data_A1CKA
# 
_chem_comp.id                                    A1CKA 
_chem_comp.name                                  "(3S)-3-(4-fluorophenyl)-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 H13 F 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                        328.298 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CKA 
_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        7IJD 
_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 
A1CKA N2  N1  N 0 1 Y N N N N N -48.724 -29.081 2.707  -2.358 -1.651 0.625  N2  A1CKA 1  
A1CKA C3  C1  C 0 1 N N S N N N -44.635 -29.210 2.053  1.159  0.703  -0.141 C3  A1CKA 2  
A1CKA C6  C2  C 0 1 Y N N N N N -50.049 -29.156 2.834  -3.426 -2.394 0.833  C6  A1CKA 3  
A1CKA C9  C3  C 0 1 Y N N N N N -48.195 -28.931 6.478  -4.278 1.298  -0.744 C9  A1CKA 4  
A1CKA C12 C4  C 0 1 Y N N N N N -43.128 -27.488 0.993  3.313  -0.043 -1.175 C12 A1CKA 5  
A1CKA C14 C5  C 0 1 Y N N N N N -43.965 -25.878 -0.597 4.542  -1.902 -0.297 C14 A1CKA 6  
A1CKA C1  C6  C 0 1 N N N N N N -44.079 -31.639 2.568  2.517  2.674  0.509  C1  A1CKA 7  
A1CKA C10 C7  C 0 1 Y N N N N N -49.348 -28.964 7.223  -5.614 1.155  -0.804 C10 A1CKA 8  
A1CKA C11 C8  C 0 1 Y N N N N N -44.418 -28.035 1.111  2.354  -0.213 -0.194 C11 A1CKA 9  
A1CKA C13 C9  C 0 1 Y N N N N N -42.898 -26.405 0.139  4.407  -0.886 -1.227 C13 A1CKA 10 
A1CKA C15 C10 C 0 1 Y N N N N N -45.264 -26.396 -0.483 3.587  -2.065 0.693  C15 A1CKA 11 
A1CKA C16 C11 C 0 1 Y N N N N N -45.488 -27.488 0.371  2.491  -1.224 0.740  C16 A1CKA 12 
A1CKA C2  C12 C 0 1 N N N N N N -44.206 -30.573 1.479  1.384  1.773  0.929  C2  A1CKA 13 
A1CKA C4  C13 C 0 1 N N N N N N -46.475 -28.968 3.678  -1.259 0.408  -0.115 C4  A1CKA 14 
A1CKA C5  C14 C 0 1 Y N N N N N -47.965 -29.022 3.825  -2.463 -0.424 0.117  C5  A1CKA 15 
A1CKA C7  C15 C 0 1 Y N N N N N -50.008 -29.085 5.065  -4.859 -0.778 0.049  C7  A1CKA 16 
A1CKA C8  C16 C 0 1 Y N N N N N -48.595 -28.995 5.095  -3.743 0.059  -0.193 C8  A1CKA 17 
A1CKA F1  F1  F 0 1 N N N N N N -43.761 -24.843 -1.416 5.614  -2.724 -0.344 F1  A1CKA 18 
A1CKA N1  N2  N 0 1 N N N N N N -46.027 -29.253 2.452  -0.038 -0.074 0.189  N1  A1CKA 19 
A1CKA N3  N3  N 0 1 Y N N N N N -50.775 -29.166 3.951  -4.647 -1.983 0.557  N3  A1CKA 20 
A1CKA N4  N4  N 0 1 Y N N N N N -50.432 -29.070 6.372  -5.973 -0.080 -0.334 N4  A1CKA 21 
A1CKA O1  O1  O 0 1 N N N N N N -44.741 -32.688 2.421  3.005  2.558  -0.590 O1  A1CKA 22 
A1CKA O2  O2  O 0 1 N N N N N N -45.736 -28.725 4.629  -1.373 1.525  -0.579 O2  A1CKA 23 
A1CKA O3  O3  O 0 1 N N N N N N -43.321 -31.408 3.533  2.984  3.604  1.356  O3  A1CKA 24 
A1CKA H3  H1  H 0 1 N N N N N N -44.025 -29.029 2.950  1.025  1.182  -1.111 H3  A1CKA 25 
A1CKA H5  H2  H 0 1 N N N N N N -50.607 -29.217 1.911  -3.294 -3.383 1.246  H5  A1CKA 26 
A1CKA H6  H3  H 0 1 N N N N N N -47.185 -28.869 6.855  -3.710 2.166  -1.046 H6  A1CKA 27 
A1CKA H9  H4  H 0 1 N N N N N N -42.312 -27.906 1.564  3.205  0.747  -1.904 H9  A1CKA 28 
A1CKA H7  H5  H 0 1 N N N N N N -49.400 -28.915 8.301  -6.302 1.903  -1.169 H7  A1CKA 29 
A1CKA H10 H6  H 0 1 N N N N N N -41.909 -25.981 0.049  5.155  -0.752 -1.994 H10 A1CKA 30 
A1CKA H11 H7  H 0 1 N N N N N N -46.079 -25.962 -1.043 3.691  -2.857 1.419  H11 A1CKA 31 
A1CKA H12 H8  H 0 1 N N N N N N -46.478 -27.909 0.461  1.746  -1.351 1.511  H12 A1CKA 32 
A1CKA H1  H9  H 0 1 N N N N N N -44.957 -30.902 0.746  0.475  2.364  1.049  H1  A1CKA 33 
