data_UMS
# 
_chem_comp.id                                    UMS 
_chem_comp.name                                  "2'-METHYLSELENYL-2'-DEOXYURIDINE-5'-PHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H15 N2 O8 P Se" 
_chem_comp.mon_nstd_parent_comp_id               DU 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-08-15 
_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                        401.168 
_chem_comp.one_letter_code                       U 
_chem_comp.three_letter_code                     UMS 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1MA8 
_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 
UMS OP3    O3P    O  0 1 N Y N ?      ?      ?      -4.762 1.995  0.821  OP3    UMS 1  
UMS P      P      P  0 1 N N N -5.121 8.015  11.452 -4.794 0.725  -0.168 P      UMS 2  
UMS OP1    O1P    O  0 1 N N N -6.464 8.650  11.533 -5.577 -0.366 0.454  OP1    UMS 3  
UMS OP2    O2P    O  0 1 N N N -5.037 6.600  11.736 -5.478 1.148  -1.563 OP2    UMS 4  
UMS "O5'"  "O5'"  O  0 1 N N N -4.431 8.316  10.040 -3.290 0.217  -0.440 "O5'"  UMS 5  
UMS "C5'"  "C5'"  C  0 1 N N N -4.377 9.762  9.517  -2.455 -0.325 0.585  "C5'"  UMS 6  
UMS "C4'"  "C4'"  C  0 1 N N R -3.589 9.697  8.319  -1.098 -0.705 -0.011 "C4'"  UMS 7  
UMS "O4'"  "O4'"  O  0 1 N N N -2.172 9.324  8.685  -0.384 0.474  -0.442 "O4'"  UMS 8  
UMS "C3'"  "C3'"  C  0 1 N N R -3.810 8.595  7.276  -0.174 -1.309 1.077  "C3'"  UMS 9  
UMS "O3'"  "O3'"  O  0 1 N N N -4.942 8.908  6.483  -0.397 -2.714 1.212  "O3'"  UMS 10 
UMS "C2'"  "C2'"  C  0 1 N N R -2.554 8.507  6.442  1.235  -1.026 0.500  "C2'"  UMS 11 
UMS "SE2'" "SE2'" SE 0 0 N N N -2.422 10.183 5.350  1.930  -2.611 -0.420 "SE2'" UMS 12 
UMS "C1'"  "C1'"  C  0 1 N N R -1.580 8.655  7.579  1.008  0.123  -0.502 "C1'"  UMS 13 
UMS "CA'"  "CA'"  C  0 1 N N N -0.856 9.505  4.255  1.990  -3.902 1.053  "CA'"  UMS 14 
UMS N1     N1     N  0 1 N N N -1.102 7.325  8.109  1.829  1.278  -0.128 N1     UMS 15 
UMS C2     C2     C  0 1 N N N -0.034 6.764  7.490  2.807  1.694  -0.953 C2     UMS 16 
UMS O2     O2     O  0 1 N N N 0.541  7.254  6.544  2.998  1.107  -2.001 O2     UMS 17 
UMS N3     N3     N  0 1 N N N 0.345  5.584  8.091  3.576  2.752  -0.636 N3     UMS 18 
UMS C4     C4     C  0 1 N N N -0.178 4.898  9.125  3.377  3.414  0.522  C4     UMS 19 
UMS O4     O4     O  0 1 N N N 0.289  3.809  9.494  4.072  4.372  0.810  O4     UMS 20 
UMS C5     C5     C  0 1 N N N -1.316 5.561  9.712  2.351  2.986  1.399  C5     UMS 21 
UMS C6     C6     C  0 1 N N N -1.738 6.759  9.197  1.591  1.925  1.053  C6     UMS 22 
UMS HOP3   HOP3   H  0 0 N N N 0.857  -0.405 -0.051 -4.264 2.749  0.476  HOP3   UMS 23 
UMS HOP2   HOP2   H  0 0 N N N -5.019 6.113  10.920 -6.387 1.464  -1.475 HOP2   UMS 24 
UMS "H5'"  "H5'"  H  0 1 N N N -5.387 10.141 9.303  -2.312 0.419  1.369  "H5'"  UMS 25 
UMS "H5'2" "H5'2" H  0 0 N N N -3.942 10.450 10.257 -2.927 -1.212 1.007  "H5'2" UMS 26 
UMS "H4'"  "H4'"  H  0 1 N N N -3.850 10.678 7.896  -1.225 -1.401 -0.840 "H4'"  UMS 27 
UMS "H3'"  "H3'"  H  0 1 N N N -4.005 7.623  7.752  -0.313 -0.802 2.031  "H3'"  UMS 28 
UMS "HO3'" H3T    H  0 0 N Y N -5.709 8.978  7.039  -1.295 -2.946 1.485  "HO3'" UMS 29 
UMS "H2'"  "H2'"  H  0 1 N N N -2.450 7.639  5.774  1.916  -0.716 1.292  "H2'"  UMS 30 
UMS "H1'"  "H1'"  H  0 1 N N N -0.740 9.227  7.159  1.265  -0.207 -1.508 "H1'"  UMS 31 
UMS "HA'"  "HA'"  H  0 1 N N N -1.167 9.382  3.207  2.650  -3.529 1.837  "HA'"  UMS 32 
