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 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 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 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" RIA InChI InChI 1.03 "InChI=1S/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" RIA InChIKey InChI 1.03 BHIWBSNWEZIHHL-ZQSHOCFMSA-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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site RIA "Create component" 1999-07-08 RCSB RIA "Modify descriptor" 2011-06-04 RCSB #