data_9IJ
# 
_chem_comp.id                                    9IJ 
_chem_comp.name                                  2-cyano-L-phenylalanine 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H10 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               PHE 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2021-10-18 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        190.199 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     9IJ 
_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        7SJJ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
9IJ N   N   N 0 1 N N N Y Y N 8.929  0.932  -7.552  -1.120 0.956  -1.119 N   9IJ 1  
9IJ CA  CA  C 0 1 N N S Y N N 9.648  0.715  -8.810  -1.402 -0.329 -0.465 CA  9IJ 2  
9IJ C   C   C 0 1 N N N Y N Y 8.701  0.071  -9.813  -2.856 -0.385 -0.074 C   9IJ 3  
9IJ CB  CB  C 0 1 N N N N N N 10.840 -0.203 -8.560  -0.532 -0.466 0.786  CB  9IJ 4  
9IJ CG  CG  C 0 1 Y N N N N N 11.905 0.352  -7.649  0.919  -0.533 0.384  CG  9IJ 5  
9IJ CD1 CD1 C 0 1 Y N N N N N 12.115 1.729  -7.463  1.536  -1.756 0.222  CD1 9IJ 6  
9IJ CD2 CD2 C 0 1 Y N N N N N 12.792 -0.532 -7.022  1.641  0.643  0.168  CD2 9IJ 7  
9IJ CE1 CE1 C 0 1 Y N N N N N 13.181 2.205  -6.703  2.868  -1.820 -0.147 CE1 9IJ 8  
9IJ CE2 CE2 C 0 1 Y N N N N N 13.886 -0.047 -6.262  2.984  0.571  -0.205 CE2 9IJ 9  
9IJ CZ  CZ  C 0 1 Y N N N N N 14.077 1.318  -6.116  3.590  -0.659 -0.357 CZ  9IJ 10 
9IJ C01 C01 C 0 1 N N N N N N 12.567 -1.932 -7.140  1.005  1.916  0.327  C01 9IJ 11 
9IJ N01 N01 N 0 1 N N N N N N 12.348 -3.062 -7.250  0.502  2.926  0.454  N01 9IJ 12 
9IJ O   O   O 0 1 N N N Y N Y 8.180  -1.055 -9.533  -3.495 0.636  0.026  O   9IJ 13 
9IJ H   H   H 0 1 N N N Y Y N 9.543  1.355  -6.885  -1.635 1.043  -1.983 H   9IJ 14 
9IJ H2  H2  H 0 1 N Y N Y Y N 8.147  1.534  -7.715  -1.319 1.728  -0.501 H2  9IJ 15 
9IJ HA  HA  H 0 1 N N N Y N N 10.006 1.674  -9.211  -1.179 -1.143 -1.154 HA  9IJ 16 
9IJ HB2 HB2 H 0 1 N N N N N N 10.463 -1.134 -8.113  -0.689 0.396  1.434  HB2 9IJ 17 
9IJ HB3 HB3 H 0 1 N N N N N N 11.306 -0.425 -9.531  -0.803 -1.377 1.319  HB3 9IJ 18 
9IJ HD1 HD1 H 0 1 N N N N N N 11.435 2.433  -7.919  0.978  -2.667 0.385  HD1 9IJ 19 
9IJ HE1 HE1 H 0 1 N N N N N N 13.312 3.269  -6.569  3.345  -2.780 -0.272 HE1 9IJ 20 
9IJ HE2 HE2 H 0 1 N N N N N N 14.570 -0.741 -5.797  3.548  1.477  -0.373 HE2 9IJ 21 
9IJ HZ  HZ  H 0 1 N N N N N N 14.917 1.691  -5.549  4.630  -0.716 -0.644 HZ  9IJ 22 
9IJ OXT OXT O 0 1 N Y N Y N Y 8.490  0.676  -10.989 -3.442 -1.569 0.163  OXT 9IJ 23 
9IJ HXT H1  H 0 1 N Y N Y N Y 7.920  0.137  -11.525 -4.377 -1.554 0.411  H1  9IJ 24 
# 
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 
9IJ C   O   DOUB N N 1  
9IJ C   CA  SING N N 2  
9IJ CA  CB  SING N N 3  
9IJ CA  N   SING N N 4  
9IJ CB  CG  SING N N 5  
9IJ CG  CD1 DOUB Y N 6  
9IJ CG  CD2 SING Y N 7  
9IJ CD1 CE1 SING Y N 8  
9IJ N01 C01 TRIP N N 9  
9IJ C01 CD2 SING N N 10 
9IJ CD2 CE2 DOUB Y N 11 
9IJ CE1 CZ  DOUB Y N 12 
9IJ CE2 CZ  SING Y N 13 
9IJ N   H   SING N N 14 
9IJ N   H2  SING N N 15 
9IJ CA  HA  SING N N 16 
9IJ CB  HB2 SING N N 17 
9IJ CB  HB3 SING N N 18 
9IJ CD1 HD1 SING N N 19 
9IJ CE1 HE1 SING N N 20 
9IJ CE2 HE2 SING N N 21 
9IJ CZ  HZ  SING N N 22 
9IJ C   OXT SING N N 23 
9IJ OXT HXT SING N N 24 
# 
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 
9IJ SMILES           ACDLabs              12.01 "NC(Cc1ccccc1C#N)C(=O)O"                                                                     
9IJ InChI            InChI                1.03  "InChI=1S/C10H10N2O2/c11-6-8-4-2-1-3-7(8)5-9(12)10(13)14/h1-4,9H,5,12H2,(H,13,14)/t9-/m0/s1" 
9IJ InChIKey         InChI                1.03  OCDHPLVCNWBKJN-VIFPVBQESA-N                                                                  
9IJ SMILES_CANONICAL CACTVS               3.385 "N[C@@H](Cc1ccccc1C#N)C(O)=O"                                                                
9IJ SMILES           CACTVS               3.385 "N[CH](Cc1ccccc1C#N)C(O)=O"                                                                  
9IJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(c(c1)C[C@@H](C(=O)O)N)C#N"                                                            
9IJ SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(c(c1)CC(C(=O)O)N)C#N"                                                                 
# 
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 
9IJ "SYSTEMATIC NAME" ACDLabs              12.01 2-cyano-L-phenylalanine                            
9IJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-2-azanyl-3-(2-cyanophenyl)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 
9IJ "Create component" 2021-10-18 RCSB 
9IJ "Initial release"  2022-05-11 RCSB 
9IJ "Modify backbone"  2023-11-03 PDBE 
9IJ "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            9IJ 
_pdbx_chem_comp_pcm.modified_residue_id                PHE 
_pdbx_chem_comp_pcm.type                               Cyanation 
_pdbx_chem_comp_pcm.category                           "Named protein modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               ? 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   ? 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
