data_GTG
# 
_chem_comp.id                                    GTG 
_chem_comp.name                                  "7-METHYL-GUANOSINE-5'-TRIPHOSPHATE-5'-GUANOSINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H30 N10 O18 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "MRNA CAP ANALOG N7-METHYL GPPPG" 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2002-11-04 
_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                        803.440 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GTG 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        1MWH 
_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 
GTG PA     PA   P 0 1 N N R -34.122 83.560 41.203 -2.348  -1.516 -0.452 PA     GTG 1  
GTG O1A    O1A  O 0 1 N N N -35.309 84.412 40.767 -2.124  -2.941 -0.781 O1A    GTG 2  
GTG O2A    O2A  O 0 1 N N N -34.368 82.022 41.157 -2.448  -0.660 -1.812 O2A    GTG 3  
GTG O3A    O3A  O 0 1 N N N -33.424 83.454 42.477 -1.121  -0.970 0.436  O3A    GTG 4  
GTG PB     PB   P 0 1 N N N -34.120 84.215 43.706 0.230   -1.503 -0.260 PB     GTG 5  
GTG O1B    O1B  O 0 1 N N N -32.677 84.880 44.102 0.412   -3.072 0.052  O1B    GTG 6  
GTG O2B    O2B  O 0 1 N N N -33.873 83.360 44.871 0.145   -1.298 -1.723 O2B    GTG 7  
GTG O3B    O3B  O 0 1 N N N -34.857 85.675 43.448 1.491   -0.690 0.324  O3B    GTG 8  
GTG N9A    N9A  N 0 1 Y N N -29.946 81.560 42.976 -8.534  0.756  0.298  N9A    GTG 9  
GTG C8A    C8A  C 0 1 Y N N -31.269 81.258 43.180 -8.019  1.685  -0.560 C8A    GTG 10 
GTG N7A    N7A  N 1 1 Y N N -31.467 80.242 43.952 -8.828  2.699  -0.649 N7A    GTG 11 
GTG C7X    C7MA C 0 1 N N N -32.769 79.733 44.314 -8.608  3.889  -1.475 C7X    GTG 12 
GTG C5A    C5A  C 0 1 Y N N -30.188 79.828 44.294 -9.905  2.486  0.146  C5A    GTG 13 
GTG C6A    C6A  C 0 1 N N N -29.763 78.756 45.122 -11.077 3.222  0.436  C6A    GTG 14 
GTG O6A    O6A  O 0 1 N N N -30.452 77.949 45.724 -11.273 4.312  -0.075 O6A    GTG 15 
GTG N1A    N1A  N 0 1 N N N -28.384 78.670 45.215 -11.972 2.691  1.298  N1A    GTG 16 
GTG C2A    C2A  C 0 1 N N N -27.480 79.511 44.589 -11.743 1.473  1.864  C2A    GTG 17 
GTG N2A    N2A  N 0 1 N N N -26.181 79.284 44.788 -12.669 0.958  2.736  N2A    GTG 18 
GTG N3A    N3A  N 0 1 N N N -27.883 80.529 43.804 -10.660 0.776  1.600  N3A    GTG 19 
GTG C4A    C4A  C 0 1 Y N N -29.242 80.628 43.702 -9.729  1.238  0.756  C4A    GTG 20 
GTG O5D    O5*A O 0 1 N N N -32.859 83.642 40.634 -3.719  -1.366 0.379  O5D    GTG 21 
GTG C5D    C5*A C 0 1 N N N -31.825 84.016 39.787 -4.747  -1.971 -0.408 C5D    GTG 22 
GTG C4D    C4*A C 0 1 N N R -30.699 83.996 40.670 -6.084  -1.862 0.328  C4D    GTG 23 
GTG O4D    O4*A O 0 1 N N N -30.516 83.700 42.035 -6.494  -0.481 0.424  O4D    GTG 24 
GTG C3D    C3*A C 0 1 N N S -29.833 83.301 39.771 -7.204  -2.552 -0.482 C3D    GTG 25 
GTG O3D    O3*A O 0 1 N N N -29.081 83.781 38.769 -7.445  -3.869 0.018  O3D    GTG 26 
GTG C2D    C2*A C 0 1 N N R -29.032 82.506 40.565 -8.441  -1.651 -0.256 C2D    GTG 27 
GTG O2D    O2*A O 0 1 N N N -27.697 82.823 40.296 -9.484  -2.385 0.388  O2D    GTG 28 
