data_U8U
# 
_chem_comp.id                                    U8U 
_chem_comp.name                                  "5-METHYLAMINOMETHYL-2-THIOURIDINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C11 H18 N3 O8 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                     2000-05-16 
_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                        383.315 
_chem_comp.one_letter_code                       U 
_chem_comp.three_letter_code                     U8U 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_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                  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 
U8U N1     N1   N 0 1 N N N 33.531 -2.095 1.569  0.452  2.524  0.177  N1     U8U 1  
U8U C2     C2   C 0 1 N N N 33.653 -3.176 0.793  -0.296 3.395  1.014  C2     U8U 2  
U8U S2     S2   S 0 1 N N N 34.210 -3.052 -0.925 -0.231 3.428  2.695  S2     U8U 3  
U8U N3     N3   N 0 1 N N N 33.358 -4.424 1.314  -1.141 4.296  0.369  N3     U8U 4  
U8U C4     C4   C 0 1 N N N 32.943 -4.693 2.606  -1.318 4.438  -0.998 C4     U8U 5  
U8U O4     O4   O 0 1 N N N 32.734 -5.852 2.958  -2.087 5.250  -1.504 O4     U8U 6  
U8U C5     C5   C 0 1 N N N 32.784 -3.514 3.427  -0.491 3.525  -1.829 C5     U8U 7  
U8U C6     C6   C 0 1 N N N 33.041 -2.280 2.931  0.317  2.655  -1.210 C6     U8U 8  
U8U C      C    C 0 1 N N N 32.324 -3.662 4.865  -0.607 3.631  -3.316 C      U8U 9  
U8U N      N    N 0 1 N N N 30.894 -3.325 4.962  -1.648 2.736  -3.733 N      U8U 10 
U8U CA     CA   C 0 1 N N N 30.335 -3.507 6.314  -1.848 2.775  -5.184 CA     U8U 11 
U8U "C1'"  C1*  C 0 1 N N R 33.880 -0.753 1.126  1.373  1.543  0.675  "C1'"  U8U 12 
U8U "O2'"  O2*  O 0 1 N N N 32.989 0.188  -0.896 0.137  -0.058 2.041  "O2'"  U8U 13 
U8U "C2'"  C2*  C 0 1 N N R 32.697 -0.045 0.462  0.748  0.163  0.786  "C2'"  U8U 14 
U8U "O3'"  O3*  O 0 1 N N N 32.311 2.389  0.332  2.742  -0.809 1.739  "O3'"  U8U 15 
U8U "C3'"  C3*  C 0 1 N N S 32.560 1.284  1.206  1.940  -0.742 0.560  "C3'"  U8U 16 
U8U "C4'"  C4*  C 0 1 N N R 33.917 1.430  1.881  2.725  0.023  -0.498 "C4'"  U8U 17 
U8U "O4'"  O4*  O 0 1 N N N 34.316 0.099  2.183  2.470  1.422  -0.246 "O4'"  U8U 18 
U8U "C5'"  C5*  C 0 1 N N N 33.927 2.312  3.126  2.282  -0.292 -1.921 "C5'"  U8U 19 
U8U "O5'"  O5*  O 0 1 N N N 33.025 1.827  4.096  3.063  0.476  -2.819 "O5'"  U8U 20 
U8U P      P    P 0 1 N N N 32.831 2.614  5.487  2.787  0.324  -4.407 P      U8U 21 
U8U OP1    O1P  O 0 1 N N N 32.319 3.969  5.184  3.659  1.172  -5.286 OP1    U8U 22 
U8U OP2    O2P  O 0 1 N N N 34.074 2.458  6.275  1.198  0.588  -4.548 OP2    U8U 23 
U8U OP3    O3P  O 0 1 N Y N ?      ?      ?      2.921  -1.270 -4.647 OP3    U8U 24 
U8U HN3    HN3  H 0 1 N N N 33.454 -5.206 0.698  -1.684 4.915  0.964  HN3    U8U 25 
U8U H6     H6   H 0 1 N N N 32.880 -1.415 3.557  0.934  1.978  -1.792 H6     U8U 26 
U8U HC1    1HC  H 0 1 N N N 32.904 -2.983 5.507  0.346  3.351  -3.764 HC1    U8U 27 
U8U HC2    2HC  H 0 1 N N N 32.479 -4.700 5.194  -0.855 4.660  -3.577 HC2    U8U 28 
U8U HN1    1HN  H 0 1 N N N 30.783 -2.365 4.706  -1.418 1.772  -3.467 HN1    U8U 29 
U8U HA1    1HA  H 0 1 N N N 29.759 -4.444 6.349  -2.153 1.791  -5.548 HA1    U8U 30 
U8U HA2    2HA  H 0 1 N N N 29.674 -2.661 6.554  -0.920 3.064  -5.685 HA2    U8U 31 
U8U HA3    3HA  H 0 1 N N N 31.154 -3.552 7.047  -2.625 3.501  -5.439 HA3    U8U 32 
U8U "H1'"  H1*  H 0 1 N N N 34.703 -0.914 0.414  1.754  1.910  1.633  "H1'"  U8U 33 
U8U "HO2'" 2HO* H 0 0 N N N 32.179 0.240  -1.390 0.698  0.368  2.713  "HO2'" U8U 34 
U8U "H2'"  H2*  H 0 1 N N N 31.772 -0.639 0.507  -0.000 0.004  -0.000 "H2'"  U8U 35 
U8U "HO3'" H3T  H 0 0 N Y N 31.382 2.437  0.138  3.594  -1.183 1.470  "HO3'" U8U 36 
U8U "H3'"  H3*  H 0 1 N N N 31.706 1.285  1.899  1.675  -1.764 0.277  "H3'"  U8U 37 
