data_TYU
# 
_chem_comp.id                                    TYU 
_chem_comp.name                                  TETRAHYDROURIDINE 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C9 H16 N2 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "1-(3,4-DIHYDROXY-5-HYDROXYMETHYL-TETRAHYDRO-FURAN-2-YL)-4- HYDROXY-TETRAHYDRO-PYRIMIDIN-2-ONE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-11-11 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        248.233 
_chem_comp.one_letter_code                       N 
_chem_comp.three_letter_code                     TYU 
_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        ? 
_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 
TYU "O5'"  O5*  O 0 1 N N N 14.672 1.254  63.361 3.110  2.840  0.578  "O5'"  TYU 1  
TYU "C5'"  C5*  C 0 1 N N N 13.627 0.506  63.985 3.112  1.711  -0.298 "C5'"  TYU 2  
TYU "C4'"  C4*  C 0 1 N N R 13.742 0.612  65.487 2.526  0.500  0.431  "C4'"  TYU 3  
TYU "O4'"  O4*  O 0 1 N N N 14.816 -0.265 65.930 1.131  0.720  0.701  "O4'"  TYU 4  
TYU "C1'"  C1*  C 0 1 N N R 15.741 0.473  66.700 0.475  -0.562 0.602  "C1'"  TYU 5  
TYU N1     N1   N 0 1 N N N 17.076 -0.120 66.525 -0.959 -0.390 0.361  N1     TYU 6  
TYU C6     C6   C 0 1 N N N 17.520 -0.597 65.301 -1.920 -1.051 1.246  C6     TYU 7  
TYU C2     C2   C 0 1 N N N 17.804 -0.367 67.655 -1.366 0.374  -0.664 C2     TYU 8  
TYU O2     O2   O 0 1 N N N 17.378 -0.189 68.781 -0.527 0.891  -1.375 O2     TYU 9  
TYU N3     N3   N 0 1 N N N 19.063 -0.828 67.408 -2.662 0.581  -0.941 N3     TYU 10 
TYU C4     C4   C 0 1 N N R 19.631 -1.011 66.165 -3.720 -0.024 -0.131 C4     TYU 11 
TYU O4     O4   O 0 1 N N N 20.955 -0.300 66.228 -4.862 0.836  -0.114 O4     TYU 12 
TYU C5     C5   C 0 1 N N N 18.844 -0.325 65.155 -3.207 -0.222 1.300  C5     TYU 13 
TYU "C2'"  C2*  C 0 1 N N R 15.609 1.907  66.194 1.162  -1.226 -0.618 "C2'"  TYU 14 
TYU "O2'"  O2*  O 0 1 N N N 16.124 2.831  67.128 1.078  -2.650 -0.539 "O2'"  TYU 15 
TYU "C3'"  C3*  C 0 1 N N S 14.099 2.006  66.000 2.631  -0.750 -0.464 "C3'"  TYU 16 
TYU "O3'"  O3*  O 0 1 N N N 13.432 2.283  67.233 3.420  -1.760 0.168  "O3'"  TYU 17 
TYU "H5'"  H5*  H 0 1 N N N 14.445 1.420  62.454 3.486  3.580  0.082  "H5'"  TYU 18 
TYU "H5'1" 1H5* H 0 0 N N N 13.713 -0.550 63.690 2.508  1.933  -1.177 "H5'1" TYU 19 
TYU "H5''" 2H5* H 0 0 N N N 12.653 0.906  63.666 4.134  1.491  -0.605 "H5''" TYU 20 
TYU "H4'"  H4*  H 0 1 N N N 12.750 0.346  65.880 3.063  0.334  1.365  "H4'"  TYU 21 
TYU "H1'"  H1*  H 0 1 N N N 15.560 0.458  67.785 0.644  -1.150 1.504  "H1'"  TYU 22 
TYU H61    1H6  H 0 1 N N N 16.957 -0.107 64.493 -2.144 -2.047 0.863  H61    TYU 23 
TYU H62    2H6  H 0 1 N N N 17.364 -1.685 65.255 -1.496 -1.132 2.247  H62    TYU 24 
TYU HN3    HN3  H 0 1 N N N 19.627 -1.054 68.202 -2.903 1.145  -1.692 HN3    TYU 25 
TYU H4     H4   H 0 1 N N N 19.704 -2.081 65.919 -3.997 -0.989 -0.555 H4     TYU 26 
TYU HO4    HO4  H 0 1 N N N 21.277 -0.150 65.347 -5.152 0.933  -1.032 HO4    TYU 27 
TYU H51    1H5  H 0 1 N N N 18.995 0.759  65.269 -3.958 -0.749 1.888  H51    TYU 28 
