data_GRG
# 
_chem_comp.id                                    GRG 
_chem_comp.name                                  "GERANYLGERANYL DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H36 O7 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-11-20 
_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                        450.443 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GRG 
_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        1N4P 
_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 
GRG C20  C20  C 0 1 N N N 35.085 84.010 66.079 -8.458 -2.784 -0.495 C20  GRG 1  
GRG C19  C19  C 0 1 N N N 35.947 85.195 68.135 -6.673 -4.375 0.550  C19  GRG 2  
GRG C18  C18  C 0 1 N N N 35.897 85.146 66.627 -7.132 -2.985 0.192  C18  GRG 3  
GRG C17  C17  C 0 1 N N N 36.511 86.017 65.826 -6.379 -1.952 0.478  C17  GRG 4  
GRG C16  C16  C 0 1 N N N 37.360 87.167 66.282 -6.839 -0.562 0.120  C16  GRG 5  
GRG C14  C14  C 0 1 N N N 36.210 88.474 63.251 -8.759 2.039  1.020  C14  GRG 6  
GRG C13  C13  C 0 1 N N N 36.773 88.894 64.593 -7.289 1.706  1.014  C13  GRG 7  
GRG C15  C15  C 0 1 N N N 37.855 87.973 65.120 -6.830 0.316  1.372  C15  GRG 8  
GRG C12  C12  C 0 1 N N N 36.357 89.992 65.278 -6.411 2.625  0.698  C12  GRG 9  
GRG C11  C11  C 0 1 N N N 35.294 90.946 64.813 -4.956 2.260  0.554  C11  GRG 10 
GRG C9   C9   C 0 1 N N N 35.080 92.076 65.806 -4.449 2.714  -0.816 C9   GRG 11 
GRG C8   C8   C 0 1 N N N 34.049 93.078 65.382 -2.995 2.348  -0.960 C8   GRG 12 
GRG C10  C10  C 0 1 N N N 32.735 92.942 66.112 -1.929 3.269  -0.422 C10  GRG 13 
GRG C7   C7   C 0 1 N N N 34.309 94.021 64.435 -2.656 1.231  -1.553 C7   GRG 14 
GRG C6   C6   C 0 1 N N N 33.331 95.071 63.972 -1.211 0.804  -1.588 C6   GRG 15 
GRG C5   C5   C 0 1 N N N 33.017 94.997 62.476 -1.081 -0.605 -1.007 C5   GRG 16 
GRG C3   C3   C 0 1 N N N 31.845 95.855 62.099 0.364  -1.032 -1.042 C3   GRG 17 
GRG C4   C4   C 0 1 N N N 32.238 97.198 61.534 0.937  -1.650 -2.291 C4   GRG 18 
GRG C2   C2   C 0 1 N N N 30.562 95.439 62.265 1.122  -0.864 0.013  C2   GRG 19 
GRG C1   C1   C 0 1 N N N 29.332 96.228 61.920 2.594  -1.183 -0.058 C1   GRG 20 
GRG O1   O1   O 0 1 N N N 28.181 95.454 62.249 3.342  -0.105 0.508  O1   GRG 21 
GRG PA   PA   P 0 1 N N S 26.868 96.247 62.673 4.896  -0.510 0.399  PA   GRG 22 
GRG O1A  O1A  O 0 1 N N N 26.374 97.217 61.642 5.181  -1.799 1.321  O1A  GRG 23 
GRG O3A  O3A  O 0 1 N N N 27.231 96.962 64.027 5.808  0.720  0.899  O3A  GRG 24 
GRG O2A  O2A  O 0 1 N N N 25.822 95.160 62.982 5.226  -0.827 -1.008 O2A  GRG 25 
GRG PB   PB   P 0 1 N N N 26.424 97.910 64.961 7.279  0.486  0.289  PB   GRG 26 
GRG O1B  O1B  O 0 1 N N N 25.033 98.176 64.476 8.132  1.847  0.410  O1B  GRG 27 
GRG O2B  O2B  O 0 1 N N N 27.321 99.162 65.016 8.020  -0.686 1.108  O2B  GRG 28 
GRG O3B  O3B  O 0 1 N N N 26.456 97.211 66.338 7.167  0.099  -1.134 O3B  GRG 29 
GRG H201 1H20 H 0 0 N N N 35.048 83.973 64.965 -8.938 -3.750 -0.649 H201 GRG 30 
GRG H202 2H20 H 0 0 N N N 35.444 83.038 66.490 -9.097 -2.156 0.126  H202 GRG 31 
GRG H203 3H20 H 0 0 N N N 34.054 84.025 66.504 -8.299 -2.300 -1.458 H203 GRG 32 
GRG H191 1H19 H 0 0 N N N 36.550 86.039 68.542 -5.699 -4.321 1.037  H191 GRG 33 
