data_AOF # _chem_comp.id AOF _chem_comp.name "N-(5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)-5-O-phosphono-beta-D-ribofuranosylamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C9 H15 N4 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-08-09 _chem_comp.pdbx_modified_date 2013-02-15 _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 354.211 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AOF _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 4G3M _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 AOF C2 C2 C 0 1 N N N 85.021 10.730 42.120 3.633 1.238 -1.538 C2 AOF 1 AOF N3 N3 N 0 1 N N N 83.910 10.638 43.028 4.658 1.657 -0.774 N3 AOF 2 AOF O4 O4 O 0 1 N N N 83.111 9.935 45.029 5.694 1.648 1.197 O4 AOF 3 AOF C5 C5 C 0 1 N N N 85.372 9.434 44.665 3.788 0.407 1.055 C5 AOF 4 AOF C6 C6 C 0 1 N N N 86.439 9.548 43.735 2.752 -0.009 0.264 C6 AOF 5 AOF O3P O3P O 0 1 N N N 87.386 3.330 41.821 -5.728 0.587 -0.085 O3P AOF 6 AOF P P P 0 1 N N N 88.042 3.656 43.125 -4.518 1.415 0.122 P AOF 7 AOF O1P O1P O 0 1 N N N 89.294 2.644 43.238 -4.612 2.739 -0.790 O1P AOF 8 AOF O2P O2P O 0 1 N N N 87.119 3.602 44.290 -4.415 1.837 1.672 O2P AOF 9 AOF "O5'" "O5'" O 0 1 N N N 88.921 4.992 43.020 -3.212 0.570 -0.293 "O5'" AOF 10 AOF "C5'" "C5'" C 0 1 N N N 89.178 5.775 44.180 -2.906 -0.711 0.262 "C5'" AOF 11 AOF "C4'" "C4'" C 0 1 N N R 90.042 6.954 43.805 -1.602 -1.231 -0.347 "C4'" AOF 12 AOF "O4'" "O4'" O 0 1 N N N 89.062 7.614 42.972 -0.481 -0.451 0.123 "O4'" AOF 13 AOF "C3'" "C3'" C 0 1 N N S 90.547 8.017 44.781 -1.315 -2.668 0.143 "C3'" AOF 14 AOF "O3'" "O3'" O 0 1 N N N 91.919 7.597 44.703 -1.733 -3.623 -0.834 "O3'" AOF 15 AOF "C2'" "C2'" C 0 1 N N R 90.097 9.329 44.120 0.219 -2.705 0.320 "C2'" AOF 16 AOF "O2'" "O2'" O 0 1 N N N 91.256 9.855 43.483 0.799 -3.687 -0.542 "O2'" AOF 17 AOF "C1'" "C1'" C 0 1 N N R 88.877 9.014 43.273 0.678 -1.287 -0.084 "C1'" AOF 18 AOF "N1'" "N1'" N 0 1 N N N 87.662 9.039 44.027 1.784 -0.846 0.769 "N1'" AOF 19 AOF N1 N1 N 0 1 N N N 86.303 10.182 42.464 2.688 0.419 -1.043 N1 AOF 20 AOF O2 O2 O 0 1 N N N 84.796 9.891 41.219 3.557 1.610 -2.694 O2 AOF 21 AOF C4 C4 C 0 1 N N N 84.096 9.990 44.289 4.762 1.264 0.511 C4 AOF 22 AOF N5 N5 N 0 1 N N N 85.578 8.818 45.845 3.878 -0.017 2.401 N5 AOF 23 AOF H1 H1 H 0 1 N N N 83.020 11.022 42.781 5.329 2.247 -1.151 H1 AOF 24 AOF H2 H2 H 0 1 N N N 89.323 2.089 42.468 -5.377 3.298 -0.594 H2 AOF 25 AOF H3 H3 H 0 1 N N N 86.248 3.363 43.994 -3.644 2.383 1.880 H3 AOF 26 AOF H4 H4 H 0 1 N N N 88.227 6.135 44.598 -2.792 -0.621 1.342 H4 AOF 27 AOF H5 H5 H 0 1 N N N 89.699 5.161 44.929 -3.714 -1.406 0.038 H5 AOF 28 AOF H6 H6 H 0 1 N N N 90.885 6.604 43.191 -1.655 -1.205 -1.435 H6 AOF 29 AOF H7 H7 H 0 1 N N N 90.110 7.894 45.783 -1.814 -2.853 1.095 H7 AOF 30 AOF H8 H8 H 0 1 N N N 92.452 8.149 45.263 -1.577 -4.542 -0.577 H8 AOF 31 