data_G4F
# 
_chem_comp.id                                    G4F 
_chem_comp.name                                  
"[[(2~{R},3~{S},4~{R},5~{R})-5-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2~{R},3~{S},4~{R},5~{S},6~{R})-5-fluoranyl-6-(hydroxymethyl)-3,4-bis(oxidanyl)oxan-2-yl] hydrogen phosphate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H24 F N5 O15 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-06-06 
_chem_comp.pdbx_modified_date                    2018-07-13 
_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                        607.332 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     G4F 
_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        6GPJ 
_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 
G4F O13 O1  O 0 1 N N N 21.368 -27.294 -63.762 0.953  2.797  2.043  O13 G4F 1  
G4F P   P1  P 0 1 N N N 20.523 -27.668 -62.602 1.154  2.660  0.583  P   G4F 2  
G4F O4  O2  O 0 1 N N N 21.177 -28.189 -61.370 1.623  4.073  -0.029 O4  G4F 3  
G4F O5  O3  O 0 1 N N N 19.579 -26.434 -62.256 2.285  1.550  0.299  O5  G4F 4  
G4F P1  P2  P 0 1 N N N 18.210 -26.344 -61.425 3.688  1.178  0.996  P1  G4F 5  
G4F O11 O4  O 0 1 N N N 18.064 -27.506 -60.513 3.414  0.296  2.315  O11 G4F 6  
G4F O12 O5  O 0 1 N N N 17.130 -26.015 -62.382 4.396  2.422  1.373  O12 G4F 7  
G4F O6  O6  O 0 1 N N N 18.587 -25.009 -60.480 4.593  0.336  -0.035 O6  G4F 8  
G4F C8  C1  C 0 1 N N R 19.093 -23.798 -61.002 5.938  -0.054 0.250  C8  G4F 9  
G4F O8  O7  O 0 1 N N N 18.025 -23.023 -61.542 5.939  -1.332 0.888  O8  G4F 10 
G4F C10 C2  C 0 1 N N R 17.027 -22.664 -60.567 5.332  -2.370 0.115  C10 G4F 11 
G4F C11 C3  C 0 1 N N N 15.894 -21.993 -61.322 5.365  -3.680 0.905  C11 G4F 12 
G4F O9  O8  O 0 1 N N N 14.788 -22.885 -61.500 4.551  -3.552 2.073  O9  G4F 13 
G4F C12 C4  C 0 1 N N S 17.713 -21.775 -59.540 6.102  -2.546 -1.196 C12 G4F 14 
G4F F   F1  F 0 1 N N N 16.772 -21.369 -58.580 5.477  -3.522 -1.979 F   G4F 15 
G4F C13 C5  C 0 1 N N R 18.836 -22.527 -58.841 6.116  -1.214 -1.953 C13 G4F 16 
G4F O10 O9  O 0 1 N N N 19.496 -21.640 -57.935 6.896  -1.349 -3.143 O10 G4F 17 
G4F C9  C6  C 0 1 N N S 19.821 -23.027 -59.900 6.733  -0.136 -1.056 C9  G4F 18 
G4F O7  O10 O 0 1 N N N 20.491 -21.911 -60.484 8.091  -0.474 -0.768 O7  G4F 19 
G4F O3  O11 O 0 1 N N N 19.502 -28.797 -63.057 -0.228 2.207  -0.108 O3  G4F 20 
G4F C7  C7  C 0 1 N N N 18.674 -28.614 -64.219 -1.451 2.930  0.050  C7  G4F 21 
G4F C6  C8  C 0 1 N N R 18.024 -29.930 -64.559 -2.562 2.230  -0.736 C6  G4F 22 
G4F C5  C9  C 0 1 N N S 17.358 -30.670 -63.388 -3.863 3.061  -0.682 C5  G4F 23 
G4F O2  O12 O 0 1 N N N 16.073 -31.149 -63.766 -4.009 3.840  -1.871 O2  G4F 24 
G4F C4  C10 C 0 1 N N R 18.325 -31.812 -63.108 -4.982 2.000  -0.589 C4  G4F 25 
G4F O1  O13 O 0 1 N N N 17.725 -32.945 -62.470 -5.854 2.091  -1.718 O1  G4F 26 
G4F O14 O14 O 0 1 N N N 18.998 -30.835 -65.127 -2.901 0.972  -0.114 O14 G4F 27 
G4F C3  C11 C 0 1 N N R 18.812 -32.102 -64.533 -4.225 0.654  -0.597 C3  G4F 28 
G4F N1  N1  N 0 1 Y N N 20.078 -32.799 -64.578 -4.878 -0.305 0.298  N1  G4F 29 
G4F C2  C12 C 0 1 Y N N 20.339 -33.940 -65.268 -4.588 -0.504 1.617  C2  G4F 30 
