data_TCQ
# 
_chem_comp.id                                    TCQ 
_chem_comp.name                                  "(1S,2R)-N-{(1E)-5-[(2S)-2-amino-2-carboxyethyl]-2-hydroxy-4-oxocyclohexa-2,5-dien-1-ylidene}-2-phenylcyclopropanaminium" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C18 H19 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               TYR 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2004-07-27 
_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                        327.354 
_chem_comp.one_letter_code                       Y 
_chem_comp.three_letter_code                     TCQ 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1W4N 
_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 
TCQ N   N    N 0 1 N N N Y Y N -0.970 3.370  25.766 -1.164 -1.932 0.906  N   TCQ 1  
TCQ CA  CA   C 0 1 N N S Y N N -1.731 3.410  27.015 -2.510 -1.775 0.340  CA  TCQ 2  
TCQ C   C    C 0 1 N N N Y N Y -1.459 4.649  27.881 -3.052 -3.125 -0.052 C   TCQ 3  
TCQ O   O    O 0 1 N N N Y N Y -0.366 5.167  27.911 -2.296 -4.052 -0.225 O   TCQ 4  
TCQ CB  CB   C 0 1 N N N N N N -1.334 2.257  27.927 -2.443 -0.874 -0.895 CB  TCQ 5  
TCQ C1  C1   C 0 1 N N N N N N -1.213 0.910  27.244 -2.018 0.512  -0.483 C1  TCQ 6  
TCQ C2  C2   C 0 1 N N N N N N -2.427 0.083  26.993 -3.022 1.474  -0.009 C2  TCQ 7  
TCQ O2  O2   O 0 1 N N N N N N -3.574 0.521  27.312 -4.193 1.141  0.047  O2  TCQ 8  
TCQ C3  C3   C 0 1 N N N N N N -2.265 -1.244 26.330 -2.648 2.780  0.383  C3  TCQ 9  
TCQ C4  C4   C 0 1 N N N N N N -0.996 -1.708 25.967 -1.354 3.173  0.329  C4  TCQ 10 
TCQ O4  O4   O 0 1 N N N N N N -0.812 -2.898 25.387 -1.007 4.425  0.707  O4  TCQ 11 
TCQ C5  C5   C 0 1 N N N N N N 0.208  -0.881 26.221 -0.319 2.224  -0.145 C5  TCQ 12 
TCQ N5  N5   N 1 1 N N N N N N 1.416  -1.388 25.843 0.931  2.586  -0.203 N5  TCQ 13 
TCQ C7  C7   C 0 1 N N S N N N 2.657  -0.651 26.043 1.946  1.640  -0.673 C7  TCQ 14 
TCQ C9  C9   C 0 1 N N N N N N 3.881  -1.391 26.559 3.358  2.180  -0.910 C9  TCQ 15 
TCQ C8  C8   C 0 1 N N R N N N 3.669  -1.249 25.050 3.076  1.278  0.293  C8  TCQ 16 
TCQ C10 C10  C 0 1 Y N N N N N 4.339  -0.169 24.292 3.606  -0.132 0.245  C10 TCQ 17 
TCQ C11 C11  C 0 1 Y N N N N N 5.459  0.494  24.797 3.539  -0.934 1.369  C11 TCQ 18 
TCQ C12 C12  C 0 1 Y N N N N N 6.052  1.513  24.059 4.026  -2.227 1.326  C12 TCQ 19 
TCQ C13 C13  C 0 1 Y N N N N N 5.532  1.876  22.825 4.580  -2.718 0.158  C13 TCQ 20 
TCQ C14 C14  C 0 1 Y N N N N N 4.420  1.212  22.318 4.646  -1.916 -0.966 C14 TCQ 21 
TCQ C15 C15  C 0 1 Y N N N N N 3.816  0.196  23.055 4.155  -0.625 -0.924 C15 TCQ 22 
TCQ C6  C6   C 0 1 N N N N N N 0.052  0.446  26.875 -0.723 0.861  -0.546 C6  TCQ 23 
