data_TCQ
# 
_chem_comp.id                                    TCQ 
_chem_comp.name                                  "3-((3E)-4-(HYDROXYMETHYL)-6-OXO-3-{[(1S,2R)-2-PHENYLCYCLOPROPYL]IMINO}CYCLOHEXA-1,4-DIEN-1-YL)ALANINE" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C18 H18 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-07-27 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        326.347 
_chem_comp.one_letter_code                       X 
_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        ? 
_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 
# 
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.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 N1   N1   N 0  1 N N N -0.970 3.370  25.766 3.458  -6.453 -4.666 N1   TCQ 1  
TCQ C1   C1   C 0  1 N N S -1.731 3.410  27.015 2.487  -5.906 -3.742 C1   TCQ 2  
TCQ C2   C2   C 0  1 N N N -1.459 4.649  27.881 1.444  -5.070 -4.508 C2   TCQ 3  
TCQ O1   O1   O 0  1 N N N -0.366 5.167  27.911 0.269  -5.538 -4.466 O1   TCQ 4  
TCQ C3   C3   C 0  1 N N N -1.334 2.257  27.927 3.183  -5.125 -2.623 C3   TCQ 5  
TCQ C4   C4   C 0  1 N N N -1.213 0.910  27.244 2.226  -4.605 -1.595 C4   TCQ 6  
TCQ C5   C5   C 0  1 N N N -2.427 0.083  26.993 1.887  -5.506 -0.465 C5   TCQ 7  
TCQ O3   O3   O 0  1 N N N -3.574 0.521  27.312 2.365  -6.631 -0.365 O3   TCQ 8  
TCQ C6   C6   C 0  1 N N N -2.265 -1.244 26.330 0.942  -5.003 0.554  C6   TCQ 9  
TCQ C7   C7   C 0  1 N N N -0.996 -1.708 25.967 0.394  -3.786 0.494  C7   TCQ 10 
TCQ O4   O4   O 0  1 N N N -0.812 -2.898 25.387 -0.488 -3.322 1.448  O4   TCQ 11 
TCQ C8   C8   C 0  1 N N N 0.208  -0.881 26.221 0.737  -2.884 -0.638 C8   TCQ 12 
TCQ N2   N2   N 1  1 N N N 1.416  -1.388 25.843 0.236  -1.705 -0.735 N2   TCQ 13 
TCQ C9   C9   C 0  1 N N S 2.657  -0.651 26.043 0.558  -0.785 -1.850 C9   TCQ 14 
TCQ C10  C10  C 0  1 N N N 3.881  -1.391 26.559 -0.218 -0.945 -3.112 C10  TCQ 15 
TCQ C11  C11  C 0  1 N N R 3.669  -1.249 25.050 -0.464 0.235  -2.218 C11  TCQ 16 
TCQ C12  C12  C 0  1 Y N N 4.339  -0.169 24.292 -0.007 1.580  -2.646 C12  TCQ 17 
TCQ C13  C13  C 0  1 Y N N 5.459  0.494  24.797 0.363  2.534  -1.693 C13  TCQ 18 
TCQ C14  C14  C 0  1 Y N N 6.052  1.513  24.059 0.793  3.799  -2.094 C14  TCQ 19 
TCQ C15  C15  C 0  1 Y N N 5.532  1.876  22.825 0.854  4.116  -3.451 C15  TCQ 20 
TCQ C16  C16  C 0  1 Y N N 4.420  1.212  22.318 0.486  3.169  -4.407 C16  TCQ 21 
TCQ C17  C17  C 0  1 Y N N 3.816  0.196  23.055 0.056  1.904  -4.005 C17  TCQ 22 
TCQ C18  C18  C 0  1 N N N 0.052  0.446  26.875 1.682  -3.384 -1.664 C18  TCQ 23 
TCQ OXT  OXT  O -1 1 N Y N ?      ?      ?      1.867  -4.027 -5.077 OXT  TCQ 24 
TCQ HN1  HN1  H 0  1 N N N -0.383 4.177  25.708 3.187  -7.221 -5.252 HN1  TCQ 25 
TCQ HN2  HN2  H 0  1 N N N -1.601 3.361  24.991 4.422  -6.197 -4.560 HN2  TCQ 26 
TCQ HA   HA   H 0  1 N N N -2.778 3.386  26.677 1.959  -6.765 -3.308 HA   TCQ 27 
TCQ HB1  HB1  H 0  1 N N N -2.140 2.157  28.669 3.735  -4.274 -3.039 HB1  TCQ 28 
TCQ HB2  HB2  H 0  1 N N N -0.353 2.499  28.363 3.909  -5.765 -2.111 HB2  TCQ 29 
TCQ HQ3  HQ3  H 0  1 N N N -3.135 -1.852 26.129 0.708  -5.680 1.370  HQ3  TCQ 30 
TCQ H4   H4   H 0  1 N N N -0.768 -2.788 24.444 -0.655 -2.384 1.309  H4   TCQ 31 
TCQ HQ5  HQ5  H 0  1 N N N 1.451  -2.292 25.416 -0.416 -1.376 -0.004 HQ5  TCQ 32 
TCQ HA1  HA1  H 0  1 N N N 2.230  0.314  26.353 1.604  -0.546 -1.916 HA1  TCQ 33 
