data_A1A73
# 
_chem_comp.id                                    A1A73 
_chem_comp.name                                  "(1R,2S)-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                     A1A73 
_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 
A1A73 O1  O1  O  0 1 N N N N N N 15.945 -2.303 -0.067 -1.256 3.640  1.275  O1  A1A73 1  
A1A73 C1  C1  C  0 1 N N N N N N 15.956 -1.453 1.067  -1.140 3.270  -0.101 C1  A1A73 2  
A1A73 C2  C2  C  0 1 N N S N N N 14.863 -0.304 0.915  -0.281 2.009  -0.219 C2  A1A73 3  
A1A73 C3  C3  C  0 1 Y N N N N N 15.229 0.997  3.171  -1.906 0.153  -0.252 C3  A1A73 4  
A1A73 C4  C4  C  0 1 Y N N N N N 14.979 -0.091 5.313  -3.102 -0.266 -2.180 C4  A1A73 5  
A1A73 C5  C5  C  0 1 Y N N N N N 15.347 2.126  5.322  -3.516 -1.645 -0.386 C5  A1A73 6  
A1A73 C6  C6  C  0 1 Y N N N N N 15.416 2.245  3.877  -2.569 -0.921 0.361  C6  A1A73 7  
A1A73 C7  C7  C  0 1 Y N N N N N 15.663 3.664  3.623  -2.532 -1.541 1.684  C7  A1A73 8  
A1A73 C8  C8  C  0 1 Y N N N N N 15.727 4.314  4.861  -3.415 -2.553 1.663  C8  A1A73 9  
A1A73 C10 C9  C  0 1 Y N N N N N 12.265 -0.097 0.421  1.945  1.034  0.272  C10 A1A73 10 
A1A73 C11 C10 C  0 1 Y N N N N N 11.764 -0.685 -0.774 2.697  0.889  -0.879 C11 A1A73 11 
A1A73 C12 C11 C  0 1 Y N N N N N 10.787 -0.038 -1.567 3.502  -0.222 -1.043 C12 A1A73 12 
A1A73 C13 C12 C  0 1 Y N N N N N 10.311 1.215  -1.152 3.555  -1.190 -0.056 C13 A1A73 13 
A1A73 C14 C13 C  0 1 Y N N N N N 10.772 1.842  0.014  2.803  -1.044 1.096  C14 A1A73 14 
A1A73 C15 C14 C  0 1 Y N N N N N 11.752 1.172  0.796  1.998  0.068  1.259  C15 A1A73 15 
A1A73 C9  C15 C  0 1 N N R N N N 13.356 -0.840 1.287  1.072  2.249  0.453  C9  A1A73 16 
A1A73 N1  N1  N  0 1 N N N N N N 15.268 0.902  1.728  -0.962 0.891  0.439  N1  A1A73 17 
A1A73 N2  N2  N  0 1 Y N N N N N 15.023 -0.137 3.921  -2.205 0.440  -1.515 N2  A1A73 18 
A1A73 N3  N3  N  0 1 Y N N N N N 15.134 0.999  6.084  -3.747 -1.280 -1.646 N3  A1A73 19 
A1A73 N4  N4  N  0 1 Y N N N N N 15.539 3.375  5.819  -4.010 -2.625 0.430  N4  A1A73 20 
A1A73 O2  O2  O  0 1 N N N N N N 13.280 -2.240 1.088  1.705  3.384  -0.143 O2  A1A73 21 
A1A73 CL1 CL1 CL 0 0 N N N N N N 9.052  2.046  -2.173 4.566  -2.586 -0.262 CL1 A1A73 22 
A1A73 H3  H1  H  0 1 N N N N N N 16.601 -2.982 0.039  -1.788 4.433  1.425  H3  A1A73 23 
A1A73 H4  H2  H  0 1 N N N N N N 15.734 -2.047 1.966  -2.132 3.074  -0.509 H4  A1A73 24 
A1A73 H5  H3  H  0 1 N N N N N N 16.951 -0.995 1.166  -0.672 4.082  -0.657 H5  A1A73 25 
A1A73 H1  H4  H  0 1 N N N N N N 14.842 -0.012 -0.145 -0.128 1.772  -1.272 H1  A1A73 26 
A1A73 H7  H5  H  0 1 N N N N N N 14.802 -1.026 5.824  -3.315 0.002  -3.205 H7  A1A73 27 
A1A73 H8  H6  H  0 1 N N N N N N 15.776 4.127  2.654  -1.914 -1.243 2.518  H8  A1A73 28 
A1A73 H9  H7  H  0 1 N N N N N N 15.895 5.369  5.022  -3.625 -3.212 2.493  H9  A1A73 29 
A1A73 H12 H8  H  0 1 N N N N N N 12.139 -1.649 -1.083 2.655  1.644  -1.650 H12 A1A73 30 
A1A73 H13 H9  H  0 1 N N N N N N 10.416 -0.498 -2.471 4.089  -0.336 -1.943 H13 A1A73 31 
A1A73 H14 H10 H  0 1 N N N N N N 10.393 2.809  0.310  2.843  -1.799 1.867  H14 A1A73 32 
