data_A1AKF
# 
_chem_comp.id                                    A1AKF 
_chem_comp.name                                  "(3R)-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                     2024-04-03 
_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                        328.298 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AKF 
_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        7GZC 
_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 
A1AKF N1  N1  N 0 1 Y N N N N N -0.540 15.246 0.111  -2.388 -1.541 -0.832 N1  A1AKF 1  
A1AKF N3  N2  N 0 1 Y N N N N N -3.972 15.604 2.201  -5.973 -0.078 0.377  N3  A1AKF 2  
A1AKF C4  C1  C 0 1 Y N N N N N -1.730 15.336 -0.506 -2.469 -0.414 -0.127 C4  A1AKF 3  
A1AKF C5  C2  C 0 1 Y N N N N N -0.537 15.253 1.442  -3.470 -2.217 -1.161 C5  A1AKF 4  
A1AKF C6  C3  C 0 1 Y N N N N N -2.744 15.468 1.620  -4.872 -0.724 -0.118 C6  A1AKF 5  
A1AKF C7  C4  C 0 1 Y N N N N N -4.910 15.668 1.201  -5.591 1.053  1.047  C7  A1AKF 6  
A1AKF C8  C5  C 0 1 Y N N N N N -4.312 15.575 -0.014 -4.252 1.177  1.011  C8  A1AKF 7  
A1AKF C10 C6  C 0 1 Y N N N N N -0.020 16.116 -4.582 2.361  -0.208 0.215  C10 A1AKF 8  
A1AKF C13 C7  C 0 1 Y N N N N N 0.336  18.585 -5.719 4.573  -1.860 0.370  C13 A1AKF 9  
A1AKF C15 C8  C 0 1 Y N N N N N -1.039 16.717 -5.308 2.494  -1.267 -0.663 C15 A1AKF 10 
A1AKF F   F1  F 0 1 N N N N N N 0.577  19.669 -6.455 5.653  -2.668 0.447  F   A1AKF 11 
A1AKF C12 C9  C 0 1 Y N N N N N 1.351  18.060 -4.974 4.438  -0.799 1.249  C12 A1AKF 12 
A1AKF C11 C10 C 0 1 Y N N N N N 1.158  16.822 -4.388 3.332  0.026  1.171  C11 A1AKF 13 
A1AKF C14 C11 C 0 1 Y N N N N N -0.873 17.970 -5.867 3.599  -2.094 -0.586 C14 A1AKF 14 
A1AKF C2  C12 C 0 1 N N R N N N -0.287 14.790 -3.907 1.158  0.696  0.126  C2  A1AKF 15 
A1AKF C1  C13 C 0 1 N N N N N N 0.757  13.672 -4.067 1.360  1.703  -1.008 C1  A1AKF 16 
A1AKF C   C14 C 0 1 N N N N N N 0.584  12.599 -2.987 2.491  2.635  -0.657 C   A1AKF 17 
A1AKF O1  O1  O 0 1 N N N N N N 1.307  12.787 -1.926 2.939  3.518  -1.563 O1  A1AKF 18 
A1AKF O   O2  O 0 1 N N N N N N -0.202 11.660 -3.071 2.996  2.586  0.440  O   A1AKF 19 
A1AKF N   N3  N 0 1 N N N N N N -0.488 15.027 -2.496 -0.038 -0.107 -0.141 N   A1AKF 20 
A1AKF C3  C15 C 0 1 N N N N N N -1.698 15.220 -1.986 -1.250 0.343  0.240  C3  A1AKF 21 
A1AKF O2  O3  O 0 1 N N N N N N -2.704 15.359 -2.674 -1.343 1.369  0.884  O2  A1AKF 22 
A1AKF C9  C16 C 0 1 Y N N N N N -2.913 15.460 0.229  -3.740 0.037  0.259  C9  A1AKF 23 
A1AKF N2  N4  N 0 1 Y N N N N N -1.574 15.365 2.268  -4.684 -1.832 -0.821 N2  A1AKF 24 
A1AKF H1  H1  H 0 1 N N N N N N -4.156 15.649 3.183  -6.890 -0.377 0.268  H1  A1AKF 25 
A1AKF H6  H2  H 0 1 N N N N N N 0.431  15.155 1.911  -3.358 -3.125 -1.734 H6  A1AKF 26 
A1AKF H7  H3  H 0 1 N N N N N N -5.973 15.777 1.358  -6.264 1.743  1.533  H7  A1AKF 27 
A1AKF H8  H4  H 0 1 N N N N N N -4.801 15.586 -0.977 -3.667 1.970  1.454  H8  A1AKF 28 
A1AKF H12 H5  H 0 1 N N N N N N -1.977 16.197 -5.438 1.735  -1.449 -1.410 H12 A1AKF 29 
A1AKF H10 H6  H 0 1 N N N N N N 2.280  18.596 -4.845 5.197  -0.615 1.995  H10 A1AKF 30 
A1AKF H9  H7  H 0 1 N N N N N N 1.936  16.399 -3.770 3.226  0.854  1.856  H9  A1AKF 31 
