data_A1A8L
# 
_chem_comp.id                                    A1A8L 
_chem_comp.name                                  "(2R)-2-[(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]butane-1,4-diol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H14 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-20 
_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                        222.244 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A8L 
_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        7HDN 
_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 
A1A8L N2  N1  N 0 1 Y N N N N N 14.388 -0.361 4.234  -0.691 -1.291 1.041  N2  A1A8L 1  
A1A8L C3  C1  C 0 1 N N R N N N 13.522 -0.837 1.580  1.903  -0.712 0.156  C3  A1A8L 2  
A1A8L C6  C2  C 0 1 Y N N N N N 14.734 -0.157 5.518  -1.889 -1.610 1.494  C6  A1A8L 3  
A1A8L C9  C3  C 0 1 Y N N N N N 15.382 3.227  3.215  -1.911 1.533  -1.153 C9  A1A8L 4  
A1A8L C1  C4  C 0 1 N N N N N N 15.700 -2.252 1.578  3.036  1.355  0.984  C1  A1A8L 5  
A1A8L C10 C5  C 0 1 Y N N N N N 15.851 4.001  4.276  -3.235 1.759  -1.141 C10 A1A8L 6  
A1A8L C2  C6  C 0 1 N N N N N N 14.518 -1.676 0.669  3.149  0.166  0.028  C2  A1A8L 7  
A1A8L C4  C7  C 0 1 N N N N N N 12.145 -0.576 0.849  2.070  -1.965 -0.706 C4  A1A8L 8  
A1A8L C5  C8  C 0 1 Y N N N N N 14.531 0.672  3.350  -0.529 -0.294 0.175  C5  A1A8L 9  
A1A8L C7  C9  C 0 1 Y N N N N N 15.350 1.972  5.129  -2.921 0.037  0.264  C7  A1A8L 10 
A1A8L C8  C10 C 0 1 Y N N N N N 15.053 1.918  3.745  -1.665 0.413  -0.246 C8  A1A8L 11 
A1A8L N1  N2  N 0 1 N N N N N N 14.155 0.418  1.997  0.729  0.038  -0.297 N1  A1A8L 12 
A1A8L N3  N3  N 0 1 Y N N N N N 15.206 0.986  6.047  -2.981 -0.976 1.127  N3  A1A8L 13 
A1A8L N4  N4  N 0 1 Y N N N N N 15.815 3.253  5.432  -3.850 0.870  -0.297 N4  A1A8L 14 
A1A8L O1  O1  O 0 1 N N N N N N 15.176 -2.999 2.726  4.200  2.175  0.864  O1  A1A8L 15 
A1A8L O2  O2  O 0 1 N N N N N N 11.295 0.087  1.789  2.362  -1.582 -2.052 O2  A1A8L 16 
A1A8L H1  H1  H 0 1 N N N N N N 13.310 -1.441 2.474  1.768  -1.003 1.197  H1  A1A8L 17 
A1A8L H11 H2  H 0 1 N N N N N N 14.622 -0.994 6.191  -1.976 -2.427 2.195  H11 A1A8L 18 
A1A8L H12 H3  H 0 1 N N N N N N 15.282 3.544  2.187  -1.171 2.074  -1.723 H12 A1A8L 19 
A1A8L H4  H4  H 0 1 N N N N N N 16.325 -2.922 0.970  2.152  1.941  0.732  H4  A1A8L 20 
A1A8L H3  H5  H 0 1 N N N N N N 16.311 -1.414 1.945  2.951  0.991  2.008  H3  A1A8L 21 
A1A8L H13 H6  H 0 1 N N N N N N 16.189 5.024  4.203  -3.739 2.526  -1.710 H13 A1A8L 22 
A1A8L H5  H7  H 0 1 N N N N N N 14.938 -1.026 -0.113 4.033  -0.420 0.280  H5  A1A8L 23 
A1A8L H6  H8  H 0 1 N N N N N N 13.975 -2.509 0.200  3.234  0.530  -0.996 H6  A1A8L 24 
A1A8L H8  H9  H 0 1 N N N N N N 12.300 0.060  -0.035 2.889  -2.568 -0.315 H8  A1A8L 25 
A1A8L H7  H10 H 0 1 N N N N N N 11.694 -1.530 0.539  1.149  -2.546 -0.686 H7  A1A8L 26 
A1A8L H10 H11 H 0 1 N N N N N N 14.992 0.501  1.456  0.833  0.768  -0.928 H10 A1A8L 27 