AOF H9 H9 H 0 1 N N N 89.784 10.015 44.921 0.479 -2.909 1.359 H9 AOF 32 AOF H10 H10 H 0 1 N N N 91.935 10.002 44.131 1.761 -3.753 -0.472 H10 AOF 33 AOF H11 H11 H 0 1 N N N 88.837 9.642 42.371 0.978 -1.267 -1.132 H11 AOF 34 AOF H12 H12 H 0 1 N N N 87.480 8.074 44.217 1.834 -1.144 1.691 H12 AOF 35 AOF H13 H13 H 0 1 N N N 87.076 10.243 41.833 1.957 0.127 -1.610 H13 AOF 36 AOF H14 H14 H 0 1 N N N 84.731 8.824 46.377 3.202 -0.607 2.770 H14 AOF 37 AOF H15 H15 H 0 1 N N N 85.863 7.873 45.682 4.615 0.282 2.956 H15 AOF 38 # 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 AOF O2 C2 DOUB N N 1 AOF O3P P DOUB N N 2 AOF C2 N1 SING N N 3 AOF C2 N3 SING N N 4 AOF N1 C6 SING N N 5 AOF "O4'" "C1'" SING N N 6 AOF "O4'" "C4'" SING N N 7 AOF "O5'" P SING N N 8 AOF "O5'" "C5'" SING N N 9 AOF N3 C4 SING N N 10 AOF P O1P SING N N 11 AOF P O2P SING N N 12 AOF "C1'" "N1'" SING N N 13 AOF "C1'" "C2'" SING N N 14 AOF "O2'" "C2'" SING N N 15 AOF C6 "N1'" SING N N 16 AOF C6 C5 DOUB N N 17 AOF "C4'" "C5'" SING N N 18 AOF "C4'" "C3'" SING N N 19 AOF "C2'" "C3'" SING N N 20 AOF C4 C5 SING N N 21 AOF C4 O4 DOUB N N 22 AOF C5 N5 SING N N 23 AOF "O3'" "C3'" SING N N 24 AOF N3 H1 SING N N 25 AOF O1P H2 SING N N 26 AOF O2P H3 SING N N 27 AOF "C5'" H4 SING N N 28 AOF "C5'" H5 SING N N 29 AOF "C4'" H6 SING N N 30 AOF "C3'" H7 SING N N 31 AOF "O3'" H8 SING N N 32 AOF "C2'" H9 SING N N 33 AOF "O2'" H10 SING N N 34 AOF "C1'" H11 SING N N 35 AOF "N1'" H12 SING N N 36 AOF N1 H13 SING N N 37 AOF N5 H14 SING N N 38 AOF N5 H15 SING N 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 AOF SMILES ACDLabs 12.01 "O=P(O)(O)OCC2OC(NC=1NC(=O)NC(=O)C=1N)C(O)C2O" AOF InChI InChI 1.03 "InChI=1S/C9H15N4O9P/c10-3-6(12-9(17)13-7(3)16)11-8-5(15)4(14)2(22-8)1-21-23(18,19)20/h2,4-5,8,14-15H,1,10H2,(H2,18,19,20)(H3,11,12,13,16,17)/t2-,4-,5-,8-/m1/s1" AOF InChIKey InChI 1.03 LZEXYCAGPMYXLX-UMMCILCDSA-N AOF SMILES_CANONICAL CACTVS 3.370 "NC1=C(N[C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O)NC(=O)NC1=O" AOF SMILES CACTVS 3.370 "NC1=C(N[CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O)NC(=O)NC1=O" AOF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C([C@@H]1[C@H]([C@H]([C@@H](O1)NC2=C(C(=O)NC(=O)N2)N)O)O)OP(=O)(O)O" AOF SMILES "OpenEye OEToolkits" 1.7.6 "C(C1C(C(C(O1)NC2=C(C(=O)NC(=O)N2)N)O)O)OP(=O)(O)O" # 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 AOF "SYSTEMATIC NAME" ACDLabs 12.01 "N-(5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)-5-O-phosphono-beta-D-ribofuranosylamine" AOF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3S,4R,5R)-5-[[5-azanyl-2,4-bis(oxidanylidene)-1H-pyrimidin-6-yl]amino]-3,4-bis(oxidanyl)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 AOF "Create component" 2012-08-09 PDBJ AOF "Modify name" 2012-10-05 PDBJ AOF "Modify value order" 2012-10-05 PDBJ AOF "Initial release" 2013-02-15 RCSB #