data_G3A
# 
_chem_comp.id                                    G3A 
_chem_comp.name                                  "GUANOSINE-P3-ADENOSINE-5',5'-TRIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H27 N10 O17 P3" 
_chem_comp.mon_nstd_parent_comp_id               G,A 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-04-03 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        772.406 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     G3A 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye OEToolkits" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
G3A O36  O36  O 0 1 N N N 36.010 -42.233 1.260  4.556  4.567  8.763  O36  G3A 1  
G3A C36  C36  C 0 1 N N N 35.939 -41.072 0.794  3.850  4.512  7.764  C36  G3A 2  
G3A N31  N31  N 0 1 N N N 36.425 -40.784 -0.437 3.792  3.435  6.869  N31  G3A 3  
G3A C32  C32  C 0 1 N N N 36.341 -39.501 -0.935 2.975  3.375  5.715  C32  G3A 4  
G3A N32  N32  N 0 1 N N N 36.804 -39.205 -2.153 3.079  2.221  4.983  N32  G3A 5  
G3A N33  N33  N 0 1 N N N 35.773 -38.497 -0.238 2.169  4.354  5.365  N33  G3A 6  
G3A C35  C35  C 0 1 Y N N 35.375 -40.045 1.548  2.961  5.564  7.356  C35  G3A 7  
G3A C34  C34  C 0 1 Y N N 35.300 -38.760 1.007  2.211  5.403  6.216  C34  G3A 8  
G3A N37  N37  N 0 1 Y N N 34.829 -39.997 2.780  2.731  6.767  7.955  N37  G3A 9  
G3A C38  C38  C 0 1 Y N N 34.419 -38.721 2.980  1.836  7.343  7.178  C38  G3A 10 
G3A N39  N39  N 0 1 Y N N 34.728 -37.972 1.904  1.487  6.555  6.107  N39  G3A 11 
G3A C41  C41  C 0 1 N N R 34.492 -36.518 1.694  0.525  6.901  5.062  C41  G3A 12 
G3A O44  O44  O 0 1 N N N 35.014 -35.764 2.805  -0.148 5.710  4.608  O44  G3A 13 
G3A C42  C42  C 0 1 N N R 33.003 -36.226 1.588  1.151  7.530  3.827  C42  G3A 14 
G3A O42  O42  O 0 1 N N N 32.904 -35.093 0.736  1.342  8.922  3.985  O42  G3A 15 
G3A C43  C43  C 0 1 N N S 32.660 -35.817 2.995  0.126  7.189  2.763  C43  G3A 16 
G3A O43  O43  O 0 1 N N N 31.492 -34.988 3.041  -0.989 8.073  2.874  O43  G3A 17 
G3A C44  C44  C 0 1 N N R 33.926 -35.104 3.458  -0.314 5.787  3.174  C44  G3A 18 
G3A C45  C45  C 0 1 N N N 34.099 -35.150 4.962  0.524  4.690  2.533  C45  G3A 19 
G3A O45  O45  O 0 1 N N N 34.022 -36.494 5.393  0.053  3.430  2.978  O45  G3A 20 
G3A PA   PA   P 0 1 N N R 34.094 -36.827 6.974  0.202  2.157  1.992  PA   G3A 21 
G3A O1A  O1A  O 0 1 N N N 33.472 -35.765 7.842  -0.489 2.649  0.614  O1A  G3A 22 
G3A O2A  O2A  O 0 1 N N N 35.562 -37.144 7.119  -0.318 0.855  2.528  O2A  G3A 23 
G3A O1   O1   O 0 1 N N N 33.217 -38.141 7.188  1.781  2.191  1.652  O1   G3A 24 
G3A PB   PB   P 0 1 N N N 31.606 -38.173 7.219  2.691  1.328  0.636  PB   G3A 25 
