data_PIA
# 
_chem_comp.id                                    PIA 
_chem_comp.name                                  {2-(1-AMINOETHYL)-4-[(4-HYDROXYPHENYL)METHYL]-5-OXO-2,5-DIHYDRO-1H-IMIDAZOL-1-YL}ACETALDEHYDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H15 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-06-22 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        289.287 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PIA 
_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        1H6R 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
PIA N1    N1    N 0 1 N N N 21.969 22.898 18.924 2.357  0.436  -2.791 N1    PIA 1  
PIA CA1   CA1   C 0 1 N N S 21.953 24.130 19.714 2.128  -0.609 -1.785 CA1   PIA 2  
PIA CB1   CB1   C 0 1 N N N 23.173 24.179 20.665 3.121  -0.436 -0.634 CB1   PIA 3  
PIA C1    C1    C 0 1 N N N 21.737 25.252 18.697 0.721  -0.497 -1.256 C1    PIA 4  
PIA N2    N2    N 0 1 N N N 22.726 26.032 18.292 0.423  -0.286 -0.012 N2    PIA 5  
PIA N3    N3    N 0 1 N N N 20.589 25.444 17.970 -0.402 -0.599 -2.026 N3    PIA 6  
PIA C2    C2    C 0 1 N N N 20.728 26.423 17.077 -1.481 -0.453 -1.226 C2    PIA 7  
PIA O2    O2    O 0 1 N N N 19.729 26.766 16.424 -2.654 -0.486 -1.554 O2    PIA 8  
PIA CA2   CA2   C 0 1 N N N 22.060 26.665 17.330 -0.936 -0.239 0.124  CA2   PIA 9  
PIA CA3   CA3   C 0 1 N N N 19.348 24.714 18.066 -0.431 -0.835 -3.472 CA3   PIA 10 
PIA C3    C3    C 0 1 N N N 18.477 25.148 19.223 -0.422 0.485  -4.197 C3    PIA 11 
PIA O3    O3    O 0 1 N N N 17.385 24.600 19.396 -0.393 1.517  -3.570 O3    PIA 12 
PIA CB2   CB2   C 0 1 N N N 22.452 27.795 16.380 -1.648 -0.034 1.286  CB2   PIA 13 
PIA CG2   CG2   C 0 1 Y N N 23.869 28.366 16.250 -0.947 0.048  2.569  CG2   PIA 14 
PIA CD1   CD1   C 0 1 Y N N 24.864 27.781 16.963 0.454  0.045  2.608  CD1   PIA 15 
PIA CD2   CD2   C 0 1 Y N N 24.009 29.358 15.334 -1.675 0.136  3.765  CD2   PIA 16 
PIA CE1   CE1   C 0 1 Y N N 26.151 28.247 16.722 1.104  0.124  3.812  CE1   PIA 17 
PIA CE2   CE2   C 0 1 Y N N 25.305 29.830 15.094 -1.014 0.209  4.963  CE2   PIA 18 
PIA CZ    CZ    C 0 1 Y N N 26.366 29.261 15.797 0.376  0.205  4.995  CZ    PIA 19 
PIA OH    OH    O 0 1 N N N 27.642 29.703 15.591 1.025  0.283  6.184  OH    PIA 20 
PIA O31   O31   O 0 1 N Y N 19.029 25.989 20.101 -0.446 0.514  -5.539 O31   PIA 21 
PIA HN11  1HN1  H 0 0 N N N 21.165 22.866 18.297 2.218  1.320  -2.326 HN11  PIA 22 
PIA HN12  2HN1  H 0 0 N N N 22.023 22.069 19.515 3.334  0.390  -3.040 HN12  PIA 23 
PIA HA1   HA1   H 0 1 N N N 21.042 24.093 20.356 2.268  -1.589 -2.241 HA1   PIA 24 
PIA HB11  1HB1  H 0 0 N N N 23.161 25.118 21.267 4.139  -0.517 -1.017 HB11  PIA 25 
PIA HB12  2HB1  H 0 0 N N N 24.134 24.052 20.114 2.982  0.543  -0.178 HB12  PIA 26 
PIA HB13  3HB1  H 0 0 N N N 23.232 23.272 21.312 2.951  -1.212 0.111  HB13  PIA 27 
PIA HA31  1HA3  H 0 0 N N N 19.539 23.616 18.107 0.443  -1.416 -3.763 HA31  PIA 28 
PIA HA32  2HA3  H 0 0 N N N 18.784 24.769 17.106 -1.336 -1.386 -3.731 HA32  PIA 29 
PIA HB2   HB2   H 0 1 N N N 21.662 28.230 15.745 -2.723 0.064  1.250  HB2   PIA 30 
PIA HD1   HD1   H 0 1 N N N 24.663 26.980 17.694 1.020  -0.018 1.690  HD1   PIA 31 
