data_G3D
# 
_chem_comp.id                                    G3D 
_chem_comp.name                                  "GUANOSINE-3'-MONOPHOSPHATE-5'-DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H16 N5 O14 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-09-23 
_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                        523.180 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     G3D 
_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        1MR3 
_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 
G3D PB     PB   P 0 1 N N N 6.332  19.459 -0.504 -2.057 -0.159 5.869  PB     G3D 1  
G3D O1B    O1B  O 0 1 N N N 7.584  18.920 0.087  -2.311 1.290  5.718  O1B    G3D 2  
G3D O2B    O2B  O 0 1 N N N 5.269  19.726 0.366  -3.263 -0.832 6.696  O2B    G3D 3  
G3D O3B    O3B  O 0 1 N N N 6.690  20.722 -1.452 -0.673 -0.382 6.662  O3B    G3D 4  
G3D PA     PA   P 0 1 N N S 4.252  17.695 -1.632 -0.737 -0.124 3.647  PA     G3D 5  
G3D O3A    O3A  O 0 1 N N N 5.766  18.378 -1.491 -1.957 -0.841 4.414  O3A    G3D 6  
G3D O1A    O1A  O 0 1 N N N 3.867  16.939 -0.401 -1.011 1.325  3.530  O1A    G3D 7  
G3D O2A    O2A  O 0 1 N N N 3.335  18.838 -2.017 0.624  -0.347 4.477  O2A    G3D 8  
G3D "O5'"  O5*  O 0 1 N N N 4.545  16.706 -2.795 -0.580 -0.760 2.176  "O5'"  G3D 9  
G3D "C5'"  C5*  C 0 1 N N N 4.997  17.170 -4.101 0.512  -0.086 1.549  "C5'"  G3D 10 
G3D "C4'"  C4*  C 0 1 N N R 4.601  16.314 -5.219 0.717  -0.647 0.140  "C4'"  G3D 11 
G3D "O4'"  O4*  O 0 1 N N N 5.183  14.951 -5.000 -0.460 -0.424 -0.664 "O4'"  G3D 12 
G3D "C3'"  C3*  C 0 1 N N S 3.064  15.974 -5.297 1.843  0.118  -0.587 "C3'"  G3D 13 
G3D "O3'"  O3*  O 0 1 N N N 2.809  15.761 -6.738 3.073  -0.605 -0.509 "O3'"  G3D 14 
G3D "C2'"  C2*  C 0 1 N N R 2.860  14.632 -4.544 1.355  0.202  -2.052 "C2'"  G3D 15 
G3D "O2'"  O2*  O 0 1 N N N 1.691  13.842 -4.809 2.270  -0.465 -2.924 "O2'"  G3D 16 
G3D "C1'"  C1*  C 0 1 N N R 4.150  13.869 -4.929 -0.009 -0.520 -2.033 "C1'"  G3D 17 
G3D N9     N9   N 0 1 Y N N 4.633  12.857 -3.962 -0.954 0.150  -2.929 N9     G3D 18 
G3D C8     C8   C 0 1 Y N N 4.735  13.208 -2.506 -1.784 1.183  -2.601 C8     G3D 19 
G3D N7     N7   N 0 1 Y N N 5.224  11.941 -2.153 -2.485 1.532  -3.640 N7     G3D 20 
G3D C5     C5   C 0 1 Y N N 5.415  10.990 -3.073 -2.150 0.746  -4.692 C5     G3D 21 
G3D C6     C6   C 0 1 N N N 5.839  9.664  -3.318 -2.575 0.670  -6.039 C6     G3D 22 
G3D O6     O6   O 0 1 N N N 6.249  8.976  -2.250 -3.429 1.427  -6.469 O6     G3D 23 
G3D N1     N1   N 0 1 N N N 5.860  9.071  -4.536 -2.007 -0.258 -6.840 N1     G3D 24 
G3D C2     C2   C 0 1 N N N 5.398  9.873  -5.713 -1.058 -1.103 -6.347 C2     G3D 25 
G3D N2     N2   N 0 1 N N N 5.495  9.120  -6.802 -0.503 -2.040 -7.182 N2     G3D 26 
G3D N3     N3   N 0 1 N N N 5.008  11.065 -5.546 -0.654 -1.042 -5.098 N3     G3D 27 
G3D C4     C4   C 0 1 Y N N 5.008  11.609 -4.317 -1.167 -0.145 -4.248 C4     G3D 28 
G3D P1     P1   P 0 1 N N N 1.494  16.353 -7.447 4.127  0.347  0.247  P1     G3D 29 
G3D O4P    O4P  O 0 1 N N N 1.741  17.799 -7.647 5.542  -0.409 0.371  O4P    G3D 30 
G3D O5P    O5P  O 0 1 N N N 0.268  15.905 -6.708 4.317  1.709  -0.591 O5P    G3D 31 
G3D O6P    O6P  O 0 1 N N N 1.489  15.641 -8.870 3.619  0.668  1.600  O6P    G3D 32 
G3D HOB2   2HOB H 0 0 N N N 4.468  20.070 -0.011 -3.288 -0.396 7.559  HOB2   G3D 33 
G3D HOB3   3HOB H 0 0 N N N 5.889  21.066 -1.829 -0.546 -1.337 6.739  HOB3   G3D 34 
G3D HOA2   2HOA H 0 0 N N N 2.472  18.448 -2.097 0.765  -1.302 4.530  HOA2   G3D 35 
G3D "H5'1" 1H5* H 0 0 N N N 4.662  18.218 -4.277 1.418  -0.239 2.136  "H5'1" G3D 36 
G3D "H5'2" 2H5* H 0 0 N N N 6.101  17.319 -4.098 0.295  0.979  1.488  "H5'2" G3D 37 
G3D "H4'"  H4*  H 0 1 N N N 4.932  16.879 -6.120 0.949  -1.711 0.186  "H4'"  G3D 38 
