data_RIA
# 
_chem_comp.id                                    RIA 
_chem_comp.name                                  "2'-O-[(5'-PHOSPHO)RIBOSYL]ADENOSINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C15 H23 N5 O14 P2" 
_chem_comp.mon_nstd_parent_comp_id               A 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        559.316 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     RIA 
_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        1YFG 
_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 
RIA P      P      P 0 1 N N N 10.752 9.011  -17.805 -0.160 -1.130 -6.724 P      RIA 1  
RIA OP1    O1P    O 0 1 N N N 10.934 7.908  -16.822 -0.489 -2.470 -6.190 OP1    RIA 2  
RIA OP2    O2P    O 0 1 N N N 9.342  9.326  -17.996 -1.185 -0.758 -7.909 OP2    RIA 3  
RIA OP3    O3P    O 0 1 N Y N 11.383 8.470  -19.198 1.343  -1.134 -7.297 OP3    RIA 4  
RIA O5A    O5*    O 0 1 N N N 11.730 10.272 -17.559 -0.283 -0.038 -5.547 O5A    RIA 5  
RIA C5A    C5*    C 0 1 N N N 13.004 9.799  -17.013 0.645  -0.421 -4.531 C5A    RIA 6  
RIA C4A    C4*    C 0 1 N N R 13.811 11.060 -16.753 0.578  0.580  -3.376 C4A    RIA 7  
RIA "O4'"  O4*    O 0 1 N N N 13.857 11.808 -17.941 -0.741 0.585  -2.790 "O4'"  RIA 8  
RIA C3A    C3*    C 0 1 N N R 13.180 12.035 -15.757 1.518  0.145  -2.229 C3A    RIA 9  
RIA O3A    O3*    O 0 1 N N N 13.442 11.700 -14.405 2.756  0.855  -2.300 O3A    RIA 10 
RIA C2A    C2*    C 0 1 N N R 13.840 13.354 -16.166 0.746  0.528  -0.945 C2A    RIA 11 
RIA O2A    O2*    O 0 1 N N N 15.142 13.305 -15.607 1.485  1.484  -0.182 O2A    RIA 12 
RIA C1A    C1*    C 0 1 N N R 13.885 13.217 -17.668 -0.569 1.145  -1.470 C1A    RIA 13 
RIA N9     N9     N 0 1 Y N N 12.663 13.837 -18.214 -1.690 0.767  -0.606 N9     RIA 14 
RIA C8     C8     C 0 1 Y N N 11.491 13.226 -18.569 -2.462 -0.348 -0.728 C8     RIA 15 
RIA N7     N7     N 0 1 Y N N 10.582 14.073 -19.020 -3.366 -0.368 0.207  N7     RIA 16 
RIA C5     C5     C 0 1 Y N N 11.218 15.295 -18.938 -3.229 0.728  0.990  C5     RIA 17 
RIA C6     C6     C 0 1 Y N N 10.786 16.595 -19.279 -3.906 1.231  2.114  C6     RIA 18 
RIA N6     N6     N 0 1 N N N 9.575  16.880 -19.771 -4.975 0.543  2.662  N6     RIA 19 
RIA N1     N1     N 0 1 Y N N 11.679 17.609 -19.088 -3.494 2.379  2.640  N1     RIA 20 
RIA C2     C2     C 0 1 Y N N 12.924 17.323 -18.583 -2.475 3.041  2.124  C2     RIA 21 
RIA N3     N3     N 0 1 Y N N 13.402 16.122 -18.255 -1.815 2.612  1.069  N3     RIA 22 
RIA C4     C4     C 0 1 Y N N 12.486 15.167 -18.460 -2.155 1.473  0.474  C4     RIA 23 
RIA "C1'"  "C1'"  C 0 1 N N S 15.929 14.323 -15.081 2.292  0.744  0.736  "C1'"  RIA 24 
RIA "O1'"  "O1'"  O 0 1 N N N 16.466 14.897 -16.224 1.458  -0.002 1.648  "O1'"  RIA 25 
RIA "C2'"  "C2'"  C 0 1 N N R 16.969 13.362 -14.483 3.102  1.705  1.634  "C2'"  RIA 26 
RIA "O2'"  "O2'"  O 0 1 N N N 17.814 14.125 -13.634 4.436  1.852  1.145  "O2'"  RIA 27 
RIA "C3'"  "C3'"  C 0 1 N N S 17.715 12.959 -15.741 3.105  1.011  3.016  "C3'"  RIA 28 
