data_DHU
# 
_chem_comp.id                                    DHU 
_chem_comp.name                                  "5,6-DIHYDROURIDINE-5'-PHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C9 H15 N2 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               U 
_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                      H2U 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        326.197 
_chem_comp.one_letter_code                       U 
_chem_comp.three_letter_code                     DHU 
_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        1SER 
_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 
DHU P      P    P 0 1 N N N 64.312 52.087 34.603 -1.087 0.031  -3.989 P      DHU 1  
DHU OP1    O1P  O 0 1 N N N 63.269 51.030 34.643 -1.678 -1.272 -3.613 OP1    DHU 2  
DHU OP2    O2P  O 0 1 N N N 64.746 52.623 33.290 -2.235 0.986  -4.593 OP2    DHU 3  
DHU OP3    O3P  O 0 1 N Y N 63.866 53.324 35.541 0.058  -0.197 -5.097 OP3    DHU 4  
DHU "O5'"  O5*  O 0 1 N N N 65.643 51.606 35.373 -0.444 0.725  -2.687 "O5'"  DHU 5  
DHU "C5'"  C5*  C 0 1 N N N 66.008 50.233 35.529 0.561  -0.164 -2.199 "C5'"  DHU 6  
DHU "C4'"  C4*  C 0 1 N N R 67.129 50.074 36.536 1.216  0.437  -0.955 "C4'"  DHU 7  
DHU "O4'"  O4*  O 0 1 N N N 68.289 50.798 36.128 0.236  0.615  0.093  "O4'"  DHU 8  
DHU "C3'"  C3*  C 0 1 N N S 66.799 50.554 37.946 2.255  -0.538 -0.359 "C3'"  DHU 9  
DHU "O3'"  O3*  O 0 1 N N N 67.422 49.662 38.865 3.574  -0.183 -0.778 "O3'"  DHU 10 
DHU "C2'"  C2*  C 0 1 N N R 67.466 51.914 37.958 2.107  -0.361 1.168  "C2'"  DHU 11 
DHU "O2'"  O2*  O 0 1 N N N 67.787 52.475 39.221 3.331  0.104  1.739  "O2'"  DHU 12 
DHU "C1'"  C1*  C 0 1 N N R 68.715 51.695 37.155 0.997  0.702  1.318  "C1'"  DHU 13 
DHU N1     N1   N 0 1 N N N 69.172 52.944 36.551 0.148  0.394  2.471  N1     DHU 14 
DHU C2     C2   C 0 1 N N N 70.483 53.352 36.729 -0.524 -0.766 2.507  C2     DHU 15 
DHU O2     O2   O 0 1 N N N 71.303 52.765 37.437 -0.332 -1.590 1.633  O2     DHU 16 
DHU N3     N3   N 0 1 N N N 70.810 54.524 36.061 -1.397 -1.045 3.489  N3     DHU 17 
DHU C4     C4   C 0 1 N N N 70.035 55.162 35.092 -1.818 -0.085 4.333  C4     DHU 18 
DHU O4     O4   O 0 1 N N N 70.239 56.329 34.776 -2.546 -0.368 5.260  O4     DHU 19 
DHU C5     C5   C 0 1 N N N 68.998 54.337 34.544 -1.384 1.343  4.125  C5     DHU 20 
DHU C6     C6   C 0 1 N N N 68.249 53.733 35.701 0.040  1.360  3.566  C6     DHU 21 
DHU HOP2   2HOP H 0 0 N N N 65.413 53.299 33.264 -2.593 0.534  -5.370 HOP2   DHU 22 
DHU HOP3   3HOP H 0 0 N N N 64.533 54.000 35.515 0.415  0.674  -5.313 HOP3   DHU 23 
DHU "H5'"  1H5* H 0 1 N N N 65.127 49.602 35.793 1.317  -0.316 -2.970 "H5'"  DHU 24 
DHU "H5''" 2H5* H 0 0 N N N 66.266 49.764 34.550 0.106  -1.121 -1.943 "H5''" DHU 25 
DHU "H4'"  H4*  H 0 1 N N N 67.299 48.972 36.567 1.688  1.389  -1.198 "H4'"  DHU 26 
DHU "H3'"  H3*  H 0 1 N N N 65.717 50.596 38.213 2.026  -1.563 -0.649 "H3'"  DHU 27 
DHU "HO3'" *HO3 H 0 0 N Y N 67.216 49.960 39.743 4.180  -0.805 -0.353 "HO3'" DHU 28 
DHU "H2'"  H2*  H 0 1 N N N 66.748 52.666 37.554 1.803  -1.299 1.633  "H2'"  DHU 29 
DHU "HO2'" *HO2 H 0 0 N N N 68.205 53.327 39.228 3.998  -0.572 1.562  "HO2'" DHU 30 
DHU "H1'"  H1*  H 0 1 N N N 69.559 51.309 37.772 1.435  1.694  1.423  "H1'"  DHU 31 