TCQ HT21 1HT2 H 0  0 N N N 4.062  -2.225 27.253 -0.952 -1.742 -3.140 HT21 TCQ 34 
TCQ HT22 2HT2 H 0  0 N N N 4.706  -1.049 27.201 0.261  -0.760 -4.067 HT22 TCQ 35 
TCQ HA3  HA3  H 0  1 N N N 3.717  -1.992 24.240 -1.408 0.226  -1.680 HA3  TCQ 36 
TCQ HT5  HT5  H 0  1 N N N 5.864  0.216  25.759 0.318  2.297  -0.633 HT5  TCQ 37 
TCQ HT6  HT6  H 0  1 N N N 6.921  2.024  24.448 1.079  4.537  -1.351 HT6  TCQ 38 
TCQ HT7  HT7  H 0  1 N N N 5.990  2.673  22.259 1.188  5.101  -3.764 HT7  TCQ 39 
TCQ HT8  HT8  H 0  1 N N N 4.024  1.485  21.351 0.534  3.415  -5.463 HT8  TCQ 40 
TCQ HT9  HT9  H 0  1 N N N 2.943  -0.308 22.667 -0.228 1.172  -4.757 HT9  TCQ 41 
TCQ HQ6  HQ6  H 0  1 N N N 0.923  1.055  27.066 1.925  -2.718 -2.487 HQ6  TCQ 42 
# 
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 N1  C1   SING N N 1  
TCQ N1  HN1  SING N N 2  
TCQ N1  HN2  SING N N 3  
TCQ C1  C2   SING N N 4  
TCQ C1  C3   SING N N 5  
TCQ C1  HA   SING N N 6  
TCQ C2  O1   DOUB N N 7  
TCQ C2  OXT  SING N N 8  
TCQ C3  C4   SING N N 9  
TCQ C3  HB1  SING N N 10 
TCQ C3  HB2  SING N N 11 
TCQ C4  C5   SING N N 12 
TCQ C4  C18  DOUB N N 13 
TCQ C5  O3   DOUB N N 14 
TCQ C5  C6   SING N N 15 
TCQ C6  C7   DOUB N N 16 
TCQ C6  HQ3  SING N N 17 
TCQ C7  O4   SING N N 18 
TCQ C7  C8   SING N N 19 
TCQ O4  H4   SING N N 20 
TCQ C8  N2   DOUB N E 21 
TCQ C8  C18  SING N N 22 
TCQ N2  C9   SING N N 23 
TCQ N2  HQ5  SING N N 24 
TCQ C9  C10  SING N N 25 
TCQ C9  C11  SING N N 26 
TCQ C9  HA1  SING N N 27 
TCQ C10 C11  SING N N 28 
TCQ C10 HT21 SING N N 29 
TCQ C10 HT22 SING N N 30 
TCQ C11 C12  SING N N 31 
TCQ C11 HA3  SING N N 32 
TCQ C12 C13  DOUB Y N 33 
TCQ C12 C17  SING Y N 34 
TCQ C13 C14  SING Y N 35 
TCQ C13 HT5  SING N N 36 
TCQ C14 C15  DOUB Y N 37 
TCQ C14 HT6  SING N N 38 
TCQ C15 C16  SING Y N 39 
TCQ C15 HT7  SING N N 40 
TCQ C16 C17  DOUB Y N 41 
TCQ C16 HT8  SING N N 42 
TCQ C17 HT9  SING N N 43 
TCQ C18 HQ6  SING N N 44 
# 
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              10.04 "[O-]C(=O)C(N)CC1=C/C(C(O)=CC1=O)=[NH+]\C3CC3c2ccccc2"                                                                                                                
TCQ InChI            InChI                1.02b "InChI=1/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)/b20-15+/t12-,13+,14+/m1/s1/f/h20H" 
TCQ InChIKey         InChI                1.02b VSWJBNYRCGPQPJ-CWBVANJWDM                                                                                                                                             
TCQ SMILES_CANONICAL CACTVS               3.341 "N[C@@H](CC1=CC(=[NH+][C@H]2C[C@@H]2c3ccccc3)C(=CC1=O)O)C([O-])=O"                                                                                                    
TCQ SMILES           CACTVS               3.341 "N[CH](CC1=CC(=[NH+][CH]2C[CH]2c3ccccc3)C(=CC1=O)O)C([O-])=O"                                                                                                         
TCQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "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" 1.5.0 "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              10.04 "(2S)-2-amino-3-[(3E)-4-hydroxy-6-oxo-3-{[(1S,2R)-2-phenylcyclopropyl]iminio}cyclohexa-1,4-dien-1-yl]propanoate"       
TCQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-[(3E)-4-hydroxy-6-oxo-3-[(1S,2R)-2-phenylcyclopropyl]azaniumylidene-1-cyclohexa-1,4-dienyl]propanoate" 
# 
