data_70U
# 
_chem_comp.id                                    70U 
_chem_comp.name                                  "5-(O-METHYLACETO)-2-THIO-2-DEOXY-URIDINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C12 H17 N2 O10 P S" 
_chem_comp.mon_nstd_parent_comp_id               U 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-08-08 
_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                        412.310 
_chem_comp.one_letter_code                       U 
_chem_comp.three_letter_code                     70U 
_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        1FIR 
_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 
70U N1     N1   N 0 1 N N N 28.522 17.347 -7.005  -0.889 -0.033 1.268  N1     70U 1  
70U C2     C2   C 0 1 N N N 27.774 16.396 -6.338  -0.912 1.306  1.154  C2     70U 2  
70U S2     S2   S 0 1 N N N 26.866 15.744 -6.877  -1.222 2.018  -0.371 S2     70U 3  
70U N3     N3   N 0 1 N N N 28.118 16.241 -5.007  -0.696 2.096  2.222  N3     70U 4  
70U C4     C4   C 0 1 N N N 29.092 16.949 -4.312  -0.456 1.551  3.432  C4     70U 5  
70U O4     O4   O 0 1 N N N 29.277 16.724 -3.125  -0.260 2.264  4.400  O4     70U 6  
70U C5     C5   C 0 1 N N N 29.816 17.938 -5.092  -0.423 0.142  3.565  C5     70U 7  
70U C6     C6   C 0 1 N N N 29.511 18.061 -6.378  -0.644 -0.625 2.477  C6     70U 8  
70U C5M    C5M  C 0 1 N N N 30.838 18.810 -4.434  -0.151 -0.492 4.905  C5M    70U 9  
70U C8     C8   C 0 1 N N N 31.818 18.069 -3.567  1.331  -0.703 5.069  C8     70U 10 
70U O8     O8   O 0 1 N N N 31.556 17.876 -2.360  2.089  -0.373 4.189  O8     70U 11 
70U O9     O9   O 0 1 N N N 33.018 17.619 -4.174  1.809  -1.259 6.194  O9     70U 12 
70U C9     C9   C 0 1 N N N 32.759 16.231 -4.315  3.238  -1.463 6.352  C9     70U 13 
70U "C1'"  C1*  C 0 1 N N R 28.252 17.621 -8.408  -1.129 -0.866 0.088  "C1'"  70U 14 
70U "O2'"  O2*  O 0 1 N N N 26.327 17.789 -9.818  -3.485 -1.505 -0.098 "O2'"  70U 15 
70U "C2'"  C2*  C 0 1 N N R 26.869 18.234 -8.595  -2.512 -0.549 -0.522 "C2'"  70U 16 
70U "O3'"  O3*  O 0 1 N N N 26.229 20.463 -9.288  -3.100 -1.676 -2.612 "O3'"  70U 17 
70U "C3'"  C3*  C 0 1 N N S 27.192 19.721 -8.563  -2.280 -0.651 -2.048 "C3'"  70U 18 
70U "C4'"  C4*  C 0 1 N N R 28.513 19.766 -9.295  -0.785 -1.021 -2.176 "C4'"  70U 19 
70U "O4'"  O4*  O 0 1 N N N 29.202 18.577 -8.845  -0.181 -0.547 -0.953 "O4'"  70U 20 
70U "C5'"  C5*  C 0 1 N N N 29.363 20.980 -9.044  -0.162 -0.321 -3.385 "C5'"  70U 21 
70U "O5'"  O5*  O 0 1 N N N 29.627 21.132 -7.660  1.233  -0.620 -3.442 "O5'"  70U 22 
70U P      P    P 0 1 N N N 30.465 22.388 -7.150  1.821  0.145  -4.731 P      70U 23 
70U OP1    O1P  O 0 1 N N N 30.106 23.510 -8.058  1.601  1.601  -4.582 OP1    70U 24 
70U OP2    O2P  O 0 1 N N N 31.899 22.033 -6.950  3.399  -0.149 -4.856 OP2    70U 25 
70U OP3    O3P  O 0 1 N Y N 29.886 22.686 -5.684  1.070  -0.378 -6.055 OP3    70U 26 
70U HN3    HN3  H 0 1 N N N 27.601 15.533 -4.485  -0.716 3.060  2.122  HN3    70U 27 
70U H6     H6   H 0 1 N N N 30.106 18.790 -6.952  -0.627 -1.702 2.560  H6     70U 28 
70U H71    1H5M H 0 1 N N N 31.376 19.421 -5.195  -0.664 -1.452 4.963  H71    70U 29 
70U H72    2H5M H 0 1 N N N 30.341 19.622 -3.853  -0.515 0.162  5.697  H72    70U 30 
70U H91    1H9  H 0 1 N N N 33.702 15.877 -4.792  3.435  -1.921 7.321  H91    70U 31 
70U H92    2H9  H 0 1 N N N 32.473 15.702 -3.375  3.602  -2.117 5.559  H92    70U 32 
70U H93    3H9  H 0 1 N N N 31.822 15.974 -4.863  3.751  -0.502 6.294  H93    70U 33 
70U "H1'"  H1*  H 0 1 N N N 28.307 16.666 -8.981  -1.063 -1.922 0.349  "H1'"  70U 34 
70U "HO2'" 2HO* H 0 0 N N N 25.465 18.171 -9.934  -4.308 -1.290 -0.559 "HO2'" 70U 35 
70U "H2'"  H2*  H 0 1 N N N 26.098 17.962 -7.836  -2.825 0.459  -0.250 "H2'"  70U 36 
70U "HO3'" H3T  H 0 0 N Y N 26.430 21.391 -9.268  -4.018 -1.390 -2.504 "HO3'" 70U 37 
