data_XUA
# 
_chem_comp.id                                    XUA 
_chem_comp.name                                  
;2'-Se-methyl-2'-selenoadenosine 5'-(dihydrogen phosphate)
;
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C11 H16 N5 O6 P Se" 
_chem_comp.mon_nstd_parent_comp_id               DA 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-07-27 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        424.208 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     XUA 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3IFF 
_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 
XUA P      P      P  0 1 N N N 50.935 20.715 -19.186 -5.123 -1.321 0.219  P      XUA 1  
XUA N1     N1     N  0 1 Y N N 43.970 23.610 -14.960 5.530  -1.612 0.564  N1     XUA 2  
XUA C2     C2     C  0 1 Y N N 43.327 22.839 -15.857 4.992  -0.550 1.137  C2     XUA 3  
XUA N3     N3     N  0 1 Y N N 43.883 22.090 -16.805 3.715  -0.254 1.018  N3     XUA 4  
XUA C4     C4     C  0 1 Y N N 45.236 22.164 -16.797 2.904  -1.026 0.304  C4     XUA 5  
XUA C5     C5     C  0 1 Y N N 46.026 22.913 -15.953 3.428  -2.168 -0.326 C5     XUA 6  
XUA C6     C6     C  0 1 Y N N 45.327 23.674 -14.979 4.797  -2.443 -0.170 C6     XUA 7  
XUA N6     N6     N  0 1 N N N 45.926 24.462 -14.076 5.369  -3.552 -0.767 N6     XUA 8  
XUA N7     N7     N  0 1 Y N N 47.371 22.768 -16.271 2.403  -2.769 -0.978 N7     XUA 9  
XUA C8     C8     C  0 1 Y N N 47.360 21.930 -17.271 1.311  -2.086 -0.793 C8     XUA 10 
XUA N9     N9     N  0 1 Y N N 46.109 21.541 -17.647 1.568  -1.001 -0.009 N9     XUA 11 
XUA "C1'"  "C1'"  C  0 1 N N R 45.739 20.585 -18.700 0.596  0.007  0.422  "C1'"  XUA 12 
XUA OP1    OP1    O  0 1 N N N 51.638 20.383 -20.424 -4.996 -2.353 -0.834 OP1    XUA 13 
XUA "C2'"  "C2'"  C  0 1 N N R 45.454 21.185 -20.055 0.624  1.208  -0.542 "C2'"  XUA 14 
XUA "SE2'" "SE2'" SE 0 0 N N N 44.082 20.193 -21.070 1.107  2.847  0.417  "SE2'" XUA 15 
XUA OP2    OP2    O  0 1 N N N 51.124 22.016 -18.498 -6.182 -0.203 -0.252 OP2    XUA 16 
XUA "C3'"  "C3'"  C  0 1 N N R 46.829 21.048 -20.711 -0.825 1.298  -1.079 "C3'"  XUA 17 
XUA "O3'"  "O3'"  O  0 1 N N N 46.753 21.174 -22.127 -1.256 2.658  -1.160 "O3'"  XUA 18 
XUA OP3    OP3    O  0 1 N Y N 51.385 19.576 -18.185 -5.636 -2.005 1.583  OP3    XUA 19 
XUA "C4'"  "C4'"  C  0 1 N N R 47.290 19.690 -20.207 -1.621 0.529  0.006  "C4'"  XUA 20 
XUA "O4'"  "O4'"  O  0 1 N N N 46.807 19.651 -18.851 -0.730 -0.546 0.383  "O4'"  XUA 21 
XUA "C5'"  "C5'"  C  0 1 N N N 48.787 19.467 -20.157 -2.923 -0.029 -0.574 "C5'"  XUA 22 
XUA "O5'"  "O5'"  O  0 1 N N N 49.359 20.520 -19.406 -3.691 -0.631 0.470  "O5'"  XUA 23 
XUA "CA'"  "CA'"  C  0 1 N N N 42.609 20.201 -19.788 1.059  4.160  -1.037 "CA'"  XUA 24 
XUA H2     H2     H  0 1 N N N 42.249 22.828 -15.801 5.624  0.099  1.725  H2     XUA 25 
XUA HN6    HN6    H  0 1 N N N 45.233 24.899 -13.503 4.823  -4.151 -1.301 HN6    XUA 26 
XUA HN6A   HN6A   H  0 0 N N N 46.533 23.911 -13.503 6.315  -3.731 -0.652 HN6A   XUA 27 
XUA H8     H8     H  0 1 N N N 48.258 21.577 -17.756 0.345  -2.341 -1.201 H8     XUA 28 
XUA "H1'"  "H1'"  H  0 1 N N N 44.796 20.128 -18.366 0.830  0.338  1.434  "H1'"  XUA 29 
XUA "H2'"  "H2'"  H  0 1 N N N 45.049 22.207 -20.008 1.323  1.025  -1.359 "H2'"  XUA 30 
XUA HOP2   HOP2   H  0 0 N N N 51.744 22.546 -18.986 -6.316 0.507  0.391  HOP2   XUA 31 
XUA "H3'"  "H3'"  H  0 1 N N N 47.547 21.840 -20.452 -0.912 0.805  -2.048 "H3'"  XUA 32 
XUA "HO3'" "HO3'" H  0 0 N Y N 47.622 21.084 -22.500 -2.158 2.766  -1.491 "HO3'" XUA 33 
XUA HOP3   HOP3   H  0 0 N N N 51.980 18.982 -18.627 -6.496 -2.441 1.505  HOP3   XUA 34 
XUA "H4'"  "H4'"  H  0 1 N N N 46.915 18.919 -20.896 -1.828 1.174  0.860  "H4'"  XUA 35 
XUA "H5'"  "H5'"  H  0 1 N N N 49.008 18.501 -19.679 -3.496 0.781  -1.026 "H5'"  XUA 36 