U8U "H4'"  H4*  H 0 1 N N N 34.612 1.952  1.208  3.804  -0.139 -0.410 "H4'"  U8U 38 
U8U "H5'"  1H5* H 0 1 N N N 33.621 3.329  2.839  1.229  -0.035 -2.051 "H5'"  U8U 39 
U8U "H5''" 2H5* H 0 0 N N N 34.941 2.318  3.552  2.428  -1.352 -2.133 "H5''" U8U 40 
U8U HOP2   2HOP H 0 0 N N N 34.820 2.425  5.688  0.799  0.616  -5.443 HOP2   U8U 41 
U8U HOP3   3HOP H 0 0 N N N -0.114 0.464  0.821  2.886  -1.617 -5.563 HOP3   U8U 42 
# 
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 
U8U N1    C2     SING N N 1  
U8U N1    C6     SING N N 2  
U8U N1    "C1'"  SING N N 3  
U8U C2    S2     DOUB N N 4  
U8U C2    N3     SING N N 5  
U8U N3    C4     SING N N 6  
U8U N3    HN3    SING N N 7  
U8U C4    O4     DOUB N N 8  
U8U C4    C5     SING N N 9  
U8U C5    C6     DOUB N N 10 
U8U C5    C      SING N N 11 
U8U C6    H6     SING N N 12 
U8U C     N      SING N N 13 
U8U C     HC1    SING N N 14 
U8U C     HC2    SING N N 15 
U8U N     CA     SING N N 16 
U8U N     HN1    SING N N 17 
U8U CA    HA1    SING N N 18 
U8U CA    HA2    SING N N 19 
U8U CA    HA3    SING N N 20 
U8U "C1'" "C2'"  SING N N 21 
U8U "C1'" "O4'"  SING N N 22 
U8U "C1'" "H1'"  SING N N 23 
U8U "O2'" "C2'"  SING N N 24 
U8U "O2'" "HO2'" SING N N 25 
U8U "C2'" "C3'"  SING N N 26 
U8U "C2'" "H2'"  SING N N 27 
U8U "O3'" "C3'"  SING N N 28 
U8U "O3'" "HO3'" SING N N 29 
U8U "C3'" "C4'"  SING N N 30 
U8U "C3'" "H3'"  SING N N 31 
U8U "C4'" "O4'"  SING N N 32 
U8U "C4'" "C5'"  SING N N 33 
U8U "C4'" "H4'"  SING N N 34 
U8U "C5'" "O5'"  SING N N 35 
U8U "C5'" "H5'"  SING N N 36 
U8U "C5'" "H5''" SING N N 37 
U8U "O5'" P      SING N N 38 
U8U P     OP1    DOUB N N 39 
U8U P     OP2    SING N N 40 
U8U P     OP3    SING N N 41 
U8U OP2   HOP2   SING N N 42 
U8U OP3   HOP3   SING N N 43 
# 
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 
U8U SMILES           ACDLabs              10.04 "O=C1NC(=S)N(C=C1CNC)C2OC(C(O)C2O)COP(=O)(O)O"                                                                                                                                       
U8U InChI            InChI                1.02b "InChI=1/C11H18N3O8PS/c1-12-2-5-3-14(11(24)13-9(5)17)10-8(16)7(15)6(22-10)4-21-23(18,19)20/h3,6-8,10,12,15-16H,2,4H2,1H3,(H,13,17,24)(H2,18,19,20)/t6-,7-,8-,10-/m1/s1/f/h13,18-19H" 
U8U InChIKey         InChI                1.02b LVNQROXSHGRCLA-DZFNIFOQDP                                                                                                                                                            
U8U SMILES_CANONICAL CACTVS               3.341 "CNCC1=CN([C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O)C(=S)NC1=O"                                                                                                                   
U8U SMILES           CACTVS               3.341 "CNCC1=CN([CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O)C(=S)NC1=O"                                                                                                                         
U8U SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CNCC1=CN(C(=S)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O"                                                                                                                   
U8U SMILES           "OpenEye OEToolkits" 1.5.0 "CNCC1=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 
U8U "SYSTEMATIC NAME" ACDLabs              10.04 "5-[(methylamino)methyl]-1-(5-O-phosphono-beta-D-ribofuranosyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one"                             
U8U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-3,4-dihydroxy-5-[5-(methylaminomethyl)-4-oxo-2-sulfanylidene-pyrimidin-1-yl]oxolan-2-yl]methyl dihydrogen phosphate" 
# 