DHU HN3    HN3  H 0 1 N N N 71.701 54.955 36.304 -1.731 -1.950 3.591  HN3    DHU 32 
DHU H51    1H5  H 0 1 N N N 68.335 54.883 33.833 -1.408 1.874  5.076  H51    DHU 33 
DHU H52    2H5  H 0 1 N N N 69.380 53.574 33.826 -2.057 1.829  3.419  H52    DHU 34 
DHU H61    1H6  H 0 1 N N N 67.375 53.128 35.362 0.743  1.094  4.356  H61    DHU 35 
DHU H62    2H6  H 0 1 N N N 67.697 54.503 36.288 0.273  2.358  3.194  H62    DHU 36 
# 
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 
DHU P     OP1    DOUB N N 1  
DHU P     OP2    SING N N 2  
DHU P     OP3    SING N N 3  
DHU P     "O5'"  SING N N 4  
DHU OP2   HOP2   SING N N 5  
DHU OP3   HOP3   SING N N 6  
DHU "O5'" "C5'"  SING N N 7  
DHU "C5'" "C4'"  SING N N 8  
DHU "C5'" "H5'"  SING N N 9  
DHU "C5'" "H5''" SING N N 10 
DHU "C4'" "O4'"  SING N N 11 
DHU "C4'" "C3'"  SING N N 12 
DHU "C4'" "H4'"  SING N N 13 
DHU "O4'" "C1'"  SING N N 14 
DHU "C3'" "O3'"  SING N N 15 
DHU "C3'" "C2'"  SING N N 16 
DHU "C3'" "H3'"  SING N N 17 
DHU "O3'" "HO3'" SING N N 18 
DHU "C2'" "O2'"  SING N N 19 
DHU "C2'" "C1'"  SING N N 20 
DHU "C2'" "H2'"  SING N N 21 
DHU "O2'" "HO2'" SING N N 22 
DHU "C1'" N1     SING N N 23 
DHU "C1'" "H1'"  SING N N 24 
DHU N1    C2     SING N N 25 
DHU N1    C6     SING N N 26 
DHU C2    O2     DOUB N N 27 
DHU C2    N3     SING N N 28 
DHU N3    C4     SING N N 29 
DHU N3    HN3    SING N N 30 
DHU C4    O4     DOUB N N 31 
DHU C4    C5     SING N N 32 
DHU C5    C6     SING N N 33 
DHU C5    H51    SING N N 34 
DHU C5    H52    SING N N 35 
DHU C6    H61    SING N N 36 
DHU C6    H62    SING N N 37 
# 
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 
DHU SMILES           ACDLabs              10.04 "O=C1N(CCC(=O)N1)C2OC(C(O)C2O)COP(=O)(O)O"                                                                                                                    
DHU InChI            InChI                1.02b "InChI=1/C9H15N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h4,6-8,13-14H,1-3H2,(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1/f/h10,16-17H" 
DHU InChIKey         InChI                1.02b NBWDKGJHOHJBRJ-UUVCVCPKDX                                                                                                                                     
DHU SMILES_CANONICAL CACTVS               3.341 "O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(O)=O)N2CCC(=O)NC2=O"                                                                                                 
DHU SMILES           CACTVS               3.341 "O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)N2CCC(=O)NC2=O"                                                                                                        
DHU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O"                                                                                                
DHU SMILES           "OpenEye OEToolkits" 1.5.0 "C1CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(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 
DHU "SYSTEMATIC NAME" ACDLabs              10.04 
;5'-uridylic acid
;
DHU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(2,4-dioxo-1,3-diazinan-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
