data_5IT
# 
_chem_comp.id                                    5IT 
_chem_comp.name                                  "5-IODO-THYMIDINE-5'-PHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H12 I N2 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               DT 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2009-01-07 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   OBS 
_chem_comp.pdbx_replaced_by                      5IU 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        434.078 
_chem_comp.one_letter_code                       T 
_chem_comp.three_letter_code                     5IT 
_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        1A6Y 
_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 
5IT P      P    P 0 1 N N N 12.360 3.697  7.050 -1.267 0.280  -5.655 P      5IT 1  
5IT OP1    O1P  O 0 1 N N N 11.743 4.929  7.590 -1.562 -1.161 -5.503 OP1    5IT 2  
5IT OP2    O2P  O 0 1 N N N 12.923 2.663  7.952 -2.631 1.077  -5.966 OP2    5IT 3  
5IT OP3    O3P  O 0 1 N Y N 13.466 4.227  5.996 -0.233 0.491  -6.871 OP3    5IT 4  
5IT "O5'"  O5*  O 0 1 N N N 11.348 2.856  6.171 -0.616 0.842  -4.294 "O5'"  5IT 5  
5IT "C5'"  C5*  C 0 1 N N N 10.905 3.342  4.916 0.584  0.099  -4.073 "C5'"  5IT 6  
5IT "C4'"  C4*  C 0 1 N N R 10.180 2.242  4.192 1.256  0.585  -2.788 "C4'"  5IT 7  
5IT "O4'"  O4*  O 0 1 N N N 11.159 1.241  3.844 0.386  0.370  -1.652 "O4'"  5IT 8  
5IT "C3'"  C3*  C 0 1 N N S 9.155  1.535  5.069 2.516  -0.252 -2.481 "C3'"  5IT 9  
5IT "O3'"  O3*  O 0 1 N N N 8.085  1.049  4.255 3.691  0.431  -2.921 "O3'"  5IT 10 
5IT "C2'"  C2*  C 0 1 N N N 9.956  0.387  5.660 2.515  -0.389 -0.942 "C2'"  5IT 11 
5IT "C1'"  C1*  C 0 1 N N R 10.908 0.039  4.522 1.253  0.384  -0.498 "C1'"  5IT 12 
5IT N1     N1   N 0 1 N N N 12.225 -0.615 4.849 0.612  -0.291 0.632  N1     5IT 13 
5IT C2     C2   C 0 1 N N N 12.460 -1.721 4.095 0.169  -1.553 0.490  C2     5IT 14 
5IT O2     O2   O 0 1 N N N 11.705 -2.070 3.204 0.311  -2.122 -0.575 O2     5IT 15 
5IT N3     N3   N 0 1 N N N 13.609 -2.405 4.407 -0.417 -2.200 1.514  N3     5IT 16 
5IT C4     C4   C 0 1 N N N 14.548 -2.091 5.363 -0.582 -1.585 2.702  C4     5IT 17 
5IT O4     O4   O 0 1 N N N 15.503 -2.822 5.526 -1.118 -2.167 3.627  O4     5IT 18 
5IT C5     C5   C 0 1 N N N 14.308 -0.890 6.107 -0.126 -0.254 2.864  C5     5IT 19 
5IT I5     I5   I 0 1 N N N 15.283 -0.501 7.003 -0.365 0.734  4.696  I5     5IT 20 
5IT C6     C6   C 0 1 N N N 13.150 -0.201 5.824 0.464  0.369  1.822  C6     5IT 21 
5IT HOP2   2HOP H 0 0 N N N 13.319 1.872  7.605 -2.987 0.711  -6.787 HOP2   5IT 22 
5IT HOP3   3HOP H 0 0 N N N 13.862 3.436  5.649 -0.068 1.442  -6.936 HOP3   5IT 23 
5IT "H5'"  1H5* H 0 1 N N N 10.287 4.265  5.012 1.261  0.245  -4.915 "H5'"  5IT 24 
5IT "H5''" 2H5* H 0 0 N N N 11.736 3.772  4.310 0.344  -0.959 -3.979 "H5''" 5IT 25 
5IT "H4'"  H4*  H 0 1 N N N 9.658  2.698  3.318 1.515  1.641  -2.872 "H4'"  5IT 26 
5IT "H3'"  H3*  H 0 1 N N N 8.690  2.184  5.847 2.447  -1.233 -2.951 "H3'"  5IT 27 
5IT "HO3'" *HO3 H 0 0 N Y N 7.445  0.608  4.802 4.445  -0.123 -2.677 "HO3'" 5IT 28 
