data_SON # _chem_comp.id SON _chem_comp.name "ADENOSINE PHOSPHONOACETIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H16 N5 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-01-26 _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 389.258 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SON _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 1S5Z _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 SON PB PB P 0 1 N N N 3.760 -20.399 4.834 -5.037 1.597 -0.191 PB SON 1 SON O1B O1B O 0 1 N N N 4.976 -21.228 5.022 -5.463 1.519 1.224 O1B SON 2 SON O2B O2B O 0 1 N N N 3.116 -20.106 6.138 -3.594 2.305 -0.279 O2B SON 3 SON O3B O3B O 0 1 N N N 4.267 -18.996 4.273 -6.109 2.460 -1.027 O3B SON 4 SON CB CB C 0 1 N N N 2.653 -21.183 3.760 -4.934 -0.084 -0.888 CB SON 5 SON CA CA C 0 1 N N N 1.528 -22.062 4.261 -4.024 -0.927 -0.033 CA SON 6 SON OA OA O 0 1 N N N 1.676 -23.284 4.264 -4.438 -1.411 0.994 OA SON 7 SON "O5'" "O5'" O 0 1 N N N 0.579 -21.395 5.100 -2.754 -1.141 -0.412 "O5'" SON 8 SON "C5'" "C5'" C 0 1 N N N 0.009 -20.285 4.404 -1.878 -1.954 0.413 "C5'" SON 9 SON "C4'" "C4'" C 0 1 N N R -0.510 -19.263 5.389 -0.497 -2.038 -0.241 "C4'" SON 10 SON "O4'" "O4'" O 0 1 N N N -1.657 -19.793 6.102 0.139 -0.741 -0.241 "O4'" SON 11 SON "C1'" "C1'" C 0 1 N N R -1.694 -19.255 7.415 1.549 -1.009 -0.400 "C1'" SON 12 SON N9 N9 N 0 1 Y N N -1.724 -20.364 8.369 2.341 0.133 0.063 N9 SON 13 SON C4 C4 C 0 1 Y N N -2.559 -20.480 9.453 3.630 0.430 -0.303 C4 SON 14 SON N3 N3 N 0 1 Y N N -3.510 -19.616 9.845 4.529 -0.129 -1.106 N3 SON 15 SON C2 C2 C 0 1 Y N N -4.123 -20.062 10.942 5.721 0.410 -1.256 C2 SON 16 SON N1 N1 N 0 1 Y N N -3.907 -21.190 11.637 6.084 1.514 -0.628 N1 SON 17 SON C6 C6 C 0 1 Y N N -2.942 -22.035 11.212 5.252 2.143 0.195 C6 SON 18 SON N6 N6 N 0 1 N N N -2.723 -23.157 11.902 5.641 3.299 0.848 N6 SON 19 SON C5 C5 C 0 1 Y N N -2.221 -21.677 10.062 3.969 1.603 0.392 C5 SON 20 SON N7 N7 N 0 1 Y N N -1.193 -22.304 9.374 2.888 1.960 1.125 N7 SON 21 SON C8 C8 C 0 1 Y N N -0.936 -21.488 8.381 1.932 1.097 0.936 C8 SON 22 SON "C2'" "C2'" C 0 1 N N R -0.466 -18.356 7.582 1.821 -2.246 0.485 "C2'" SON 23 SON "O2'" "O2'" O 0 1 N N N -0.836 -17.005 7.398 2.770 -3.115 -0.136 "O2'" SON 24 SON "C3'" "C3'" C 0 1 N N S 0.463 -18.896 6.497 0.442 -2.937 0.594 "C3'" SON 25 SON "O3'" "O3'" O 0 1 N N N 1.401 -17.924 6.045 0.496 -4.254 0.042 "O3'" SON 26 SON H2B H2B H 0 1 N N N 2.337 -19.575 6.018 -3.354 2.335 -1.215 H2B SON 27 SON H3B H3B H 0 1 N N N 3.488 -18.465 4.153 -6.133 3.340 -0.627 H3B SON 28 SON HB1 1HB H 0 1 N N N 3.252 -21.781 3.034 -4.536 -0.033 -1.902 HB1 SON 29 SON HB2 2HB H 0 1 N N N 2.205 -20.400 3.105 -5.928 -0.530 -0.910 HB2 SON 30 SON "H5'1" "1H5'" H 0 0 N N N -0.778 -20.605 3.682 -2.296 -2.956 0.510 "H5'1" SON 31 SON "H5'2" "2H5'" H 0 0 N N N 0.726 -19.837 3.677 -1.785 -1.501 1.400 "H5'2" SON 32 SON "H4'" "H4'" H 0 1 N N N -0.725 -18.371 4.755 -0.582 -2.420 -1.258 "H4'" SON 33 SON "H1'" "H1'" H 