G3A O2B  O2B  O 0 1 N N N 30.985 -37.369 8.327  2.136  1.755  -0.822 O2B  G3A 26 
G3A O3B  O3B  O 0 1 N N N 31.365 -39.658 7.219  2.692  -0.150 0.899  O3B  G3A 27 
G3A O3A  O3A  O 0 1 N N N 31.238 -37.595 5.764  4.138  2.040  0.710  O3A  G3A 28 
G3A PG   PG   P 0 1 N N R 29.880 -37.953 4.968  5.488  1.785  -0.141 PG   G3A 29 
G3A O1G  O1G  O 0 1 N N N 29.802 -36.938 3.877  5.379  1.985  -1.625 O1G  G3A 30 
G3A O2G  O2G  O 0 1 N N N 28.780 -38.003 5.983  5.949  0.301  0.307  O2G  G3A 31 
G3A O25  O25  O 0 1 N N N 30.194 -39.413 4.359  6.541  2.749  0.622  O25  G3A 32 
G3A C25  C25  C 0 1 N N N 29.775 -40.640 4.982  6.689  2.610  2.024  C25  G3A 33 
G3A C24  C24  C 0 1 N N R 30.541 -41.828 4.400  7.722  3.609  2.514  C24  G3A 34 
G3A C23  C23  C 0 1 N N S 32.062 -41.689 4.442  7.953  3.555  4.014  C23  G3A 35 
G3A O23  O23  O 0 1 N N N 32.621 -42.219 5.642  8.828  2.509  4.379  O23  G3A 36 
G3A C22  C22  C 0 1 N N R 32.531 -42.484 3.246  8.508  4.936  4.305  C22  G3A 37 
G3A O22  O22  O 0 1 N N N 32.605 -43.889 3.557  9.913  4.990  4.064  O22  G3A 38 
G3A O24  O24  O 0 1 N N N 30.227 -41.974 2.998  7.266  4.947  2.251  O24  G3A 39 
G3A C21  C21  C 0 1 N N R 31.401 -42.325 2.253  7.787  5.815  3.281  C21  G3A 40 
G3A N19  N19  N 0 1 Y N N 31.697 -41.247 1.278  6.695  6.605  3.851  N19  G3A 41 
G3A C14  C14  C 0 1 Y N N 32.305 -41.455 0.116  6.766  7.889  4.315  C14  G3A 42 
G3A N13  N13  N 0 1 Y N N 32.815 -42.550 -0.479 7.844  8.688  4.348  N13  G3A 43 
G3A C12  C12  C 0 1 Y N N 33.390 -42.438 -1.697 7.525  9.888  4.879  C12  G3A 44 
G3A N11  N11  N 0 1 Y N N 33.467 -41.254 -2.325 6.328  10.323 5.340  N11  G3A 45 
G3A C18  C18  C 0 1 Y N N 31.399 -39.929 1.353  5.399  6.191  4.018  C18  G3A 46 
G3A N17  N17  N 0 1 Y N N 31.829 -39.288 0.244  4.643  7.124  4.557  N17  G3A 47 
G3A C15  C15  C 0 1 Y N N 32.384 -40.233 -0.530 5.485  8.191  4.748  C15  G3A 48 
G3A C16  C16  C 0 1 Y N N 32.982 -40.131 -1.789 5.283  9.462  5.276  C16  G3A 49 
G3A N16  N16  N 0 1 N N N 33.089 -39.056 -2.422 4.015  9.854  5.739  N16  G3A 50 
G3A HN31 HN31 H 0 0 N N N 36.847 -41.505 -0.987 4.384  2.633  7.064  HN31 G3A 51 
G3A H321 1H32 H 0 0 N N N 36.661 -38.235 -2.348 3.013  2.285  3.993  H321 G3A 52 
G3A H322 2H32 H 0 0 N N N 37.231 -39.858 -2.778 3.216  1.365  5.468  H322 G3A 53 
G3A H38  H38  H 0 1 N N N 33.920 -38.360 3.867  1.404  8.323  7.334  H38  G3A 54 
G3A H41  H41  H 0 1 N N N 34.999 -36.228 0.762  -0.204 7.559  5.547  H41  G3A 55 
G3A H42  H42  H 0 1 N N N 32.369 -37.042 1.211  2.114  7.064  3.592  H42  G3A 56 
G3A HO42 HO42 H 0 0 N N N 32.882 -34.302 1.262  0.493  9.299  4.275  HO42 G3A 57 
