data_GAV
# 
_chem_comp.id                                    GAV 
_chem_comp.name                                  "GUANOSINE-5'-RP-ALPHA-THIO-TRIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HATAIN 
_chem_comp.formula                               "C10 H16 N5 O13 P3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-05-15 
_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                        539.246 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GAV 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_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 
GAV O6     O6   O 0 1 N N N 73.444 37.379 47.914 -7.197 -3.334 1.366  O6     GAV 1  
GAV C6     C6   C 0 1 N N N 73.479 37.881 46.801 -6.907 -2.435 0.596  C6     GAV 2  
GAV C5     C5   C 0 1 Y N N 72.344 38.494 46.251 -5.644 -1.801 0.665  C5     GAV 3  
GAV C4     C4   C 0 1 Y N N 72.452 39.043 44.977 -5.360 -0.774 -0.243 C4     GAV 4  
GAV N3     N3   N 0 1 N N N 73.637 38.973 44.296 -6.279 -0.416 -1.147 N3     GAV 5  
GAV C2     C2   C 0 1 N N N 74.752 38.373 44.847 -7.448 -1.013 -1.201 C2     GAV 6  
GAV N2     N2   N 0 1 N N N 75.889 38.325 44.154 -8.359 -0.611 -2.146 N2     GAV 7  
GAV N1     N1   N 0 1 N N N 74.672 37.810 46.106 -7.782 -2.022 -0.348 N1     GAV 8  
GAV N7     N7   N 0 1 Y N N 71.067 38.711 46.679 -4.553 -1.954 1.454  N7     GAV 9  
GAV C8     C8   C 0 1 Y N N 70.374 39.376 45.710 -3.638 -1.102 1.094  C8     GAV 10 
GAV N9     N9   N 0 1 Y N N 71.227 39.601 44.650 -4.092 -0.350 0.048  N9     GAV 11 
GAV "C1'"  C1*  C 0 1 N N R 70.973 40.235 43.327 -3.355 0.714  -0.637 "C1'"  GAV 12 
GAV "C2'"  C2*  C 0 1 N N R 69.610 39.884 42.738 -3.716 2.099  -0.041 "C2'"  GAV 13 
GAV "O2'"  O2*  O 0 1 N N N 69.613 38.574 42.221 -4.882 2.636  -0.668 "O2'"  GAV 14 
GAV "C3'"  C3*  C 0 1 N N S 69.422 40.955 41.671 -2.463 2.939  -0.390 "C3'"  GAV 15 
GAV "O3'"  O3*  O 0 1 N N N 69.572 40.463 40.357 -2.690 3.706  -1.574 "O3'"  GAV 16 
GAV "O4'"  O4*  O 0 1 N N N 71.047 41.641 43.248 -1.939 0.597  -0.384 "O4'"  GAV 17 
GAV "C4'"  C4*  C 0 1 N N R 70.516 41.981 41.973 -1.360 1.890  -0.629 "C4'"  GAV 18 
GAV "C5'"  C5*  C 0 1 N N N 70.032 43.425 41.989 -0.196 2.130  0.334  "C5'"  GAV 19 
GAV "O5'"  O5*  O 0 1 N N N 69.150 43.740 40.921 0.870  1.229  0.027  "O5'"  GAV 20 
GAV PA     PA   P 0 1 N N R 68.200 45.047 41.084 2.257  1.202  0.843  PA     GAV 21 
GAV S1A    S1A  S 0 1 N N N 66.952 44.646 42.189 1.890  0.601  2.843  S1A    GAV 22 
GAV O2A    O2A  O 0 1 N N N 67.671 45.564 39.760 2.860  2.553  0.837  O2A    GAV 23 
GAV O3A    O3A  O 0 1 N N N 69.125 46.118 41.876 3.269  0.160  0.147  O3A    GAV 24 
GAV PB     PB   P 0 1 N N S 69.884 47.397 41.261 4.773  -0.319 0.463  PB     GAV 25 
GAV O1B    O1B  O 0 1 N N N 70.537 47.062 39.938 4.751  -1.413 1.644  O1B    GAV 26 
GAV O2B    O2B  O 0 1 N N N 70.911 47.809 42.285 5.584  0.845  0.884  O2B    GAV 27 
GAV O3B    O3B  O 0 1 N N N 68.731 48.529 41.138 5.418  -0.971 -0.861 O3B    GAV 28 
GAV PG     PG   P 0 1 N N N 68.908 50.107 41.462 6.919  -1.348 -1.304 PG     GAV 29 
GAV O1G    O1G  O 0 1 N N N 69.921 50.694 40.500 7.719  -0.004 -1.687 O1G    GAV 30 
GAV O3G    O3G  O 0 1 N N N 69.374 50.422 42.849 7.607  -2.031 -0.186 O3G    GAV 31 
GAV O2G    O2G  O 0 1 N N N 67.550 50.751 41.365 6.871  -2.326 -2.583 O2G    GAV 32 
GAV H1     H1   H 0 1 N N N 75.467 37.357 46.510 -8.652 -2.444 -0.416 H1     GAV 33 
GAV H2N1   1H2N H 0 0 N N N 76.595 37.861 44.690 -8.135 0.103  -2.762 H2N1   GAV 34 
GAV H2N2   2H2N H 0 0 N N N 76.018 38.697 43.235 -9.226 -1.043 -2.198 H2N2   GAV 35 
GAV H8     H8   H 0 1 N N N 69.337 39.674 45.764 -2.666 -1.003 1.553  H8     GAV 36 
GAV "H1'"  H1*  H 0 1 N N N 71.816 39.806 42.765 -3.559 0.693  -1.708 "H1'"  GAV 37 
GAV "H2'"  H2*  H 0 1 N N N 68.785 39.881 43.466 -3.853 2.033  1.039  "H2'"  GAV 38 
