data_A1A64
# 
_chem_comp.id                                    A1A64 
_chem_comp.name                                  "(2R)-3-(benzyloxy)-2-[(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]propan-1-ol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H18 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-16 
_chem_comp.pdbx_modified_date                    2025-06-06 
_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                        298.340 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A64 
_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        7HD5 
_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 
A1A64 O1  O1  O 0 1 N N N N N N 15.442 0.904  -0.951 -0.911 -1.480 -1.520 O1  A1A64 1  
A1A64 C1  C1  C 0 1 N N N N N N 15.035 -0.387 -0.552 0.083  -2.344 -0.963 C1  A1A64 2  
A1A64 C2  C2  C 0 1 N N R N N N 14.490 -0.291 0.936  0.435  -1.873 0.449  C2  A1A64 3  
A1A64 C3  C3  C 0 1 N N N N N N 12.965 0.243  0.884  -0.840 -1.788 1.291  C3  A1A64 4  
A1A64 C4  C4  C 0 1 N N N N N N 11.680 2.146  -0.009 -3.025 -0.802 1.337  C4  A1A64 5  
A1A64 C5  C5  C 0 1 Y N N N N N 10.561 1.675  -1.023 -3.948 0.096  0.555  C5  A1A64 6  
A1A64 C6  C6  C 0 1 Y N N N N N 9.602  2.583  -1.540 -4.813 -0.445 -0.377 C6  A1A64 7  
A1A64 C7  C7  C 0 1 Y N N N N N 8.602  2.161  -2.449 -5.659 0.379  -1.095 C7  A1A64 8  
A1A64 C8  C8  C 0 1 Y N N N N N 8.537  0.815  -2.861 -5.640 1.745  -0.881 C8  A1A64 9  
A1A64 C10 C9  C 0 1 Y N N N N N 10.477 0.327  -1.454 -3.933 1.461  0.774  C10 A1A64 10 
A1A64 C11 C10 C 0 1 Y N N N N N 15.253 0.835  3.174  2.423  -0.444 0.149  C11 A1A64 11 
A1A64 C12 C11 C 0 1 Y N N N N N 14.934 -0.095 5.369  4.471  -1.430 -0.245 C12 A1A64 12 
A1A64 C13 C12 C 0 1 Y N N N N N 15.348 2.122  5.260  4.429  0.869  -0.163 C13 A1A64 13 
A1A64 C14 C13 C 0 1 Y N N N N N 15.449 2.127  3.811  3.044  0.813  0.081  C14 A1A64 14 
A1A64 C15 C14 C 0 1 Y N N N N N 15.731 3.525  3.460  2.595  2.198  0.205  C15 A1A64 15 
A1A64 C16 C15 C 0 1 Y N N N N N 15.784 4.264  4.640  3.678  2.974  0.039  C16 A1A64 16 
A1A64 C9  C16 C 0 1 Y N N N N N 9.479  -0.102 -2.360 -4.775 2.286  0.052  C9  A1A64 17 
A1A64 N1  N1  N 0 1 N N N N N N 15.325 0.646  1.754  1.064  -0.551 0.381  N1  A1A64 18 
A1A64 N2  N2  N 0 1 Y N N N N N 15.001 -0.249 3.993  3.174  -1.528 -0.019 N2  A1A64 19 
A1A64 N3  N3  N 0 1 Y N N N N N 15.092 1.044  6.081  5.095  -0.274 -0.318 N3  A1A64 20 
A1A64 N4  N4  N 0 1 Y N N N N N 15.556 3.407  5.678  4.781  2.191  -0.182 N4  A1A64 21 
A1A64 O2  O2  O 0 1 N N N N N N 12.851 1.317  -0.069 -1.791 -0.950 0.631  O2  A1A64 22 
A1A64 H2  H1  H 0 1 N N N N N N 15.773 0.871  -1.841 -1.182 -1.720 -2.416 H2  A1A64 23 
A1A64 H4  H2  H 0 1 N N N N N N 14.239 -0.750 -1.219 -0.303 -3.362 -0.921 H4  A1A64 24 
A1A64 H3  H3  H 0 1 N N N N N N 15.890 -1.077 -0.593 0.976  -2.319 -1.587 H3  A1A64 25 
A1A64 H1  H4  H 0 1 N N N N N N 14.496 -1.295 1.385  1.125  -2.581 0.907  H1  A1A64 26 
A1A64 H5  H5  H 0 1 N N N N N N 12.672 0.607  1.880  -1.260 -2.786 1.416  H5  A1A64 27 
A1A64 H6  H6  H 0 1 N N N N N N 12.301 -0.581 0.585  -0.603 -1.368 2.269  H6  A1A64 28 
A1A64 H7  H7  H 0 1 N N N N N N 11.965 3.180  -0.252 -2.833 -0.363 2.316  H7  A1A64 29 
A1A64 H8  H8  H 0 1 N N N N N N 11.271 2.109  1.012  -3.490 -1.780 1.464  H8  A1A64 30 
A1A64 H9  H9  H 0 1 N N N N N N 9.635  3.618  -1.234 -4.828 -1.512 -0.545 H9  A1A64 31 
A1A64 H10 H10 H 0 1 N N N N N N 7.885  2.874  -2.829 -6.335 -0.044 -1.824 H10 A1A64 32 
A1A64 H11 H11 H 0 1 N N N N N N 7.773  0.491  -3.553 -6.301 2.388  -1.442 H11 A1A64 33 
A1A64 H13 H12 H 0 1 N N N N N N 11.193 -0.390 -1.081 -3.260 1.883  1.505  H13 A1A64 34 