G3A H43  H43  H 0 1 N N N 32.395 -36.661 3.648  0.509  7.262  1.742  H43  G3A 58 
G3A HO43 HO43 H 0 0 N N N 31.269 -34.805 3.946  -1.684 7.581  3.336  HO43 G3A 59 
G3A H44  H44  H 0 1 N N N 33.876 -34.036 3.199  -1.372 5.610  2.954  H44  G3A 60 
G3A H451 1H45 H 0 0 N N N 35.079 -34.730 5.234  1.575  4.794  2.819  H451 G3A 61 
G3A H452 2H45 H 0 0 N N N 33.307 -34.559 5.445  0.443  4.732  1.443  H452 G3A 62 
G3A HO1A HO1A H 0 0 N N N 33.341 -36.108 8.718  -1.468 2.635  0.543  HO1A G3A 63 
G3A HO2B HO2B H 0 0 N N N 30.854 -37.924 9.087  2.466  1.279  -1.614 HO2B G3A 64 
G3A HO2G HO2G H 0 0 N N N 29.154 -38.014 6.856  6.726  -0.106 -0.131 HO2G G3A 65 
G3A H251 1H25 H 0 0 N N N 29.971 -40.580 6.063  5.722  2.792  2.501  H251 G3A 66 
G3A H252 2H25 H 0 0 N N N 28.701 -40.784 4.795  7.010  1.587  2.244  H252 G3A 67 
G3A H24  H24  H 0 1 N N N 30.234 -42.680 5.025  8.655  3.449  1.961  H24  G3A 68 
G3A H23  H23  H 0 1 N N N 32.374 -40.635 4.418  7.000  3.424  4.540  H23  G3A 69 
G3A HO23 HO23 H 0 0 N N N 33.557 -42.337 5.531  8.833  2.482  5.348  HO23 G3A 70 
G3A H22  H22  H 0 1 N N N 33.519 -42.146 2.901  8.351  5.243  5.343  H22  G3A 71 
G3A HO22 HO22 H 0 0 N N N 32.621 -44.392 2.751  10.039 5.052  3.101  HO22 G3A 72 
G3A H21  H21  H 0 1 N N N 31.263 -43.261 1.692  8.454  6.545  2.810  H21  G3A 73 
G3A H12  H12  H 0 1 N N N 33.795 -43.318 -2.174 8.339  10.603 4.944  H12  G3A 74 
G3A H18  H18  H 0 1 N N N 30.890 -39.457 2.181  5.068  5.202  3.728  H18  G3A 75 
G3A H161 1H16 H 0 0 N N N 33.552 -39.231 -3.291 3.651  9.449  6.580  H161 G3A 76 
G3A H162 2H16 H 0 0 N N N 32.763 -38.164 -2.109 3.451  10.462 5.175  H162 G3A 77 
# 
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 
G3A O36 C36  DOUB N N 1  
G3A C36 N31  SING N N 2  
G3A C36 C35  SING N N 3  
G3A N31 C32  SING N N 4  
G3A N31 HN31 SING N N 5  
G3A C32 N32  SING N N 6  
G3A C32 N33  DOUB N N 7  
G3A N32 H321 SING N N 8  
G3A N32 H322 SING N N 9  
G3A N33 C34  SING N N 10 
G3A C35 C34  DOUB Y N 11 
G3A C35 N37  SING Y N 12 
G3A C34 N39  SING Y N 13 
G3A N37 C38  DOUB Y N 14 
G3A C38 N39  SING Y N 15 
G3A C38 H38  SING N N 16 
G3A N39 C41  SING N N 17 
G3A C41 C42  SING N N 18 
G3A C41 O44  SING N N 19 
G3A C41 H41  SING N N 20 
G3A O44 C44  SING N N 21 
G3A C42 O42  SING N N 22 
G3A C42 C43  SING N N 23 
G3A C42 H42  SING N N 24 
G3A O42 HO42 SING N N 25 
G3A C43 O43  SING N N 26 
G3A C43 C44  SING N N 27 
G3A C43 H43  SING N N 28 
G3A O43 HO43 SING N N 29 
G3A C44 C45  SING N N 30 
G3A C44 H44  SING N N 31 
G3A C45 O45  SING N N 32 
G3A C45 H451 SING N N 33 
G3A C45 H452 SING N N 34 