GAV HA     HA   H 0 1 N N N 69.614 38.608 41.272 -5.147 3.502  -0.329 HA     GAV 39 
GAV "H3'"  H3*  H 0 1 N N N 68.402 41.366 41.707 -2.198 3.592  0.442  "H3'"  GAV 40 
GAV HB     HB   H 0 1 N N N 69.606 41.191 39.748 -3.414 4.342  -1.497 HB     GAV 41 
GAV "H4'"  H4*  H 0 1 N N N 71.264 41.937 41.168 -1.010 1.949  -1.660 "H4'"  GAV 42 
GAV "H5'1" 1H5* H 0 0 N N N 69.499 43.597 42.936 0.156  3.157  0.230  "H5'1" GAV 43 
GAV "H5'2" 2H5* H 0 0 N N N 70.919 44.067 41.879 -0.530 1.963  1.357  "H5'2" GAV 44 
GAV H1A    H1A  H 0 1 N N N 67.448 44.545 43.386 1.352  -0.623 2.697  H1A    GAV 45 
GAV H1B    H1B  H 0 1 N N N 69.871 46.992 39.264 4.237  -2.205 1.436  H1B    GAV 46 
GAV H1G    H1G  H 0 1 N N N 69.516 50.817 39.649 7.323  0.496  -2.414 H1G    GAV 47 
GAV H2G    H2G  H 0 1 N N N 67.200 50.887 42.238 7.742  -2.594 -2.905 H2G    GAV 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 
GAV O6    C6     DOUB N N 1  
GAV C6    C5     SING N N 2  
GAV C5    C4     DOUB N N 3  
GAV C4    N3     SING Y N 4  
GAV N3    C2     DOUB Y N 5  
GAV C2    N2     SING N N 6  
GAV C6    N1     SING Y N 7  
GAV C2    N1     SING N N 8  
GAV C5    N7     SING N N 9  
GAV N7    C8     DOUB N N 10 
GAV C4    N9     SING N N 11 
GAV C8    N9     SING N N 12 
GAV N9    "C1'"  SING N N 13 
GAV "C1'" "C2'"  SING Y N 14 
GAV "C2'" "O2'"  SING Y N 15 
GAV "C2'" "C3'"  SING N N 16 
GAV "C3'" "O3'"  SING N N 17 
GAV "C1'" "O4'"  SING N N 18 
GAV "C3'" "C4'"  SING N N 19 
GAV "O4'" "C4'"  SING N N 20 
GAV "C4'" "C5'"  SING N N 21 
GAV "C5'" "O5'"  SING N N 22 
GAV "O5'" PA     SING N N 23 
GAV PA    S1A    SING N N 24 
GAV PA    O2A    DOUB N N 25 
GAV PA    O3A    SING N N 26 
GAV O3A   PB     SING N N 27 
GAV PB    O1B    SING N N 28 
GAV PB    O2B    DOUB N N 29 
GAV PB    O3B    SING N N 30 
GAV O3B   PG     SING N N 31 
GAV PG    O1G    SING N N 32 
GAV PG    O3G    DOUB N N 33 
GAV PG    O2G    SING N N 34 
GAV N1    H1     SING N N 35 
GAV N2    H2N1   SING N N 36 
GAV N2    H2N2   SING N N 37 
GAV C8    H8     SING N N 38 
GAV "C1'" "H1'"  SING N N 39 
GAV "C2'" "H2'"  SING N N 40 
GAV "O2'" HA     SING N N 41 
GAV "C3'" "H3'"  SING N N 42 
GAV "O3'" HB     SING N N 43 
GAV "C4'" "H4'"  SING N N 44 
GAV "C5'" "H5'1" SING N N 45 
GAV "C5'" "H5'2" SING N N 46 
GAV S1A   H1A    SING N N 47 
GAV O1B   H1B    SING N N 48 
GAV O1G   H1G    SING N N 49 
GAV O2G   H2G    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 
GAV SMILES           ACDLabs              10.04 O=P(O)(O)OP(=O)(O)OP(=O)(S)OCC3OC(n2cnc1c2N=C(N)NC1=O)C(O)C3O 
GAV InChI            InChI                1.02b 
InChI=1/C10H16N5O13P3S/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(26-9)1-25-31(24,32)28-30(22,23)27-29(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,32)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-,31-/m1/s1/f/h14,19-20,22,32H,11H2 
GAV InChIKey         InChI                1.02b YRUWXBKVSXSSGS-USXMFUFRDB 
GAV SMILES_CANONICAL CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P@](S)(=O)O[P@](O)(=O)O[P](O)(O)=O)[C@@H](O)[C@H]3O 
GAV SMILES           CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](S)(=O)O[P](O)(=O)O[P](O)(O)=O)[CH](O)[CH]3O 
GAV SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O[P@@](=O)(O)OP(=O)(O)O)S)O)O)N=C(NC2=O)N 
GAV SMILES           "OpenEye OEToolkits" 1.5.0 c1nc2c(n1C3C(C(C(O3)COP(=O)(OP(=O)(O)OP(=O)(O)O)S)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 
GAV "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(R)-{[(S)-hydroxy(phosphonooxy)phosphoryl]oxy}(sulfanyl)phosphoryl]guanosine"                                                  
GAV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-sulfanyl-phosphoryl] phosphono hydrogen phosphate" 
# 
