data_A1AKU
# 
_chem_comp.id                                    A1AKU 
_chem_comp.name                                  "(4S)-4-hydroxy-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-D-proline" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H12 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-04 
_chem_comp.pdbx_modified_date                    2024-05-10 
_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                        248.238 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AKU 
_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        7GZN 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
A1AKU N1  N1  N 0 1 Y N N N N N -0.017 14.293 -0.242 -0.091 1.690  -0.446 N1  A1AKU 1  
A1AKU N3  N2  N 0 1 Y N N N N N -3.404 15.727 1.511  -3.674 -0.033 0.348  N3  A1AKU 2  
A1AKU C4  C1  C 0 1 N N N N N N -2.329 13.762 -3.139 2.073  1.035  0.902  C4  A1AKU 3  
A1AKU C5  C2  C 0 1 Y N N N N N -1.158 14.455 -0.948 -0.186 0.634  0.355  C5  A1AKU 4  
A1AKU C6  C3  C 0 1 Y N N N N N -0.056 14.636 1.056  -1.163 2.215  -1.012 C6  A1AKU 5  
A1AKU C7  C4  C 0 1 Y N N N N N -2.208 15.240 1.051  -2.571 0.678  -0.036 C7  A1AKU 6  
A1AKU C8  C5  C 0 1 Y N N N N N -4.267 15.819 0.442  -3.307 -1.052 1.188  C8  A1AKU 7  
A1AKU C10 C6  C 0 1 Y N N N N N -2.337 14.974 -0.321 -1.458 0.087  0.587  C10 A1AKU 8  
A1AKU O   O1  O 0 1 N N N N N N 0.164  11.347 -2.179 0.231  -0.505 -1.709 O   A1AKU 9  
A1AKU C   C7  C 0 1 N N N N N N 0.776  12.388 -2.378 0.452  -1.400 -0.927 C   A1AKU 10 
A1AKU O1  O2  O 0 1 N N N N N N 2.002  12.528 -2.159 -0.095 -2.610 -1.121 O1  A1AKU 11 
A1AKU C1  C8  C 0 1 N N R N N N 0.105  13.614 -2.971 1.341  -1.157 0.265  C1  A1AKU 12 
A1AKU N   N3  N 0 1 N N N N N N -1.140 14.005 -2.295 0.939  0.087  0.945  N   A1AKU 13 
A1AKU C3  C9  C 0 1 N N R N N N -1.799 12.868 -4.249 3.329  0.142  0.741  C3  A1AKU 14 
A1AKU O2  O3  O 0 1 N N N N N N -1.817 11.477 -3.891 4.397  0.866  0.128  O2  A1AKU 15 
A1AKU C2  C10 C 0 1 N N N N N N -0.357 13.337 -4.413 2.802  -0.974 -0.198 C2  A1AKU 16 
A1AKU C9  C11 C 0 1 Y N N N N N -3.664 15.376 -0.692 -1.976 -1.032 1.372  C9  A1AKU 17 
A1AKU N2  N4  N 0 1 Y N N N N N -1.080 15.111 1.772  -2.373 1.735  -0.823 N2  A1AKU 18 
A1AKU H2  H1  H 0 1 N N N N N N -3.613 15.973 2.458  -4.583 0.155  0.066  H2  A1AKU 19 
A1AKU H7  H2  H 0 1 N N N N N N -2.721 14.705 -3.547 1.974  1.707  0.049  H7  A1AKU 20 
A1AKU H8  H3  H 0 1 N N N N N N -3.119 13.253 -2.568 2.127  1.605  1.829  H8  A1AKU 21 
A1AKU H9  H4  H 0 1 N N N N N N 0.870  14.510 1.597  -1.041 3.073  -1.656 H9  A1AKU 22 
A1AKU H10 H5  H 0 1 N N N N N N -5.280 16.191 0.497  -3.985 -1.763 1.636  H10 A1AKU 23 
A1AKU H3  H6  H 0 1 N N N N N N 2.359  11.714 -1.824 -0.659 -2.718 -1.900 H3  A1AKU 24 
A1AKU H   H7  H 0 1 N N N N N N 0.814  14.455 -2.974 1.274  -1.998 0.955  H   A1AKU 25 
A1AKU H1  H8  H 0 1 N N N N N N -2.360 13.048 -5.178 3.640  -0.270 1.701  H1  A1AKU 26 
A1AKU H6  H9  H 0 1 N N N N N N -1.128 11.303 -3.261 4.695  1.633  0.636  H6  A1AKU 27 