A1A73 H15 H11 H  0 1 N N N N N N 12.115 1.641  1.699  1.414  0.184  2.160  H15 A1A73 33 
A1A73 H2  H12 H  0 1 N N N N N N 13.174 -0.597 2.344  0.922  2.433  1.516  H2  A1A73 34 
A1A73 H6  H13 H  0 1 N N N N N N 16.219 1.082  1.477  -0.751 0.669  1.359  H6  A1A73 35 
A1A73 H10 H14 H  0 1 N N N N N N 15.541 3.582  6.797  -4.683 -3.275 0.174  H10 A1A73 36 
A1A73 H11 H15 H  0 1 N N N N N N 13.942 -2.672 1.615  1.787  3.328  -1.105 H11 A1A73 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 
A1A73 CL1 C13 SING N N 1  
A1A73 C12 C13 DOUB Y N 2  
A1A73 C12 C11 SING Y N 3  
A1A73 C13 C14 SING Y N 4  
A1A73 C11 C10 DOUB Y N 5  
A1A73 O1  C1  SING N N 6  
A1A73 C14 C15 DOUB Y N 7  
A1A73 C10 C15 SING Y N 8  
A1A73 C10 C9  SING N N 9  
A1A73 C2  C1  SING N N 10 
A1A73 C2  C9  SING N N 11 
A1A73 C2  N1  SING N N 12 
A1A73 O2  C9  SING N N 13 
A1A73 N1  C3  SING N N 14 
A1A73 C3  C6  DOUB Y N 15 
A1A73 C3  N2  SING Y N 16 
A1A73 C7  C6  SING Y N 17 
A1A73 C7  C8  DOUB Y N 18 
A1A73 C6  C5  SING Y N 19 
A1A73 N2  C4  DOUB Y N 20 
A1A73 C8  N4  SING Y N 21 
A1A73 C4  N3  SING Y N 22 
A1A73 C5  N4  SING Y N 23 
A1A73 C5  N3  DOUB Y N 24 
A1A73 O1  H3  SING N N 25 
A1A73 C1  H4  SING N N 26 
A1A73 C1  H5  SING N N 27 
A1A73 C2  H1  SING N N 28 
A1A73 C4  H7  SING N N 29 
A1A73 C7  H8  SING N N 30 
A1A73 C8  H9  SING N N 31 
A1A73 C11 H12 SING N N 32 
A1A73 C12 H13 SING N N 33 
A1A73 C14 H14 SING N N 34 
A1A73 C15 H15 SING N N 35 
A1A73 C9  H2  SING N N 36 
A1A73 N1  H6  SING N N 37 
A1A73 N4  H10 SING N N 38 
A1A73 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 
A1A73 SMILES           ACDLabs              14.52   "Clc1ccc(cc1)C(O)C(CO)Nc1ncnc2[NH]ccc21"                                                                                                           
A1A73 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+/m0/s1" 
A1A73 InChIKey         InChI                1.06    MPXKANAKQHESJS-QWHCGFSZSA-N                                                                                                                        
A1A73 SMILES_CANONICAL CACTVS               3.385   "OC[C@H](Nc1ncnc2[nH]ccc12)[C@H](O)c3ccc(Cl)cc3"                                                                                                   
A1A73 SMILES           CACTVS               3.385   "OC[CH](Nc1ncnc2[nH]ccc12)[CH](O)c3ccc(Cl)cc3"                                                                                                     
A1A73 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1cc(ccc1[C@H]([C@H](CO)Nc2c3cc[nH]c3ncn2)O)Cl"                                                                                                   
A1A73 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 
A1A73 "SYSTEMATIC NAME" ACDLabs              14.52   "(1R,2S)-1-(4-chlorophenyl)-2-[(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]propane-1,3-diol"        
A1A73 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(1~{R},2~{S})-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 
A1A73 "Create component" 2024-09-18 RCSB 
A1A73 "Initial release"  2025-06-11 RCSB 
# 
