data_EOI # _chem_comp.id EOI _chem_comp.name "[[(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethyl-sulfanyl-phosphoryl] phosphono hydrogen phosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C9 H16 N5 O9 P3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-01-31 _chem_comp.pdbx_modified_date 2015-02-06 _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 463.238 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EOI _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 4CP5 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 EOI C C C 0 1 N N N 37.098 -51.942 39.970 -2.747 4.247 0.373 C EOI 1 EOI N N N 0 1 Y N N 36.250 -50.695 42.807 -3.972 0.830 -0.709 N EOI 2 EOI O O O 0 1 N N N 37.269 -49.630 40.295 -2.197 2.052 1.222 O EOI 3 EOI P P P 0 1 N N R 38.834 -47.638 41.359 -0.064 0.836 0.188 P EOI 4 EOI S S S 0 1 N N N 39.930 -46.238 40.477 -0.680 -1.118 0.733 S EOI 5 EOI C1 C1 C 0 1 N N R 37.797 -50.877 40.773 -2.671 2.750 0.069 C1 EOI 6 EOI N1 N1 N 0 1 Y N N 34.485 -49.437 43.405 -3.792 -0.934 -1.982 N1 EOI 7 EOI O1 O1 O 0 1 N N N 37.840 -47.212 42.366 -0.534 1.137 -1.183 O1 EOI 8 EOI P1 P1 P 0 1 N N N 41.377 -49.301 42.198 2.730 0.150 -0.528 P1 EOI 9 EOI C2 C2 C 0 1 N N N 37.588 -51.019 42.326 -4.063 2.234 -0.303 C2 EOI 10 EOI N2 N2 N 0 1 Y N N 35.251 -52.906 42.980 -4.074 -0.434 1.439 N2 EOI 11 EOI O2 O2 O 0 1 N N N 40.020 -48.482 41.987 1.543 0.925 0.236 O2 EOI 12 EOI P2 P2 P 0 1 N N N 41.561 -50.989 39.538 5.522 -0.444 0.271 P2 EOI 13 EOI C3 C3 C 0 1 Y N N 35.742 -49.448 43.037 -3.854 0.366 -1.986 C3 EOI 14 EOI N3 N3 N 0 1 Y N N 32.934 -52.804 43.652 -3.949 -2.731 1.217 N3 EOI 15 EOI O3 O3 O 0 1 N N N 42.449 -48.244 41.966 2.386 -1.285 -0.646 O3 EOI 16 EOI C4 C4 C 0 1 Y N N 34.141 -50.780 43.433 -3.867 -1.385 -0.707 C4 EOI 17 EOI N4 N4 N 0 1 N N N 31.816 -50.832 44.118 -3.739 -3.801 -0.874 N4 EOI 18 EOI O4 O4 O 0 1 N N N 41.436 -50.041 43.475 2.922 0.779 -1.997 O4 EOI 19 EOI C5 C5 C 0 1 Y N N 35.225 -51.566 43.070 -3.983 -0.259 0.125 C5 EOI 20 EOI O5 O5 O 0 1 N N N 41.404 -50.227 40.932 4.098 0.307 0.307 O5 EOI 21 EOI C6 C6 C 0 1 Y N N 34.060 -53.431 43.287 -4.056 -1.643 1.959 C6 EOI 22 EOI O6 O6 O 0 1 N N N 42.917 -50.498 39.071 6.408 0.143 -0.938 O6 EOI 23 EOI C7 C7 C 0 1 Y N N 32.938 -51.452 43.740 -3.851 -2.656 -0.106 C7 EOI 24 EOI O7 O7 O 0 1 N N N 41.705 -52.422 40.087 6.290 -0.203 1.666 O7 EOI 25 EOI C8 C8 C 0 1 N N N 38.206 -48.608 39.914 -0.774 2.045 1.353 C8 EOI 26 EOI O8 O8 O 0 1 N N N 40.465 -50.818 38.488 5.310 -1.894 0.069 O8 EOI 27 EOI H H H 0 1 N N N 37.456 -52.933 40.285 -1.775 4.596 0.722 H EOI 28 EOI HA HA H 0 1 N N N 36.013 -51.874 40.137 -3.024 4.788 -0.531 HA EOI 29 EOI HB HB H 0 1 N N N 37.314 -51.797 38.901 -3.495 4.424 1.146 HB EOI 30 EOI HS HS H 0 1 N N N 39.485 -45.153 41.038 -0.192 -1.252 1.979 HS EOI 31 EOI H1 H1 H 0 1 N N N 38.877 -50.928 40.568 -1.988 2.582 -0.763 H1 EOI 