data_UMX
# 
_chem_comp.id                                    UMX 
_chem_comp.name                                  "[(1R,3R,4R,5S,7S)-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-7-hydroxy-5-methyl-2-oxabicyclo[2.2.1]hept-1-yl]methyl dihydrogen phosphate" 
_chem_comp.type                                  "DNA linking" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C12 H17 N2 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               DU 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-10-11 
_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                        348.246 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UMX 
_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        3OZ5 
_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 
UMX P      P      P 0 1 N N N -10.442 4.754  -4.353  -4.251 -1.110 0.155  P      UMX 1  
UMX N1     N1     N 0 1 N N N -6.082  6.279  -7.141  2.461  -0.280 0.395  N1     UMX 2  
UMX C2     C2     C 0 1 N N N -5.092  6.366  -8.070  3.730  -0.042 0.773  C2     UMX 3  
UMX O2     O2     O 0 1 N N N -4.266  7.334  -7.997  3.976  0.920  1.475  O2     UMX 4  
UMX N3     N3     N 0 1 N N N -4.960  5.447  -9.060  4.732  -0.853 0.386  N3     UMX 5  
UMX C4     C4     C 0 1 N N N -5.810  4.437  -9.168  4.476  -1.924 -0.393 C4     UMX 6  
UMX O4     O4     O 0 1 N N N -5.705  3.625  -10.087 5.381  -2.659 -0.744 O4     UMX 7  
UMX C5     C5     C 0 1 N N N -6.882  4.334  -8.218  3.145  -2.187 -0.797 C5     UMX 8  
UMX C6     C6     C 0 1 N N N -6.967  5.259  -7.220  2.159  -1.360 -0.389 C6     UMX 9  
UMX "C1'"  "C1'"  C 0 1 N N R -6.120  7.275  -6.062  1.392  0.621  0.833  "C1'"  UMX 10 
UMX "C2'"  "C2'"  C 0 1 N N R -6.790  8.592  -6.402  1.276  1.835  -0.142 "C2'"  UMX 11 
UMX "C3'"  "C3'"  C 0 1 N N S -8.184  8.142  -6.172  0.305  1.199  -1.202 "C3'"  UMX 12 
UMX "O3'"  "O3'"  O 0 1 N N N -9.191  9.212  -6.190  -0.249 2.177  -2.085 "O3'"  UMX 13 
UMX "C4'"  "C4'"  C 0 1 N N R -7.934  7.684  -4.755  -0.735 0.700  -0.139 "C4'"  UMX 14 
UMX "O4'"  "O4'"  O 0 1 N N N -6.862  6.747  -4.963  0.119  -0.049 0.769  "O4'"  UMX 15 
UMX "C5'"  "C5'"  C 0 1 N N N -9.114  7.001  -4.088  -1.951 -0.045 -0.691 "C5'"  UMX 16 
UMX "O5'"  "O5'"  O 0 1 N N N -9.550  5.917  -4.942  -2.859 -0.332 0.375  "O5'"  UMX 17 
UMX "C6'"  "C6'"  C 0 1 N N S -6.422  9.446  -5.206  0.297  2.804  0.593  "C6'"  UMX 18 
UMX "C7'"  "C7'"  C 0 1 N N N -6.567  10.920 -5.410  0.149  4.112  -0.188 "C7'"  UMX 19 
UMX "C8'"  "C8'"  C 0 1 N N N -7.345  8.932  -4.088  -1.043 2.030  0.614  "C8'"  UMX 20 
UMX OP1    OP1    O 0 1 N N N -11.572 5.359  -3.452  -5.226 -0.217 -0.764 OP1    UMX 21 
UMX OP2    OP2    O 0 1 N N N -10.873 3.958  -5.618  -3.993 -2.405 -0.513 OP2    UMX 22 
UMX OP3    OP3    O 0 1 N Y N -9.420  3.932  -3.418  -4.950 -1.372 1.582  OP3    UMX 23 
UMX H5     H5     H 0 1 N N N -7.608  3.538  -8.293  2.921  -3.040 -1.421 H5     UMX 24 
UMX H6     H6     H 0 1 N N N -7.752  5.176  -6.482  1.138  -1.544 -0.688 H6     UMX 25 
UMX "H1'"  "H1'"  H 0 1 N N N -5.060  7.478  -5.848  1.585  0.968  1.848  "H1'"  UMX 26 
UMX "H2'"  "H2'"  H 0 1 N N N -6.581  9.091  -7.360  2.210  2.255  -0.515 "H2'"  UMX 27 
UMX "H3'"  "H3'"  H 0 1 N N N -8.589  7.440  -6.915  0.768  0.375  -1.745 "H3'"  UMX 28 
UMX "HO3'" "HO3'" H 0 0 N Y N -10.052 8.840  -6.036  0.410  2.648  -2.613 "HO3'" UMX 29 
UMX "H5'"  "H5'"  H 0 1 N N N -8.813  6.606  -3.106  -2.450 0.575  -1.436 "H5'"  UMX 30 
UMX "H5'A" "H5'A" H 0 0 N N N -9.934  7.721  -3.949  -1.627 -0.978 -1.153 "H5'A" UMX 31 
UMX "H6'"  "H6'"  H 0 1 N N N -5.350  9.346  -4.979  0.642  3.000  1.608  "H6'"  UMX 32 
UMX "H7'"  "H7'"  H 0 1 N N N -6.277  11.448 -4.490  -0.243 3.899  -1.182 "H7'"  UMX 33 
UMX "H7'A" "H7'A" H 0 0 N N N -5.917  11.241 -6.237  -0.537 4.774  0.340  "H7'A" UMX 34 
