data_T33
# 
_chem_comp.id                                    T33 
_chem_comp.name                                  "3,3'-DEIODO-THYROXINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H13 I2 N O4" 
_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                        525.077 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     T33 
_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        1THA 
_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 
T33 C1     C1     C 0 1 Y N N 20.944 42.443 4.306  1.108  0.879  -2.714 C1     T33 1  
T33 C2     C2     C 0 1 Y N N 20.303 43.552 4.897  -0.120 0.348  -3.059 C2     T33 2  
T33 C3     C3     C 0 1 Y N N 20.826 44.297 5.915  -1.117 0.235  -2.109 C3     T33 3  
T33 I3     I3     I 0 1 N N N 19.618 45.831 6.591  -2.977 -0.576 -2.630 I3     T33 4  
T33 C4     C4     C 0 1 Y N N 22.100 43.976 6.492  -0.887 0.665  -0.809 C4     T33 5  
T33 O4     O4     O 0 1 N N N 22.499 44.817 7.529  -1.867 0.561  0.125  O4     T33 6  
T33 C5     C5     C 0 1 Y N N 22.754 42.893 5.901  0.345  1.203  -0.467 C5     T33 7  
T33 C6     C6     C 0 1 Y N N 22.196 42.165 4.877  1.339  1.308  -1.420 C6     T33 8  
T33 C7     C7     C 0 1 N N N 20.185 41.741 3.276  2.195  0.995  -3.751 C7     T33 9  
T33 C8     C8     C 0 1 N N S 20.457 41.567 1.799  3.039  -0.280 -3.751 C8     T33 10 
T33 N8     N8     N 0 1 N N N 21.371 42.555 1.234  3.645  -0.466 -2.426 N8     T33 11 
T33 C9     C9     C 0 1 N N N 19.095 41.429 1.116  4.126  -0.163 -4.788 C9     T33 12 
T33 O9     O9     O 0 1 N N N 18.638 42.183 0.256  5.199  0.304  -4.489 O9     T33 13 
T33 O10    O10    O 0 1 N N N 18.353 40.476 1.464  3.903  -0.580 -6.044 O10    T33 14 
T33 "C1'"  "C1'"  C 0 1 Y N N 22.293 44.609 8.954  -1.319 0.936  1.312  "C1'"  T33 15 
T33 "C2'"  "C2'"  C 0 1 Y N N 22.038 43.275 9.118  -0.635 0.009  2.084  "C2'"  T33 16 
T33 "C3'"  "C3'"  C 0 1 Y N N 21.810 42.651 10.326 -0.074 0.392  3.287  "C3'"  T33 17 
T33 "I3'"  "I3'"  I 0 1 N N N 21.357 40.519 10.648 0.965  -1.005 4.450  "I3'"  T33 18 
T33 "C4'"  "C4'"  C 0 1 Y N N 21.858 43.647 11.350 -0.205 1.701  3.728  "C4'"  T33 19 
T33 "O4'"  "O4'"  O 0 1 N N N 21.643 43.188 12.630 0.341  2.076  4.915  "O4'"  T33 20 
T33 "C5'"  "C5'"  C 0 1 Y N N 22.144 45.042 11.160 -0.894 2.626  2.958  "C5'"  T33 21 
T33 "C6'"  "C6'"  C 0 1 Y N N 22.394 45.675 9.991  -1.450 2.245  1.753  "C6'"  T33 22 
T33 H2     H2     H 0 1 N N N 19.309 43.862 4.532  -0.299 0.013  -4.071 H2     T33 23 
T33 H5     H5     H 0 1 N N N 23.755 42.599 6.258  0.527  1.538  0.542  H5     T33 24 
T33 H6     H6     H 0 1 N N N 22.783 41.313 4.493  2.299  1.727  -1.154 H6     T33 25 
T33 H71    1H7    H 0 1 N N N 20.061 40.704 3.668  2.829  1.851  -3.519 H71    T33 26 
T33 H72    2H7    H 0 1 N N N 19.160 42.177 3.328  1.745  1.133  -4.735 H72    T33 27 
T33 H8     H8     H 0 1 N N N 21.044 40.638 1.609  2.405  -1.135 -3.984 H8     T33 28 
T33 HN81   1HN8   H 0 0 N N N 21.554 42.437 0.237  4.220  0.344  -2.253 HN81   T33 29 
T33 HN82   2HN8   H 0 0 N N N 22.246 42.570 1.757  2.891  -0.434 -1.755 HN82   T33 30 