TCQ OXT OXT  O 0 1 N Y N Y N Y ?      ?      ?      -4.374 -3.298 -0.209 OXT TCQ 24 
TCQ H   HN1  H 0 1 N N N Y Y N -1.201 2.538  25.261 -1.190 -2.470 1.759  H   TCQ 25 
TCQ H2  HN2  H 0 1 N Y N Y Y N -1.198 4.170  25.211 -0.536 -2.350 0.235  H2  TCQ 26 
TCQ HA  HA   H 0 1 N N N Y N N -2.778 3.386  26.677 -3.166 -1.322 1.084  HA  TCQ 27 
TCQ HB2 HB1  H 0 1 N N N N N N -0.353 2.499  28.363 -1.719 -1.281 -1.602 HB2 TCQ 28 
TCQ HB3 HB2  H 0 1 N N N N N N -2.105 2.168  28.706 -3.425 -0.828 -1.365 HB3 TCQ 29 
TCQ H3  HQ3  H 0 1 N N N N N N -3.135 -1.852 26.129 -3.402 3.472  0.729  H3  TCQ 30 
TCQ HO4 H4   H 0 1 N N N N N N 0.114  -3.029 25.219 -1.751 4.968  1.001  HO4 TCQ 31 
TCQ HN5 HQ5  H 0 1 N N N N N N 1.451  -2.292 25.416 1.189  3.481  0.066  HN5 TCQ 32 
TCQ H7  HA1  H 0 1 N N N N N N 2.230  0.314  26.353 1.587  0.860  -1.344 H7  TCQ 33 
TCQ H92 HT21 H 0 1 N N N N N N 4.706  -1.049 27.201 3.928  1.754  -1.736 H92 TCQ 34 
TCQ H91 HT22 H 0 1 N N N N N N 3.961  -2.289 27.189 3.532  3.238  -0.716 H91 TCQ 35 
TCQ H8  HA3  H 0 1 N N N N N N 3.717  -1.992 24.240 3.063  1.743  1.279  H8  TCQ 36 
TCQ H11 HT5  H 0 1 N N N N N N 5.864  0.216  25.759 3.107  -0.550 2.281  H11 TCQ 37 
TCQ H12 HT6  H 0 1 N N N N N N 6.921  2.024  24.448 3.974  -2.853 2.204  H12 TCQ 38 
TCQ H13 HT7  H 0 1 N N N N N N 5.990  2.673  22.259 4.961  -3.728 0.124  H13 TCQ 39 
TCQ H14 HT8  H 0 1 N N N N N N 4.024  1.485  21.351 5.079  -2.300 -1.878 H14 TCQ 40 
TCQ H15 HT9  H 0 1 N N N N N N 2.943  -0.308 22.667 4.204  0.001  -1.803 H15 TCQ 41 
TCQ H6  HQ6  H 0 1 N N N N N N 0.923  1.055  27.066 0.017  0.153  -0.890 H6  TCQ 42 
TCQ HXT H19  H 0 1 N Y N Y N Y ?      ?      ?      -4.674 -4.182 -0.461 HXT TCQ 43 
# 
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 
TCQ N   CA  SING N N 1  
TCQ CA  C   SING N N 2  
TCQ CA  CB  SING N N 3  
TCQ C   O   DOUB N N 4  
TCQ C   OXT SING N N 5  
TCQ CB  C1  SING N N 6  
TCQ C1  C2  SING N N 7  
TCQ C1  C6  DOUB N N 8  
TCQ C2  O2  DOUB N N 9  
TCQ C2  C3  SING N N 10 
TCQ C3  C4  DOUB N N 11 
TCQ C4  O4  SING N N 12 
TCQ C4  C5  SING N N 13 
TCQ C5  N5  DOUB N N 14 
TCQ C5  C6  SING N N 15 
TCQ N5  C7  SING N N 16 
TCQ C7  C9  SING N N 17 
TCQ C7  C8  SING N N 18 
TCQ C9  C8  SING N N 19 
TCQ C8  C10 SING N N 20 
TCQ C10 C11 DOUB Y N 21 
TCQ C10 C15 SING Y N 22 
TCQ C11 C12 SING Y N 23 
TCQ C12 C13 DOUB Y N 24 
TCQ C13 C14 SING Y N 25 
TCQ C14 C15 DOUB Y N 26 
TCQ N   H   SING N N 27 
TCQ N   H2  SING N N 28 
TCQ CA  HA  SING N N 29 
TCQ CB  HB2 SING N N 30 
TCQ CB  HB3 SING N N 31 
TCQ C3  H3  SING N N 32 
TCQ O4  HO4 SING N N 33 
TCQ N5  HN5 SING N N 34 