A1AKF H11 H8  H 0 1 N N N N N N -1.677 18.449 -6.406 3.704  -2.921 -1.273 H11 A1AKF 32 
A1AKF H   H9  H 0 1 N N N N N N -1.230 14.403 -4.321 1.035  1.230  1.068  H   A1AKF 33 
A1AKF H3  H10 H 0 1 N N N N N N 1.764  14.106 -3.984 1.600  1.171  -1.928 H3  A1AKF 34 
A1AKF H4  H11 H 0 1 N N N N N N 0.638  13.208 -5.057 0.445  2.280  -1.149 H4  A1AKF 35 
A1AKF H2  H12 H 0 1 N N N N N N 1.117  12.109 -1.289 3.667  4.095  -1.292 H2  A1AKF 36 
A1AKF H5  H13 H 0 1 N N N N N N 0.305  15.046 -1.888 0.043  -0.962 -0.592 H5  A1AKF 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 
A1AKF O   C   DOUB N N 1  
A1AKF O1  C   SING N N 2  
A1AKF C   C1  SING N N 3  
A1AKF C1  C2  SING N N 4  
A1AKF N   C2  SING N N 5  
A1AKF C3  N   SING N N 6  
A1AKF O2  C3  DOUB N N 7  
A1AKF C4  C3  SING N N 8  
A1AKF C4  N1  DOUB Y N 9  
A1AKF N1  C5  SING Y N 10 
A1AKF C5  N2  DOUB Y N 11 
A1AKF N2  C6  SING Y N 12 
A1AKF C6  N3  SING Y N 13 
A1AKF N3  C7  SING Y N 14 
A1AKF C7  C8  DOUB Y N 15 
A1AKF C8  C9  SING Y N 16 
A1AKF C9  C4  SING Y N 17 
A1AKF C6  C9  DOUB Y N 18 
A1AKF C2  C10 SING N N 19 
A1AKF C10 C11 DOUB Y N 20 
A1AKF C11 C12 SING Y N 21 
A1AKF C12 C13 DOUB Y N 22 
A1AKF C13 F   SING N N 23 
A1AKF C14 C13 SING Y N 24 
A1AKF C15 C14 DOUB Y N 25 
A1AKF C10 C15 SING Y N 26 
A1AKF N3  H1  SING N N 27 
A1AKF C5  H6  SING N N 28 
A1AKF C7  H7  SING N N 29 
A1AKF C8  H8  SING N N 30 
A1AKF C15 H12 SING N N 31 
A1AKF C12 H10 SING N N 32 
A1AKF C11 H9  SING N N 33 
A1AKF C14 H11 SING N N 34 
A1AKF C2  H   SING N N 35 
A1AKF C1  H3  SING N N 36 
A1AKF C1  H4  SING N N 37 
A1AKF O1  H2  SING N N 38 
A1AKF N   H5  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 
A1AKF SMILES           ACDLabs              12.01 "Fc1ccc(cc1)C(CC(=O)O)NC(=O)c1ncnc2[NH]ccc12"                                                                                                            
A1AKF 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-/m1/s1" 
A1AKF InChIKey         InChI                1.06  XQKDBXAKZGIFNS-GFCCVEGCSA-N                                                                                                                              
A1AKF SMILES_CANONICAL CACTVS               3.385 "OC(=O)C[C@@H](NC(=O)c1ncnc2[nH]ccc12)c3ccc(F)cc3"                                                                                                       
A1AKF SMILES           CACTVS               3.385 "OC(=O)C[CH](NC(=O)c1ncnc2[nH]ccc12)c3ccc(F)cc3"                                                                                                         
A1AKF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1[C@@H](CC(=O)O)NC(=O)c2c3cc[nH]c3ncn2)F"                                                                                                       
A1AKF SMILES           "OpenEye OEToolkits" 2.0.7 "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 
A1AKF "SYSTEMATIC NAME" ACDLabs              12.01 "(3R)-3-(4-fluorophenyl)-3-[(7H-pyrrolo[2,3-d]pyrimidine-4-carbonyl)amino]propanoic acid"      
A1AKF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(3~{R})-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 
A1AKF "Create component" 2024-04-03 RCSB 
A1AKF "Initial release"  2024-05-15 RCSB 
# 