T33 HO1    HO1    H 0 1 N N N 17.507 40.390 1.039  4.600  -0.505 -6.710 HO1    T33 31 
T33 "H2'"  "H2'"  H 0 1 N N N 22.014 42.654 8.206  -0.533 -1.009 1.740  "H2'"  T33 32 
T33 "HO'4" "4HO'" H 0 0 N N N 21.674 43.850 13.310 -0.333 1.928  5.593  "HO'4" T33 33 
T33 "H5'"  "H5'"  H 0 1 N N N 22.176 45.719 12.030 -0.996 3.645  3.302  "H5'"  T33 34 
T33 "H6'"  "H6'"  H 0 1 N N N 22.616 46.752 9.907  -1.986 2.966  1.153  "H6'"  T33 35 
# 
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 
T33 C1    C2     DOUB Y N 1  
T33 C1    C6     SING Y N 2  
T33 C1    C7     SING N N 3  
T33 C2    C3     SING Y N 4  
T33 C2    H2     SING N N 5  
T33 C3    I3     SING N N 6  
T33 C3    C4     DOUB Y N 7  
T33 C4    O4     SING N N 8  
T33 C4    C5     SING Y N 9  
T33 O4    "C1'"  SING N N 10 
T33 C5    C6     DOUB Y N 11 
T33 C5    H5     SING N N 12 
T33 C6    H6     SING N N 13 
T33 C7    C8     SING N N 14 
T33 C7    H71    SING N N 15 
T33 C7    H72    SING N N 16 
T33 C8    N8     SING N N 17 
T33 C8    C9     SING N N 18 
T33 C8    H8     SING N N 19 
T33 N8    HN81   SING N N 20 
T33 N8    HN82   SING N N 21 
T33 C9    O9     DOUB N N 22 
T33 C9    O10    SING N N 23 
T33 O10   HO1    SING N N 24 
T33 "C1'" "C2'"  DOUB Y N 25 
T33 "C1'" "C6'"  SING Y N 26 
T33 "C2'" "C3'"  SING Y N 27 
T33 "C2'" "H2'"  SING N N 28 
T33 "C3'" "I3'"  SING N N 29 
T33 "C3'" "C4'"  DOUB Y N 30 
T33 "C4'" "O4'"  SING N N 31 
T33 "C4'" "C5'"  SING Y N 32 
T33 "O4'" "HO'4" SING N N 33 
T33 "C5'" "C6'"  DOUB Y N 34 
T33 "C5'" "H5'"  SING N N 35 
T33 "C6'" "H6'"  SING N N 36 
# 
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 
T33 SMILES           ACDLabs              10.04 O=C(O)C(N)Cc2ccc(Oc1cc(I)c(O)cc1)c(I)c2                                                                                              
T33 InChI            InChI                1.02b InChI=1/C15H13I2NO4/c16-10-7-9(2-3-13(10)19)22-14-4-1-8(5-11(14)17)6-12(18)15(20)21/h1-5,7,12,19H,6,18H2,(H,20,21)/t12-/m0/s1/f/h20H 
T33 InChIKey         InChI                1.02b CPCJBZABTUOGNM-ZIFCFZSGDF                                                                                                            
T33 SMILES_CANONICAL CACTVS               3.341 N[C@@H](Cc1ccc(Oc2ccc(O)c(I)c2)c(I)c1)C(O)=O                                                                                         
T33 SMILES           CACTVS               3.341 N[CH](Cc1ccc(Oc2ccc(O)c(I)c2)c(I)c1)C(O)=O                                                                                           
T33 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1C[C@@H](C(=O)O)N)I)Oc2ccc(c(c2)I)O                                                                                         
T33 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1CC(C(=O)O)N)I)Oc2ccc(c(c2)I)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 
T33 "SYSTEMATIC NAME" ACDLabs              10.04 O-(4-hydroxy-3-iodophenyl)-3-iodo-L-tyrosine                                
T33 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-[4-(4-hydroxy-3-iodo-phenoxy)-3-iodo-phenyl]propanoic acid" 
# 