UMX "H7'B" "H7'B" H 0 0 N N N -7.614  11.155 -5.654  1.123  4.594  -0.276 "H7'B" UMX 35 
UMX "H8'"  "H8'"  H 0 1 N N N -8.117  9.664  -3.810  -1.816 2.593  0.092  "H8'"  UMX 36 
UMX "H8'A" "H8'A" H 0 0 N N N -6.796  8.696  -3.164  -1.348 1.825  1.640  "H8'A" UMX 37 
UMX HOP1   HOP1   H 0 0 N N N -12.421 5.146  -3.822  -5.439 0.648  -0.387 HOP1   UMX 38 
UMX HOP3   HOP3   H 0 0 N Y N -9.250  3.082  -3.806  -5.796 -1.838 1.526  HOP3   UMX 39 
UMX HN3    HN3    H 0 1 N N N -4.211  5.534  -9.717  5.641  -0.667 0.667  HN3    UMX 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 
UMX OP2   P      DOUB N N 1  
UMX "O5'" P      SING N N 2  
UMX P     OP1    SING N N 3  
UMX P     OP3    SING N N 4  
UMX C2    N1     SING N N 5  
UMX C6    N1     SING N N 6  
UMX N1    "C1'"  SING N N 7  
UMX N3    C2     SING N N 8  
UMX C2    O2     DOUB N N 9  
UMX C4    N3     SING N N 10 
UMX O4    C4     DOUB N N 11 
UMX C4    C5     SING N N 12 
UMX C5    C6     DOUB N N 13 
UMX C5    H5     SING N N 14 
UMX C6    H6     SING N N 15 
UMX "C2'" "C1'"  SING N N 16 
UMX "C1'" "O4'"  SING N N 17 
UMX "C1'" "H1'"  SING N N 18 
UMX "C2'" "C3'"  SING N N 19 
UMX "C2'" "C6'"  SING N N 20 
UMX "C2'" "H2'"  SING N N 21 
UMX "O3'" "C3'"  SING N N 22 
UMX "C3'" "C4'"  SING N N 23 
UMX "C3'" "H3'"  SING N N 24 
UMX "O3'" "HO3'" SING N N 25 
UMX "O4'" "C4'"  SING N N 26 
UMX "C4'" "C5'"  SING N N 27 
UMX "C4'" "C8'"  SING N N 28 
UMX "O5'" "C5'"  SING N N 29 
UMX "C5'" "H5'"  SING N N 30 
UMX "C5'" "H5'A" SING N N 31 
UMX "C7'" "C6'"  SING N N 32 
UMX "C6'" "C8'"  SING N N 33 
UMX "C6'" "H6'"  SING N N 34 
UMX "C7'" "H7'"  SING N N 35 
UMX "C7'" "H7'A" SING N N 36 
UMX "C7'" "H7'B" SING N N 37 
UMX "C8'" "H8'"  SING N N 38 
UMX "C8'" "H8'A" SING N N 39 
UMX OP1   HOP1   SING N N 40 
UMX OP3   HOP3   SING N N 41 
UMX N3    HN3    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 
UMX SMILES           ACDLabs              12.01 "O=P(O)(O)OCC23OC(N1C(=O)NC(=O)C=C1)C(C(C2)C)C3O"                                                                                                                       
UMX SMILES_CANONICAL CACTVS               3.370 "C[C@H]1C[C@]2(CO[P](O)(O)=O)O[C@H]([C@H]1[C@@H]2O)N3C=CC(=O)NC3=O"                                                                                                     
UMX SMILES           CACTVS               3.370 "C[CH]1C[C]2(CO[P](O)(O)=O)O[CH]([CH]1[CH]2O)N3C=CC(=O)NC3=O"                                                                                                           
UMX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C[C@H]1C[C@]2([C@H]([C@@H]1[C@@H](O2)N3C=CC(=O)NC3=O)O)COP(=O)(O)O"                                                                                                    
UMX SMILES           "OpenEye OEToolkits" 1.7.0 "CC1CC2(C(C1C(O2)N3C=CC(=O)NC3=O)O)COP(=O)(O)O"                                                                                                                         
UMX InChI            InChI                1.03  "InChI=1S/C12H17N2O8P/c1-6-4-12(5-21-23(18,19)20)9(16)8(6)10(22-12)14-3-2-7(15)13-11(14)17/h2-3,6,8-10,16H,4-5H2,1H3,(H,13,15,17)(H2,18,19,20)/t6-,8+,9-,10+,12+/m0/s1" 
UMX InChIKey         InChI                1.03  BIKPERMTZJFCSY-UNUCDPEXSA-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 
UMX "SYSTEMATIC NAME" ACDLabs              12.01 "[(1R,3R,4R,5S,7S)-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-7-hydroxy-5-methyl-2-oxabicyclo[2.2.1]hept-1-yl]methyl dihydrogen phosphate" 
UMX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(1R,2S,4R,6R,7S)-6-(2,4-dioxopyrimidin-1-yl)-7-hydroxy-2-methyl-5-oxabicyclo[2.2.1]heptan-4-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 
UMX "Create component"  2010-10-11 RCSB 
UMX "Modify descriptor" 2011-06-04 RCSB 
# 