A1CKA H2  H10 H 0 1 N N N N N N -43.233 -30.458 0.980  1.633  1.293  1.876  H2  A1CKA 34 
A1CKA H4  H11 H 0 1 N N N N N N -46.700 -29.515 1.761  0.048  -0.936 0.626  H4  A1CKA 35 
A1CKA H8  H12 H 0 1 N N N N N N -51.386 -29.127 6.665  -6.883 -0.411 -0.280 H8  A1CKA 36 
A1CKA H13 H13 H 0 1 N N N N N N -43.330 -32.149 4.128  3.712  4.158  1.042  H13 A1CKA 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 
A1CKA F1  C14 SING N N 1  
A1CKA C14 C15 DOUB Y N 2  
A1CKA C14 C13 SING Y N 3  
A1CKA C15 C16 SING Y N 4  
A1CKA C13 C12 DOUB Y N 5  
A1CKA C16 C11 DOUB Y N 6  
A1CKA C12 C11 SING Y N 7  
A1CKA C11 C3  SING N N 8  
A1CKA C2  C3  SING N N 9  
A1CKA C2  C1  SING N N 10 
A1CKA C3  N1  SING N N 11 
A1CKA O1  C1  DOUB N N 12 
A1CKA N1  C4  SING N N 13 
A1CKA C1  O3  SING N N 14 
A1CKA N2  C6  DOUB Y N 15 
A1CKA N2  C5  SING Y N 16 
A1CKA C6  N3  SING Y N 17 
A1CKA C4  C5  SING N N 18 
A1CKA C4  O2  DOUB N N 19 
A1CKA C5  C8  DOUB Y N 20 
A1CKA N3  C7  DOUB Y N 21 
A1CKA C7  C8  SING Y N 22 
A1CKA C7  N4  SING Y N 23 
A1CKA C8  C9  SING Y N 24 
A1CKA N4  C10 SING Y N 25 
A1CKA C9  C10 DOUB Y N 26 
A1CKA C3  H3  SING N N 27 
A1CKA C6  H5  SING N N 28 
A1CKA C9  H6  SING N N 29 
A1CKA C12 H9  SING N N 30 
A1CKA C10 H7  SING N N 31 
A1CKA C13 H10 SING N N 32 
A1CKA C15 H11 SING N N 33 
A1CKA C16 H12 SING N N 34 
A1CKA C2  H1  SING N N 35 
A1CKA C2  H2  SING N N 36 
A1CKA N1  H4  SING N N 37 
A1CKA N4  H8  SING N N 38 
A1CKA O3  H13 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 
A1CKA SMILES           ACDLabs              14.52   "Fc1ccc(cc1)C(CC(=O)O)NC(=O)c1ncnc2[NH]ccc12"                                                                                                            
A1CKA InChI            InChI                1.06    "InChI=1S/C16H13FN4O3/c17-10-3-1-9(2-4-10)12(7-13(22)23)21-16(24)14-11-5-6-18-15(11)20-8-19-14/h1-6,8,12H,7H2,(H,21,24)(H,22,23)(H,18,19,20)/t12-/m0/s1" 
A1CKA InChIKey         InChI                1.06    XQKDBXAKZGIFNS-LBPRGKRZSA-N                                                                                                                              
A1CKA SMILES_CANONICAL CACTVS               3.385   "OC(=O)C[C@H](NC(=O)c1ncnc2[nH]ccc12)c3ccc(F)cc3"                                                                                                        
A1CKA SMILES           CACTVS               3.385   "OC(=O)C[CH](NC(=O)c1ncnc2[nH]ccc12)c3ccc(F)cc3"                                                                                                         
A1CKA SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1cc(ccc1[C@H](CC(=O)O)NC(=O)c2c3cc[nH]c3ncn2)F"                                                                                                        
A1CKA SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1cc(ccc1C(CC(=O)O)NC(=O)c2c3cc[nH]c3ncn2)F"                                                                                                            
# 
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 
A1CKA "SYSTEMATIC NAME" ACDLabs              14.52   "(3S)-3-(4-fluorophenyl)-3-[(7H-pyrrolo[2,3-d]pyrimidine-4-carbonyl)amino]propanoic acid"      
A1CKA "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(3~{S})-3-(4-fluorophenyl)-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 
A1CKA "Create component" 2025-07-24 RCSB 
A1CKA "Initial release"  2025-09-17 RCSB 
# 
