data_PAQ
# 
_chem_comp.id                                    PAQ 
_chem_comp.name                                  "2-OXY-4-HYDROXY-5-(2-HYDRAZINOPYRIDINE)PHENYLALANINE" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C14 H16 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               TYR 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2023-11-03 
_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                        304.301 
_chem_comp.one_letter_code                       Y 
_chem_comp.three_letter_code                     PAQ 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1SPU 
_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_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 
PAQ N   N   N 0 1 N N N Y Y N 66.082 76.131 -3.448 -1.557 1.676  3.428  N   PAQ 1  
PAQ CA  CA  C 0 1 N N S Y N N 65.267 75.089 -2.706 -1.533 0.358  2.780  CA  PAQ 2  
PAQ CB  CB  C 0 1 N N N N N N 66.046 74.128 -1.746 -0.125 -0.233 2.879  CB  PAQ 3  
PAQ CG  CG  C 0 1 N N R N N N 67.420 73.809 -2.286 0.846  0.623  2.065  CG  PAQ 4  
PAQ CD1 CD1 C 0 1 N N N N N N 67.552 72.740 -3.185 2.251  0.228  2.461  CD1 PAQ 5  
PAQ O2  O2  O 0 1 N N N N N N 66.585 72.055 -3.563 2.615  0.306  3.618  O2  PAQ 6  
PAQ CD2 CD2 C 0 1 N N N N N N 68.551 74.562 -1.963 0.459  0.501  0.609  CD2 PAQ 7  
PAQ CE1 CE1 C 0 1 N N N N N N 68.783 72.435 -3.758 3.124  -0.228 1.467  CE1 PAQ 8  
PAQ CE2 CE2 C 0 1 N N N N N N 69.791 74.270 -2.535 1.366  0.053  -0.266 CE2 PAQ 9  
PAQ CZ  CZ  C 0 1 N N N N N N 69.898 73.202 -3.422 2.718  -0.318 0.160  CZ  PAQ 10 
PAQ OH  OH  O 0 1 N N N N N N 71.125 72.931 -3.958 3.594  -0.766 -0.765 OH  PAQ 11 
PAQ N1  N1  N 0 1 N N N N N N 70.788 74.860 -2.259 1.017  -0.062 -1.616 N1  PAQ 12 
PAQ N2  N2  N 0 1 N N N N N N 70.656 75.914 -1.358 -0.271 0.289  -2.039 N2  PAQ 13 
PAQ C1  C1  C 0 1 Y N N N N N 71.474 76.993 -1.361 -0.617 0.174  -3.380 C1  PAQ 14 
PAQ C2  C2  C 0 1 Y N N N N N 72.096 77.415 -2.539 -1.899 0.526  -3.793 C2  PAQ 15 
PAQ C3  C3  C 0 1 Y N N N N N 72.866 78.471 -2.497 -2.230 0.407  -5.131 C3  PAQ 16 
PAQ C4  C4  C 0 1 Y N N N N N 73.063 79.169 -1.361 -1.265 -0.060 -6.014 C4  PAQ 17 
PAQ C5  C5  C 0 1 Y N N N N N 72.414 78.700 -0.230 -0.014 -0.391 -5.534 C5  PAQ 18 
PAQ N3  N3  N 0 1 Y N N N N N 71.623 77.610 -0.223 0.275  -0.263 -4.253 N3  PAQ 19 
PAQ C   C   C 0 1 N N N Y N Y 64.214 75.671 -1.758 -2.512 -0.557 3.469  C   PAQ 20 
PAQ O   O   O 0 1 N N N Y N Y 64.489 76.616 -1.002 -2.752 -0.411 4.644  O   PAQ 21 
PAQ OXT OXT O 0 1 N Y N Y N Y 63.059 75.038 -1.865 -3.117 -1.535 2.776  OXT PAQ 22 
PAQ H   1HN H 0 1 N N N Y Y N 65.574 76.757 -4.073 -0.894 2.254  2.933  H   PAQ 23 
PAQ H2  2HN H 0 1 N Y N Y Y N 66.833 75.671 -3.962 -1.191 1.548  4.359  H2  PAQ 24 
PAQ HA  HA  H 0 1 N N N Y N N 64.853 74.549 -3.590 -1.809 0.463  1.731  HA  PAQ 25 
PAQ HB2 1HB H 0 1 N N N N N N 66.098 74.537 -0.710 0.189  -0.248 3.923  HB2 PAQ 26 
PAQ HB3 2HB H 0 1 N N N N N N 65.464 73.200 -1.534 -0.130 -1.249 2.487  HB3 PAQ 27 
PAQ HG  HG  H 0 1 N N N N N N 67.540 74.049 -1.204 0.697  1.661  2.363  HG  PAQ 28 
PAQ HD2 HD2 H 0 1 N N N N N N 68.463 75.397 -1.247 -0.533 0.772  0.281  HD2 PAQ 29 
PAQ HE1 HE1 H 0 1 N N N N N N 68.873 71.596 -4.468 4.131  -0.515 1.732  HE1 PAQ 30 
PAQ HH  HOH H 0 1 N N N N N N 71.884 73.453 -3.729 4.420  -0.958 -0.299 HH  PAQ 31 