32 EOI H2 H2 H 0 1 N N N 38.301 -50.348 42.828 -4.462 2.826 -1.127 H2 EOI 33 EOI H2A H2A H 0 1 N N N 37.806 -52.061 42.604 -4.725 2.320 0.560 H2A EOI 34 EOI H3 H3 H 0 1 N N N 36.327 -48.547 42.925 -3.817 0.986 -2.869 H3 EOI 35 EOI HN4 HN4 H 0 1 N N N 31.101 -51.510 44.288 -3.730 -4.672 -0.447 HN4 EOI 36 EOI HN4A HN4A H 0 0 N N N 31.988 -50.312 44.955 -3.669 -3.733 -1.839 HN4A EOI 37 EOI HO4 HO4 H 0 1 N N N 42.173 -49.730 43.988 3.150 1.718 -1.997 HO4 EOI 38 EOI H6 H6 H 0 1 N N N 33.997 -54.508 43.233 -4.131 -1.750 3.031 H6 EOI 39 EOI HO6 HO6 H 0 1 N N N 42.845 -50.162 38.185 6.586 1.091 -0.871 HO6 EOI 40 EOI HO7 HO7 H 0 1 N N N 41.066 -52.987 39.669 7.157 -0.627 1.715 HO7 EOI 41 EOI H8 H8 H 0 1 N N N 39.061 -49.084 39.412 -0.384 3.038 1.130 H8 EOI 42 EOI H8A H8A H 0 1 N N N 37.709 -47.918 39.216 -0.504 1.769 2.372 H8A EOI 43 # 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 EOI C C1 SING N N 1 EOI C H SING N N 2 EOI C HA SING N N 3 EOI C HB SING N N 4 EOI C2 N SING N N 5 EOI N C3 SING Y N 6 EOI N C5 SING Y N 7 EOI C8 O SING N N 8 EOI O C1 SING N N 9 EOI C8 P SING N N 10 EOI S P SING N N 11 EOI P O2 SING N N 12 EOI P O1 DOUB N N 13 EOI S HS SING N N 14 EOI C1 C2 SING N N 15 EOI C1 H1 SING N N 16 EOI C3 N1 DOUB Y N 17 EOI N1 C4 SING Y N 18 EOI O5 P1 SING N N 19 EOI O3 P1 DOUB N N 20 EOI O2 P1 SING N N 21 EOI P1 O4 SING N N 22 EOI C2 H2 SING N N 23 EOI C2 H2A SING N N 24 EOI N2 C5 SING Y N 25 EOI N2 C6 DOUB Y N 26 EOI O8 P2 DOUB N N 27 EOI O6 P2 SING N N 28 EOI P2 O7 SING N N 29 EOI P2 O5 SING N N 30 EOI C3 H3 SING N N 31 EOI C6 N3 SING Y N 32 EOI N3 C7 DOUB Y N 33 EOI C5 C4 DOUB Y N 34 EOI C4 C7 SING Y N 35 EOI C7 N4 SING N N 36 EOI N4 HN4 SING N N 37 EOI N4 HN4A SING N N 38 EOI O4 HO4 SING N N 39 EOI C6 H6 SING N N 40 EOI O6 HO6 SING N N 41 EOI O7 HO7 SING N N 42 EOI C8 H8 SING N N 43 EOI C8 H8A SING N N 44 # 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 EOI InChI InChI 1.03 "InChI=1S/C9H16N5O9P3S/c1-6(2-14-4-13-7-8(10)11-3-12-9(7)14)21-5-24(15,27)22-26(19,20)23-25(16,17)18/h3-4,6H,2,5H2,1H3,(H,15,27)(H,19,20)(H2,10,11,12)(H2,16,17,18)/t6-,24-/m1/s1" EOI InChIKey InChI 1.03 BMDSOWJDBWVWQG-FMWWOLKHSA-N EOI SMILES_CANONICAL CACTVS 3.385 "C[C@H](Cn1cnc2c(N)ncnc12)OC[P@@](S)(=O)O[P](O)(=O)O[P](O)(O)=O" EOI SMILES CACTVS 3.385 "C[CH](Cn1cnc2c(N)ncnc12)OC[P](S)(=O)O[P](O)(=O)O[P](O)(O)=O" EOI SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H](Cn1cnc2c1ncnc2N)OC[P@@](=O)(OP(=O)(O)OP(=O)(O)O)S" EOI SMILES "OpenEye OEToolkits" 1.7.6 "CC(Cn1cnc2c1ncnc2N)OCP(=O)(OP(=O)(O)OP(=O)(O)O)S" # 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 EOI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[[(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethyl-sulfanyl-phosphoryl] phosphono hydrogen 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 EOI "Create component" 2014-01-31 EBI EOI "Initial release" 2015-02-11 RCSB #