RIA "O3'"  "O3'"  O 0 1 N N N 19.038 12.470 -15.556 4.441  0.706  3.421  "O3'"  RIA 29 
RIA "C4'"  "C4'"  C 0 1 N N R 17.714 14.275 -16.503 2.300  -0.287 2.787  "C4'"  RIA 30 
RIA "C5'"  "C5'"  C 0 1 N N N 17.709 14.182 -17.985 1.445  -0.610 4.014  "C5'"  RIA 31 
RIA "O5'"  "O5'"  O 0 1 N N N 18.874 13.620 -18.482 0.656  -1.772 3.752  "O5'"  RIA 32 
RIA "P'"   "P'"   P 0 1 N N N 18.800 13.391 -20.024 -0.213 -2.053 5.077  "P'"   RIA 33 
RIA O1X    "O1P'" O 0 1 N N N 19.893 13.789 -20.940 -1.076 -0.884 5.358  O1X    RIA 34 
RIA O2X    "O2P'" O 0 1 N N N 17.559 14.167 -20.306 -1.131 -3.356 4.851  O2X    RIA 35 
RIA O3X    "O3P'" O 0 1 N N N 18.536 12.064 -20.394 0.774  -2.302 6.324  O3X    RIA 36 
RIA HOP2   2HOP   H 0 0 N N N 9.225  10.029 -18.623 -1.080 -1.435 -8.592 HOP2   RIA 37 
RIA HOP3   3HOP   H 0 0 N N N 11.266 9.173  -19.825 1.517  -0.245 -7.635 HOP3   RIA 38 
RIA "H5'"  1H5*   H 0 1 N N N 12.896 9.139  -16.120 1.653  -0.431 -4.945 "H5'"  RIA 39 
RIA "H5''" 2H5*   H 0 0 N N N 13.524 9.054  -17.659 0.392  -1.416 -4.164 "H5''" RIA 40 
RIA H4A    H4*    H 0 1 N N N 14.788 10.695 -16.360 0.842  1.578  -3.725 H4A    RIA 41 
RIA H3A    H3*    H 0 1 N N N 12.065 12.047 -15.795 1.692  -0.929 -2.265 H3A    RIA 42 
RIA HO3A   *HO3   H 0 0 N N N 13.050 12.305 -13.786 3.162  0.624  -3.147 HO3A   RIA 43 
RIA H2A    H2*    H 0 1 N N N 13.344 14.300 -15.845 0.538  -0.358 -0.346 H2A    RIA 44 
RIA H1A    H1*    H 0 1 N N N 14.785 13.699 -18.114 -0.483 2.230  -1.526 H1A    RIA 45 
RIA H8     H8     H 0 1 N N N 11.295 12.142 -18.497 -2.341 -1.105 -1.489 H8     RIA 46 
RIA HN61   1HN6   H 0 0 N N N 9.262  17.819 -20.017 -5.432 0.899  3.441  HN61   RIA 47 
RIA HN62   2HN6   H 0 0 N N N 8.890  16.500 -19.117 -5.269 -0.291 2.266  HN62   RIA 48 
RIA H2     H2     H 0 1 N N N 13.624 18.159 -18.421 -2.172 3.971  2.583  H2     RIA 49 
RIA "H1'"  "H1'"  H 0 1 N N N 15.515 15.107 -14.405 2.961  0.073  0.197  "H1'"  RIA 50 
RIA "H2'"  "H2'"  H 0 1 N N N 16.576 12.503 -13.889 2.609  2.675  1.695  "H2'"  RIA 51 
RIA "HO2'" "'HO2" H 0 0 N N N 18.456 13.531 -13.264 4.372  2.289  0.284  "HO2'" RIA 52 
RIA "H3'"  "H3'"  H 0 1 N N N 17.232 12.090 -16.246 2.615  1.637  3.761  "H3'"  RIA 53 
RIA "HO3'" "'HO3" H 0 0 N Y N 19.505 12.217 -16.343 4.894  1.551  3.549  "HO3'" RIA 54 
RIA "H4'"  "H4'"  H 0 1 N N N 18.647 14.795 -16.184 2.972  -1.116 2.564  "H4'"  RIA 55 
RIA "H5'1" "1H5'" H 0 0 N N N 16.809 13.633 -18.350 2.094  -0.797 4.870  "H5'1" RIA 56 
RIA "H5'2" "2H5'" H 0 0 N N N 17.512 15.176 -18.449 0.789  0.232  4.232  "H5'2" RIA 57 
RIA "HO'2" "2HO'" H 0 0 N N N 17.514 14.027 -21.244 -1.634 -3.488 5.666  "HO'2" RIA 58 
RIA "HO'3" "3HO'" H 0 0 N N N 18.491 11.924 -21.332 1.317  -3.070 6.101  "HO'3" RIA 59 
# 
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 
RIA P     OP1    DOUB N N 1  
RIA P     OP2    SING N N 2  
RIA P     OP3    SING N N 3  
RIA P     O5A    SING N N 4  
RIA OP2   HOP2   SING N N 5  
RIA OP3   HOP3   SING N N 6  
RIA O5A   C5A    SING N N 7  
RIA C5A   C4A    SING N N 8  