A1A8L H14 H12 H 0 1 N N N N N N 16.079 3.575  6.341  -4.804 0.837  -0.123 H14 A1A8L 28 
A1A8L H2  H13 H 0 1 N N N N N N 15.899 -3.329 3.247  4.197  2.950  1.443  H2  A1A8L 29 
A1A8L H9  H14 H 0 1 N N N N N N 10.453 0.263  1.386  2.481  -2.327 -2.656 H9  A1A8L 30 
# 
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 
A1A8L C2  C1  SING N N 1  
A1A8L C2  C3  SING N N 2  
A1A8L C4  C3  SING N N 3  
A1A8L C4  O2  SING N N 4  
A1A8L C1  O1  SING N N 5  
A1A8L C3  N1  SING N N 6  
A1A8L N1  C5  SING N N 7  
A1A8L C9  C8  SING Y N 8  
A1A8L C9  C10 DOUB Y N 9  
A1A8L C5  C8  DOUB Y N 10 
A1A8L C5  N2  SING Y N 11 
A1A8L C8  C7  SING Y N 12 
A1A8L N2  C6  DOUB Y N 13 
A1A8L C10 N4  SING Y N 14 
A1A8L C7  N4  SING Y N 15 
A1A8L C7  N3  DOUB Y N 16 
A1A8L C6  N3  SING Y N 17 
A1A8L C3  H1  SING N N 18 
A1A8L C6  H11 SING N N 19 
A1A8L C9  H12 SING N N 20 
A1A8L C1  H4  SING N N 21 
A1A8L C1  H3  SING N N 22 
A1A8L C10 H13 SING N N 23 
A1A8L C2  H5  SING N N 24 
A1A8L C2  H6  SING N N 25 
A1A8L C4  H8  SING N N 26 
A1A8L C4  H7  SING N N 27 
A1A8L N1  H10 SING N N 28 
A1A8L N4  H14 SING N N 29 
A1A8L O1  H2  SING N N 30 
A1A8L O2  H9  SING N N 31 
# 
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 
A1A8L SMILES           ACDLabs              14.52   "OCCC(CO)Nc1ncnc2[NH]ccc21"                                                                                           
A1A8L InChI            InChI                1.06    "InChI=1S/C10H14N4O2/c15-4-2-7(5-16)14-10-8-1-3-11-9(8)12-6-13-10/h1,3,6-7,15-16H,2,4-5H2,(H2,11,12,13,14)/t7-/m1/s1" 
A1A8L InChIKey         InChI                1.06    CWUZBFNAQPKKDR-SSDOTTSWSA-N                                                                                           
A1A8L SMILES_CANONICAL CACTVS               3.385   "OCC[C@H](CO)Nc1ncnc2[nH]ccc12"                                                                                       
A1A8L SMILES           CACTVS               3.385   "OCC[CH](CO)Nc1ncnc2[nH]ccc12"                                                                                        
A1A8L SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1c[nH]c2c1c(ncn2)N[C@H](CCO)CO"                                                                                     
A1A8L SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1c[nH]c2c1c(ncn2)NC(CCO)CO"                                                                                         
# 
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 
A1A8L "SYSTEMATIC NAME" ACDLabs              14.52   "(2R)-2-[(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]butane-1,4-diol"     
A1A8L "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(2~{R})-2-(7~{H}-pyrrolo[2,3-d]pyrimidin-4-ylamino)butane-1,4-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 
A1A8L "Create component" 2024-09-20 RCSB 
A1A8L "Initial release"  2025-06-11 RCSB 
# 