GTG C1D    C1*A C 0 1 N N R -29.449 82.734 42.089 -7.918  -0.523 0.661  C1D    GTG 29 
GTG PG     PG   P 0 1 N N R -35.571 86.626 44.630 2.688   -0.863 -0.739 PG     GTG 30 
GTG O1G    O1G  O 0 1 N N N -37.007 86.744 43.999 3.305   -2.345 -0.617 O1G    GTG 31 
GTG O2G    O2G  O 0 1 N N N -34.398 87.451 44.353 2.166   -0.657 -2.108 O2G    GTG 32 
GTG O5E    O5*B O 0 1 N N N -35.133 86.392 46.240 3.837   0.223  -0.434 O5E    GTG 33 
GTG C5E    C5*B C 0 1 N N N -36.426 86.328 46.937 4.809   0.099  -1.475 C5E    GTG 34 
GTG C4E    C4*B C 0 1 N N R -36.978 87.145 48.107 5.935   1.109  -1.244 C4E    GTG 35 
GTG O4E    O4*B O 0 1 N N N -36.401 86.776 49.312 6.664   0.765  -0.053 O4E    GTG 36 
GTG C3E    C3*B C 0 1 N N S -36.746 88.655 47.964 6.928   1.065  -2.421 C3E    GTG 37 
GTG O3E    O3*B O 0 1 N N N -37.643 89.294 47.016 7.004   2.337  -3.068 O3E    GTG 38 
GTG C2E    C2*B C 0 1 N N R -36.901 89.080 49.326 8.284   0.712  -1.757 C2E    GTG 39 
GTG O2E    O2*B O 0 1 N N N -38.240 89.597 49.488 9.347   1.474  -2.333 O2E    GTG 40 
GTG C1E    C1*B C 0 1 N N R -36.674 87.842 50.227 8.042   1.127  -0.283 C1E    GTG 41 
GTG N9B    N9B  N 0 1 Y N N -35.484 87.891 51.177 8.928   0.386  0.617  N9B    GTG 42 
GTG C8B    C8B  C 0 1 Y N N -34.129 88.133 50.881 8.651   -0.807 1.220  C8B    GTG 43 
GTG N7B    N7B  N 0 1 Y N N -33.269 88.124 51.906 9.662   -1.177 1.951  N7B    GTG 44 
GTG C5B    C5B  C 0 1 Y N N -34.130 87.851 52.987 10.644  -0.247 1.862  C5B    GTG 45 
GTG C6B    C6B  C 0 1 N N N -33.803 87.709 54.409 11.936  -0.121 2.425  C6B    GTG 46 
GTG O6B    O6B  O 0 1 N N N -32.696 87.812 54.874 12.377  -0.976 3.174  O6B    GTG 47 
GTG N1B    N1B  N 0 1 N N N -34.947 87.429 55.225 12.669  0.970  2.112  N1B    GTG 48 
GTG C2B    C2B  C 0 1 N N N -36.278 87.299 54.716 12.166  1.920  1.273  C2B    GTG 49 
GTG N2B    N2B  N 0 1 N N N -37.270 87.036 55.568 12.932  3.018  0.973  N2B    GTG 50 
GTG N3B    N3B  N 0 1 N N N -36.565 87.434 53.386 10.967  1.815  0.744  N3B    GTG 51 
GTG C4B    C4B  C 0 1 Y N N -35.475 87.705 52.579 10.186  0.760  1.004  C4B    GTG 52 
GTG HOA2   2HOA H 0 0 N N N -33.628 81.491 41.428 -2.594  0.260  -1.553 HOA2   GTG 53 
GTG HOB2   2HOB H 0 0 N N N -34.285 83.810 45.598 ?       ?      ?      HOB2   GTG 54 
GTG H8     H8   H 0 1 N N N -32.125 81.801 42.747 -7.080  1.592  -1.085 H8     GTG 55 
GTG HC71   1HC7 H 0 0 N N N -32.940 78.855 44.980 -9.037  3.729  -2.464 HC71   GTG 56 
GTG HC72   2HC7 H 0 0 N N N -33.342 80.586 44.746 -9.085  4.750  -1.007 HC72   GTG 57 
GTG HC73   3HC7 H 0 0 N N N -33.313 79.528 43.362 -7.538  4.073  -1.569 HC73   GTG 58 
GTG HN1    HN1  H 0 1 N N N -28.001 77.922 45.794 -12.781 3.180  1.515  HN1    GTG 59 
GTG HN21   1HN2 H 0 0 N N N -25.514 79.903 44.326 -12.520 0.092  3.147  HN21   GTG 60 
GTG HN22   2HN2 H 0 0 N N N -25.967 78.317 44.541 -13.473 1.460  2.941  HN22   GTG 61 
GTG "H5'1" 1H5* H 0 0 N N N -31.717 83.393 38.868 -4.507  -3.021 -0.573 "H5'1" GTG 62 
