data_P2G
# 
_chem_comp.id                                    P2G 
_chem_comp.name                                  "(2S,4R,6R,6AS)-4-(2-AMINO-6-OXO-1,6-DIHYDROPURIN-9-YL)-6-(HYDROXYMETHYL)-TETRAHYDROFURO[3,4-D][1,3]DIOXOL-2-YLPHOSPHONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H14 N5 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "GUANOSINE-2',3'-O-METHYLIDENEPHOSPHONATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-08-04 
_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                        375.231 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     P2G 
_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        2AI3 
_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 
P2G O6     O6     O 0 1 N N N 68.613 -51.411 96.255  -5.909 0.086  0.585  O6     P2G 1  
P2G C6     C6     C 0 1 Y N N 68.008 -50.353 96.424  -4.794 0.434  0.237  C6     P2G 2  
P2G N1     N1     N 0 1 Y N N 66.615 -50.331 96.208  -4.564 1.697  -0.186 N1     P2G 3  
P2G C2     C2     C 0 1 Y N N 65.865 -49.157 96.418  -3.315 2.075  -0.579 C2     P2G 4  
P2G N2     N2     N 0 1 N N N 64.576 -49.117 96.105  -3.112 3.362  -1.009 N2     P2G 5  
P2G N3     N3     N 0 1 Y N N 66.539 -48.069 96.849  -2.297 1.243  -0.553 N3     P2G 6  
P2G C4     C4     C 0 1 Y N N 67.874 -48.061 97.057  -2.448 -0.022 -0.141 C4     P2G 7  
P2G C5     C5     C 0 1 Y N N 68.667 -49.195 96.845  -3.708 -0.471 0.270  C5     P2G 8  
P2G N7     N7     N 0 1 Y N N 69.932 -48.854 97.069  -3.574 -1.771 0.630  N7     P2G 9  
P2G C8     C8     C 0 1 Y N N 69.936 -47.567 97.409  -2.336 -2.137 0.468  C8     P2G 10 
P2G N9     N9     N 0 1 Y N N 68.697 -47.077 97.428  -1.602 -1.089 -0.007 N9     P2G 11 
P2G "C1'"  "C1'"  C 0 1 N N R 68.387 -45.810 98.139  -0.170 -1.104 -0.317 "C1'"  P2G 12 
P2G "O4'"  "O4'"  O 0 1 N N N 68.077 -46.205 99.487  0.279  -2.455 -0.554 "O4'"  P2G 13 
P2G "C2'"  "C2'"  C 0 1 N N R 67.232 -44.917 97.685  0.648  -0.618 0.899  "C2'"  P2G 14 
P2G "O2'"  "O2'"  O 0 1 N N N 67.608 -43.610 97.209  1.153  0.719  0.626  "O2'"  P2G 15 
P2G C1     C1     C 0 1 N N S 67.163 -42.618 98.160  2.400  0.513  -0.071 C1     P2G 16 
P2G P      P      P 0 1 N N N 66.693 -41.043 97.339  3.461  1.989  0.068  P      P2G 17 
P2G O3     O3     O 0 1 N N N 65.904 -40.067 98.339  4.877  1.702  -0.642 O3     P2G 18 
P2G O4     O4     O 0 1 N N N 65.680 -41.487 96.173  2.742  3.236  -0.653 O4     P2G 19 
P2G O2     O2     O 0 1 N N N 67.901 -40.359 96.816  3.681  2.306  1.497  O2     P2G 20 
P2G "O3'"  "O3'"  O 0 1 N N N 66.078 -43.289 98.829  3.011  -0.610 0.599  "O3'"  P2G 21 
P2G "C3'"  "C3'"  C 0 1 N N R 66.403 -44.690 98.936  1.920  -1.513 0.872  "C3'"  P2G 22 
P2G "C4'"  "C4'"  C 0 1 N N R 67.355 -45.103 100.055 1.709  -2.420 -0.359 "C4'"  P2G 23 
P2G "C5'"  "C5'"  C 0 1 N N N 66.650 -45.516 101.350 2.243  -3.828 -0.083 "C5'"  P2G 24 
P2G "O5'"  "O5'"  O 0 1 N N N 67.629 -46.042 102.250 2.079  -4.636 -1.250 "O5'"  P2G 25 
P2G HN1    HN1    H 0 1 N N N 66.141 -51.178 95.894  -5.293 2.336  -0.217 HN1    P2G 26 
P2G HN21   1HN2   H 0 0 N N N 64.033 -48.267 96.257  -2.227 3.646  -1.288 HN21   P2G 27 
P2G HN22   2HN2   H 0 0 N N N 64.106 -49.886 96.583  -3.853 3.986  -1.037 HN22   P2G 28 
P2G H8     H8     H 0 1 N N N 70.843 -46.985 97.643  -1.947 -3.123 0.678  H8     P2G 29 
P2G "H1'"  "H1'"  H 0 1 N N N 69.281 -45.172 97.949  0.035  -0.478 -1.186 "H1'"  P2G 30 
P2G "H2'"  "H2'"  H 0 1 N N N 66.725 -45.426 96.832  0.095  -0.675 1.837  "H2'"  P2G 31 
P2G H1     H1     H 0 1 N N N 67.948 -42.286 98.878  2.216  0.276  -1.119 H1     P2G 32 
P2G HO3    HO3    H 0 1 N N N 65.661 -39.252 97.914  4.689  1.501  -1.569 HO3    P2G 33 
P2G HO4    HO4    H 0 1 N N N 65.437 -40.672 95.748  3.334  3.995  -0.556 HO4    P2G 34 
