data_A1A9W
# 
_chem_comp.id                                    A1A9W 
_chem_comp.name                                  "(2S)-2-[(3R)-oxolan-3-yl]-2-[(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]ethan-1-ol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H16 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-24 
_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                        248.281 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A9W 
_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        7HEJ 
_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 
A1A9W N2  N1  N 0 1 Y N N N N N 15.020 -0.452 3.753  -1.129 -1.165 -1.121 N2  A1A9W 1  
A1A9W C3  C1  C 0 1 Y N N N N N 15.229 0.632  2.932  -1.043 -0.257 -0.154 C3  A1A9W 2  
A1A9W C6  C2  C 0 1 Y N N N N N 15.438 1.913  3.559  -2.215 0.399  0.250  C6  A1A9W 3  
A1A9W C9  C3  C 0 1 N N R N N N 13.413 -0.791 0.229  2.609  0.205  0.309  C9  A1A9W 4  
A1A9W C12 C4  C 0 1 N N N N N N 12.407 -0.248 1.274  2.538  1.543  -0.458 C12 A1A9W 5  
A1A9W C1  C5  C 0 1 N N N N N N 15.923 -1.099 -0.317 1.505  -1.993 0.750  C1  A1A9W 6  
A1A9W C10 C6  C 0 1 N N N N N N 12.909 -2.223 -0.069 3.899  -0.438 -0.269 C10 A1A9W 7  
A1A9W C11 C7  C 0 1 N N N N N N 11.704 -2.451 0.860  4.773  0.820  -0.507 C11 A1A9W 8  
A1A9W C2  C8  C 0 1 N N S N N N 14.891 -0.802 0.833  1.385  -0.663 0.004  C2  A1A9W 9  
A1A9W C4  C9  C 0 1 Y N N N N N 15.029 -0.301 5.124  -2.287 -1.446 -1.690 C4  A1A9W 10 
A1A9W C5  C10 C 0 1 Y N N N N N 15.424 1.914  5.009  -3.427 0.068  -0.385 C5  A1A9W 11 
A1A9W C7  C11 C 0 1 Y N N N N N 15.696 3.304  3.193  -2.541 1.424  1.240  C7  A1A9W 12 
A1A9W C8  C12 C 0 1 Y N N N N N 15.813 4.041  4.364  -3.863 1.643  1.153  C8  A1A9W 13 
A1A9W N1  N2  N 0 1 N N N N N N 15.208 0.471  1.525  0.172  0.034  0.440  N1  A1A9W 14 
A1A9W N3  N3  N 0 1 Y N N N N N 15.222 0.826  5.807  -3.411 -0.856 -1.344 N3  A1A9W 15 
A1A9W N4  N4  N 0 1 Y N N N N N 15.654 3.199  5.412  -4.404 0.838  0.184  N4  A1A9W 16 
A1A9W O1  O1  O 0 1 N N N N N N 17.072 -1.664 0.264  1.694  -1.742 2.144  O1  A1A9W 17 
A1A9W O2  O2  O 0 1 N N N N N N 11.565 -1.314 1.683  3.855  1.838  -0.937 O2  A1A9W 18 
A1A9W H2  H1  H 0 1 N N N N N N 13.388 -0.177 -0.683 2.703  0.377  1.381  H2  A1A9W 19 
A1A9W H16 H2  H 0 1 N N N N N N 12.952 0.149  2.143  1.850  1.451  -1.299 H16 A1A9W 20 
A1A9W H15 H3  H 0 1 N N N N N N 11.801 0.552  0.825  2.201  2.335  0.211  H15 A1A9W 21 
A1A9W H5  H4  H 0 1 N N N N N N 16.187 -0.164 -0.832 0.595  -2.574 0.605  H5  A1A9W 22 
A1A9W H4  H5  H 0 1 N N N N N N 15.485 -1.804 -1.039 2.358  -2.551 0.363  H4  A1A9W 23 
A1A9W H11 H6  H 0 1 N N N N N N 12.601 -2.309 -1.122 4.363  -1.107 0.456  H11 A1A9W 24 
A1A9W H12 H7  H 0 1 N N N N N N 13.699 -2.958 0.143  3.695  -0.957 -1.205 H12 A1A9W 25 
A1A9W H14 H8  H 0 1 N N N N N N 10.792 -2.591 0.261  5.264  1.120  0.419  H14 A1A9W 26 
A1A9W H13 H9  H 0 1 N N N N N N 11.875 -3.342 1.481  5.513  0.625  -1.283 H13 A1A9W 27 
A1A9W H1  H10 H 0 1 N N N N N N 14.948 -1.627 1.558  1.331  -0.851 -1.068 H1  A1A9W 28 
A1A9W H7  H11 H 0 1 N N N N N N 14.861 -1.194 5.707  -2.313 -2.191 -2.472 H7  A1A9W 29 
A1A9W H8  H12 H 0 1 N N N N N N 15.781 3.691  2.188  -1.850 1.911  1.913  H8  A1A9W 30 
