
A1AEB H22 H22 H 0 1 N N N N N N 12.256 17.600 25.674 4.667  4.952  -0.244 H22 A1AEB 48 
A1AEB H23 H23 H 0 1 N N N N N N 12.421 18.220 27.352 5.675  3.725  -1.049 H23 A1AEB 49 
A1AEB H24 H24 H 0 1 N N N N N N 10.007 18.845 26.404 2.415  4.393  0.545  H24 A1AEB 50 
A1AEB H25 H25 H 0 1 N N N N N N 7.673  19.106 27.468 0.095  1.884  1.772  H25 A1AEB 51 
A1AEB H26 H26 H 0 1 N N N N N N 5.424  18.733 26.849 -0.559 4.009  2.441  H26 A1AEB 52 
A1AEB H27 H27 H 0 1 N N N N N N 5.883  17.064 26.366 1.175  4.412  2.421  H27 A1AEB 53 
A1AEB H28 H28 H 0 1 N N N N N N 5.978  17.559 28.090 0.205  4.580  0.938  H28 A1AEB 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 
A1AEB C13 C12 SING N N 1  
A1AEB C13 C14 SING N N 2  
A1AEB C4  C3  SING N N 3  
A1AEB C5  C3  DOUB Y N 4  
A1AEB C5  C1  SING Y N 5  
A1AEB N   C1  SING N N 6  
A1AEB N   C   SING N N 7  
A1AEB C12 N4  SING N N 8  
A1AEB C3  N2  SING Y N 9  
A1AEB C14 N4  SING N N 10 
A1AEB C1  N1  DOUB Y N 11 
A1AEB N4  C11 SING N N 12 
A1AEB N1  C2  SING Y N 13 
A1AEB N2  C2  DOUB Y N 14 
A1AEB C2  N3  SING N N 15 
A1AEB N3  C6  SING N N 16 
A1AEB C6  C18 DOUB Y N 17 
A1AEB C6  C7  SING Y N 18 
A1AEB C18 C17 SING Y N 19 
A1AEB C7  C8  DOUB Y N 20 
A1AEB C11 C10 SING N N 21 
A1AEB C17 C15 DOUB Y N 22 
A1AEB C8  C15 SING Y N 23 
A1AEB C8  O   SING N N 24 
A1AEB C9  O   SING N N 25 
A1AEB C9  C10 SING N N 26 
A1AEB O1  C10 SING N N 27 
A1AEB C15 O2  SING N N 28 
A1AEB O2  C16 SING N N 29 
A1AEB C14 H1  SING N N 30 
A1AEB C14 H2  SING N N 31 
A1AEB C13 H3  SING N N 32 
A1AEB C13 H4  SING N N 33 
A1AEB C12 H5  SING N N 34 
A1AEB C12 H6  SING N N 35 
A1AEB C11 H8  SING N N 36 
A1AEB C11 H9  SING N N 37 
A1AEB C10 H10 SING N N 38 
A1AEB O1  H11 SING N N 39 
A1AEB C9  H12 SING N N 40 
A1AEB C9  H13 SING N N 41 
A1AEB C7  H14 SING N N 42 
A1AEB C16 H15 SING N N 43 
A1AEB C16 H16 SING N N 44 
A1AEB C16 H17 SING N N 45 
A1AEB C17 H18 SING N N 46 
A1AEB C18 H19 SING N N 47 
A1AEB N3  H20 SING N N 48 
A1AEB C4  H21 SING N N 49 
A1AEB C4  H22 SING N N 50 
A1AEB C4  H23 SING N N 51 
A1AEB C5  H24 SING N N 52 
A1AEB N   H25 SING N N 53 
A1AEB C   H26 SING N N 54 
A1AEB C   H27 SING N N 55 
A1AEB C   H28 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 
A1AEB SMILES           ACDLabs              12.01 "OC(COc1cc(Nc2nc(C)cc(NC)n2)ccc1OC)CN1CCC1"                                                                                                                              
A1AEB InChI            InChI                1.06  "InChI=1S/C19H27N5O3/c1-13-9-18(20-2)23-19(21-13)22-14-5-6-16(26-3)17(10-14)27-12-15(25)11-24-7-4-8-24/h5-6,9-10,15,25H,4,7-8,11-12H2,1-3H3,(H2,20,21,22,23)/t15-/m1/s1" 
A1AEB InChIKey         InChI                1.06  KUENQALMXHZZBJ-OAHLLOKOSA-N                                                                                                                                              
A1AEB SMILES_CANONICAL CACTVS               3.385 "CNc1cc(C)nc(Nc2ccc(OC)c(OC[C@H](O)CN3CCC3)c2)n1"                                                                                                                        
A1AEB SMILES           CACTVS               3.385 "CNc1cc(C)nc(Nc2ccc(OC)c(OC[CH](O)CN3CCC3)c2)n1"                                                                                                                         
A1AEB SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1cc(nc(n1)Nc2ccc(c(c2)OC[C@@H](CN3CCC3)O)OC)NC"                                                                                                                       
A1AEB SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1cc(nc(n1)Nc2ccc(c(c2)OCC(CN3CCC3)O)OC)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 
A1AEB "SYSTEMATIC NAME" ACDLabs              12.01 "(2R)-1-(azetidin-1-yl)-3-(2-methoxy-5-{[4-methyl-6-(methylamino)pyrimidin-2-yl]amino}phenoxy)propan-2-ol"    
A1AEB "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{R})-1-(azetidin-1-yl)-3-[2-methoxy-5-[[4-methyl-6-(methylamino)pyrimidin-2-yl]amino]phenoxy]propan-2-ol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AEB "Create component" 2024-02-06 RCSB 
A1AEB "Initial release"  2024-12-11 RCSB 
# 
