data_A1CKJ
# 
_chem_comp.id                                    A1CKJ 
_chem_comp.name                                  "(2R,3S)-2-hydroxy-3-phenyl-3-[(7H-pyrrolo[2,3-d]pyrimidine-4-carbonyl)amino]propanoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H14 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-07-24 
_chem_comp.pdbx_modified_date                    2025-09-12 
_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                        326.307 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CKJ 
_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        7IJK 
_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 
A1CKJ N2  N1  N 0 1 Y N N N N N -49.059 -28.926 2.996  -2.252 -1.625 -0.705 N2  A1CKJ 1  
A1CKJ C3  C1  C 0 1 Y N N N N N -45.097 -30.401 0.559  2.569  -0.703 0.337  C3  A1CKJ 2  
A1CKJ C6  C2  C 0 1 Y N N N N N -44.468 -32.938 -0.473 4.583  -2.586 0.543  C6  A1CKJ 3  
A1CKJ C9  C3  C 0 1 N N R N N N -45.500 -27.997 -0.064 1.817  1.319  -0.884 C9  A1CKJ 4  
A1CKJ C12 C4  C 0 1 Y N N N N N -50.258 -28.869 3.572  -3.385 -2.230 -0.994 C12 A1CKJ 5  
A1CKJ C14 C5  C 0 1 Y N N N N N -48.134 -29.133 5.236  -3.470 0.139  0.251  C14 A1CKJ 6  
A1CKJ C1  C6  C 0 1 N N N N N N -46.646 -29.169 3.204  -0.963 0.231  0.237  C1  A1CKJ 7  
A1CKJ C10 C7  C 0 1 N N N N N N -45.525 -26.555 0.467  3.116  2.007  -0.555 C10 A1CKJ 8  
A1CKJ C11 C8  C 0 1 Y N N N N N -47.992 -29.062 3.822  -2.240 -0.445 -0.086 C11 A1CKJ 9  
A1CKJ C13 C9  C 0 1 Y N N N N N -49.465 -29.048 5.685  -4.661 -0.551 -0.081 C13 A1CKJ 10 
A1CKJ C15 C10 C 0 1 Y N N N N N -47.286 -29.253 6.401  -3.886 1.372  0.910  C15 A1CKJ 11 
A1CKJ C16 C11 C 0 1 Y N N N N N -48.109 -29.246 7.494  -5.231 1.364  0.940  C16 A1CKJ 12 
A1CKJ C2  C12 C 0 1 N N S N N N -45.404 -29.018 1.087  1.472  0.323  0.225  C2  A1CKJ 13 
A1CKJ C4  C13 C 0 1 Y N N N N N -46.119 -31.353 0.379  3.526  -0.586 1.328  C4  A1CKJ 14 
A1CKJ C5  C14 C 0 1 Y N N N N N -45.797 -32.618 -0.135 4.534  -1.528 1.431  C5  A1CKJ 15 
A1CKJ C7  C15 C 0 1 Y N N N N N -43.453 -31.986 -0.297 3.623  -2.707 -0.443 C7  A1CKJ 16 
A1CKJ C8  C16 C 0 1 Y N N N N N -43.770 -30.719 0.217  2.616  -1.765 -0.547 C8  A1CKJ 17 
A1CKJ N1  N2  N 0 1 N N N N N N -46.612 -28.948 1.898  0.208  -0.346 -0.095 N1  A1CKJ 18 
A1CKJ N3  N3  N 0 1 Y N N N N N -50.551 -28.945 4.874  -4.564 -1.720 -0.697 N3  A1CKJ 19 
A1CKJ N4  N4  N 0 1 Y N N N N N -49.416 -29.127 7.059  -5.705 0.222  0.352  N4  A1CKJ 20 
A1CKJ O1  O1  O 0 1 N N N N N N -45.668 -29.490 3.879  -0.971 1.308  0.802  O1  A1CKJ 21 
A1CKJ O2  O2  O 0 1 N N N N N N -46.682 -28.255 -0.806 0.776  2.292  -0.991 O2  A1CKJ 22 
A1CKJ O3  O3  O 0 1 N N N N N N -44.483 -26.110 0.998  4.256  1.300  -0.505 O3  A1CKJ 23 
A1CKJ O4  O4  O 0 1 N N N N N N -46.617 -25.956 0.322  3.132  3.195  -0.336 O4  A1CKJ 24 
A1CKJ H5  H1  H 0 1 N N N N N N -44.231 -33.915 -0.867 5.370  -3.322 0.624  H5  A1CKJ 25 
A1CKJ H8  H2  H 0 1 N N N N N N -44.616 -28.116 -0.708 1.916  0.788  -1.831 H8  A1CKJ 26 
A1CKJ H10 H3  H 0 1 N N N N N N -51.098 -28.746 2.904  -3.348 -3.185 -1.497 H10 A1CKJ 27 
A1CKJ H11 H4  H 0 1 N N N N N N -46.209 -29.333 6.407  -3.239 2.143  1.299  H11 A1CKJ 28 
A1CKJ H12 H5  H 0 1 N N N N N N -47.791 -29.321 8.523  -5.846 2.143  1.365  H12 A1CKJ 29 
A1CKJ H2  H6  H 0 1 N N N N N N -44.555 -28.713 1.716  1.372  0.854  1.172  H2  A1CKJ 30 
A1CKJ H3  H7  H 0 1 N N N N N N -47.140 -31.112 0.634  3.487  0.241  2.022  H3  A1CKJ 31 
A1CKJ H4  H8  H 0 1 N N N N N N -46.576 -33.353 -0.273 5.281  -1.436 2.205  H4  A1CKJ 32 
A1CKJ H6  H9  H 0 1 N N N N N N -42.432 -32.227 -0.556 3.662  -3.534 -1.137 H6  A1CKJ 33 