5IT "H2'"  1H2* H 0 1 N N N 10.449 0.609  6.634 2.442  -1.437 -0.651 "H2'"  5IT 29 
5IT "H2''" 2H2* H 0 0 N N N 9.346  -0.465 6.041 3.410  0.064  -0.517 "H2''" 5IT 30 
5IT "H1'"  H1*  H 0 1 N N N 10.386 -0.753 3.937 1.511  1.409  -0.229 "H1'"  5IT 31 
5IT HN3    HN3  H 0 1 N N N 13.786 -3.249 3.862 -0.727 -3.112 1.395  HN3    5IT 32 
5IT H6     H6   H 0 1 N N N 12.955 0.718  6.401 0.819  1.383  1.927  H6     5IT 33 
# 
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 
5IT P     OP1    DOUB N N 1  
5IT P     OP2    SING N N 2  
5IT P     OP3    SING N N 3  
5IT P     "O5'"  SING N N 4  
5IT OP2   HOP2   SING N N 5  
5IT OP3   HOP3   SING N N 6  
5IT "O5'" "C5'"  SING N N 7  
5IT "C5'" "C4'"  SING N N 8  
5IT "C5'" "H5'"  SING N N 9  
5IT "C5'" "H5''" SING N N 10 
5IT "C4'" "O4'"  SING N N 11 
5IT "C4'" "C3'"  SING N N 12 
5IT "C4'" "H4'"  SING N N 13 
5IT "O4'" "C1'"  SING N N 14 
5IT "C3'" "O3'"  SING N N 15 
5IT "C3'" "C2'"  SING N N 16 
5IT "C3'" "H3'"  SING N N 17 
5IT "O3'" "HO3'" SING N N 18 
5IT "C2'" "C1'"  SING N N 19 
5IT "C2'" "H2'"  SING N N 20 
5IT "C2'" "H2''" SING N N 21 
5IT "C1'" N1     SING N N 22 
5IT "C1'" "H1'"  SING N N 23 
5IT N1    C2     SING N N 24 
5IT N1    C6     SING N N 25 
5IT C2    O2     DOUB N N 26 
5IT C2    N3     SING N N 27 
5IT N3    C4     SING N N 28 
5IT N3    HN3    SING N N 29 
5IT C4    O4     DOUB N N 30 
5IT C4    C5     SING N N 31 
5IT C5    I5     SING N N 32 
5IT C5    C6     DOUB N N 33 
5IT C6    H6     SING N N 34 
# 
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 
5IT SMILES           ACDLabs              10.04 "IC=1C(=O)NC(=O)N(C=1)C2OC(C(O)C2)COP(=O)(O)O"                                                                                                           
5IT InChI            InChI                1.02b "InChI=1/C9H12IN2O8P/c10-4-2-12(9(15)11-8(4)14)7-1-5(13)6(20-7)3-19-21(16,17)18/h2,5-7,13H,1,3H2,(H,11,14,15)(H2,16,17,18)/t5-,6+,7+/m0/s1/f/h11,16-17H" 
5IT InChIKey         InChI                1.02b WXFYBFRZROJDLL-DUSMYMCLDH                                                                                                                                
5IT SMILES_CANONICAL CACTVS               3.341 "O[C@H]1C[C@@H](O[C@@H]1CO[P](O)(O)=O)N2C=C(I)C(=O)NC2=O"                                                                                                
5IT SMILES           CACTVS               3.341 "O[CH]1C[CH](O[CH]1CO[P](O)(O)=O)N2C=C(I)C(=O)NC2=O"                                                                                                     
5IT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)I)COP(=O)(O)O)O"                                                                                                 
5IT SMILES           "OpenEye OEToolkits" 1.5.0 "C1C(C(OC1N2C=C(C(=O)NC2=O)I)COP(=O)(O)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 
5IT "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-5-iodouridine 5'-(dihydrogen phosphate)
;
5IT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-(5-iodo-2,4-dioxo-pyrimidin-1-yl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
