data_A1A72
# 
_chem_comp.id                                    A1A72 
_chem_comp.name                                  "(1R,2R)-1-(4-chlorophenyl)-2-[(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]propane-1,3-diol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H15 Cl N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-18 
_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                        318.758 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A72 
_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        7HDC 
_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 
A1A72 N2  N1  N  0 1 Y N N N N N 14.841 -0.051 3.968  -2.290 0.313  1.572  N2  A1A72 1  
A1A72 C3  C1  C  0 1 Y N N N N N 15.031 1.118  3.298  -1.846 0.098  0.338  C3  A1A72 2  
A1A72 C6  C2  C  0 1 Y N N N N N 15.322 2.346  3.984  -2.364 -0.995 -0.375 C6  A1A72 3  
A1A72 C9  C3  C  0 1 N N R N N N 14.348 0.301  -0.448 1.020  2.429  0.005  C9  A1A72 4  
A1A72 C12 C4  C  0 1 Y N N N N N 10.700 0.003  -1.565 2.709  -0.807 -0.959 C12 A1A72 5  
A1A72 C14 C5  C  0 1 Y N N N N N 11.066 2.284  -0.815 3.550  -0.116 1.176  C14 A1A72 6  
A1A72 C1  C6  C  0 1 N N N N N N 15.688 -1.117 1.125  -1.306 3.265  0.370  C1  A1A72 7  
A1A72 C10 C7  C  0 1 Y N N N N N 12.904 0.679  -0.751 1.907  1.212  0.049  C10 A1A72 8  
A1A72 C11 C8  C  0 1 Y N N N N N 12.029 -0.288 -1.267 1.894  0.309  -0.998 C11 A1A72 9  
A1A72 C13 C9  C  0 1 Y N N N N N 10.244 1.290  -1.330 3.538  -1.020 0.129  C13 A1A72 10 
A1A72 C15 C10 C  0 1 Y N N N N N 12.397 1.960  -0.529 2.735  1.000  1.135  C15 A1A72 11 
A1A72 C2  C11 C  0 1 N N R N N N 14.527 -0.087 1.107  -0.371 2.065  0.530  C2  A1A72 12 
A1A72 C4  C12 C  0 1 Y N N N N N 14.936 -0.013 5.334  -3.196 -0.479 2.118  C4  A1A72 13 
A1A72 C5  C13 C  0 1 Y N N N N N 15.380 2.177  5.403  -3.326 -1.811 0.247  C5  A1A72 14 
A1A72 C7  C14 C  0 1 Y N N N N N 15.590 3.748  3.745  -2.149 -1.559 -1.706 C7  A1A72 15 
A1A72 C8  C15 C  0 1 Y N N N N N 15.791 4.362  4.984  -2.954 -2.629 -1.809 C8  A1A72 16 
A1A72 N1  N2  N  0 1 N N N N N N 14.931 1.086  1.886  -0.898 0.930  -0.230 N1  A1A72 17 
A1A72 N3  N3  N  0 1 Y N N N N N 15.196 1.048  6.098  -3.708 -1.513 1.488  N3  A1A72 18 
A1A72 N4  N4  N  0 1 Y N N N N N 15.668 3.417  5.972  -3.663 -2.790 -0.647 N4  A1A72 19 
A1A72 O1  O1  O  0 1 N N N N N N 15.445 -2.041 0.085  -1.306 3.691  -0.994 O1  A1A72 20 
A1A72 O2  O2  O  0 1 N N N N N N 15.214 1.402  -0.681 0.913  2.893  -1.343 O2  A1A72 21 
A1A72 CL1 CL1 CL 0 0 N N N N N N 8.583  1.640  -1.705 4.561  -2.421 0.179  CL1 A1A72 22 
A1A72 H2  H1  H  0 1 N N N N N N 14.638 -0.567 -1.059 1.449  3.215  0.627  H2  A1A72 23 
A1A72 H13 H2  H  0 1 N N N N N N 10.043 -0.754 -1.968 2.695  -1.514 -1.774 H13 A1A72 24 
A1A72 H14 H3  H  0 1 N N N N N N 10.688 3.280  -0.640 4.197  -0.282 2.025  H14 A1A72 25 
A1A72 H4  H4  H  0 1 N N N N N N 15.714 -1.638 2.093  -2.317 2.979  0.661  H4  A1A72 26 
A1A72 H5  H5  H  0 1 N N N N N N 16.648 -0.606 0.958  -0.963 4.082  1.005  H5  A1A72 27 
A1A72 H12 H6  H  0 1 N N N N N N 12.397 -1.289 -1.438 1.247  0.476  -1.846 H12 A1A72 28 
A1A72 H15 H7  H  0 1 N N N N N N 13.049 2.721  -0.126 2.745  1.706  1.953  H15 A1A72 29 
A1A72 H1  H8  H  0 1 N N N N N N 13.600 -0.538 1.490  -0.302 1.797  1.584  H1  A1A72 30 
A1A72 H7  H9  H  0 1 N N N N N N 14.783 -0.949 5.851  -3.529 -0.268 3.124  H7  A1A72 31 
A1A72 H8  H10 H  0 1 N N N N N N 15.628 4.233  2.781  -1.474 -1.186 -2.462 H8  A1A72 32 