0 1 N N N -2.603 -18.636 7.600 1.779 -1.231 -1.443 "H1'" SON 34 SON H2 H2 H 0 1 N N N -4.921 -19.406 11.329 6.429 -0.069 -1.916 H2 SON 35 SON HN61 1HN6 H 0 0 N N N -3.600 -23.671 11.983 6.530 3.660 0.707 HN61 SON 36 SON HN62 2HN6 H 0 0 N N N -1.995 -23.795 11.581 5.023 3.752 1.443 HN62 SON 37 SON H8 H8 H 0 1 N N N -0.150 -21.720 7.643 0.958 1.139 1.401 H8 SON 38 SON "H2'" "H2'" H 0 1 N N N 0.016 -18.372 8.587 2.174 -1.939 1.470 "H2'" SON 39 SON H3 H3 H 0 1 N N N -0.074 -16.447 7.502 2.850 -3.893 0.433 H3 SON 40 SON "H3'" "H3'" H 0 1 N N N 1.093 -19.744 6.855 0.112 -2.973 1.633 "H3'" SON 41 SON H1 H1 H 0 1 N N N 2.009 -17.695 6.738 1.094 -4.768 0.602 H1 SON 42 # 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 SON PB O1B DOUB N N 1 SON PB O2B SING N N 2 SON PB O3B SING N N 3 SON PB CB SING N N 4 SON O2B H2B SING N N 5 SON O3B H3B SING N N 6 SON CB CA SING N N 7 SON CB HB1 SING N N 8 SON CB HB2 SING N N 9 SON CA OA DOUB N N 10 SON CA "O5'" SING N N 11 SON "O5'" "C5'" SING N N 12 SON "C5'" "C4'" SING N N 13 SON "C5'" "H5'1" SING N N 14 SON "C5'" "H5'2" SING N N 15 SON "C4'" "O4'" SING N N 16 SON "C4'" "C3'" SING N N 17 SON "C4'" "H4'" SING N N 18 SON "O4'" "C1'" SING N N 19 SON "C1'" N9 SING N N 20 SON "C1'" "C2'" SING N N 21 SON "C1'" "H1'" SING N N 22 SON N9 C4 SING Y N 23 SON N9 C8 SING Y N 24 SON C4 N3 DOUB Y N 25 SON C4 C5 SING Y N 26 SON N3 C2 SING Y N 27 SON C2 N1 DOUB Y N 28 SON C2 H2 SING N N 29 SON N1 C6 SING Y N 30 SON C6 N6 SING N N 31 SON C6 C5 DOUB Y N 32 SON N6 HN61 SING N N 33 SON N6 HN62 SING N N 34 SON C5 N7 SING Y N 35 SON N7 C8 DOUB Y N 36 SON C8 H8 SING N N 37 SON "C2'" "O2'" SING N N 38 SON "C2'" "C3'" SING N N 39 SON "C2'" "H2'" SING N N 40 SON "O2'" H3 SING N N 41 SON "C3'" "O3'" SING N N 42 SON "C3'" "H3'" SING N N 43 SON "O3'" H1 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 SON SMILES ACDLabs 10.04 "O=P(O)(O)CC(=O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O" SON SMILES_CANONICAL CACTVS 3.341 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COC(=O)C[P](O)(O)=O)[C@@H](O)[C@H]3O" SON SMILES CACTVS 3.341 "Nc1ncnc2n(cnc12)[CH]3O[CH](COC(=O)C[P](O)(O)=O)[CH](O)[CH]3O" SON SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COC(=O)CP(=O)(O)O)O)O)N" SON SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COC(=O)CP(=O)(O)O)O)O)N" SON InChI InChI 1.03 "InChI=1S/C12H16N5O8P/c13-10-7-11(15-3-14-10)17(4-16-7)12-9(20)8(19)5(25-12)1-24-6(18)2-26(21,22)23/h3-5,8-9,12,19-20H,1-2H2,(H2,13,14,15)(H2,21,22,23)/t5-,8-,9-,12-/m1/s1" SON InChIKey InChI 1.03 KJNLSEOJEFDELT-JJNLEZRASA-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 SON "SYSTEMATIC NAME" ACDLabs 10.04 "5'-O-(phosphonoacetyl)adenosine" SON "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[2-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy]-2-oxo-ethyl]phosphonic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SON "Create component" 2004-01-26 RCSB SON "Modify descriptor" 2011-06-04 RCSB #