PIA HD2   HD2   H 0 1 N N N 23.138 29.775 14.801 -2.755 0.139  3.741  HD2   PIA 32 
PIA HE1   HE1   H 0 1 N N N 27.005 27.810 17.267 2.183  0.121  3.843  HE1   PIA 33 
PIA HE2   HE2   H 0 1 N N N 25.483 30.636 14.363 -1.574 0.273  5.885  HE2   PIA 34 
PIA HH    HH    H 0 1 N N N 27.789 30.396 14.958 1.162  1.222  6.367  HH    PIA 35 
PIA "HO'" "HO'" H 0 1 N N N 18.481 26.261 20.828 -0.440 1.362  -6.004 "HO'" PIA 36 
# 
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 
PIA N1  CA1   SING N N 1  
PIA N1  HN11  SING N N 2  
PIA N1  HN12  SING N N 3  
PIA CA1 CB1   SING N N 4  
PIA CA1 C1    SING N N 5  
PIA CA1 HA1   SING N N 6  
PIA CB1 HB11  SING N N 7  
PIA CB1 HB12  SING N N 8  
PIA CB1 HB13  SING N N 9  
PIA C1  N2    DOUB N N 10 
PIA C1  N3    SING N N 11 
PIA N2  CA2   SING N N 12 
PIA N3  C2    SING N N 13 
PIA N3  CA3   SING N N 14 
PIA C2  O2    DOUB N N 15 
PIA C2  CA2   SING N N 16 
PIA CA2 CB2   DOUB N Z 17 
PIA CA3 C3    SING N N 18 
PIA CA3 HA31  SING N N 19 
PIA CA3 HA32  SING N N 20 
PIA C3  O3    DOUB N N 21 
PIA C3  O31   SING N N 22 
PIA CB2 CG2   SING N N 23 
PIA CB2 HB2   SING N N 24 
PIA CG2 CD1   DOUB Y N 25 
PIA CG2 CD2   SING Y N 26 
PIA CD1 CE1   SING Y N 27 
PIA CD1 HD1   SING N N 28 
PIA CD2 CE2   DOUB Y N 29 
PIA CD2 HD2   SING N N 30 
PIA CE1 CZ    DOUB Y N 31 
PIA CE1 HE1   SING N N 32 
PIA CE2 CZ    SING Y N 33 
PIA CE2 HE2   SING N N 34 
PIA CZ  OH    SING N N 35 
PIA OH  HH    SING N N 36 
PIA O31 "HO'" SING N N 37 
# 
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 
PIA SMILES           ACDLabs              10.04 O=C1C(\N=C(N1CC(=O)O)C(N)C)=C\c2ccc(O)cc2                                                                                              
PIA InChI            InChI                1.02b InChI=1/C14H15N3O4/c1-8(15)13-16-11(14(21)17(13)7-12(19)20)6-9-2-4-10(18)5-3-9/h2-6,8,18H,7,15H2,1H3,(H,19,20)/b11-6-/t8-/m0/s1/f/h19H 
PIA InChIKey         InChI                1.02b UMPNJELZAAOGQG-BHLMEDQHDG                                                                                                              
PIA SMILES_CANONICAL CACTVS               3.341 C[C@H](N)C1=N\C(=C/c2ccc(O)cc2)C(=O)N1CC(O)=O                                                                                          
PIA SMILES           CACTVS               3.341 C[CH](N)C1=NC(=Cc2ccc(O)cc2)C(=O)N1CC(O)=O                                                                                             
PIA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H](C1=N/C(=C\c2ccc(cc2)O)/C(=O)N1CC(=O)O)N                                                                                        
PIA SMILES           "OpenEye OEToolkits" 1.5.0 CC(C1=NC(=Cc2ccc(cc2)O)C(=O)N1CC(=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 
PIA "SYSTEMATIC NAME" ACDLabs              10.04 "{(4Z)-2-[(1S)-1-aminoethyl]-4-[(4-hydroxyphenyl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl}acetic acid" 
PIA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[(4Z)-2-[(1S)-1-aminoethyl]-4-[(4-hydroxyphenyl)methylidene]-5-oxo-imidazol-1-yl]ethanoic acid"            
# 
