data_G5J
# 
_chem_comp.id                                    G5J 
_chem_comp.name                                  "5'-O-[(S)-hydroxy{[(R)-hydroxy{[(S)-hydroxy(methoxy)phosphoryl]oxy}phosphoryl]oxy}phosphoryl]guanosine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H18 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                     2018-05-07 
_chem_comp.pdbx_modified_date                    2018-12-14 
_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                        537.207 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     G5J 
_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        6DCC 
_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 
G5J C2    C1  C 0 1 N N N 21.184 67.240 22.489 -6.981 -1.890 -1.105 C2    G5J 1  
G5J N2    N1  N 0 1 N N N 21.538 67.176 21.098 -7.828 -1.849 -2.180 N2    G5J 2  
G5J C4    C2  C 0 1 Y N N 21.793 66.991 24.717 -5.071 -1.025 0.001  C4    G5J 3  
G5J C5    C3  C 0 1 Y N N 20.536 67.374 25.130 -5.264 -1.950 1.020  C5    G5J 4  
G5J C6    C4  C 0 1 N N N 19.584 67.700 24.106 -6.399 -2.871 0.912  C6    G5J 5  
G5J O6    O1  O 0 1 N N N 18.310 68.078 24.443 -6.612 -3.703 1.781  O6    G5J 6  
G5J "O2'" O2  O 0 1 N N N 25.949 66.621 24.837 -5.039 2.495  -0.996 "O2'" G5J 7  
G5J "O3'" O3  O 0 1 N N N 26.344 68.673 26.552 -3.114 4.160  -1.073 "O3'" G5J 8  
G5J "O4'" O4  O 0 1 N N N 24.243 65.898 27.199 -1.982 0.949  -0.097 "O4'" G5J 9  
G5J "O5'" O5  O 0 1 N N N 23.842 67.889 29.047 0.735  1.994  -0.190 "O5'" G5J 10 
G5J "C1'" C5  C 0 1 N N R 23.885 66.307 25.873 -3.378 0.792  -0.433 "C1'" G5J 11 
G5J "C2'" C6  C 0 1 N N R 24.729 67.266 25.437 -4.031 2.138  -0.048 "C2'" G5J 12 
G5J "C3'" C7  C 0 1 N N S 25.184 68.024 26.702 -2.862 3.148  -0.095 "C3'" G5J 13 
G5J C3G   C8  C 0 1 N N N 20.570 63.604 34.668 7.007  -4.041 -1.776 C3G   G5J 14 
G5J "C4'" C9  C 0 1 N N R 25.327 66.753 27.645 -1.642 2.293  -0.503 "C4'" G5J 15 
G5J "C5'" C10 C 0 1 N N N 25.040 67.129 29.111 -0.388 2.770  0.232  "C5'" G5J 16 
G5J C8    C11 C 0 1 Y N N 21.724 66.941 26.914 -3.513 -0.785 1.533  C8    G5J 17 
G5J N1    N2  N 0 1 N N N 19.955 67.614 22.839 -7.199 -2.781 -0.162 N1    G5J 18 
G5J N3    N3  N 0 1 N N N 22.103 66.928 23.407 -5.945 -1.012 -1.055 N3    G5J 19 
G5J N7    N4  N 0 1 Y N N 20.526 67.322 26.494 -4.281 -1.758 1.931  N7    G5J 20 
G5J N9    N5  N 0 1 Y N N 22.502 66.733 25.847 -3.968 -0.303 0.341  N9    G5J 21 
G5J O1A   O6  O 0 1 N N N 24.375 69.381 31.098 2.749  3.680  -0.064 O1A   G5J 22 
G5J O1B   O7  O 0 1 N N N 20.375 67.324 31.979 5.789  1.576  -0.133 O1B   G5J 23 
G5J O1G   O8  O 0 1 N N N 23.309 64.238 33.950 7.212  -1.626 0.197  O1G   G5J 24 
G5J O2A   O9  O 0 1 N N N 22.079 69.536 30.056 2.205  2.135  1.857  O2A   G5J 25 