GTG "H5'2" 2H5* H 0 0 N N N -31.982 84.976 39.243 -4.818  -1.460 -1.368 "H5'2" GTG 63 
GTG "H4'"  H4*  H 0 1 N N N -30.622 85.026 41.088 -6.006  -2.305 1.321  "H4'"  GTG 64 
GTG "H3'"  H3*  H 0 1 N N N -30.624 82.904 39.093 -6.944  -2.587 -1.540 "H3'"  GTG 65 
GTG "HO3'" *HO3 H 0 0 N N N -28.505 83.318 38.171 -8.151  -4.248 -0.524 "HO3'" GTG 66 
GTG "H2'"  H2*  H 0 1 N N N -29.161 81.419 40.350 -8.792  -1.240 -1.202 "H2'"  GTG 67 
GTG "HO2'" *HO2 H 0 0 N N N -27.145 82.275 40.842 -9.725  -3.109 -0.206 "HO2'" GTG 68 
GTG "H1'"  H1*  H 0 1 N N N -28.492 83.006 42.592 -8.122  -0.758 1.706  "H1'"  GTG 69 
GTG HOG2   2HOG H 0 0 N N N -34.802 87.989 45.022 ?       ?      ?      HOG2   GTG 70 
GTG H5B1   1H5B H 0 0 N N N -37.188 86.436 46.130 5.220   -0.911 -1.470 H5B1   GTG 71 
GTG H5B2   2H5B H 0 0 N N N -36.519 85.266 47.263 4.337   0.295  -2.438 H5B2   GTG 72 
GTG H4B    H4B  H 0 1 N N N -38.071 86.928 48.093 5.519   2.112  -1.147 H4B    GTG 73 
GTG H3B    H3B  H 0 1 N N N -35.759 88.934 47.525 6.640   0.293  -3.134 H3B    GTG 74 
GTG H3BO   OH3B H 0 0 N N N -37.499 90.228 46.927 7.682   2.263  -3.753 H3BO   GTG 75 
GTG H2B    H2B  H 0 1 N N N -36.173 89.878 49.601 8.489   -0.356 -1.831 H2B    GTG 76 
GTG H2BO   OH2B H 0 0 N N N -38.342 89.878 50.389 9.447   1.169  -3.246 H2BO   GTG 77 
GTG H1B    H1B  H 0 1 N N N -37.573 87.747 50.878 8.182   2.201  -0.159 H1B    GTG 78 
GTG H8B    H8B  H 0 1 N N N -33.748 88.326 49.864 7.731   -1.361 1.107  H8B    GTG 79 
GTG H1BN   NH1B H 0 0 N N N -34.805 87.315 56.228 13.557  1.079  2.486  H1BN   GTG 80 
GTG H2B1   1H2B H 0 0 N N N -38.218 86.943 55.205 13.819  3.110  1.357  H2B1   GTG 81 
GTG H2B2   2H2B H 0 0 N N N -37.266 87.741 56.305 12.588  3.702  0.378  H2B2   GTG 82 
# 
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 
GTG PA  O1A    DOUB N N 1  
GTG PA  O2A    SING N N 2  
GTG PA  O3A    SING N N 3  
GTG PA  O5D    SING N N 4  
GTG O2A HOA2   SING N N 5  
GTG O3A PB     SING N N 6  
GTG PB  O1B    DOUB N N 7  
GTG PB  O2B    SING N N 8  
GTG PB  O3B    SING N N 9  
GTG O2B HOB2   SING N N 10 
GTG O3B PG     SING N N 11 
GTG N9A C8A    SING Y N 12 
GTG N9A C4A    SING Y N 13 
GTG N9A C1D    SING N N 14 
GTG C8A N7A    DOUB Y N 15 
GTG C8A H8     SING N N 16 
GTG N7A C7X    SING N N 17 
GTG N7A C5A    SING Y N 18 
GTG C7X HC71   SING N N 19 
GTG C7X HC72   SING N N 20 
GTG C7X HC73   SING N N 21 
GTG C5A C6A    SING N N 22 
GTG C5A C4A    DOUB Y N 23 
GTG C6A O6A    DOUB N N 24 
GTG C6A N1A    SING N N 25 
GTG N1A C2A    SING N N 26 
GTG N1A HN1    SING N N 27 
GTG C2A N2A    SING N N 28 
GTG C2A N3A    DOUB N N 29 
GTG N2A HN21   SING N N 30 
GTG N2A HN22   SING N N 31 
GTG N3A C4A    SING N N 32 
GTG O5D C5D    SING N N 33 
GTG C5D C4D    SING N N 34 
GTG C5D "H5'1" SING N N 35 
GTG C5D "H5'2" SING N N 36 
GTG C4D O4D    SING N N 37 
GTG C4D C3D    SING N N 38 
GTG C4D "H4'"  SING N N 39 
GTG O4D C1D    SING N N 40 
GTG C3D O3D    SING N N 41 
GTG C3D C2D    SING N N 42 
GTG C3D "H3'"  SING N N 43 
GTG O3D "HO3'" SING N N 44 
GTG C2D O2D    SING N N 45 
GTG C2D C1D    SING N N 46 
