data_A1CKL
# 
_chem_comp.id                                    A1CKL 
_chem_comp.name                                  "(3S)-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 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                        310.307 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CKL 
_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        7IJM 
_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 
A1CKL N2  N1  N 0 1 Y N N N N N -48.778 -29.133 2.629  -2.200 -1.611 0.576  N2  A1CKL 1  
A1CKL C3  C1  C 0 1 N N S N N N -44.703 -29.219 1.933  1.531  0.395  -0.164 C3  A1CKL 2  
A1CKL C6  C2  C 0 1 Y N N N N N -50.107 -29.211 2.754  -3.336 -2.248 0.775  C6  A1CKL 3  
A1CKL C9  C3  C 0 1 Y N N N N N -48.250 -28.933 6.398  -3.822 1.560  -0.678 C9  A1CKL 4  
A1CKL C12 C4  C 0 1 Y N N N N N -43.247 -27.422 0.873  3.588  -0.533 -1.247 C12 A1CKL 5  
A1CKL C14 C5  C 0 1 Y N N N N N -44.155 -25.761 -0.664 4.628  -2.534 -0.443 C14 A1CKL 6  
A1CKL C1  C6  C 0 1 N N N N N N -44.133 -31.650 2.448  3.090  2.196  0.529  C1  A1CKL 7  
A1CKL C10 C7  C 0 1 Y N N N N N -49.406 -28.977 7.139  -5.166 1.555  -0.725 C10 A1CKL 8  
A1CKL C11 C8  C 0 1 Y N N N N N -44.516 -28.016 1.011  2.626  -0.636 -0.260 C11 A1CKL 9  
A1CKL C13 C9  C 0 1 Y N N N N N -43.067 -26.299 0.044  4.589  -1.482 -1.339 C13 A1CKL 10 
A1CKL C15 C10 C 0 1 Y N N N N N -45.433 -26.330 -0.520 3.673  -2.630 0.552  C15 A1CKL 11 
A1CKL C16 C11 C 0 1 Y N N N N N -45.609 -27.466 0.306  2.669  -1.684 0.640  C16 A1CKL 12 
A1CKL C2  C12 C 0 1 N N N N N N -44.258 -30.579 1.360  1.875  1.403  0.936  C2  A1CKL 13 
A1CKL C4  C13 C 0 1 N N N N N N -46.522 -29.003 3.595  -0.904 0.347  -0.115 C4  A1CKL 14 
A1CKL C5  C14 C 0 1 Y N N N N N -48.014 -29.058 3.747  -2.184 -0.364 0.107  C5  A1CKL 15 
A1CKL C7  C15 C 0 1 Y N N N N N -50.059 -29.117 4.979  -4.604 -0.470 0.059  C7  A1CKL 16 
A1CKL C8  C16 C 0 1 Y N N N N N -48.645 -29.018 5.015  -3.411 0.256  -0.171 C8  A1CKL 17 
A1CKL N1  N2  N 0 1 N N N N N N -46.087 -29.280 2.358  0.264  -0.266 0.158  N1  A1CKL 18 
A1CKL N3  N3  N 0 1 Y N N N N N -50.829 -29.208 3.871  -4.512 -1.706 0.528  N3  A1CKL 19 
A1CKL N4  N4  N 0 1 Y N N N N N -50.486 -29.096 6.282  -5.645 0.350  -0.288 N4  A1CKL 20 
A1CKL O1  O1  O 0 1 N N N N N N -44.782 -32.705 2.277  3.553  2.066  -0.580 O1  A1CKL 21 
A1CKL O2  O2  O 0 1 N N N N N N -45.784 -28.784 4.550  -0.908 1.485  -0.544 O2  A1CKL 22 
A1CKL O3  O3  O 0 1 N N N N N N -43.390 -31.409 3.425  3.658  3.047  1.398  O3  A1CKL 23 
A1CKL H3  H1  H 0 1 N N N N N N -44.086 -29.035 2.825  1.438  0.916  -1.117 H3  A1CKL 24 
A1CKL H5  H2  H 0 1 N N N N N N -50.664 -29.286 1.832  -3.302 -3.258 1.156  H5  A1CKL 25 
A1CKL H6  H3  H 0 1 N N N N N N -47.242 -28.851 6.778  -3.171 2.374  -0.961 H6  A1CKL 26 
A1CKL H9  H4  H 0 1 N N N N N N -42.404 -27.832 1.408  3.555  0.286  -1.950 H9  A1CKL 27 
A1CKL H11 H5  H 0 1 N N N N N N -44.010 -24.913 -1.317 5.412  -3.273 -0.512 H11 A1CKL 28 
A1CKL H7  H6  H 0 1 N N N N N N -49.463 -28.927 8.216  -5.778 2.381  -1.058 H7  A1CKL 29 
A1CKL H10 H7  H 0 1 N N N N N N -42.089 -25.849 -0.048 5.340  -1.402 -2.111 H10 A1CKL 30 
A1CKL H12 H8  H 0 1 N N N N N N -46.278 -25.901 -1.038 3.704  -3.452 1.252  H12 A1CKL 31 
A1CKL H13 H9  H 0 1 N N N N N N -46.587 -27.916 0.398  1.923  -1.759 1.418  H13 A1CKL 32 
