data_A1CKB
# 
_chem_comp.id                                    A1CKB 
_chem_comp.name                                  "(3S)-3-phenyl-3-[(9H-purine-6-carbonyl)amino]propanoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H13 N5 O3" 
_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                        311.295 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CKB 
_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        7IJE 
_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 
A1CKB N2  N1  N 0 1 Y N N N N N -48.748 -29.097 2.709  -1.862 -0.607 -1.559 N2  A1CKB 1  
A1CKB C3  C1  C 0 1 N N S N N N -44.621 -29.218 1.919  1.983  -0.454 0.359  C3  A1CKB 2  
A1CKB C6  C2  C 0 1 Y N N N N N -50.069 -29.127 2.906  -3.027 -0.631 -2.172 C6  A1CKB 3  
A1CKB C9  C3  C 0 1 Y N N N N N -49.081 -29.340 7.113  -4.454 1.007  1.684  C9  A1CKB 4  
A1CKB C12 C4  C 0 1 Y N N N N N -42.980 -26.285 0.049  3.789  2.838  0.754  C12 A1CKB 5  
A1CKB C14 C5  C 0 1 Y N N N N N -45.347 -26.307 -0.505 2.947  2.697  -1.483 C14 A1CKB 6  
A1CKB C1  C6  C 0 1 N N N N N N -43.998 -31.630 2.456  2.398  -2.895 0.244  C1  A1CKB 7  
A1CKB C10 C7  C 0 1 Y N N N N N -44.433 -28.005 1.009  2.568  0.901  0.054  C10 A1CKB 8  
A1CKB C11 C8  C 0 1 Y N N N N N -43.162 -27.415 0.872  3.252  1.595  1.034  C11 A1CKB 9  
A1CKB C13 C9  C 0 1 Y N N N N N -44.073 -25.731 -0.646 3.637  3.389  -0.504 C13 A1CKB 10 
A1CKB C15 C10 C 0 1 Y N N N N N -45.524 -27.440 0.316  2.410  1.455  -1.203 C15 A1CKB 11 
A1CKB C2  C11 C 0 1 N N N N N N -44.156 -30.579 1.354  2.910  -1.543 -0.182 C2  A1CKB 12 
A1CKB C4  C12 C 0 1 N N N N N N -46.437 -29.142 3.595  -0.435 -0.149 0.375  C4  A1CKB 13 
A1CKB C5  C13 C 0 1 Y N N N N N -47.924 -29.167 3.784  -1.750 -0.172 -0.306 C5  A1CKB 14 
A1CKB C7  C14 C 0 1 Y N N N N N -49.925 -29.248 5.123  -4.135 0.217  -0.350 C7  A1CKB 15 
A1CKB C8  C15 C 0 1 Y N N N N N -48.509 -29.235 5.072  -2.910 0.264  0.355  C8  A1CKB 16 
A1CKB N1  N2  N 0 1 N N N N N N -46.018 -29.278 2.332  0.668  -0.572 -0.275 N1  A1CKB 17 
A1CKB N3  N3  N 0 1 Y N N N N N -50.751 -29.188 4.054  -4.143 -0.232 -1.594 N3  A1CKB 18 
A1CKB N4  N4  N 0 1 Y N N N N N -47.987 -29.290 6.357  -3.179 0.754  1.584  N4  A1CKB 19 
A1CKB N5  N5  N 0 1 Y N N N N N -50.252 -29.321 6.462  -5.086 0.693  0.519  N5  A1CKB 20 
A1CKB O1  O1  O 0 1 N N N N N N -43.198 -31.392 3.387  3.105  -4.001 -0.042 O1  A1CKB 21 
A1CKB O2  O2  O 0 1 N N N N N N -45.673 -29.005 4.552  -0.350 0.250  1.519  O2  A1CKB 22 
A1CKB O3  O3  O 0 1 N N N N N N -44.659 -32.685 2.353  1.352  -2.985 0.842  O3  A1CKB 23 
A1CKB H3  H1  H 0 1 N N N N N N -44.018 -29.032 2.820  1.877  -0.569 1.438  H3  A1CKB 24 
A1CKB H5  H2  H 0 1 N N N N N N -50.672 -29.098 2.010  -3.071 -0.992 -3.190 H5  A1CKB 25 
A1CKB H6  H3  H 0 1 N N N N N N -49.028 -29.393 8.190  -4.939 1.406  2.562  H6  A1CKB 26 
A1CKB H9  H4  H 0 1 N N N N N N -42.000 -25.843 -0.049 4.324  3.380  1.520  H9  A1CKB 27 
A1CKB H11 H5  H 0 1 N N N N N N -46.192 -25.881 -1.026 2.824  3.130  -2.465 H11 A1CKB 28 
A1CKB H8  H6  H 0 1 N N N N N N -42.319 -27.832 1.402  3.367  1.167  2.019  H8  A1CKB 29 
A1CKB H10 H7  H 0 1 N N N N N N -43.933 -24.870 -1.283 4.056  4.360  -0.723 H10 A1CKB 30 
A1CKB H12 H8  H 0 1 N N N N N N -46.505 -27.880 0.415  1.868  0.916  -1.966 H12 A1CKB 31 
A1CKB H2  H9  H 0 1 N N N N N N -44.900 -30.935 0.627  2.936  -1.491 -1.270 H2  A1CKB 32 