TCQ C7  H7  SING N N 35 
TCQ C9  H92 SING N N 36 
TCQ C9  H91 SING N N 37 
TCQ C8  H8  SING N N 38 
TCQ C11 H11 SING N N 39 
TCQ C12 H12 SING N N 40 
TCQ C13 H13 SING N N 41 
TCQ C14 H14 SING N N 42 
TCQ C15 H15 SING N N 43 
TCQ C6  H6  SING N N 44 
TCQ OXT HXT SING N N 45 
# 
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 
TCQ SMILES           ACDLabs              12.01 "O=C(O)C(N)CC=3C(=O)C=C(O)\C(=[NH+]\C2CC2c1ccccc1)C=3"                                                                                                              
TCQ InChI            InChI                1.03  "InChI=1S/C18H18N2O4/c19-13(18(23)24)6-11-7-15(17(22)9-16(11)21)20-14-8-12(14)10-4-2-1-3-5-10/h1-5,7,9,12-14,22H,6,8,19H2,(H,23,24)/p+1/b20-15+/t12-,13+,14+/m1/s1" 
TCQ InChIKey         InChI                1.03  VSWJBNYRCGPQPJ-SYLCOIDOSA-O                                                                                                                                         
TCQ SMILES_CANONICAL CACTVS               3.370 "N[C@@H](CC1=CC(=[NH+][C@H]2C[C@@H]2c3ccccc3)C(=CC1=O)O)C(O)=O"                                                                                                     
TCQ SMILES           CACTVS               3.370 "N[CH](CC1=CC(=[NH+][CH]2C[CH]2c3ccccc3)C(=CC1=O)O)C(O)=O"                                                                                                          
TCQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)[C@H]2C[C@@H]2/[NH+]=C/3\C=C(C(=O)C=C3O)C[C@@H](C(=O)O)N"                                                                                                
TCQ SMILES           "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)C2CC2[NH+]=C3C=C(C(=O)C=C3O)CC(C(=O)O)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 
TCQ "SYSTEMATIC NAME" ACDLabs              12.01 "(1S,2R)-N-{(1E)-5-[(2S)-2-amino-2-carboxyethyl]-2-hydroxy-4-oxocyclohexa-2,5-dien-1-ylidene}-2-phenylcyclopropanaminium"                                
TCQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(E)-[5-[(2S)-2-azanyl-3-oxidanyl-3-oxidanylidene-propyl]-2-oxidanyl-4-oxidanylidene-cyclohexa-2,5-dien-1-ylidene]-[(1S,2R)-2-phenylcyclopropyl]azanium" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
TCQ "Create component"   2004-07-27 RCSB 
TCQ "Other modification" 2011-08-02 RCSB 
TCQ "Modify backbone"    2023-11-03 PDBE 
TCQ "Modify PCM"         2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            TCQ 
_pdbx_chem_comp_pcm.modified_residue_id                TYR 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Non-standard residue" 
_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      ? 
# 
