data_T3
# 
_chem_comp.id                                    T3 
_chem_comp.name                                  "3,5,3'TRIIODOTHYRONINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H12 I3 N O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "T3; THYROID HORMONE; LIOTHYRONINE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-12 
_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                        650.973 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     T3 
_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        1BSX 
_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 
T3 C1   C1   C 0 1 Y N N N N N -27.804 76.171 7.509  -0.097 -0.701 2.524  C1   T3 1  
T3 C2   C2   C 0 1 Y N N N N N -24.280 77.994 4.256  0.030  1.529  -1.613 C2   T3 2  
T3 C3   C3   C 0 1 Y N N N N N -28.136 76.562 6.171  1.117  -0.231 2.061  C3   T3 3  
T3 C4   C4   C 0 1 Y N N N N N -23.760 78.139 2.992  0.022  0.142  -1.642 C4   T3 4  
T3 C5   C5   C 0 1 Y N N N N N -27.150 76.728 5.196  1.155  0.735  1.075  C5   T3 5  
T3 C6   C6   C 0 1 Y N N N N N -23.206 79.353 2.618  0.041  -0.523 -2.853 C6   T3 6  
T3 C7   C7   C 0 1 Y N N N N N -25.781 76.506 5.537  -0.027 1.234  0.547  C7   T3 7  
T3 C8   C8   C 0 1 Y N N N N N -23.172 80.468 3.555  0.078  0.195  -4.039 C8   T3 8  
T3 C9   C9   C 0 1 Y N N N N N -25.416 76.116 6.810  -1.245 0.760  1.013  C9   T3 9  
T3 C10  C10  C 0 1 Y N N N N N -23.710 80.270 4.800  0.092  1.581  -4.010 C10  T3 10 
T3 C11  C11  C 0 1 Y N N N N N -26.402 75.950 7.786  -1.277 -0.210 1.996  C11  T3 11 
T3 C12  C12  C 0 1 Y N N N N N -24.284 79.034 5.211  0.068  2.247  -2.800 C12  T3 12 
T3 C13  C13  C 0 1 N N N N N N -28.896 76.113 8.617  -0.136 -1.755 3.600  C13  T3 13 
T3 CA   C15  C 0 1 N N S Y N N -29.131 74.763 9.330  -0.164 -1.082 4.973  C15  T3 14 
T3 C    C17  C 0 1 N N N Y N Y -30.432 74.651 10.084 -0.202 -2.136 6.049  C17  T3 15 
T3 I1   I1   I 0 1 N N N N N N -27.735 77.397 3.276  2.997  1.447  0.375  I1   T3 16 
T3 I2   I2   I 0 1 N N N N N N -22.609 79.661 0.723  0.020  -2.617 -2.897 I2   T3 17 
T3 I3   I3   I 0 1 N N N N N N -23.464 75.775 7.271  -3.034 1.508  0.220  I3   T3 18 
T3 N    N1   N 0 1 N N N Y Y N -28.832 73.582 8.455  1.039  -0.256 5.138  N1   T3 19 
T3 O1   O1   O 0 1 N N N N N N -22.568 81.625 3.159  0.102  -0.460 -5.230 O1   T3 20 
T3 O2   O2   O 0 1 N N N N N N -24.840 76.696 4.570  0.007  2.184  -0.422 O2   T3 21 
T3 OXT  O3   O 0 1 N N N Y N Y -30.978 73.539 10.083 -1.381 -2.594 6.499  O3   T3 22 
T3 O    O4   O 0 1 N N N Y N Y -30.884 75.668 10.653 0.828  -2.569 6.507  O4   T3 23 
T3 HC3  HC3  H 0 1 N N N N N N -29.185 76.741 5.882  2.037  -0.619 2.472  HC3  T3 24 
T3 HC4  HC4  H 0 1 N N N N N N -23.787 77.291 2.286  -0.006 -0.416 -0.719 HC4  T3 25 
T3 HC10 HC10 H 0 0 N N N N N N -23.680 81.129 5.490  0.121  2.141  -4.933 HC10 T3 26 
T3 HC11 HC11 H 0 0 N N N N N N -26.068 75.639 8.790  -2.225 -0.580 2.359  HC11 T3 27 
T3 HC12 HC12 H 0 0 N N N N N N -24.710 78.889 6.218  0.078  3.327  -2.777 HC12 T3 28 
T3 H131 H131 H 0 0 N N N N N N -28.685 76.898 9.380  0.749  -2.386 3.522  H131 T3 29 
T3 H132 H132 H 0 0 N N N N N N -29.862 76.479 8.198  -1.029 -2.368 3.477  H132 T3 30 
T3 HA   HC15 H 0 0 N N N Y N N -28.368 74.744 10.143 -1.050 -0.451 5.050  HC15 T3 31 