G3A O45 PA   SING N N 35 
G3A PA  O2A  DOUB N N 36 
G3A PA  O1   SING N N 37 
G3A PA  O1A  SING N N 38 
G3A O1A HO1A SING N N 39 
G3A O1  PB   SING N N 40 
G3A PB  O3A  SING N N 41 
G3A PB  O3B  DOUB N N 42 
G3A PB  O2B  SING N N 43 
G3A O2B HO2B SING N N 44 
G3A O3A PG   SING N N 45 
G3A PG  O1G  DOUB N N 46 
G3A PG  O25  SING N N 47 
G3A PG  O2G  SING N N 48 
G3A O2G HO2G SING N N 49 
G3A O25 C25  SING N N 50 
G3A C25 C24  SING N N 51 
G3A C25 H251 SING N N 52 
G3A C25 H252 SING N N 53 
G3A C24 O24  SING N N 54 
G3A C24 C23  SING N N 55 
G3A C24 H24  SING N N 56 
G3A C23 C22  SING N N 57 
G3A C23 O23  SING N N 58 
G3A C23 H23  SING N N 59 
G3A O23 HO23 SING N N 60 
G3A C22 C21  SING N N 61 
G3A C22 O22  SING N N 62 
G3A C22 H22  SING N N 63 
G3A O22 HO22 SING N N 64 
G3A O24 C21  SING N N 65 
G3A C21 N19  SING N N 66 
G3A C21 H21  SING N N 67 
G3A N19 C14  SING Y N 68 
G3A N19 C18  SING Y N 69 
G3A C14 C15  DOUB Y N 70 
G3A C14 N13  SING Y N 71 
G3A N13 C12  DOUB Y N 72 
G3A C12 N11  SING Y N 73 
G3A C12 H12  SING N N 74 
G3A N11 C16  DOUB Y N 75 
G3A C18 N17  DOUB Y N 76 
G3A C18 H18  SING N N 77 
G3A N17 C15  SING Y N 78 
G3A C15 C16  SING Y N 79 
G3A C16 N16  SING N N 80 
G3A N16 H161 SING N N 81 
G3A N16 H162 SING N N 82 
# 
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 
G3A InChI            InChI                1.02b 
;InChI=1/C20H27N10O17P3/c21-14-8-15(24-3-23-14)29(4-25-8)18-12(33)10(31)6(44-18)1-42-48(36,37)46-50(40,41)47-49(38,39)43-2-7-11(32)13(34)19(45-7)30-5-26-9-16(30)27-20(22)28-17(9)35/h3-7,10-13,18-19,31-34H,1-2H2,(H,36,37)(H,38,39)(H,40,41)(H2,21,23,24)(H3,22,27,28,35)/t6-,7-,10-,11-,12-,13-,18-,19-/m1/s1/f/h28,36,38,40H,21-22H2
;
G3A InChIKey         InChI                1.02b PMJUJCUPNRCBNP-MQKWNXSVDU 
G3A SMILES_CANONICAL CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P@](O)(=O)O[P@](O)(=O)O[P@@](O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)n5cnc6c(N)ncnc56)[C@@H](O)[C@H]3O 
G3A SMILES           CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(=O)OC[CH]4O[CH]([CH](O)[CH]4O)n5cnc6c(N)ncnc56)[CH](O)[CH]3O 
G3A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@@](=O)(O)O[P@](=O)(O)O[P@](=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)n5cnc6c5N=C(NC6=O)N)O)O)O)O)N 
G3A SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)n5cnc6c5N=C(NC6=O)N)O)O)O)O)N 
# 
_pdbx_chem_comp_identifier.comp_id           G3A 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   1.5.0 
_pdbx_chem_comp_identifier.identifier        
"[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl] hydrogen phosphate" 
# 