GRG H192 2H19 H 0 0 N N N 34.916 85.210 68.560 -7.393 -4.832 1.229  H192 GRG 34 
GRG H193 3H19 H 0 0 N N N 36.306 84.223 68.546 -6.594 -4.976 -0.355 H193 GRG 35 
GRG H17  H17  H 0 1 N N N 36.313 85.781 64.766 -5.429 -2.096 0.971  H17  GRG 36 
GRG H161 1H16 H 0 0 N N N 36.822 87.804 67.022 -6.167 -0.138 -0.626 H161 GRG 37 
GRG H162 2H16 H 0 0 N N N 38.200 86.823 66.929 -7.850 -0.607 -0.285 H162 GRG 38 
GRG H141 1H14 H 0 0 N N N 35.413 89.151 62.863 -8.897 3.082  0.737  H141 GRG 39 
GRG H142 2H14 H 0 0 N N N 37.027 88.359 62.501 -9.279 1.398  0.308  H142 GRG 40 
GRG H143 3H14 H 0 0 N N N 35.843 87.421 63.291 -9.164 1.877  2.019  H143 GRG 41 
GRG H151 1H15 H 0 0 N N N 38.783 88.535 65.376 -7.502 -0.107 2.119  H151 GRG 42 
GRG H152 2H15 H 0 0 N N N 38.267 87.321 64.314 -5.819 0.361  1.778  H152 GRG 43 
GRG H12  H12  H 0 1 N N N 36.894 90.111 66.233 -6.730 3.645  0.540  H12  GRG 44 
GRG H111 1H11 H 0 0 N N N 35.517 91.337 63.793 -4.379 2.752  1.337  H111 GRG 45 
GRG H112 2H11 H 0 0 N N N 34.339 90.414 64.590 -4.843 1.179  0.644  H112 GRG 46 
GRG HC91 1HC9 H 0 0 N N N 34.836 91.668 66.814 -5.027 2.222  -1.599 HC91 GRG 47 
GRG HC92 2HC9 H 0 0 N N N 36.046 92.583 66.034 -4.563 3.794  -0.906 HC92 GRG 48 
GRG H101 1H10 H 0 0 N N N 31.968 93.687 65.796 -2.393 4.181  -0.048 H101 GRG 49 
GRG H102 2H10 H 0 0 N N N 32.337 91.904 66.017 -1.397 2.773  0.390  H102 GRG 50 
GRG H103 3H10 H 0 0 N N N 32.891 92.981 67.215 -1.228 3.517  -1.218 H103 GRG 51 
GRG HC7  HC7  H 0 1 N N N 35.333 93.932 64.034 -3.412 0.615  -2.017 HC7  GRG 52 
GRG HC61 1HC6 H 0 0 N N N 32.393 95.029 64.574 -0.856 0.806  -2.619 HC61 GRG 53 
GRG HC62 2HC6 H 0 0 N N N 33.685 96.090 64.250 -0.613 1.498  -0.997 HC62 GRG 54 
GRG HC51 1HC5 H 0 0 N N N 33.913 95.247 61.862 -1.435 -0.607 0.024  HC51 GRG 55 
GRG HC52 2HC5 H 0 0 N N N 32.866 93.942 62.147 -1.679 -1.299 -1.598 HC52 GRG 56 
GRG HC41 1HC4 H 0 0 N N N 31.367 97.835 61.253 0.184  -1.641 -3.079 HC41 GRG 57 
GRG HC42 2HC4 H 0 0 N N N 32.913 97.739 62.237 1.808  -1.079 -2.613 HC42 GRG 58 
GRG HC43 3HC4 H 0 0 N N N 32.930 97.074 60.669 1.234  -2.678 -2.084 HC43 GRG 59 
GRG HC2  HC2  H 0 1 N N N 30.517 94.424 62.695 0.693  -0.499 0.934  HC2  GRG 60 
GRG HC11 1HC1 H 0 0 N N N 29.321 97.232 62.403 2.795  -2.097 0.501  HC11 GRG 61 
GRG HC12 2HC1 H 0 0 N N N 29.327 96.566 60.857 2.886  -1.321 -1.099 HC12 GRG 62 
GRG H1AO OH1A H 0 0 N N N 25.590 97.690 61.895 4.953  -1.550 2.227  H1AO GRG 63 
GRG H1BO OH1B H 0 0 N N N 24.540 98.754 65.046 9.004  1.664  0.034  H1BO GRG 64 
GRG H2BO OH2B H 0 0 N N N 26.828 99.740 65.586 8.072  -0.394 2.028  H2BO GRG 65 
# 
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 
GRG C20 C18  SING N N 1  
GRG C20 H201 SING N N 2  
GRG C20 H202 SING N N 3  
GRG C20 H203 SING N N 4  
GRG C19 C18  SING N N 5  
GRG C19 H191 SING N N 6  
GRG C19 H192 SING N N 7  
GRG C19 H193 SING N N 8  
GRG C18 C17  DOUB N N 9  
GRG C17 C16  SING N N 10 
GRG C17 H17  SING N N 11 
GRG C16 C15  SING N N 12 
GRG C16 H161 SING N N 13 
GRG C16 H162 SING N N 14 
GRG C14 C13  SING N N 15 
GRG C14 H141 SING N N 16 
GRG C14 H142 SING N N 17 
GRG C14 H143 SING N N 18 
GRG C13 C15  SING N N 19 
GRG C13 C12  DOUB N E 20 
GRG C15 H151 SING N N 21 
GRG C15 H152 SING N N 22 
GRG C12 C11  SING N N 23 