T3 H2   HN11 H 0 0 N N N Y Y N -28.987 72.690 8.925  1.830  -0.878 5.060  HN11 T3 32 
T3 H    HN12 H 0 0 N N N Y Y N -27.885 73.636 8.079  1.078  0.362  4.343  HN12 T3 33 
T3 HO1  HO1  H 0 1 N N N N N N -22.545 82.352 3.770  1.033  -0.604 -5.451 HO1  T3 34 
T3 HXT  HO3  H 0 1 N N N Y N Y -31.797 73.468 10.558 -1.406 -3.270 7.189  HO3  T3 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 
T3 C1  C3   DOUB Y N 1  
T3 C1  C11  SING Y N 2  
T3 C1  C13  SING N N 3  
T3 C2  C4   DOUB Y N 4  
T3 C2  C12  SING Y N 5  
T3 C2  O2   SING N N 6  
T3 C3  C5   SING Y N 7  
T3 C3  HC3  SING N N 8  
T3 C4  C6   SING Y N 9  
T3 C4  HC4  SING N N 10 
T3 C5  C7   DOUB Y N 11 
T3 C5  I1   SING N N 12 
T3 C6  C8   DOUB Y N 13 
T3 C6  I2   SING N N 14 
T3 C7  C9   SING Y N 15 
T3 C7  O2   SING N N 16 
T3 C8  C10  SING Y N 17 
T3 C8  O1   SING N N 18 
T3 C9  C11  DOUB Y N 19 
T3 C9  I3   SING N N 20 
T3 C10 C12  DOUB Y N 21 
T3 C10 HC10 SING N N 22 
T3 C11 HC11 SING N N 23 
T3 C12 HC12 SING N N 24 
T3 C13 CA   SING N N 25 
T3 C13 H131 SING N N 26 
T3 C13 H132 SING N N 27 
T3 CA  C    SING N N 28 
T3 CA  N    SING N N 29 
T3 CA  HA   SING N N 30 
T3 C   OXT  SING N N 31 
T3 C   O    DOUB N N 32 
T3 N   H2   SING N N 33 
T3 N   H    SING N N 34 
T3 O1  HO1  SING N N 35 
T3 OXT HXT  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 
T3 SMILES           ACDLabs              10.04 "O=C(O)C(N)Cc2cc(I)c(Oc1cc(I)c(O)cc1)c(I)c2"                                                                                       
T3 SMILES_CANONICAL CACTVS               3.341 "N[C@@H](Cc1cc(I)c(Oc2ccc(O)c(I)c2)c(I)c1)C(O)=O"                                                                                  
T3 SMILES           CACTVS               3.341 "N[CH](Cc1cc(I)c(Oc2ccc(O)c(I)c2)c(I)c1)C(O)=O"                                                                                    
T3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1Oc2c(cc(cc2I)C[C@@H](C(=O)O)N)I)I)O"                                                                                    
T3 SMILES           "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1Oc2c(cc(cc2I)CC(C(=O)O)N)I)I)O"                                                                                         
T3 InChI            InChI                1.03  "InChI=1S/C15H12I3NO4/c16-9-6-8(1-2-13(9)20)23-14-10(17)3-7(4-11(14)18)5-12(19)15(21)22/h1-4,6,12,20H,5,19H2,(H,21,22)/t12-/m0/s1" 
T3 InChIKey         InChI                1.03  AUYYCJSJGJYCDS-LBPRGKRZSA-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 
T3 "SYSTEMATIC NAME" ACDLabs              10.04 "O-(4-hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine"                              
T3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]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 
T3 "Create component"  1999-07-12 RCSB 
T3 "Modify descriptor" 2011-06-04 RCSB 
T3 "Modify synonyms"   2020-06-05 PDBE 
T3 "Modify backbone"   2023-11-03 PDBE 
# 
loop_
_pdbx_chem_comp_synonyms.ordinal 
_pdbx_chem_comp_synonyms.comp_id 
_pdbx_chem_comp_synonyms.name 
_pdbx_chem_comp_synonyms.provenance 
_pdbx_chem_comp_synonyms.type 
1 T3 T3                ? ? 
2 T3 "THYROID HORMONE" ? ? 
3 T3 LIOTHYRONINE      ? ? 
# 