PAQ HN1 HN1 H 0 1 N N N N N N 71.238 75.191 -3.112 1.667  -0.386 -2.259 HN1 PAQ 32 
PAQ HN2 HN2 H 0 1 N N N N N N 70.677 75.517 -0.418 -0.921 0.613  -1.396 HN2 PAQ 33 
PAQ HC2 H2  H 0 1 N N N N N N 71.978 76.909 -3.512 -2.625 0.886  -3.080 HC2 PAQ 34 
PAQ H3  H3  H 0 1 N N N N N N 73.357 78.778 -3.435 -3.217 0.672  -5.481 H3  PAQ 35 
PAQ H4  H4  H 0 1 N N N N N N 73.710 80.062 -1.357 -1.492 -0.165 -7.064 H4  PAQ 36 
PAQ H5  H5  H 0 1 N N N N N N 72.535 79.230 0.729  0.738  -0.755 -6.218 H5  PAQ 37 
PAQ HXT HXT H 0 1 N Y N Y N Y 62.405 75.399 -1.277 -3.746 -2.122 3.218  HXT PAQ 38 
# 
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 
PAQ N   CA  SING N N 1  
PAQ N   H   SING N N 2  
PAQ N   H2  SING N N 3  
PAQ CA  CB  SING N N 4  
PAQ CA  C   SING N N 5  
PAQ CA  HA  SING N N 6  
PAQ CB  CG  SING N N 7  
PAQ CB  HB2 SING N N 8  
PAQ CB  HB3 SING N N 9  
PAQ CG  CD1 SING N N 10 
PAQ CG  CD2 SING N N 11 
PAQ CG  HG  SING N N 12 
PAQ CD1 O2  DOUB N N 13 
PAQ CD1 CE1 SING N N 14 
PAQ CD2 CE2 DOUB N N 15 
PAQ CD2 HD2 SING N N 16 
PAQ CE1 CZ  DOUB N N 17 
PAQ CE1 HE1 SING N N 18 
PAQ CE2 CZ  SING N N 19 
PAQ CE2 N1  SING N N 20 
PAQ CZ  OH  SING N N 21 
PAQ OH  HH  SING N N 22 
PAQ N1  N2  SING N N 23 
PAQ N1  HN1 SING N N 24 
PAQ N2  C1  SING N N 25 
PAQ N2  HN2 SING N N 26 
PAQ C1  C2  SING Y N 27 
PAQ C1  N3  DOUB Y N 28 
PAQ C2  C3  DOUB Y N 29 
PAQ C2  HC2 SING N N 30 
PAQ C3  C4  SING Y N 31 
PAQ C3  H3  SING N N 32 
PAQ C4  C5  DOUB Y N 33 
PAQ C4  H4  SING N N 34 
PAQ C5  N3  SING Y N 35 
PAQ C5  H5  SING N N 36 
PAQ C   O   DOUB N N 37 
PAQ C   OXT SING N N 38 
PAQ OXT HXT 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 
PAQ SMILES           ACDLabs              10.04 "O=C(O)C(N)CC2C=C(NNc1ncccc1)C(O)=CC2=O"                                                                                                    
PAQ SMILES_CANONICAL CACTVS               3.341 "N[C@@H](C[C@@H]1C=C(NNc2ccccn2)C(=CC1=O)O)C(O)=O"                                                                                          
PAQ SMILES           CACTVS               3.341 "N[CH](C[CH]1C=C(NNc2ccccn2)C(=CC1=O)O)C(O)=O"                                                                                              
PAQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccnc(c1)NNC2=CC(C(=O)C=C2O)C[C@@H](C(=O)O)N"                                                                                             
PAQ SMILES           "OpenEye OEToolkits" 1.5.0 "c1ccnc(c1)NNC2=CC(C(=O)C=C2O)CC(C(=O)O)N"                                                                                                  
PAQ InChI            InChI                1.03  "InChI=1S/C14H16N4O4/c15-9(14(21)22)5-8-6-10(12(20)7-11(8)19)17-18-13-3-1-2-4-16-13/h1-4,6-9,17,20H,5,15H2,(H,16,18)(H,21,22)/t8-,9+/m1/s1" 
PAQ InChIKey         InChI                1.03  AZUQIXJQZOMXAS-BDAKNGLRSA-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 
PAQ "SYSTEMATIC NAME" ACDLabs              10.04 "3-[(1R)-4-hydroxy-6-oxo-3-(2-pyridin-2-ylhydrazino)cyclohexa-2,4-dien-1-yl]-L-alanine"              
PAQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-[4-hydroxy-6-oxo-3-(2-pyridin-2-ylhydrazinyl)-1-cyclohexa-2,4-dienyl]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 
PAQ "Create component"  1999-07-08 RCSB 
PAQ "Modify descriptor" 2011-06-04 RCSB 
PAQ "Modify backbone"   2023-11-03 PDBE 
# 