P2G "H3'"  "H3'"  H 0 1 N N N 65.450 -45.245 99.102  2.062  -2.078 1.793  "H3'"  P2G 35 
P2G "H4'"  "H4'"  H 0 1 N N N 68.000 -44.250 100.370 2.200  -1.994 -1.234 "H4'"  P2G 36 
P2G "H5'1" "1H5'" H 0 0 N N N 66.057 -44.684 101.799 3.300  -3.771 0.174  "H5'1" P2G 37 
P2G "H5'2" "2H5'" H 0 0 N N N 65.807 -46.224 101.171 1.690  -4.270 0.746  "H5'2" P2G 38 
P2G "H5'"  "H5'"  H 0 1 N N N 67.191 -46.298 103.053 2.427  -5.512 -1.034 "H5'"  P2G 39 
# 
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 
P2G O6    C6     DOUB N N 1  
P2G C6    N1     SING Y N 2  
P2G C6    C5     SING Y N 3  
P2G N1    C2     SING Y N 4  
P2G N1    HN1    SING N N 5  
P2G C2    N2     SING N N 6  
P2G C2    N3     DOUB Y N 7  
P2G N2    HN21   SING N N 8  
P2G N2    HN22   SING N N 9  
P2G N3    C4     SING Y N 10 
P2G C4    C5     DOUB Y N 11 
P2G C4    N9     SING Y N 12 
P2G C5    N7     SING Y N 13 
P2G N7    C8     DOUB Y N 14 
P2G C8    N9     SING Y N 15 
P2G C8    H8     SING N N 16 
P2G N9    "C1'"  SING N N 17 
P2G "C1'" "O4'"  SING N N 18 
P2G "C1'" "C2'"  SING N N 19 
P2G "C1'" "H1'"  SING N N 20 
P2G "O4'" "C4'"  SING N N 21 
P2G "C2'" "O2'"  SING N N 22 
P2G "C2'" "C3'"  SING N N 23 
P2G "C2'" "H2'"  SING N N 24 
P2G "O2'" C1     SING N N 25 
P2G C1    P      SING N N 26 
P2G C1    "O3'"  SING N N 27 
P2G C1    H1     SING N N 28 
P2G P     O3     SING N N 29 
P2G P     O4     SING N N 30 
P2G P     O2     DOUB N N 31 
P2G O3    HO3    SING N N 32 
P2G O4    HO4    SING N N 33 
P2G "O3'" "C3'"  SING N N 34 
P2G "C3'" "C4'"  SING N N 35 
P2G "C3'" "H3'"  SING N N 36 
P2G "C4'" "C5'"  SING N N 37 
P2G "C4'" "H4'"  SING N N 38 
P2G "C5'" "O5'"  SING N N 39 
P2G "C5'" "H5'1" SING N N 40 
P2G "C5'" "H5'2" SING N N 41 
P2G "O5'" "H5'"  SING N N 42 
# 
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 
P2G SMILES           ACDLabs              10.04 O=C4NC(=Nc1c4ncn1C3OC(C2OC(OC23)P(=O)(O)O)CO)N                                                                                                                                               
P2G InChI            InChI                1.02b InChI=1/C11H14N5O8P/c12-10-14-7-4(8(18)15-10)13-2-16(7)9-6-5(3(1-17)22-9)23-11(24-6)25(19,20)21/h2-3,5-6,9,11,17H,1H2,(H2,19,20,21)(H3,12,14,15,18)/t3-,5-,6-,9-,11+/m1/s1/f/h15,19-20H,12H2 
P2G InChIKey         InChI                1.02b GKAPYWCOOQBBHV-MBEWDGFDDF                                                                                                                                                                    
P2G SMILES_CANONICAL CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO)[C@H]4O[C@@H](O[C@@H]34)[P](O)(O)=O                                                                                                                    
P2G SMILES           CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO)[CH]4O[CH](O[CH]34)[P](O)(O)=O                                                                                                                            
P2G SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc2c(n1[C@H]3[C@H]4[C@@H]([C@H](O3)CO)O[C@@H](O4)P(=O)(O)O)N=C(NC2=O)N                                                                                                                     
P2G SMILES           "OpenEye OEToolkits" 1.5.0 c1nc2c(n1C3C4C(C(O3)CO)OC(O4)P(=O)(O)O)N=C(NC2=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 
P2G "SYSTEMATIC NAME" ACDLabs              10.04 "2',3'-O-(phosphonomethylidene)guanosine"                                                                                               
P2G "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,3aR,4R,6R,6aR)-6-(2-amino-6-oxo-1H-purin-9-yl)-4-(hydroxymethyl)-3a,4,6,6a-tetrahydrofuro[4,3-d][1,3]dioxol-2-yl]phosphonic acid" 
# 