A1CKL H2  H10 H 0 1 N N N N N N -45.000 -30.911 0.619  1.033  2.079  1.085  H2  A1CKL 33 
A1CKL H1  H11 H 0 1 N N N N N N -43.281 -30.455 0.871  2.082  0.870  1.864  H1  A1CKL 34 
A1CKL H4  H12 H 0 1 N N N N N N -46.769 -29.549 1.677  0.267  -1.145 0.568  H4  A1CKL 35 
A1CKL H8  H13 H 0 1 N N N N N N -51.441 -29.158 6.571  -6.583 0.111  -0.232 H8  A1CKL 36 
A1CKL H14 H14 H 0 1 N N N N N N -43.395 -32.151 4.018  4.435  3.533  1.091  H14 A1CKL 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 
A1CKL C14 C15 DOUB Y N 1  
A1CKL C14 C13 SING Y N 2  
A1CKL C15 C16 SING Y N 3  
A1CKL C13 C12 DOUB Y N 4  
A1CKL C16 C11 DOUB Y N 5  
A1CKL C12 C11 SING Y N 6  
A1CKL C11 C3  SING N N 7  
A1CKL C2  C3  SING N N 8  
A1CKL C2  C1  SING N N 9  
A1CKL C3  N1  SING N N 10 
A1CKL O1  C1  DOUB N N 11 
A1CKL N1  C4  SING N N 12 
A1CKL C1  O3  SING N N 13 
A1CKL N2  C6  DOUB Y N 14 
A1CKL N2  C5  SING Y N 15 
A1CKL C6  N3  SING Y N 16 
A1CKL C4  C5  SING N N 17 
A1CKL C4  O2  DOUB N N 18 
A1CKL C5  C8  DOUB Y N 19 
A1CKL N3  C7  DOUB Y N 20 
A1CKL C7  C8  SING Y N 21 
A1CKL C7  N4  SING Y N 22 
A1CKL C8  C9  SING Y N 23 
A1CKL N4  C10 SING Y N 24 
A1CKL C9  C10 DOUB Y N 25 
A1CKL C3  H3  SING N N 26 
A1CKL C6  H5  SING N N 27 
A1CKL C9  H6  SING N N 28 
A1CKL C12 H9  SING N N 29 
A1CKL C14 H11 SING N N 30 
A1CKL C10 H7  SING N N 31 
A1CKL C13 H10 SING N N 32 
A1CKL C15 H12 SING N N 33 
A1CKL C16 H13 SING N N 34 
A1CKL C2  H2  SING N N 35 
A1CKL C2  H1  SING N N 36 
A1CKL N1  H4  SING N N 37 
A1CKL N4  H8  SING N N 38 
A1CKL O3  H14 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 
A1CKL SMILES           ACDLabs              14.52   "O=C(O)CC(NC(=O)c1ncnc2[NH]ccc12)c1ccccc1"                                                                                                           
A1CKL InChI            InChI                1.06    "InChI=1S/C16H14N4O3/c21-13(22)8-12(10-4-2-1-3-5-10)20-16(23)14-11-6-7-17-15(11)19-9-18-14/h1-7,9,12H,8H2,(H,20,23)(H,21,22)(H,17,18,19)/t12-/m0/s1" 
A1CKL InChIKey         InChI                1.06    DSQVRPGBZMQFOG-LBPRGKRZSA-N                                                                                                                          
A1CKL SMILES_CANONICAL CACTVS               3.385   "OC(=O)C[C@H](NC(=O)c1ncnc2[nH]ccc12)c3ccccc3"                                                                                                       
A1CKL SMILES           CACTVS               3.385   "OC(=O)C[CH](NC(=O)c1ncnc2[nH]ccc12)c3ccccc3"                                                                                                        
A1CKL SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1ccc(cc1)[C@H](CC(=O)O)NC(=O)c2c3cc[nH]c3ncn2"                                                                                                     
A1CKL SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1ccc(cc1)C(CC(=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 
A1CKL "SYSTEMATIC NAME" ACDLabs              14.52   "(3S)-3-phenyl-3-[(7H-pyrrolo[2,3-d]pyrimidine-4-carbonyl)amino]propanoic acid"      
A1CKL "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(3~{S})-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 
A1CKL "Create component" 2025-07-24 RCSB 
A1CKL "Initial release"  2025-09-17 RCSB 
# 
