data_G4P
# 
_chem_comp.id                                    G4P 
_chem_comp.name                                  "GUANOSINE-5',3'-TETRAPHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H17 N5 O17 P4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-05-16 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        603.160 
_chem_comp.one_letter_code                       N 
_chem_comp.three_letter_code                     G4P 
_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        1LNZ 
_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 
G4P PB     PB   P 0 1 N N N 9.060  68.309 71.663 4.684  -4.187 -0.023 PB     G4P 1  
G4P O1B    O1B  O 0 1 N N N 8.231  69.237 72.448 4.172  -4.147 1.365  O1B    G4P 2  
G4P O2B    O2B  O 0 1 N N N 8.949  68.266 70.190 4.940  -5.716 -0.457 O2B    G4P 3  
G4P O3B    O3B  O 0 1 N N N 10.582 68.480 71.740 6.067  -3.367 -0.109 O3B    G4P 4  
G4P O3A    O3A  O 0 1 N N N 8.518  66.775 72.067 3.603  -3.522 -1.014 O3A    G4P 5  
G4P PA     PA   P 0 1 N N S 8.407  66.284 73.590 3.099  -2.165 -0.308 PA     G4P 6  
G4P O1A    O1A  O 0 1 N N N 9.338  65.150 73.418 2.938  -2.395 1.145  O1A    G4P 7  
G4P O2A    O2A  O 0 1 N N N 8.707  67.255 74.678 4.183  -0.999 -0.551 O2A    G4P 8  
G4P "O5'"  O5*  O 0 1 N N N 6.958  65.650 73.573 1.686  -1.724 -0.942 "O5'"  G4P 9  
G4P "C5'"  C5*  C 0 1 N N N 5.728  66.309 73.723 1.237  -0.589 -0.199 "C5'"  G4P 10 
G4P "C4'"  C4*  C 0 1 N N R 4.762  65.419 74.549 -0.109 -0.117 -0.753 "C4'"  G4P 11 
G4P "O4'"  O4*  O 0 1 N N N 4.119  64.328 73.814 -1.129 -1.110 -0.510 "O4'"  G4P 12 
G4P "C3'"  C3*  C 0 1 N N S 5.379  64.616 75.794 -0.594 1.140  0.004  "C3'"  G4P 13 
G4P "O3'"  O3*  O 0 1 N N N 4.626  65.017 76.965 -0.281 2.322  -0.736 "O3'"  G4P 14 
G4P "C2'"  C2*  C 0 1 N N R 5.183  63.104 75.525 -2.126 0.951  0.104  "C2'"  G4P 15 
G4P "O2'"  O2*  O 0 1 N N N 4.584  62.437 76.653 -2.806 2.013  -0.569 "O2'"  G4P 16 
G4P "C1'"  C1*  C 0 1 N N R 4.287  63.043 74.351 -2.382 -0.399 -0.602 "C1'"  G4P 17 
G4P N9     N9   N 0 1 Y N N 4.783  62.114 73.268 -3.442 -1.141 0.086  N9     G4P 18 
G4P C8     C8   C 0 1 Y N N 5.920  62.060 72.496 -3.267 -2.078 1.063  C8     G4P 19 
G4P N7     N7   N 0 1 Y N N 5.942  61.057 71.661 -4.423 -2.533 1.449  N7     G4P 20 
G4P C5     C5   C 0 1 Y N N 4.765  60.395 71.858 -5.405 -1.919 0.745  C5     G4P 21 
G4P C6     C6   C 0 1 N N N 4.188  59.210 71.264 -6.816 -2.010 0.738  C6     G4P 22 
G4P O6     O6   O 0 1 N N N 4.657  58.509 70.396 -7.397 -2.778 1.486  O6     G4P 23 
G4P N1     N1   N 0 1 N N N 2.907  58.854 71.769 -7.506 -1.221 -0.115 N1     G4P 24 
G4P C2     C2   C 0 1 N N N 2.233  59.550 72.767 -6.847 -0.370 -0.952 C2     G4P 25 