A1A64 H15 H13 H 0 1 N N N N N N 14.732 -0.990 5.939  5.044  -2.336 -0.376 H15 A1A64 35 
A1A64 H16 H14 H 0 1 N N N N N N 15.873 3.912  2.462  1.586  2.533  0.394  H16 A1A64 36 
A1A64 H17 H15 H 0 1 N N N N N N 15.972 5.325  4.719  3.680  4.054  0.073  H17 A1A64 37 
A1A64 H12 H16 H 0 1 N N N N N N 9.440  -1.136 -2.668 -4.760 3.353  0.219  H12 A1A64 38 
A1A64 H14 H17 H 0 1 N N N N N N 16.271 0.374  1.576  0.527  0.248  0.498  H14 A1A64 39 
A1A64 H18 H18 H 0 1 N N N N N N 15.543 3.688  6.638  5.680  2.524  -0.330 H18 A1A64 40 
# 
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 
A1A64 C8  C7  DOUB Y N 1  
A1A64 C8  C9  SING Y N 2  
A1A64 C7  C6  SING Y N 3  
A1A64 C9  C10 DOUB Y N 4  
A1A64 C6  C5  DOUB Y N 5  
A1A64 C10 C5  SING Y N 6  
A1A64 C5  C4  SING N N 7  
A1A64 O1  C1  SING N N 8  
A1A64 C1  C2  SING N N 9  
A1A64 O2  C4  SING N N 10 
A1A64 O2  C3  SING N N 11 
A1A64 C3  C2  SING N N 12 
A1A64 C2  N1  SING N N 13 
A1A64 N1  C11 SING N N 14 
A1A64 C11 C14 DOUB Y N 15 
A1A64 C11 N2  SING Y N 16 
A1A64 C15 C14 SING Y N 17 
A1A64 C15 C16 DOUB Y N 18 
A1A64 C14 C13 SING Y N 19 
A1A64 N2  C12 DOUB Y N 20 
A1A64 C16 N4  SING Y N 21 
A1A64 C13 N4  SING Y N 22 
A1A64 C13 N3  DOUB Y N 23 
A1A64 C12 N3  SING Y N 24 
A1A64 O1  H2  SING N N 25 
A1A64 C1  H4  SING N N 26 
A1A64 C1  H3  SING N N 27 
A1A64 C2  H1  SING N N 28 
A1A64 C3  H5  SING N N 29 
A1A64 C3  H6  SING N N 30 
A1A64 C4  H7  SING N N 31 
A1A64 C4  H8  SING N N 32 
A1A64 C6  H9  SING N N 33 
A1A64 C7  H10 SING N N 34 
A1A64 C8  H11 SING N N 35 
A1A64 C10 H13 SING N N 36 
A1A64 C12 H15 SING N N 37 
A1A64 C15 H16 SING N N 38 
A1A64 C16 H17 SING N N 39 
A1A64 C9  H12 SING N N 40 
A1A64 N1  H14 SING N N 41 
A1A64 N4  H18 SING N N 42 
# 
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 
A1A64 SMILES           ACDLabs              14.52   "OCC(COCc1ccccc1)Nc1ncnc2[NH]ccc21"                                                                                                        
A1A64 InChI            InChI                1.06    "InChI=1S/C16H18N4O2/c21-8-13(10-22-9-12-4-2-1-3-5-12)20-16-14-6-7-17-15(14)18-11-19-16/h1-7,11,13,21H,8-10H2,(H2,17,18,19,20)/t13-/m1/s1" 
A1A64 InChIKey         InChI                1.06    WUFXBETUVASVOF-CYBMUJFWSA-N                                                                                                                
A1A64 SMILES_CANONICAL CACTVS               3.385   "OC[C@H](COCc1ccccc1)Nc2ncnc3[nH]ccc23"                                                                                                    
A1A64 SMILES           CACTVS               3.385   "OC[CH](COCc1ccccc1)Nc2ncnc3[nH]ccc23"                                                                                                     
A1A64 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1ccc(cc1)COC[C@@H](CO)Nc2c3cc[nH]c3ncn2"                                                                                                 
A1A64 SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1ccc(cc1)COCC(CO)Nc2c3cc[nH]c3ncn2"                                                                                                      
# 
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 
A1A64 "SYSTEMATIC NAME" ACDLabs              14.52   "(2R)-3-(benzyloxy)-2-[(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]propan-1-ol"       
A1A64 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(2~{R})-3-phenylmethoxy-2-(7~{H}-pyrrolo[2,3-d]pyrimidin-4-ylamino)propan-1-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 
A1A64 "Create component" 2024-09-16 RCSB 
A1A64 "Initial release"  2025-06-11 RCSB 
# 