XUA "H5''" "H5'A" H  0 0 N N N 49.201 19.464 -21.176 -2.691 -0.777 -1.333 "H5''" XUA 37 
XUA HA1    "HA'"  H  0 1 N N N 41.746 19.672 -20.217 0.059  4.187  -1.470 HA1    XUA 38 
XUA HA2    "HA'A" H  0 1 N N N 42.925 19.697 -18.863 1.313  5.145  -0.646 HA2    XUA 39 
XUA HA3    "HA'B" H  0 1 N N N 42.326 21.240 -19.561 1.779  3.877  -1.805 HA3    XUA 40 
# 
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 
XUA OP1    P      DOUB N N 1  
XUA "O5'"  P      SING N N 2  
XUA P      OP2    SING N N 3  
XUA P      OP3    SING N N 4  
XUA C2     N1     DOUB Y N 5  
XUA C6     N1     SING Y N 6  
XUA N3     C2     SING Y N 7  
XUA C2     H2     SING N N 8  
XUA N3     C4     DOUB Y N 9  
XUA N9     C4     SING Y N 10 
XUA C4     C5     SING Y N 11 
XUA N7     C5     SING Y N 12 
XUA C5     C6     DOUB Y N 13 
XUA C6     N6     SING N N 14 
XUA N6     HN6    SING N N 15 
XUA N6     HN6A   SING N N 16 
XUA C8     N7     DOUB Y N 17 
XUA N9     C8     SING Y N 18 
XUA C8     H8     SING N N 19 
XUA "C1'"  N9     SING N N 20 
XUA "C2'"  "C1'"  SING N N 21 
XUA "O4'"  "C1'"  SING N N 22 
XUA "C1'"  "H1'"  SING N N 23 
XUA "SE2'" "C2'"  SING N N 24 
XUA "C3'"  "C2'"  SING N N 25 
XUA "C2'"  "H2'"  SING N N 26 
XUA "SE2'" "CA'"  SING N N 27 
XUA OP2    HOP2   SING N N 28 
XUA "O3'"  "C3'"  SING N N 29 
XUA "C3'"  "C4'"  SING N N 30 
XUA "C3'"  "H3'"  SING N N 31 
XUA "O3'"  "HO3'" SING N N 32 
XUA OP3    HOP3   SING N N 33 
XUA "C4'"  "C5'"  SING N N 34 
XUA "C4'"  "O4'"  SING N N 35 
XUA "C4'"  "H4'"  SING N N 36 
XUA "C5'"  "O5'"  SING N N 37 
XUA "C5'"  "H5'"  SING N N 38 
XUA "C5'"  "H5''" SING N N 39 
XUA "CA'"  HA1    SING N N 40 
XUA "CA'"  HA2    SING N N 41 
XUA "CA'"  HA3    SING N N 42 
# 
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 
XUA SMILES           ACDLabs              11.02 "O=P(O)(O)OCC3OC(n2cnc1c(ncnc12)N)C([Se]C)C3O"                                                                                                                         
XUA SMILES_CANONICAL CACTVS               3.352 "C[Se][C@@H]1[C@H](O)[C@@H](CO[P](O)(O)=O)O[C@H]1n2cnc3c(N)ncnc23"                                                                                                     
XUA SMILES           CACTVS               3.352 "C[Se][CH]1[CH](O)[CH](CO[P](O)(O)=O)O[CH]1n2cnc3c(N)ncnc23"                                                                                                           
XUA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C[Se][C@@H]1[C@@H]([C@H](O[C@H]1n2cnc3c2ncnc3N)COP(=O)(O)O)O"                                                                                                         
XUA SMILES           "OpenEye OEToolkits" 1.7.0 "C[Se]C1C(C(OC1n2cnc3c2ncnc3N)COP(=O)(O)O)O"                                                                                                                           
XUA InChI            InChI                1.03  "InChI=1S/C11H16N5O6PSe/c1-24-8-7(17)5(2-21-23(18,19)20)22-11(8)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17H,2H2,1H3,(H2,12,13,14)(H2,18,19,20)/t5-,7-,8-,11-/m1/s1" 
XUA InChIKey         InChI                1.03  BDEZXTBJEQTGCH-IOSLPCCCSA-N                                                                                                                                            
# 
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 
XUA "SYSTEMATIC NAME" ACDLabs              11.02 
;2'-Se-methyl-2'-selenoadenosine 5'-(dihydrogen phosphate)
;
XUA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-methylselanyl-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XUA "Create component"     2009-07-27 RCSB 
XUA "Modify aromatic_flag" 2011-06-04 RCSB 
XUA "Modify descriptor"    2011-06-04 RCSB 
# 