GTG C2D "H2'"  SING N N 47 
GTG O2D "HO2'" SING N N 48 
GTG C1D "H1'"  SING N N 49 
GTG PG  O1G    DOUB N N 50 
GTG PG  O2G    SING N N 51 
GTG PG  O5E    SING N N 52 
GTG O2G HOG2   SING N N 53 
GTG O5E C5E    SING N N 54 
GTG C5E C4E    SING N N 55 
GTG C5E H5B1   SING N N 56 
GTG C5E H5B2   SING N N 57 
GTG C4E O4E    SING N N 58 
GTG C4E C3E    SING N N 59 
GTG C4E H4B    SING N N 60 
GTG O4E C1E    SING N N 61 
GTG C3E O3E    SING N N 62 
GTG C3E C2E    SING N N 63 
GTG C3E H3B    SING N N 64 
GTG O3E H3BO   SING N N 65 
GTG C2E O2E    SING N N 66 
GTG C2E C1E    SING N N 67 
GTG C2E H2B    SING N N 68 
GTG O2E H2BO   SING N N 69 
GTG C1E N9B    SING N N 70 
GTG C1E H1B    SING N N 71 
GTG N9B C8B    SING Y N 72 
GTG N9B C4B    SING Y N 73 
GTG C8B N7B    DOUB Y N 74 
GTG C8B H8B    SING N N 75 
GTG N7B C5B    SING Y N 76 
GTG C5B C6B    SING N N 77 
GTG C5B C4B    DOUB Y N 78 
GTG C6B O6B    DOUB N N 79 
GTG C6B N1B    SING N N 80 
GTG N1B C2B    SING N N 81 
GTG N1B H1BN   SING N N 82 
GTG C2B N2B    SING N N 83 
GTG C2B N3B    DOUB N N 84 
GTG N2B H2B1   SING N N 85 
GTG N2B H2B2   SING N N 86 
GTG N3B C4B    SING N N 87 
# 
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 
GTG SMILES           ACDLabs              10.04 O=C1NC(=Nc2c1[n+](cn2C3OC(C(O)C3O)COP(=O)(O)OP(=O)(O)OP(=O)(O)OCC6OC(n5cnc4c5N=C(N)NC4=O)C(O)C6O)C)N 
GTG InChI            InChI                1.02b 
;InChI=1/C21H29N10O18P3/c1-29-5-31(15-9(29)17(37)28-21(23)26-15)19-13(35)11(33)7(47-19)3-45-51(40,41)49-52(42,43)48-50(38,39)44-2-6-10(32)12(34)18(46-6)30-4-24-8-14(30)25-20(22)27-16(8)36/h4-7,10-13,18-19,32-35H,2-3H2,1H3,(H8-,22,23,25,26,27,28,36,37,38,39,40,41,42,43)/p+1/t6-,7-,10-,11-,12-,13-,18-,19-/m1/s1/fC21H30N10O18P3/h27-28,38,40,42H,22-23H2/q+1
;
GTG InChIKey         InChI                1.02b FHHZHGZBHYYWTG-WZZFOTESDH 
GTG SMILES_CANONICAL CACTVS               3.341 C[n+]1cn([C@@H]2O[C@H](CO[P@](O)(=O)O[P@@](O)(=O)O[P@@](O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5C(=O)NC(=Nc45)N)[C@@H](O)[C@H]2O)c6N=C(N)NC(=O)c16 
GTG SMILES           CACTVS               3.341 C[n+]1cn([CH]2O[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(=O)OC[CH]3O[CH]([CH](O)[CH]3O)n4cnc5C(=O)NC(=Nc45)N)[CH](O)[CH]2O)c6N=C(N)NC(=O)c16 
GTG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[n+]1cn(c2c1C(=O)NC(=N2)N)[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 
GTG SMILES           "OpenEye OEToolkits" 1.5.0 C[n+]1cn(c2c1C(=O)NC(=N2)N)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 
# 
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 
GTG "SYSTEMATIC NAME" ACDLabs              10.04 
;2-amino-9-[(2R,3R,4S,5R)-5-({[(R)-{[{[(R)-{[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}methyl)-3,4-dihydroxytetrahydrofuran-2-yl]-7-methyl-6-oxo-6,9-dihydro-1H-purin-7-ium (non-preferred name)
;
GTG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"[(2R,3S,4R,5R)-5-(2-amino-7-methyl-6-oxo-1H-purin-7-ium-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl] hydrogen phosphate" 
# 