A1CKJ H7  H10 H 0 1 N N N N N N -42.990 -29.984 0.351  1.865  -1.860 -1.317 H7  A1CKJ 34 
A1CKJ H1  H11 H 0 1 N N N N N N -47.471 -28.718 1.440  0.215  -1.205 -0.546 H1  A1CKJ 35 
A1CKJ H13 H12 H 0 1 N N N N N N -50.215 -29.102 7.659  -6.643 -0.006 0.257  H13 A1CKJ 36 
A1CKJ H9  H13 H 0 1 N N N N N N -47.261 -27.504 -0.752 -0.091 1.919  -1.201 H9  A1CKJ 37 
A1CKJ H14 H14 H 0 1 N N N N N N -44.632 -25.219 1.291  5.065  1.785  -0.290 H14 A1CKJ 38 
# 
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 
A1CKJ O2  C9  SING N N 1  
A1CKJ C6  C7  DOUB Y N 2  
A1CKJ C6  C5  SING Y N 3  
A1CKJ C7  C8  SING Y N 4  
A1CKJ C5  C4  DOUB Y N 5  
A1CKJ C9  C10 SING N N 6  
A1CKJ C9  C2  SING N N 7  
A1CKJ C8  C3  DOUB Y N 8  
A1CKJ O4  C10 DOUB N N 9  
A1CKJ C4  C3  SING Y N 10 
A1CKJ C10 O3  SING N N 11 
A1CKJ C3  C2  SING N N 12 
A1CKJ C2  N1  SING N N 13 
A1CKJ N1  C1  SING N N 14 
A1CKJ N2  C12 DOUB Y N 15 
A1CKJ N2  C11 SING Y N 16 
A1CKJ C1  C11 SING N N 17 
A1CKJ C1  O1  DOUB N N 18 
A1CKJ C12 N3  SING Y N 19 
A1CKJ C11 C14 DOUB Y N 20 
A1CKJ N3  C13 DOUB Y N 21 
A1CKJ C14 C13 SING Y N 22 
A1CKJ C14 C15 SING Y N 23 
A1CKJ C13 N4  SING Y N 24 
A1CKJ C15 C16 DOUB Y N 25 
A1CKJ N4  C16 SING Y N 26 
A1CKJ C6  H5  SING N N 27 
A1CKJ C9  H8  SING N N 28 
A1CKJ C12 H10 SING N N 29 
A1CKJ C15 H11 SING N N 30 
A1CKJ C16 H12 SING N N 31 
A1CKJ C2  H2  SING N N 32 
A1CKJ C4  H3  SING N N 33 
A1CKJ C5  H4  SING N N 34 
A1CKJ C7  H6  SING N N 35 
A1CKJ C8  H7  SING N N 36 
A1CKJ N1  H1  SING N N 37 
A1CKJ N4  H13 SING N N 38 
A1CKJ O2  H9  SING N N 39 
A1CKJ O3  H14 SING N N 40 
# 
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 
A1CKJ SMILES           ACDLabs              14.52   "O=C(O)C(O)C(NC(=O)c1ncnc2[NH]ccc12)c1ccccc1"                                                                                                              
A1CKJ InChI            InChI                1.06    "InChI=1S/C16H14N4O4/c21-13(16(23)24)11(9-4-2-1-3-5-9)20-15(22)12-10-6-7-17-14(10)19-8-18-12/h1-8,11,13,21H,(H,20,22)(H,23,24)(H,17,18,19)/t11-,13+/m0/s1" 
A1CKJ InChIKey         InChI                1.06    CFFIXNXNTHRLJK-WCQYABFASA-N                                                                                                                                
A1CKJ SMILES_CANONICAL CACTVS               3.385   "O[C@H]([C@@H](NC(=O)c1ncnc2[nH]ccc12)c3ccccc3)C(O)=O"                                                                                                     
A1CKJ SMILES           CACTVS               3.385   "O[CH]([CH](NC(=O)c1ncnc2[nH]ccc12)c3ccccc3)C(O)=O"                                                                                                        
A1CKJ SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1ccc(cc1)[C@@H]([C@H](C(=O)O)O)NC(=O)c2c3cc[nH]c3ncn2"                                                                                                   
A1CKJ SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1ccc(cc1)C(C(C(=O)O)O)NC(=O)c2c3cc[nH]c3ncn2"                                                                                                            
# 
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 
A1CKJ "SYSTEMATIC NAME" ACDLabs              14.52   "(2R,3S)-2-hydroxy-3-phenyl-3-[(7H-pyrrolo[2,3-d]pyrimidine-4-carbonyl)amino]propanoic acid"          
A1CKJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(2~{R},3~{S})-2-oxidanyl-3-phenyl-3-(7~{H}-pyrrolo[2,3-d]pyrimidin-4-ylcarbonylamino)propanoic 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 
A1CKJ "Create component" 2025-07-24 RCSB 
A1CKJ "Initial release"  2025-09-17 RCSB 
# 
