data_P28
# 
_chem_comp.id                                    P28 
_chem_comp.name                                  "3',5'-DINITRO-N-ACETYL-L-THYRONINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H15 N3 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        405.316 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     P28 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2ROY 
_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 
P28 C1    C1    C 0  1 Y N N 23.735 41.513 28.597 2.940  -1.060 2.353  C1    P28 1  
P28 C2    C2    C 0  1 Y N N 22.712 40.775 28.058 3.295  -1.737 3.508  C2    P28 2  
P28 C3    C3    C 0  1 Y N N 21.883 41.398 27.125 4.640  -1.815 3.869  C3    P28 3  
P28 C4    C4    C 0  1 Y N N 21.990 42.725 26.809 5.613  -1.214 3.070  C4    P28 4  
P28 C5    C5    C 0  1 Y N N 22.993 43.460 27.415 5.240  -0.536 1.910  C5    P28 5  
P28 C6    C6    C 0  1 Y N N 23.828 42.839 28.329 3.895  -0.458 1.549  C6    P28 6  
P28 C7    C7    C 0  1 N N N 24.758 41.143 29.666 1.484  -0.975 1.962  C7    P28 7  
P28 C8    C8    C 0  1 N N S 24.635 41.441 31.112 1.036  -2.136 1.066  C8    P28 8  
P28 C9    C9    C 0  1 N N N 26.046 41.264 31.839 -0.446 -2.006 0.749  C9    P28 9  
P28 O9    O9    O 0  1 N N N 26.932 41.967 31.353 -1.317 -2.019 1.612  O9    P28 10 
P28 O10   O10   O 0  1 N N N 26.000 40.499 32.812 -0.736 -1.866 -0.567 O10   P28 11 
P28 N8    N8    N 0  1 N N N 24.278 42.816 31.609 1.823  -2.195 -0.140 N8    P28 12 
P28 C81   C81   C 0  1 N N N 22.958 42.841 31.657 2.569  -3.302 -0.507 C81   P28 13 
P28 C82   C82   C 0  1 N N N 22.247 44.161 31.826 3.304  -3.143 -1.796 C82   P28 14 
P28 O81   O81   O 0  1 N N N 22.246 41.719 31.593 2.665  -4.352 0.118  O81   P28 15 
P28 O41   O41   O 0  1 N N N 21.208 43.447 25.949 6.925  -1.289 3.423  O41   P28 16 
P28 "C1'" "C1'" C 0  1 Y N N 21.438 43.350 24.587 7.841  -1.600 2.433  "C1'" P28 17 
P28 "C2'" "C2'" C 0  1 Y N N 21.599 42.113 24.096 7.560  -2.630 1.554  "C2'" P28 18 
P28 "C3'" "C3'" C 0  1 Y N N 21.842 41.948 22.717 8.483  -2.944 0.556  "C3'" P28 19 
P28 N3    N3    N 1  1 N N N 21.976 40.731 22.299 8.195  -4.004 -0.347 N3    P28 20 
P28 O31   O31   O 0  1 N N N 22.205 40.463 21.151 9.028  -4.281 -1.241 O31   P28 21 
P28 O32   O32   O -1 1 N N N 21.917 39.834 23.111 7.115  -4.629 -0.222 O32   P28 22 
P28 "C4'" "C4'" C 0  1 Y N N 21.921 43.024 21.809 9.673  -2.222 0.455  "C4'" P28 23 
P28 "O4'" "O4'" O 0  1 N N N 22.142 42.863 20.512 10.577 -2.528 -0.521 "O4'" P28 24 
P28 "C5'" "C5'" C 0  1 Y N N 21.742 44.286 22.398 9.939  -1.187 1.352  "C5'" P28 25 
P28 N5    N5    N 1  1 N N N 21.798 45.351 21.662 11.145 -0.438 1.265  N5    P28 26 
P28 O51   O51   O 0  1 N N N 21.969 45.300 20.472 11.972 -0.724 0.367  O51   P28 27 
P28 O52   O52   O -1 1 N N N 21.647 46.430 22.146 11.345 0.485  2.089  O52   P28 28 
P28 "C6'" "C6'" C 0  1 Y N N 21.501 44.498 23.770 9.015  -0.873 2.349  "C6'" P28 29 
P28 H2    H2    H 0  1 N N N 22.562 39.725 28.361 2.544  -2.208 4.137  H2    P28 30 
P28 H3    H3    H 0  1 N N N 21.103 40.811 26.610 4.924  -2.345 4.774  H3    P28 31 
P28 H5    H5    H 0  1 N N N 23.125 44.527 27.172 5.993  -0.065 1.283  H5    P28 32 
P28 H6    H6    H 0  1 N N N 24.596 43.422 28.863 3.614  0.073  0.643  H6    P28 33 
P28 H71   1H7   H 0  1 N N N 24.924 40.043 29.580 1.324  -0.015 1.454  H71   P28 34 
P28 H72   2H7   H 0  1 N N N 25.733 41.570 29.334 0.860  -0.931 2.865  H72   P28 35 
P28 H8    H8    H 0  1 N N N 23.791 40.745 31.332 1.171  -3.102 1.567  H8    P28 36 
P28 HO1   HO1   H 0  1 N N N 26.839 40.393 33.244 -1.691 -1.776 -0.771 HO1   P28 37 
P28 HN8   HN8   H 0  1 N N N 24.849 43.617 31.875 1.830  -1.383 -0.753 HN8   P28 38 