RIA C5A   "H5'"  SING N N 9  
RIA C5A   "H5''" SING N N 10 
RIA C4A   "O4'"  SING N N 11 
RIA C4A   C3A    SING N N 12 
RIA C4A   H4A    SING N N 13 
RIA "O4'" C1A    SING N N 14 
RIA C3A   O3A    SING N N 15 
RIA C3A   C2A    SING N N 16 
RIA C3A   H3A    SING N N 17 
RIA O3A   HO3A   SING N N 18 
RIA C2A   O2A    SING N N 19 
RIA C2A   C1A    SING N N 20 
RIA C2A   H2A    SING N N 21 
RIA O2A   "C1'"  SING N N 22 
RIA C1A   N9     SING N N 23 
RIA C1A   H1A    SING N N 24 
RIA N9    C8     SING Y N 25 
RIA N9    C4     SING Y N 26 
RIA C8    N7     DOUB Y N 27 
RIA C8    H8     SING N N 28 
RIA N7    C5     SING Y N 29 
RIA C5    C6     SING Y N 30 
RIA C5    C4     DOUB Y N 31 
RIA C6    N6     SING N N 32 
RIA C6    N1     DOUB Y N 33 
RIA N6    HN61   SING N N 34 
RIA N6    HN62   SING N N 35 
RIA N1    C2     SING Y N 36 
RIA C2    N3     DOUB Y N 37 
RIA C2    H2     SING N N 38 
RIA N3    C4     SING Y N 39 
RIA "C1'" "O1'"  SING N N 40 
RIA "C1'" "C2'"  SING N N 41 
RIA "C1'" "H1'"  SING N N 42 
RIA "O1'" "C4'"  SING N N 43 
RIA "C2'" "O2'"  SING N N 44 
RIA "C2'" "C3'"  SING N N 45 
RIA "C2'" "H2'"  SING N N 46 
RIA "O2'" "HO2'" SING N N 47 
RIA "C3'" "O3'"  SING N N 48 
RIA "C3'" "C4'"  SING N N 49 
RIA "C3'" "H3'"  SING N N 50 
RIA "O3'" "HO3'" SING N N 51 
RIA "C4'" "C5'"  SING N N 52 
RIA "C4'" "H4'"  SING N N 53 
RIA "C5'" "O5'"  SING N N 54 
RIA "C5'" "H5'1" SING N N 55 
RIA "C5'" "H5'2" SING N N 56 
RIA "O5'" "P'"   SING N N 57 
RIA "P'"  O1X    DOUB N N 58 
RIA "P'"  O2X    SING N N 59 
RIA "P'"  O3X    SING N N 60 
RIA O2X   "HO'2" SING N N 61 
RIA O3X   "HO'3" SING N N 62 
# 
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 
RIA SMILES           ACDLabs              10.04 "O=P(O)(O)OCC4OC(n1c2ncnc(N)c2nc1)C(OC3OC(C(O)C3O)COP(=O)(O)O)C4O" 
RIA InChI            InChI                1.02b 
;InChI=1/C15H23N5O14P2/c16-12-7-13(18-3-17-12)20(4-19-7)14-11(9(22)6(32-14)2-31-36(27,28)29)34-15-10(23)8(21)5(33-15)1-30-35(24,25)26/h3-6,8-11,14-15,21-23H,1-2H2,(H2,16,17,18)(H2,24,25,26)(H2,27,28,29)/t5-,6-,8-,9-,10-,11-,14-,15+/m1/s1/f/h24-25,27-28H,16H2
;
RIA InChIKey         InChI                1.02b BHIWBSNWEZIHHL-SRJGBEBLDH 
RIA SMILES_CANONICAL CACTVS               3.341 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O[C@@H]4O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]4O" 
RIA SMILES           CACTVS               3.341 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O[CH]4O[CH](CO[P](O)(O)=O)[CH](O)[CH]4O" 
RIA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O[C@H]4[C@@H]([C@@H]([C@H](O4)COP(=O)(O)O)O)O)N" 
RIA SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)O)O)OC4C(C(C(O4)COP(=O)(O)O)O)O)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 
RIA "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-O-(5-O-phosphono-beta-D-ribofuranosyl)adenosine 5'-(dihydrogen phosphate)
;
RIA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]oxy-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