GRG C12 H12  SING N N 24 
GRG C11 C9   SING N N 25 
GRG C11 H111 SING N N 26 
GRG C11 H112 SING N N 27 
GRG C9  C8   SING N N 28 
GRG C9  HC91 SING N N 29 
GRG C9  HC92 SING N N 30 
GRG C8  C10  SING N N 31 
GRG C8  C7   DOUB N E 32 
GRG C10 H101 SING N N 33 
GRG C10 H102 SING N N 34 
GRG C10 H103 SING N N 35 
GRG C7  C6   SING N N 36 
GRG C7  HC7  SING N N 37 
GRG C6  C5   SING N N 38 
GRG C6  HC61 SING N N 39 
GRG C6  HC62 SING N N 40 
GRG C5  C3   SING N N 41 
GRG C5  HC51 SING N N 42 
GRG C5  HC52 SING N N 43 
GRG C3  C4   SING N N 44 
GRG C3  C2   DOUB N E 45 
GRG C4  HC41 SING N N 46 
GRG C4  HC42 SING N N 47 
GRG C4  HC43 SING N N 48 
GRG C2  C1   SING N N 49 
GRG C2  HC2  SING N N 50 
GRG C1  O1   SING N N 51 
GRG C1  HC11 SING N N 52 
GRG C1  HC12 SING N N 53 
GRG O1  PA   SING N N 54 
GRG PA  O1A  SING N N 55 
GRG PA  O3A  SING N N 56 
GRG PA  O2A  DOUB N N 57 
GRG O1A H1AO SING N N 58 
GRG O3A PB   SING N N 59 
GRG PB  O1B  SING N N 60 
GRG PB  O2B  SING N N 61 
GRG PB  O3B  DOUB N N 62 
GRG O1B H1BO SING N N 63 
GRG O2B H2BO SING N N 64 
# 
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 
GRG SMILES           ACDLabs              10.04 O=P(O)(O)OP(=O)(O)OC/C=C(/CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)C)C                                                                                                                                      
GRG InChI            InChI                1.02b InChI=1/C20H36O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h9,11,13,15H,6-8,10,12,14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/b18-11+,19-13+,20-15+/f/h21-22,24H 
GRG InChIKey         InChI                1.02b OINNEUNVOZHBOX-WUZFDASYDD                                                                                                                                                                        
GRG SMILES_CANONICAL CACTVS               3.341 CC(C)=CCCC(/C)=C/CC\C(C)=C\CC\C(C)=C\CO[P@@](O)(=O)O[P](O)(O)=O                                                                                                                                  
GRG SMILES           CACTVS               3.341 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCO[P](O)(=O)O[P](O)(O)=O                                                                                                                                          
GRG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=CCC/C(=C/CC/C(=C/CC/C(=C/CO[P@](=O)(O)OP(=O)(O)O)/C)/C)/C)C                                                                                                                                  
GRG SMILES           "OpenEye OEToolkits" 1.5.0 CC(=CCCC(=CCCC(=CCCC(=CCOP(=O)(O)OP(=O)(O)O)C)C)C)C                                                                                                                                              
# 
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 
GRG "SYSTEMATIC NAME" ACDLabs              10.04 "(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl trihydrogen diphosphate"     
GRG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "phosphono [(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl] hydrogen phosphate" 
# 