TYU H52    2H5  H 0 1 N N N 19.170 -0.660 64.159 -2.999 0.749  1.751  H52    TYU 29 
TYU "H2'"  H2*  H 0 1 N N N 16.177 2.139  65.281 0.731  -0.864 -1.552 "H2'"  TYU 30 
TYU H1     H1   H 0 1 N N N 16.240 2.402  67.968 1.521  -3.001 -1.323 H1     TYU 31 
TYU "H3'"  H3*  H 0 1 N N N 13.799 2.818  65.322 3.052  -0.490 -1.435 "H3'"  TYU 32 
TYU H2     H2   H 0 1 N N N 14.072 2.344  67.933 4.319  -1.410 0.237  H2     TYU 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 
TYU "O5'" "C5'"  SING N N 1  
TYU "O5'" "H5'"  SING N N 2  
TYU "C5'" "C4'"  SING N N 3  
TYU "C5'" "H5'1" SING N N 4  
TYU "C5'" "H5''" SING N N 5  
TYU "C4'" "O4'"  SING N N 6  
TYU "C4'" "C3'"  SING N N 7  
TYU "C4'" "H4'"  SING N N 8  
TYU "O4'" "C1'"  SING N N 9  
TYU "C1'" N1     SING N N 10 
TYU "C1'" "C2'"  SING N N 11 
TYU "C1'" "H1'"  SING N N 12 
TYU N1    C6     SING N N 13 
TYU N1    C2     SING N N 14 
TYU C6    C5     SING N N 15 
TYU C6    H61    SING N N 16 
TYU C6    H62    SING N N 17 
TYU C2    O2     DOUB N N 18 
TYU C2    N3     SING N N 19 
TYU N3    C4     SING N N 20 
TYU N3    HN3    SING N N 21 
TYU C4    O4     SING N N 22 
TYU C4    C5     SING N N 23 
TYU C4    H4     SING N N 24 
TYU O4    HO4    SING N N 25 
TYU C5    H51    SING N N 26 
TYU C5    H52    SING N N 27 
TYU "C2'" "O2'"  SING N N 28 
TYU "C2'" "C3'"  SING N N 29 
TYU "C2'" "H2'"  SING N N 30 
TYU "O2'" H1     SING N N 31 
TYU "C3'" "O3'"  SING N N 32 
TYU "C3'" "H3'"  SING N N 33 
TYU "O3'" H2     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 
TYU SMILES           ACDLabs              10.04 "O=C1N(CCC(O)N1)C2OC(C(O)C2O)CO"                                                                                             
TYU InChI            InChI                1.02b "InChI=1/C9H16N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h4-8,12-15H,1-3H2,(H,10,16)/t4-,5-,6-,7-,8-/m1/s1/f/h10H" 
TYU InChIKey         InChI                1.02b UCKYOOZPSJFJIZ-XXWFYTGCDW                                                                                                    
TYU SMILES_CANONICAL CACTVS               3.341 "OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2CC[C@@H](O)NC2=O"                                                                         
TYU SMILES           CACTVS               3.341 "OC[CH]1O[CH]([CH](O)[CH]1O)N2CC[CH](O)NC2=O"                                                                                
TYU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1CN(C(=O)N[C@@H]1O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O"                                                                    
TYU SMILES           "OpenEye OEToolkits" 1.5.0 "C1CN(C(=O)NC1O)C2C(C(C(O2)CO)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 
TYU "SYSTEMATIC NAME" ACDLabs              10.04 "(4R)-4-hydroxy-1-beta-D-ribofuranosyltetrahydropyrimidin-2(1H)-one"                             
TYU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4R)-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1,3-diazinan-2-one" 
# 