70U "H3'"  H3*  H 0 1 N N N 27.210 20.148 -7.533  -2.479 0.305  -2.531 "H3'"  70U 38 
70U "H4'"  H4*  H 0 1 N N N 28.321 19.816 -10.392 -0.669 -2.102 -2.263 "H4'"  70U 39 
70U "H5'"  1H5* H 0 1 N N N 30.303 20.956 -9.643  -0.646 -0.670 -4.297 "H5'"  70U 40 
70U "H5''" 2H5* H 0 0 N N N 28.908 21.899 -9.480  -0.299 0.756  -3.291 "H5''" 70U 41 
70U HOP2   2HOP H 0 0 N N N 32.398 22.781 -6.646  3.710  0.326  -5.639 HOP2   70U 42 
70U HOP3   3HOP H 0 0 N N N 30.385 23.434 -5.380  1.238  -1.328 -6.114 HOP3   70U 43 
# 
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 
70U N1    C2     SING N N 1  
70U N1    C6     SING N N 2  
70U N1    "C1'"  SING N N 3  
70U C2    S2     DOUB N N 4  
70U C2    N3     SING N N 5  
70U N3    C4     SING N N 6  
70U N3    HN3    SING N N 7  
70U C4    O4     DOUB N N 8  
70U C4    C5     SING N N 9  
70U C5    C6     DOUB N N 10 
70U C5    C5M    SING N N 11 
70U C6    H6     SING N N 12 
70U C5M   C8     SING N N 13 
70U C5M   H71    SING N N 14 
70U C5M   H72    SING N N 15 
70U C8    O8     DOUB N N 16 
70U C8    O9     SING N N 17 
70U O9    C9     SING N N 18 
70U C9    H91    SING N N 19 
70U C9    H92    SING N N 20 
70U C9    H93    SING N N 21 
70U "C1'" "C2'"  SING N N 22 
70U "C1'" "O4'"  SING N N 23 
70U "C1'" "H1'"  SING N N 24 
70U "O2'" "C2'"  SING N N 25 
70U "O2'" "HO2'" SING N N 26 
70U "C2'" "C3'"  SING N N 27 
70U "C2'" "H2'"  SING N N 28 
70U "O3'" "C3'"  SING N N 29 
70U "O3'" "HO3'" SING N N 30 
70U "C3'" "C4'"  SING N N 31 
70U "C3'" "H3'"  SING N N 32 
70U "C4'" "O4'"  SING N N 33 
70U "C4'" "C5'"  SING N N 34 
70U "C4'" "H4'"  SING N N 35 
70U "C5'" "O5'"  SING N N 36 
70U "C5'" "H5'"  SING N N 37 
70U "C5'" "H5''" SING N N 38 
70U "O5'" P      SING N N 39 
70U P     OP1    DOUB N N 40 
70U P     OP2    SING N N 41 
70U P     OP3    SING N N 42 
70U OP2   HOP2   SING N N 43 
70U OP3   HOP3   SING N N 44 
# 
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 
70U SMILES           ACDLabs              10.04 "O=C(OC)CC=1C(=O)NC(=S)N(C=1)C2OC(C(O)C2O)COP(=O)(O)O"                                                                                                                                     
70U InChI            InChI                1.02b "InChI=1/C12H17N2O10PS/c1-22-7(15)2-5-3-14(12(26)13-10(5)18)11-9(17)8(16)6(24-11)4-23-25(19,20)21/h3,6,8-9,11,16-17H,2,4H2,1H3,(H,13,18,26)(H2,19,20,21)/t6-,8-,9-,11-/m1/s1/f/h13,19-20H" 
70U InChIKey         InChI                1.02b RWXSPKNHAJLKOR-AWYMRHOKDG                                                                                                                                                                  
70U SMILES_CANONICAL CACTVS               3.341 "COC(=O)CC1=CN([C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O)C(=S)NC1=O"                                                                                                                    
70U SMILES           CACTVS               3.341 "COC(=O)CC1=CN([CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O)C(=S)NC1=O"                                                                                                                          
70U SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COC(=O)CC1=CN(C(=S)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O"                                                                                                                    
70U SMILES           "OpenEye OEToolkits" 1.5.0 "COC(=O)CC1=CN(C(=S)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 
70U "SYSTEMATIC NAME" ACDLabs              10.04 "5-(2-methoxy-2-oxoethyl)-1-(5-O-phosphono-beta-D-ribofuranosyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one"                    
70U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl 2-[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]-4-oxo-2-sulfanylidene-pyrimidin-5-yl]ethanoate" 
# 