G3D "H3'"  H3*  H 0 1 N N N 2.400  16.757 -4.862 1.961  1.116  -0.165 "H3'"  G3D 39 
G3D "H2'"  H2*  H 0 1 N N N 2.682  14.842 -3.463 1.231  1.242  -2.355 "H2'"  G3D 40 
G3D "HO2'" *HO2 H 0 0 N N N 1.566  13.020 -4.348 1.915  -0.380 -3.819 "HO2'" G3D 41 
G3D "H1'"  H1*  H 0 1 N N N 3.951  13.289 -5.860 0.109  -1.564 -2.321 "H1'"  G3D 42 
G3D H8     H8   H 0 1 N N N 4.521  14.102 -1.896 -1.848 1.642  -1.626 H8     G3D 43 
G3D HN1    HN1  H 0 1 N N N 6.193  8.107  -4.564 -2.282 -0.329 -7.767 HN1    G3D 44 
G3D HN21   1HN2 H 0 0 N N N 5.180  9.666  -7.603 0.176  -2.646 -6.847 HN21   G3D 45 
G3D HN22   2HN2 H 0 0 N N N 4.995  8.235  -6.711 -0.793 -2.100 -8.106 HN22   G3D 46 
G3D HO4P   HO4P H 0 0 N N N 0.963  18.149 -8.066 6.143  0.194  0.828  HO4P   G3D 47 
G3D HO5P   HO5P H 0 0 N N N -0.509 16.255 -7.127 4.648  1.455  -1.463 HO5P   G3D 48 
# 
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 
G3D PB    O1B    DOUB N N 1  
G3D PB    O2B    SING N N 2  
G3D PB    O3B    SING N N 3  
G3D PB    O3A    SING N N 4  
G3D O2B   HOB2   SING N N 5  
G3D O3B   HOB3   SING N N 6  
G3D PA    O3A    SING N N 7  
G3D PA    O1A    DOUB N N 8  
G3D PA    O2A    SING N N 9  
G3D PA    "O5'"  SING N N 10 
G3D O2A   HOA2   SING N N 11 
G3D "O5'" "C5'"  SING N N 12 
G3D "C5'" "C4'"  SING N N 13 
G3D "C5'" "H5'1" SING N N 14 
G3D "C5'" "H5'2" SING N N 15 
G3D "C4'" "O4'"  SING N N 16 
G3D "C4'" "C3'"  SING N N 17 
G3D "C4'" "H4'"  SING N N 18 
G3D "O4'" "C1'"  SING N N 19 
G3D "C3'" "O3'"  SING N N 20 
G3D "C3'" "C2'"  SING N N 21 
G3D "C3'" "H3'"  SING N N 22 
G3D "O3'" P1     SING N N 23 
G3D "C2'" "O2'"  SING N N 24 
G3D "C2'" "C1'"  SING N N 25 
G3D "C2'" "H2'"  SING N N 26 
G3D "O2'" "HO2'" SING N N 27 
G3D "C1'" N9     SING N N 28 
G3D "C1'" "H1'"  SING N N 29 
G3D N9    C8     SING Y N 30 
G3D N9    C4     SING Y N 31 
G3D C8    N7     DOUB Y N 32 
G3D C8    H8     SING N N 33 
G3D N7    C5     SING Y N 34 
G3D C5    C6     SING N N 35 
G3D C5    C4     DOUB Y N 36 
G3D C6    O6     DOUB N N 37 
G3D C6    N1     SING N N 38 
G3D N1    C2     SING N N 39 
G3D N1    HN1    SING N N 40 
G3D C2    N2     SING N N 41 
G3D C2    N3     DOUB N N 42 
G3D N2    HN21   SING N N 43 
G3D N2    HN22   SING N N 44 
G3D N3    C4     SING N N 45 
G3D P1    O4P    SING N N 46 
G3D P1    O5P    SING N N 47 
G3D P1    O6P    DOUB N N 48 
G3D O4P   HO4P   SING N N 49 
G3D O5P   HO5P   SING N N 50 
# 
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 
G3D SMILES           ACDLabs              10.04 O=P(O)(O)OP(=O)(O)OCC3OC(n2cnc1c2N=C(N)NC1=O)C(O)C3OP(=O)(O)O 
G3D InChI            InChI                1.02b 
InChI=1/C10H16N5O14P3/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6(28-30(18,19)20)3(27-9)1-26-32(24,25)29-31(21,22)23/h2-3,5-6,9,16H,1H2,(H,24,25)(H2,18,19,20)(H2,21,22,23)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1/f/h14,18-19,21-22,24H,11H2 
G3D InChIKey         InChI                1.02b HEYSFDAMRDTCJM-NYBDUMRYDH 
G3D SMILES_CANONICAL CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P@@](O)(=O)O[P](O)(O)=O)[C@@H](O[P](O)(O)=O)[C@H]3O 
G3D SMILES           CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(=O)O[P](O)(O)=O)[CH](O[P](O)(O)=O)[CH]3O 
G3D SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O)OP(=O)(O)O)OP(=O)(O)O)O)N=C(NC2=O)N 
G3D SMILES           "OpenEye OEToolkits" 1.5.0 c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)O)OP(=O)(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 
G3D "SYSTEMATIC NAME" ACDLabs              10.04 
;guanosine 3'-(dihydrogen phosphate) 5'-(trihydrogen diphosphate)
;
G3D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-4-hydroxy-3-phosphonooxy-oxolan-2-yl]methyl phosphono hydrogen phosphate" 
# 