G5J O2B   O10 O 0 1 N N N 21.204 66.198 29.964 4.637  0.266  1.692  O2B   G5J 26 
G5J O2G   O11 O 0 1 N N N 22.789 66.640 34.149 5.254  -3.089 0.828  O2G   G5J 27 
G5J O3A   O12 O 0 1 N N N 22.886 67.452 31.443 3.206  1.095  -0.214 O3A   G5J 28 
G5J O3B   O13 O 0 1 N N N 21.910 65.257 32.137 4.920  -0.871 -0.544 O3B   G5J 29 
G5J O3G   O14 O 0 1 N N N 20.863 64.965 34.500 6.107  -2.937 -1.655 O3G   G5J 30 
G5J PA    P1  P 0 1 N N N 23.283 68.663 30.424 2.224  2.224  0.380  PA    G5J 31 
G5J PB    P2  P 0 1 N N N 21.529 66.577 31.332 4.638  0.511  0.232  PB    G5J 32 
G5J PG    P3  P 0 1 N N N 22.251 65.293 33.745 5.902  -2.120 -0.283 PG    G5J 33 
G5J H1    H1  H 0 1 N N N 20.863 67.412 20.399 -8.571 -2.470 -2.236 H1    G5J 34 
G5J H2    H2  H 0 1 N N N 22.459 66.896 20.829 -7.684 -1.199 -2.886 H2    G5J 35 
G5J H3    H3  H 0 1 N N N 26.545 67.294 24.529 -5.482 3.332  -0.803 H3    G5J 36 
G5J H4    H4  H 0 1 N N N 26.566 69.116 27.362 -3.905 4.688  -0.898 H4    G5J 37 
G5J H5    H5  H 0 1 N N N 23.974 65.429 25.216 -3.493 0.606  -1.501 H5    G5J 38 
G5J H6    H6  H 0 1 N N N 24.265 67.962 24.723 -4.452 2.085  0.955  H6    G5J 39 
G5J H7    H7  H 0 1 N N N 24.370 68.665 27.071 -2.706 3.597  0.886  H7    G5J 40 
G5J H8    H8  H 0 1 N N N 19.608 63.497 35.191 8.020  -3.710 -1.549 H8    G5J 41 
G5J H9    H9  H 0 1 N N N 20.508 63.118 33.683 6.715  -4.826 -1.078 H9    G5J 42 
G5J H10   H10 H 0 1 N N N 21.364 63.129 35.262 6.971  -4.428 -2.795 H10   G5J 43 
G5J H11   H11 H 0 1 N N N 26.317 66.288 27.531 -1.491 2.337  -1.581 H11   G5J 44 
G5J H12   H12 H 0 1 N N N 24.898 66.227 29.724 -0.529 2.650  1.306  H12   G5J 45 
G5J H13   H13 H 0 1 N N N 25.862 67.730 29.528 -0.211 3.821  0.004  H13   G5J 46 
G5J H14   H14 H 0 1 N N N 22.022 66.819 27.945 -2.648 -0.416 2.064  H14   G5J 47 
G5J H15   H15 H 0 1 N N N 23.020 66.648 23.122 -5.823 -0.371 -1.773 H15   G5J 48 
G5J H16   H16 H 0 1 N N N 24.141 70.297 31.194 2.787  3.810  -1.021 H16   G5J 49 
G5J H17   H17 H 0 1 N N N 19.659 67.399 31.359 5.847  1.785  -1.075 H17   G5J 50 
G5J H18   H18 H 0 1 N N N 23.685 66.546 34.450 4.392  -3.451 0.580  H18   G5J 51 
# 
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 
G5J N2    C2    SING N N 1  
G5J C2    N1    DOUB N N 2  
G5J C2    N3    SING N N 3  
G5J N1    C6    SING N N 4  
G5J N3    C4    SING N N 5  
G5J C6    O6    DOUB N N 6  
G5J C6    C5    SING N N 7  
G5J C4    C5    DOUB Y N 8  
G5J C4    N9    SING Y N 9  
G5J "O2'" "C2'" SING N N 10 
G5J C5    N7    SING Y N 11 
G5J "C2'" "C1'" SING N N 12 
G5J "C2'" "C3'" SING N N 13 
G5J N9    "C1'" SING N N 14 
G5J N9    C8    SING Y N 15 
G5J "C1'" "O4'" SING N N 16 
G5J N7    C8    DOUB Y N 17 
G5J "O3'" "C3'" SING N N 18 