A1CKB H1  H10 H 0 1 N N N N N N -43.187 -30.443 0.851  3.915  -1.395 0.213  H1  A1CKB 33 
A1CKB H4  H11 H 0 1 N N N N N N -46.708 -29.431 1.625  0.590  -0.954 -1.163 H4  A1CKB 34 
A1CKB H7  H13 H 0 1 N N N N N N -51.168 -29.353 6.861  -6.034 0.788  0.337  H7  A1CKB 35 
A1CKB H14 H14 H 0 1 N N N N N N -43.179 -32.130 3.985  2.736  -4.845 0.252  H14 A1CKB 36 
# 
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 
A1CKB C13 C14 DOUB Y N 1  
A1CKB C13 C12 SING Y N 2  
A1CKB C14 C15 SING Y N 3  
A1CKB C12 C11 DOUB Y N 4  
A1CKB C15 C10 DOUB Y N 5  
A1CKB C11 C10 SING Y N 6  
A1CKB C10 C3  SING N N 7  
A1CKB C2  C3  SING N N 8  
A1CKB C2  C1  SING N N 9  
A1CKB C3  N1  SING N N 10 
A1CKB N1  C4  SING N N 11 
A1CKB O3  C1  DOUB N N 12 
A1CKB C1  O1  SING N N 13 
A1CKB N2  C6  DOUB Y N 14 
A1CKB N2  C5  SING Y N 15 
A1CKB C6  N3  SING Y N 16 
A1CKB C4  C5  SING N N 17 
A1CKB C4  O2  DOUB N N 18 
A1CKB C5  C8  DOUB Y N 19 
A1CKB N3  C7  DOUB Y N 20 
A1CKB C8  C7  SING Y N 21 
A1CKB C8  N4  SING Y N 22 
A1CKB C7  N5  SING Y N 23 
A1CKB N4  C9  DOUB Y N 24 
A1CKB N5  C9  SING Y N 25 
A1CKB C3  H3  SING N N 26 
A1CKB C6  H5  SING N N 27 
A1CKB C9  H6  SING N N 28 
A1CKB C12 H9  SING N N 29 
A1CKB C14 H11 SING N N 30 
A1CKB C11 H8  SING N N 31 
A1CKB C13 H10 SING N N 32 
A1CKB C15 H12 SING N N 33 
A1CKB C2  H2  SING N N 34 
A1CKB C2  H1  SING N N 35 
A1CKB N1  H4  SING N N 36 
A1CKB N5  H7  SING N N 37 
A1CKB O1  H14 SING N N 38 
# 
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 
A1CKB SMILES           ACDLabs              14.52   "O=C(O)CC(NC(=O)c1ncnc2[NH]cnc12)c1ccccc1"                                                                                                               
A1CKB InChI            InChI                1.06    "InChI=1S/C15H13N5O3/c21-11(22)6-10(9-4-2-1-3-5-9)20-15(23)13-12-14(18-7-16-12)19-8-17-13/h1-5,7-8,10H,6H2,(H,20,23)(H,21,22)(H,16,17,18,19)/t10-/m0/s1" 
A1CKB InChIKey         InChI                1.06    FITCGCGTYNVVDR-JTQLQIEISA-N                                                                                                                              
A1CKB SMILES_CANONICAL CACTVS               3.385   "OC(=O)C[C@H](NC(=O)c1ncnc2[nH]cnc12)c3ccccc3"                                                                                                           
A1CKB SMILES           CACTVS               3.385   "OC(=O)C[CH](NC(=O)c1ncnc2[nH]cnc12)c3ccccc3"                                                                                                            
A1CKB SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1ccc(cc1)[C@H](CC(=O)O)NC(=O)c2c3c([nH]cn3)ncn2"                                                                                                       
A1CKB SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1ccc(cc1)C(CC(=O)O)NC(=O)c2c3c([nH]cn3)ncn2"                                                                                                           
# 
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 
A1CKB "SYSTEMATIC NAME" ACDLabs              14.52   "(3S)-3-phenyl-3-[(9H-purine-6-carbonyl)amino]propanoic acid"      
A1CKB "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(3~{S})-3-phenyl-3-(9~{H}-purin-6-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 
A1CKB "Create component" 2025-07-24 RCSB 
A1CKB "Initial release"  2025-09-17 RCSB 
# 