G4P N2     N2   N 0 1 N N N 1.056  59.075 73.134 -7.573 0.415  -1.812 N2     G4P 26 
G4P N3     N3   N 0 1 N N N 2.769  60.689 73.368 -5.536 -0.276 -0.954 N3     G4P 27 
G4P C4     C4   C 0 1 Y N N 4.007  61.025 72.851 -4.787 -1.022 -0.133 C4     G4P 28 
G4P PC     PC   P 0 1 N N S 4.380  65.085 78.309 0.677  3.216  0.200  PC     G4P 29 
G4P O1C    O1C  O 0 1 N N N 4.591  63.855 79.137 1.848  2.413  0.617  O1C    G4P 30 
G4P O2C    O2C  O 0 1 N N N 3.045  65.740 78.340 -0.139 3.693  1.503  O2C    G4P 31 
G4P O3C    O3C  O 0 1 N N N 5.774  65.917 78.744 1.176  4.507  -0.623 O3C    G4P 32 
G4P PD     PD   P 0 1 N N N 5.792  67.631 78.985 2.495  5.052  0.123  PD     G4P 33 
G4P O1D    O1D  O 0 1 N N N 5.095  68.226 77.816 2.307  4.960  1.588  O1D    G4P 34 
G4P O2D    O2D  O 0 1 N N N 7.276  67.884 79.107 3.764  4.163  -0.312 O2D    G4P 35 
G4P O3D    O3D  O 0 1 N N N 5.369  68.126 80.417 2.749  6.588  -0.290 O3D    G4P 36 
G4P HOB2   2HOB H 0 0 N N N 8.032  68.257 69.941 5.591  -6.077 0.159  HOB2   G4P 37 
G4P HOB3   3HOB H 0 0 N N N 10.942 68.515 70.862 6.365  -3.417 -1.027 HOB3   G4P 38 
G4P HOA2   2HOA H 0 0 N N N 8.771  66.794 75.506 4.258  -0.882 -1.508 HOA2   G4P 39 
G4P "H5'"  1H5* H 0 1 N N N 5.292  66.502 72.732 1.968  0.215  -0.286 "H5'"  G4P 40 
G4P "H5''" 2H5* H 0 0 N N N 5.885  67.264 74.246 1.122  -0.863 0.850  "H5''" G4P 41 
G4P "H4'"  H4*  H 0 1 N N N 4.081  66.225 74.859 -0.028 0.091  -1.820 "H4'"  G4P 42 
G4P "H3'"  H3*  H 0 1 N N N 6.449  64.823 75.941 -0.148 1.183  0.998  "H3'"  G4P 43 
G4P "H2'"  H2*  H 0 1 N N N 6.144  62.597 75.351 -2.437 0.901  1.147  "H2'"  G4P 44 
G4P "HO2'" *HO2 H 0 0 N N N 4.452  61.519 76.445 -3.753 1.843  -0.474 "HO2'" G4P 45 
G4P "H1'"  H1*  H 0 1 N N N 3.329  62.640 74.710 -2.651 -0.236 -1.646 "H1'"  G4P 46 
G4P H8     H8   H 0 1 N N N 6.721  62.781 72.574 -2.312 -2.394 1.457  H8     G4P 47 
G4P HN1    HN1  H 0 1 N N N 2.460  58.048 71.380 -8.475 -1.266 -0.138 HN1    G4P 48 
G4P HN21   1HN2 H 0 0 N N N 0.617  58.261 72.753 -7.119 1.028  -2.410 HN21   G4P 49 
G4P HN22   2HN2 H 0 0 N N N 0.673  59.656 73.852 -8.541 0.353  -1.824 HN22   G4P 50 
G4P H2C    H2C  H 0 1 N N N 2.781  65.880 79.242 -0.892 4.211  1.188  H2C    G4P 51 
G4P H2D    H2D  H 0 1 N N N 7.661  67.937 78.240 3.851  4.250  -1.271 H2D    G4P 52 
G4P H3D    H3D  H 0 1 N N N 5.284  67.379 80.998 3.546  6.874  0.177  H3D    G4P 53 
# 
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 
G4P PB    O1B    DOUB N N 1  
G4P PB    O2B    SING N N 2  
G4P PB    O3B    SING N N 3  
G4P PB    O3A    SING N N 4  
G4P O2B   HOB2   SING N N 5  
G4P O3B   HOB3   SING N N 6  
G4P O3A   PA     SING N N 7  