A1A72 H9  H11 H  0 1 N N N N N N 16.008 5.409  5.139  -3.031 -3.267 -2.677 H9  A1A72 33 
A1A72 H6  H12 H  0 1 N N N N N N 15.839 1.334  1.547  -0.583 0.761  -1.132 H6  A1A72 34 
A1A72 H10 H13 H  0 1 N N N N N N 15.770 3.591  6.951  -4.308 -3.496 -0.482 H10 A1A72 35 
A1A72 H3  H14 H  0 1 N N N N N N 16.140 -2.689 0.067  -1.879 4.450  -1.170 H3  A1A72 36 
A1A72 H11 H15 H  0 1 N N N N N N 16.109 1.148  -0.487 0.538  2.244  -1.954 H11 A1A72 37 
# 
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 
A1A72 CL1 C13 SING N N 1  
A1A72 C12 C13 DOUB Y N 2  
A1A72 C12 C11 SING Y N 3  
A1A72 C13 C14 SING Y N 4  
A1A72 C11 C10 DOUB Y N 5  
A1A72 C14 C15 DOUB Y N 6  
A1A72 C10 C15 SING Y N 7  
A1A72 C10 C9  SING N N 8  
A1A72 O2  C9  SING N N 9  
A1A72 C9  C2  SING N N 10 
A1A72 O1  C1  SING N N 11 
A1A72 C2  C1  SING N N 12 
A1A72 C2  N1  SING N N 13 
A1A72 N1  C3  SING N N 14 
A1A72 C3  N2  DOUB Y N 15 
A1A72 C3  C6  SING Y N 16 
A1A72 C7  C6  SING Y N 17 
A1A72 C7  C8  DOUB Y N 18 
A1A72 N2  C4  SING Y N 19 
A1A72 C6  C5  DOUB Y N 20 
A1A72 C8  N4  SING Y N 21 
A1A72 C4  N3  DOUB Y N 22 
A1A72 C5  N4  SING Y N 23 
A1A72 C5  N3  SING Y N 24 
A1A72 C9  H2  SING N N 25 
A1A72 C12 H13 SING N N 26 
A1A72 C14 H14 SING N N 27 
A1A72 C1  H4  SING N N 28 
A1A72 C1  H5  SING N N 29 
A1A72 C11 H12 SING N N 30 
A1A72 C15 H15 SING N N 31 
A1A72 C2  H1  SING N N 32 
A1A72 C4  H7  SING N N 33 
A1A72 C7  H8  SING N N 34 
A1A72 C8  H9  SING N N 35 
A1A72 N1  H6  SING N N 36 
A1A72 N4  H10 SING N N 37 
A1A72 O1  H3  SING N N 38 
A1A72 O2  H11 SING N N 39 
# 
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 
A1A72 SMILES           ACDLabs              14.52   "Clc1ccc(cc1)C(O)C(CO)Nc1ncnc2[NH]ccc21"                                                                                                           
A1A72 InChI            InChI                1.06    "InChI=1S/C15H15ClN4O2/c16-10-3-1-9(2-4-10)13(22)12(7-21)20-15-11-5-6-17-14(11)18-8-19-15/h1-6,8,12-13,21-22H,7H2,(H2,17,18,19,20)/t12-,13-/m1/s1" 
A1A72 InChIKey         InChI                1.06    MPXKANAKQHESJS-CHWSQXEVSA-N                                                                                                                        
A1A72 SMILES_CANONICAL CACTVS               3.385   "OC[C@@H](Nc1ncnc2[nH]ccc12)[C@H](O)c3ccc(Cl)cc3"                                                                                                  
A1A72 SMILES           CACTVS               3.385   "OC[CH](Nc1ncnc2[nH]ccc12)[CH](O)c3ccc(Cl)cc3"                                                                                                     
A1A72 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1cc(ccc1[C@H]([C@@H](CO)Nc2c3cc[nH]c3ncn2)O)Cl"                                                                                                  
A1A72 SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1cc(ccc1C(C(CO)Nc2c3cc[nH]c3ncn2)O)Cl"                                                                                                           
# 
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 
A1A72 "SYSTEMATIC NAME" ACDLabs              14.52   "(1R,2R)-1-(4-chlorophenyl)-2-[(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]propane-1,3-diol"        
A1A72 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(1~{R},2~{R})-1-(4-chlorophenyl)-2-(7~{H}-pyrrolo[2,3-d]pyrimidin-4-ylamino)propane-1,3-diol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1A72 "Create component" 2024-09-18 RCSB 
A1A72 "Initial release"  2025-06-11 RCSB 
# 
