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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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/f/h21-22H,13H2 
SON InChIKey         InChI                1.02b KJNLSEOJEFDELT-DBSJHQLZDQ                                                                                                                                                                
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                                                                                                                                     
# 
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" 
# 