G4P PA    O1A    DOUB N N 8  
G4P PA    O2A    SING N N 9  
G4P PA    "O5'"  SING N N 10 
G4P O2A   HOA2   SING N N 11 
G4P "O5'" "C5'"  SING N N 12 
G4P "C5'" "C4'"  SING N N 13 
G4P "C5'" "H5'"  SING N N 14 
G4P "C5'" "H5''" SING N N 15 
G4P "C4'" "O4'"  SING N N 16 
G4P "C4'" "C3'"  SING N N 17 
G4P "C4'" "H4'"  SING N N 18 
G4P "O4'" "C1'"  SING N N 19 
G4P "C3'" "O3'"  SING N N 20 
G4P "C3'" "C2'"  SING N N 21 
G4P "C3'" "H3'"  SING N N 22 
G4P "O3'" PC     SING N N 23 
G4P "C2'" "O2'"  SING N N 24 
G4P "C2'" "C1'"  SING N N 25 
G4P "C2'" "H2'"  SING N N 26 
G4P "O2'" "HO2'" SING N N 27 
G4P "C1'" N9     SING N N 28 
G4P "C1'" "H1'"  SING N N 29 
G4P N9    C8     SING Y N 30 
G4P N9    C4     SING Y N 31 
G4P C8    N7     DOUB Y N 32 
G4P C8    H8     SING N N 33 
G4P N7    C5     SING Y N 34 
G4P C5    C6     SING N N 35 
G4P C5    C4     DOUB Y N 36 
G4P C6    O6     DOUB N N 37 
G4P C6    N1     SING N N 38 
G4P N1    C2     SING N N 39 
G4P N1    HN1    SING N N 40 
G4P C2    N2     SING N N 41 
G4P C2    N3     DOUB N N 42 
G4P N2    HN21   SING N N 43 
G4P N2    HN22   SING N N 44 
G4P N3    C4     SING N N 45 
G4P PC    O1C    DOUB N N 46 
G4P PC    O2C    SING N N 47 
G4P PC    O3C    SING N N 48 
G4P O2C   H2C    SING N N 49 
G4P O3C   PD     SING N N 50 
G4P PD    O1D    DOUB N N 51 
G4P PD    O2D    SING N N 52 
G4P PD    O3D    SING N N 53 
G4P O2D   H2D    SING N N 54 
G4P O3D   H3D    SING N N 55 
# 
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 
G4P SMILES           ACDLabs              10.04 "O=P(O)(O)OP(=O)(O)OCC3OC(n2cnc1c2N=C(N)NC1=O)C(O)C3OP(=O)(O)OP(=O)(O)O" 
G4P InChI            InChI                1.02b 
;InChI=1/C10H17N5O17P4/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6(30-36(26,27)32-34(21,22)23)3(29-9)1-28-35(24,25)31-33(18,19)20/h2-3,5-6,9,16H,1H2,(H,24,25)(H,26,27)(H2,18,19,20)(H2,21,22,23)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1/f/h14,18-19,21-22,24,26H,11H2
;
G4P InChIKey         InChI                1.02b BUFLLCUFNHESEH-HJYRMUNODY 
G4P 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[P](O)(O)=O)[C@H]3O" 
G4P 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[P](O)(O)=O)[CH]3O" 
G4P 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)O[P@](=O)(O)OP(=O)(O)O)O)N=C(NC2=O)N" 
G4P SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)O)OP(=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 
G4P "SYSTEMATIC NAME" ACDLabs              10.04 
;guanosine 3',5'-bis(trihydrogen diphosphate)
;
G4P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-4-hydroxy-3-(hydroxy-phosphonooxy-phosphoryl)oxy-oxolan-2-yl]methyl phosphono hydrogen phosphate" 
# 