P28 H821  1H82  H 0  0 N N N 21.132 44.182 31.866 4.394  -3.258 -1.676 H821  P28 39 
P28 H822  2H82  H 0  0 N N N 22.646 44.666 32.736 3.012  -3.899 -2.543 H822  P28 40 
P28 H823  3H82  H 0  0 N N N 22.587 44.854 31.021 3.169  -2.172 -2.299 H823  P28 41 
P28 "H2'" "H2'" H 0  1 N N N 21.534 41.265 24.798 6.630  -3.188 1.641  "H2'" P28 42 
P28 HO4   HO4   H 0  1 N N N 22.195 43.587 19.900 10.120 -2.896 -1.292 HO4   P28 43 
P28 "H6'" "H6'" H 0  1 N N N 21.368 45.511 24.183 9.215  -0.067 3.051  "H6'" P28 44 
# 
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 
P28 C1    C2    DOUB Y N 1  
P28 C1    C6    SING Y N 2  
P28 C1    C7    SING N N 3  
P28 C2    C3    SING Y N 4  
P28 C2    H2    SING N N 5  
P28 C3    C4    DOUB Y N 6  
P28 C3    H3    SING N N 7  
P28 C4    C5    SING Y N 8  
P28 C4    O41   SING N N 9  
P28 C5    C6    DOUB Y N 10 
P28 C5    H5    SING N N 11 
P28 C6    H6    SING N N 12 
P28 C7    C8    SING N N 13 
P28 C7    H71   SING N N 14 
P28 C7    H72   SING N N 15 
P28 C8    C9    SING N N 16 
P28 C8    N8    SING N N 17 
P28 C8    H8    SING N N 18 
P28 C9    O9    DOUB N N 19 
P28 C9    O10   SING N N 20 
P28 O10   HO1   SING N N 21 
P28 N8    C81   SING N N 22 
P28 N8    HN8   SING N N 23 
P28 C81   C82   SING N N 24 
P28 C81   O81   DOUB N N 25 
P28 C82   H821  SING N N 26 
P28 C82   H822  SING N N 27 
P28 C82   H823  SING N N 28 
P28 O41   "C1'" SING N N 29 
P28 "C1'" "C2'" DOUB Y N 30 
P28 "C1'" "C6'" SING Y N 31 
P28 "C2'" "C3'" SING Y N 32 
P28 "C2'" "H2'" SING N N 33 
P28 "C3'" N3    SING N N 34 
P28 "C3'" "C4'" DOUB Y N 35 
P28 N3    O31   DOUB N N 36 
P28 N3    O32   SING N N 37 
P28 "C4'" "O4'" SING N N 38 
P28 "C4'" "C5'" SING Y N 39 
P28 "O4'" HO4   SING N N 40 
P28 "C5'" N5    SING N N 41 
P28 "C5'" "C6'" DOUB Y N 42 
P28 N5    O51   DOUB N N 43 
P28 N5    O52   SING N N 44 
P28 "C6'" "H6'" 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 
P28 SMILES           ACDLabs              10.04 O=[N+]([O-])c2cc(Oc1ccc(cc1)CC(C(=O)O)NC(=O)C)cc([N+]([O-])=O)c2O                                                                                                       
P28 InChI            InChI                1.02b InChI=1/C17H15N3O9/c1-9(21)18-13(17(23)24)6-10-2-4-11(5-3-10)29-12-7-14(19(25)26)16(22)15(8-12)20(27)28/h2-5,7-8,13,22H,6H2,1H3,(H,18,21)(H,23,24)/t13-/m0/s1/f/h18,23H 
P28 InChIKey         InChI                1.02b VZSQTOXQXPKQJX-HTQMUICBDD                                                                                                                                               
P28 SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@@H](Cc1ccc(Oc2cc(c(O)c(c2)[N+]([O-])=O)[N+]([O-])=O)cc1)C(O)=O                                                                                                
P28 SMILES           CACTVS               3.341 CC(=O)N[CH](Cc1ccc(Oc2cc(c(O)c(c2)[N+]([O-])=O)[N+]([O-])=O)cc1)C(O)=O                                                                                                  
P28 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N[C@@H](Cc1ccc(cc1)Oc2cc(c(c(c2)[N+](=O)[O-])O)[N+](=O)[O-])C(=O)O                                                                                                
P28 SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC(Cc1ccc(cc1)Oc2cc(c(c(c2)[N+](=O)[O-])O)[N+](=O)[O-])C(=O)O                                                                                                     
# 
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 
P28 "SYSTEMATIC NAME" ACDLabs              10.04 N-acetyl-O-(4-hydroxy-3,5-dinitrophenyl)-L-tyrosine                          
P28 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-acetamido-3-[4-(4-hydroxy-3,5-dinitro-phenoxy)phenyl]propanoic acid" 
# 