G5J "C3'" "C4'" SING N N 19 
G5J "O4'" "C4'" SING N N 20 
G5J "C4'" "C5'" SING N N 21 
G5J "O5'" "C5'" SING N N 22 
G5J "O5'" PA    SING N N 23 
G5J O2B   PB    DOUB N N 24 
G5J O2A   PA    DOUB N N 25 
G5J PA    O1A   SING N N 26 
G5J PA    O3A   SING N N 27 
G5J PB    O3A   SING N N 28 
G5J PB    O1B   SING N N 29 
G5J PB    O3B   SING N N 30 
G5J O3B   PG    SING N N 31 
G5J PG    O1G   DOUB N N 32 
G5J PG    O2G   SING N N 33 
G5J PG    O3G   SING N N 34 
G5J O3G   C3G   SING N N 35 
G5J N2    H1    SING N N 36 
G5J N2    H2    SING N N 37 
G5J "O2'" H3    SING N N 38 
G5J "O3'" H4    SING N N 39 
G5J "C1'" H5    SING N N 40 
G5J "C2'" H6    SING N N 41 
G5J "C3'" H7    SING N N 42 
G5J C3G   H8    SING N N 43 
G5J C3G   H9    SING N N 44 
G5J C3G   H10   SING N N 45 
G5J "C4'" H11   SING N N 46 
G5J "C5'" H12   SING N N 47 
G5J "C5'" H13   SING N N 48 
G5J C8    H14   SING N N 49 
G5J N3    H15   SING N N 50 
G5J O1A   H16   SING N N 51 
G5J O1B   H17   SING N N 52 
G5J O2G   H18   SING N N 53 
# 
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 
G5J SMILES           ACDLabs              12.01 "C3(=NC(c2c(n(C1OC(C(O)C1O)COP(O)(=O)OP(O)(=O)OP(=O)(O)OC)cn2)N3)=O)N" 
G5J InChI            InChI                1.03  
"InChI=1S/C11H18N5O14P3/c1-26-31(20,21)29-33(24,25)30-32(22,23)27-2-4-6(17)7(18)10(28-4)16-3-13-5-8(16)14-11(12)15-9(5)19/h3-4,6-7,10,17-18H,2H2,1H3,(H,20,21)(H,22,23)(H,24,25)(H3,12,14,15,19)/t4-,6-,7-,10-/m1/s1" 
G5J InChIKey         InChI                1.03  DJZJYVFASQUZKQ-KQYNXXCUSA-N 
G5J SMILES_CANONICAL CACTVS               3.385 "CO[P](O)(=O)O[P](O)(=O)O[P](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3C(=O)N=C(N)Nc23" 
G5J SMILES           CACTVS               3.385 "CO[P](O)(=O)O[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3C(=O)N=C(N)Nc23" 
G5J SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COP(=O)(O)OP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2NC(=NC3=O)N)O)O" 
G5J SMILES           "OpenEye OEToolkits" 2.0.6 "COP(=O)(O)OP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2NC(=NC3=O)N)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 
G5J "SYSTEMATIC NAME" ACDLabs              12.01 "5'-O-[(S)-hydroxy{[(R)-hydroxy{[(S)-hydroxy(methoxy)phosphoryl]oxy}phosphoryl]oxy}phosphoryl]guanosine"                                                                               
G5J "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[[(2~{R},3~{S},4~{R},5~{R})-5-(2-azanyl-6-oxidanylidene-3~{H}-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [methoxy(oxidanyl)phosphoryl] hydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
G5J "Create component" 2018-05-07 RCSB 
G5J "Initial release"  2018-12-19 RCSB 
# 