A1A9W H9  H13 H 0 1 N N N N N N 15.999 5.103  4.428  -4.417 2.348  1.755  H9  A1A9W 31 
A1A9W H6  H14 H 0 1 N N N N N N 16.122 0.728  1.211  0.221  0.698  1.145  H6  A1A9W 32 
A1A9W H10 H15 H 0 1 N N N N N N 15.700 3.484  6.369  -5.342 0.817  -0.062 H10 A1A9W 33 
A1A9W H3  H16 H 0 1 N N N N N N 17.710 -1.852 -0.414 1.778  -2.543 2.680  H3  A1A9W 34 
# 
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 
A1A9W C1  O1  SING N N 1  
A1A9W C1  C2  SING N N 2  
A1A9W C10 C9  SING N N 3  
A1A9W C10 C11 SING N N 4  
A1A9W C9  C2  SING N N 5  
A1A9W C9  C12 SING N N 6  
A1A9W C2  N1  SING N N 7  
A1A9W C11 O2  SING N N 8  
A1A9W C12 O2  SING N N 9  
A1A9W N1  C3  SING N N 10 
A1A9W C3  C6  DOUB Y N 11 
A1A9W C3  N2  SING Y N 12 
A1A9W C7  C6  SING Y N 13 
A1A9W C7  C8  DOUB Y N 14 
A1A9W C6  C5  SING Y N 15 
A1A9W N2  C4  DOUB Y N 16 
A1A9W C8  N4  SING Y N 17 
A1A9W C5  N4  SING Y N 18 
A1A9W C5  N3  DOUB Y N 19 
A1A9W C4  N3  SING Y N 20 
A1A9W C9  H2  SING N N 21 
A1A9W C12 H16 SING N N 22 
A1A9W C12 H15 SING N N 23 
A1A9W C1  H5  SING N N 24 
A1A9W C1  H4  SING N N 25 
A1A9W C10 H11 SING N N 26 
A1A9W C10 H12 SING N N 27 
A1A9W C11 H14 SING N N 28 
A1A9W C11 H13 SING N N 29 
A1A9W C2  H1  SING N N 30 
A1A9W C4  H7  SING N N 31 
A1A9W C7  H8  SING N N 32 
A1A9W C8  H9  SING N N 33 
A1A9W N1  H6  SING N N 34 
A1A9W N4  H10 SING N N 35 
A1A9W O1  H3  SING N N 36 
# 
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 
A1A9W SMILES           ACDLabs              14.52   "OCC(Nc1ncnc2[NH]ccc12)C1CCOC1"                                                                                                   
A1A9W InChI            InChI                1.06    "InChI=1S/C12H16N4O2/c17-5-10(8-2-4-18-6-8)16-12-9-1-3-13-11(9)14-7-15-12/h1,3,7-8,10,17H,2,4-6H2,(H2,13,14,15,16)/t8-,10+/m0/s1" 
A1A9W InChIKey         InChI                1.06    YNRBKYBYOYEORY-WCBMZHEXSA-N                                                                                                       
A1A9W SMILES_CANONICAL CACTVS               3.385   "OC[C@@H](Nc1ncnc2[nH]ccc12)[C@H]3CCOC3"                                                                                          
A1A9W SMILES           CACTVS               3.385   "OC[CH](Nc1ncnc2[nH]ccc12)[CH]3CCOC3"                                                                                             
A1A9W SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1c[nH]c2c1c(ncn2)N[C@H](CO)[C@H]3CCOC3"                                                                                         
A1A9W SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1c[nH]c2c1c(ncn2)NC(CO)C3CCOC3"                                                                                                 
# 
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 
A1A9W "SYSTEMATIC NAME" ACDLabs              14.52   "(2S)-2-[(3R)-oxolan-3-yl]-2-[(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]ethan-1-ol"     
A1A9W "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(2~{S})-2-[(3~{R})-oxolan-3-yl]-2-(7~{H}-pyrrolo[2,3-d]pyrimidin-4-ylamino)ethanol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1A9W "Create component" 2024-09-24 RCSB 
A1A9W "Initial release"  2025-06-11 RCSB 
# 