A1AKU H4  H10 H 0 1 N N N N N N -0.309 14.252 -5.022 3.368  -1.895 -0.059 H4  A1AKU 28 
A1AKU H5  H11 H 0 1 N N N N N N 0.259  12.554 -4.878 2.838  -0.651 -1.239 H5  A1AKU 29 
A1AKU H11 H12 H 0 1 N N N N N N -4.098 15.334 -1.680 -1.401 -1.711 1.984  H11 A1AKU 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 
A1AKU C   O   DOUB N N 1  
A1AKU O1  C   SING N N 2  
A1AKU C1  C   SING N N 3  
A1AKU C1  C2  SING N N 4  
A1AKU C2  C3  SING N N 5  
A1AKU O2  C3  SING N N 6  
A1AKU C3  C4  SING N N 7  
A1AKU C4  N   SING N N 8  
A1AKU N   C1  SING N N 9  
A1AKU C5  N   SING N N 10 
A1AKU C5  N1  DOUB Y N 11 
A1AKU N1  C6  SING Y N 12 
A1AKU C6  N2  DOUB Y N 13 
A1AKU N2  C7  SING Y N 14 
A1AKU C7  N3  SING Y N 15 
A1AKU N3  C8  SING Y N 16 
A1AKU C8  C9  DOUB Y N 17 
A1AKU C9  C10 SING Y N 18 
A1AKU C10 C5  SING Y N 19 
A1AKU C7  C10 DOUB Y N 20 
A1AKU N3  H2  SING N N 21 
A1AKU C4  H7  SING N N 22 
A1AKU C4  H8  SING N N 23 
A1AKU C6  H9  SING N N 24 
A1AKU C8  H10 SING N N 25 
A1AKU O1  H3  SING N N 26 
A1AKU C1  H   SING N N 27 
A1AKU C3  H1  SING N N 28 
A1AKU O2  H6  SING N N 29 
A1AKU C2  H4  SING N N 30 
A1AKU C2  H5  SING N N 31 
A1AKU C9  H11 SING N N 32 
# 
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 
A1AKU SMILES           ACDLabs              12.01 "O=C(O)C1CC(O)CN1c1ncnc2[NH]ccc12"                                                                                                 
A1AKU InChI            InChI                1.06  "InChI=1S/C11H12N4O3/c16-6-3-8(11(17)18)15(4-6)10-7-1-2-12-9(7)13-5-14-10/h1-2,5-6,8,16H,3-4H2,(H,17,18)(H,12,13,14)/t6-,8-/m0/s1" 
A1AKU InChIKey         InChI                1.06  NYPLSKIXLZGUBU-XPUUQOCRSA-N                                                                                                        
A1AKU SMILES_CANONICAL CACTVS               3.385 "O[C@@H]1C[C@@H](N(C1)c2ncnc3[nH]ccc23)C(O)=O"                                                                                     
A1AKU SMILES           CACTVS               3.385 "O[CH]1C[CH](N(C1)c2ncnc3[nH]ccc23)C(O)=O"                                                                                         
A1AKU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1c[nH]c2c1c(ncn2)N3C[C@@H](C[C@@H]3C(=O)O)O"                                                                                     
A1AKU SMILES           "OpenEye OEToolkits" 2.0.7 "c1c[nH]c2c1c(ncn2)N3CC(CC3C(=O)O)O"                                                                                               
# 
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 
A1AKU "SYSTEMATIC NAME" ACDLabs              12.01 "(4S)-4-hydroxy-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-D-proline"                                 
A1AKU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{R},4~{R})-4-oxidanyl-1-(7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidine-2-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AKU "Create component" 2024-04-04 RCSB 
A1AKU "Initial release"  2024-05-15 RCSB 
# 