UMS "HA'2" "HA'2" H  0 0 N N N -0.030 10.229 4.310  0.988  -4.039 1.458  "HA'2" UMS 33 
UMS "HA'3" "HA'3" H  0 0 N N N -0.522 8.536  4.654  2.367  -4.856 0.685  "HA'3" UMS 34 
UMS H3     H3     H  0 1 N N N 1.155  5.160  7.686  4.277  3.039  -1.242 H3     UMS 35 
UMS H5     H5     H  0 1 N N N -1.832 5.117  10.551 2.177  3.504  2.331  H5     UMS 36 
UMS H6     H6     H  0 1 N N N -2.578 7.267  9.647  0.801  1.587  1.707  H6     UMS 37 
# 
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 
UMS OP3    P      SING N N 1  
UMS OP3    HOP3   SING N N 2  
UMS P      OP1    DOUB N N 3  
UMS P      OP2    SING N N 4  
UMS P      "O5'"  SING N N 5  
UMS OP2    HOP2   SING N N 6  
UMS "O5'"  "C5'"  SING N N 7  
UMS "C5'"  "C4'"  SING N N 8  
UMS "C5'"  "H5'"  SING N N 9  
UMS "C5'"  "H5'2" SING N N 10 
UMS "C4'"  "O4'"  SING N N 11 
UMS "C4'"  "C3'"  SING N N 12 
UMS "C4'"  "H4'"  SING N N 13 
UMS "O4'"  "C1'"  SING N N 14 
UMS "C3'"  "O3'"  SING N N 15 
UMS "C3'"  "C2'"  SING N N 16 
UMS "C3'"  "H3'"  SING N N 17 
UMS "O3'"  "HO3'" SING N N 18 
UMS "C2'"  "SE2'" SING N N 19 
UMS "C2'"  "C1'"  SING N N 20 
UMS "C2'"  "H2'"  SING N N 21 
UMS "SE2'" "CA'"  SING N N 22 
UMS "C1'"  N1     SING N N 23 
UMS "C1'"  "H1'"  SING N N 24 
UMS "CA'"  "HA'"  SING N N 25 
UMS "CA'"  "HA'2" SING N N 26 
UMS "CA'"  "HA'3" SING N N 27 
UMS N1     C2     SING N N 28 
UMS N1     C6     SING N N 29 
UMS C2     O2     DOUB N N 30 
UMS C2     N3     SING N N 31 
UMS N3     C4     SING N N 32 
UMS N3     H3     SING N N 33 
UMS C4     O4     DOUB N N 34 
UMS C4     C5     SING N N 35 
UMS C5     C6     DOUB N N 36 
UMS C5     H5     SING N N 37 
UMS C6     H6     SING N N 38 
# 
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 
UMS SMILES           ACDLabs              10.04 "O=C1NC(=O)N(C=C1)C2OC(C(O)C2[Se]C)COP(=O)(O)O"                                                                                                                         
UMS InChI            InChI                1.02b "InChI=1/C10H15N2O8PSe/c1-22-8-7(14)5(4-19-21(16,17)18)20-9(8)12-3-2-6(13)11-10(12)15/h2-3,5,7-9,14H,4H2,1H3,(H,11,13,15)(H2,16,17,18)/t5-,7-,8-,9-/m1/s1/f/h11,16-17H" 
UMS InChIKey         InChI                1.02b PADIGPKUSVFCBC-XGOALRRQDE                                                                                                                                               
UMS SMILES_CANONICAL CACTVS               3.341 "C[Se][C@@H]1[C@H](O)[C@@H](CO[P](O)(O)=O)O[C@H]1N2C=CC(=O)NC2=O"                                                                                                       
UMS SMILES           CACTVS               3.341 "C[Se][CH]1[CH](O)[CH](CO[P](O)(O)=O)O[CH]1N2C=CC(=O)NC2=O"                                                                                                             
UMS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[Se][C@@H]1[C@@H]([C@H](O[C@H]1N2C=CC(=O)NC2=O)COP(=O)(O)O)O"                                                                                                         
UMS SMILES           "OpenEye OEToolkits" 1.5.0 "C[Se]C1C(C(OC1N2C=CC(=O)NC2=O)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 
UMS "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-Se-methyl-2'-selenouridine 5'-(dihydrogen phosphate)
;
UMS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxy-4-methylselanyl-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
