data_A # _chem_comp.id A _chem_comp.name "ADENOSINE-5'-MONOPHOSPHATE" _chem_comp.type "RNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C10 H14 N5 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _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 347.221 _chem_comp.one_letter_code A _chem_comp.three_letter_code A _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 ? _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 A OP3 O3P O 0 1 N Y N 22.586 9.736 -6.030 2.135 -1.141 -5.313 OP3 A 1 A P P P 0 1 N N N 23.014 10.223 -7.491 1.024 -0.137 -4.723 P A 2 A OP1 O1P O 0 1 N N N 21.938 9.966 -8.412 1.633 1.190 -4.488 OP1 A 3 A OP2 O2P O 0 1 N N N 24.378 9.686 -7.860 -0.183 0.005 -5.778 OP2 A 4 A "O5'" O5* O 0 1 N N N 23.144 11.720 -7.092 0.456 -0.720 -3.334 "O5'" A 5 A "C5'" C5* C 0 1 N N N 24.013 12.484 -7.839 -0.520 0.209 -2.863 "C5'" A 6 A "C4'" C4* C 0 1 N N R 23.996 13.899 -7.276 -1.101 -0.287 -1.538 "C4'" A 7 A "O4'" O4* O 0 1 N N N 24.523 13.928 -5.945 -0.064 -0.383 -0.538 "O4'" A 8 A "C3'" C3* C 0 1 N N S 24.868 14.877 -8.041 -2.105 0.739 -0.969 "C3'" A 9 A "O3'" O3* O 0 1 N N N 24.195 15.389 -9.178 -3.445 0.360 -1.287 "O3'" A 10 A "C2'" C2* C 0 1 N N R 25.172 15.942 -7.004 -1.874 0.684 0.558 "C2'" A 11 A "O2'" O2* O 0 1 N N N 24.060 16.759 -6.874 -3.065 0.271 1.231 "O2'" A 12 A "C1'" C1* C 0 1 N N R 25.387 15.094 -5.814 -0.755 -0.367 0.729 "C1'" A 13 A N9 N9 N 0 1 Y N N 26.745 14.503 -5.630 0.158 0.029 1.803 N9 A 14 A C8 C8 C 0 1 Y N N 27.163 13.163 -5.773 1.265 0.813 1.672 C8 A 15 A N7 N7 N 0 1 Y N N 28.488 13.043 -5.514 1.843 0.963 2.828 N7 A 16 A C5 C5 C 0 1 Y N N 28.887 14.292 -5.222 1.143 0.292 3.773 C5 A 17 A C6 C6 C 0 1 Y N N 30.177 14.748 -4.871 1.290 0.091 5.156 C6 A 18 A N6 N6 N 0 1 N N N 31.245 13.997 -4.775 2.344 0.664 5.846 N6 A 19 A N1 N1 N 0 1 Y N N 30.286 16.119 -4.615 0.391 -0.656 5.787 N1 A 20 A C2 C2 C 0 1 Y N N 29.272 16.866 -4.702 -0.617 -1.206 5.136 C2 A 21 A N3 N3 N 0 1 Y N N 27.992 16.509 -5.030 -0.792 -1.051 3.841 N3 A 22 A C4 C4 C 0 1 Y N N 27.856 15.249 -5.271 0.056 -0.320 3.126 C4 A 23 A HOP3 3HOP H 0 0 N N N 23.296 9.905 -5.422 2.448 -0.755 -6.142 HOP3 A 24 A HOP2 2HOP H 0 0 N N N 25.088 9.855 -7.252 -0.552 -0.879 -5.902 HOP2 A 25 A "H5'" 1H5* H 0 1 N N N 25.039 12.050 -7.885 -1.319 0.301 -3.599 "H5'" A 26 A "H5''" 2H5* H 0 0 N N N 23.788 12.450 -8.930 -0.052 1.182 -2.712 "H5''" A 27 A "H4'" H4* H 0 1 N N N 22.923 14.196 -7.338 -1.586 -1.254 -1.677 "H4'" A 28 A "H3'" H3* H 0 1 N N N 25.794 14.420 -8.461 -1.890 1.736 -1.353 "H3'" A 29 A "HO3'" H3T H 0 0 N Y N 24.741 16.001 -9.657 -4.024 1.035 -0.908 "HO3'" A 30 A "H2'" H2* H 0 1 N N N 26.025 16.626 -7.219 -1.543 1.654 0.930 "H2'" A 31 A "HO2'" 2HO* H 0 0 N N N 24.250 17.425 -6.224 -3.740 0.936 1.037 "HO2'" A 32 A "H1'" H1* H 0 1 N N N 25.197 15.783 -4.958 -1.185 -1.346 0.940 "H1'" A 33 A H8 H8 H 0 1 N N N 26.526 12.307 -6.055 1.611 1.246 0.745 H8 A 34 A H61 1H6 H 0 1 N N N 32.176 14.326 -4.521 2.432 0.522 6.801 H61 A 35 A H62 2H6 H 0 1 N N N 31.340 13.509 -5.666 2.996 1.205 5.374 H62 A 36 A H2 H2 H 0 1 N N N 29.524 17.915 -4.473 -1.325 -1.807 5.688 H2 A 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 A OP3 P SING N N 1 A OP3 HOP3 SING N N 2 A P OP1 DOUB N N 3 A P OP2 SING N N 4 A P "O5'" SING N N 5 A OP2 HOP2 SING N N 6 A "O5'" "C5'" SING N N 7 A "C5'" "C4'" SING N N 8 A "C5'" "H5'" SING N N 9 A "C5'" "H5''" SING N N 10 A "C4'" "O4'" SING N N 11 A "C4'" "C3'" SING N N 12 A "C4'" "H4'" SING N N 13 A "O4'" "C1'" SING N N 14 A "C3'" "O3'" SING N N 15 A "C3'" "C2'" SING N N 16 A "C3'" "H3'" SING N N 17 A "O3'" "HO3'" SING N N 18 A "C2'" "O2'" SING N N 19 A "C2'" "C1'" SING N N 20 A "C2'" "H2'" SING N N 21 A "O2'" "HO2'" SING N N 22 A "C1'" N9 SING N N 23 A "C1'" "H1'" SING N N 24 A N9 C8 SING Y N 25 A N9 C4 SING Y N 26 A C8 N7 DOUB Y N 27 A C8 H8 SING N N 28 A N7 C5 SING Y N 29 A C5 C6 SING Y N 30 A C5 C4 DOUB Y N 31 A C6 N6 SING N N 32 A C6 N1 DOUB Y N 33 A N6 H61 SING N N 34 A N6 H62 SING N N 35 A N1 C2 SING Y N 36 A C2 N3 DOUB Y N 37 A C2 H2 SING N N 38 A N3 C4 SING Y N 39 # 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 A SMILES ACDLabs 10.04 "O=P(O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O" A SMILES_CANONICAL CACTVS 3.341 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O" A SMILES CACTVS 3.341 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O" A 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)N" A SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)O)O)O)N" A InChI InChI 1.03 "InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1" A InChIKey InChI 1.03 UDMBCSSLTHHNCD-KQYNXXCUSA-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 A "SYSTEMATIC NAME" ACDLabs 10.04 ;5'-adenylic acid ; A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-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 A "Create component" 1999-07-08 RCSB A "Modify descriptor" 2011-06-04 RCSB #