G4F N   N2  N 0 1 Y N N 21.533 -34.418 -65.057 -5.362 -1.431 2.102  N   G4F 31 
G4F C14 C13 C 0 1 Y N N 21.226 -32.501 -63.879 -5.894 -1.160 -0.034 C14 G4F 32 
G4F C1  C14 C 0 1 Y N N 22.104 -33.531 -64.163 -6.191 -1.879 1.129  C1  G4F 33 
G4F N2  N3  N 0 1 N N N 21.444 -31.403 -63.094 -6.578 -1.404 -1.158 N2  G4F 34 
G4F C15 C15 C 0 1 N N N 22.656 -31.409 -62.526 -7.531 -2.309 -1.190 C15 G4F 35 
G4F N3  N4  N 0 1 N N N 23.047 -30.376 -61.764 -8.206 -2.524 -2.365 N3  G4F 36 
G4F N4  N5  N 0 1 N N N 23.575 -32.417 -62.718 -7.868 -3.039 -0.090 N4  G4F 37 
G4F C   C16 C 0 1 N N N 23.385 -33.519 -63.550 -7.215 -2.854 1.079  C   G4F 38 
G4F O   O15 O 0 1 N N N 24.283 -34.330 -63.746 -7.511 -3.501 2.069  O   G4F 39 
G4F H1  H1  H 0 1 N N N 22.118 -28.216 -61.498 1.773  4.057  -0.984 H1  G4F 40 
G4F H2  H2  H 0 1 N N N 17.228 -27.929 -60.669 2.952  -0.536 2.142  H2  G4F 41 
G4F H3  H3  H 0 1 N N N 19.820 -24.018 -61.798 6.398  0.682  0.909  H3  G4F 42 
G4F H4  H4  H 0 1 N N N 16.643 -23.565 -60.065 4.298  -2.103 -0.103 H4  G4F 43 
G4F H5  H5  H 0 1 N N N 16.260 -21.675 -62.309 4.983  -4.489 0.283  H5  G4F 44 
G4F H6  H6  H 0 1 N N N 15.557 -21.113 -60.755 6.391  -3.901 1.200  H6  G4F 45 
G4F H7  H7  H 0 1 N N N 14.095 -22.440 -61.974 4.525  -4.347 2.623  H7  G4F 46 
G4F H8  H8  H 0 1 N N N 18.138 -20.901 -60.055 7.126  -2.852 -0.979 H8  G4F 47 
G4F H9  H9  H 0 1 N N N 18.416 -23.389 -58.302 5.096  -0.933 -2.215 H9  G4F 48 
G4F H10 H10 H 0 1 N N N 18.877 -21.335 -57.282 6.566  -2.021 -3.755 H10 G4F 49 
G4F H11 H11 H 0 1 N N N 20.548 -23.698 -59.419 6.696  0.827  -1.566 H11 G4F 50 
G4F H12 H12 H 0 1 N N N 20.947 -21.425 -59.807 8.543  0.164  -0.199 H12 G4F 51 
G4F H13 H13 H 0 1 N N N 19.291 -28.276 -65.064 -1.719 2.964  1.106  H13 G4F 52 
G4F H14 H14 H 0 1 N N N 17.900 -27.862 -64.007 -1.324 3.945  -0.326 H14 G4F 53 
G4F H15 H15 H 0 1 N N N 17.246 -29.736 -65.312 -2.254 2.074  -1.769 H15 G4F 54 
G4F H16 H16 H 0 1 N N N 17.298 -30.005 -62.514 -3.871 3.702  0.199  H16 G4F 55 
G4F H17 H17 H 0 1 N N N 15.675 -31.603 -63.032 -4.810 4.381  -1.890 H17 G4F 56 
G4F H18 H18 H 0 1 N N N 19.168 -31.435 -62.510 -5.545 2.118  0.337  H18 G4F 57 
G4F H19 H19 H 0 1 N N N 17.445 -32.705 -61.595 -6.310 2.940  -1.795 H19 G4F 58 
G4F H20 H20 H 0 1 N N N 18.041 -32.676 -65.068 -4.173 0.254  -1.610 H20 G4F 59 
G4F H21 H21 H 0 1 N N N 19.624 -34.407 -65.929 -3.830 0.027  2.173  H21 G4F 60 
G4F H22 H22 H 0 1 N N N 22.433 -29.600 -61.620 -7.977 -2.012 -3.157 H22 G4F 61 
G4F H23 H23 H 0 1 N N N 23.953 -30.382 -61.340 -8.911 -3.188 -2.405 H23 G4F 62 
G4F H24 H24 H 0 1 N N N 24.442 -32.353 -62.224 -8.576 -3.700 -0.147 H24 G4F 63 
# 
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 
G4F C2  N   DOUB Y N 1  
G4F C2  N1  SING Y N 2  
G4F O14 C6  SING N N 3  
G4F O14 C3  SING N N 4  
G4F N   C1  SING Y N 5  
G4F N1  C3  SING N N 6  
G4F N1  C14 SING Y N 7  
G4F C6  C7  SING N N 8  
G4F C6  C5  SING N N 9  
G4F C3  C4  SING N N 10 
G4F C7  O3  SING N N 11 
G4F C1  C14 DOUB Y N 12 
G4F C1  C   SING N N 13 
G4F C14 N2  SING N N 14 
G4F O2  C5  SING N N 15 
G4F O13 P   DOUB N N 16 
G4F O   C   DOUB N N 17 
G4F C   N4  SING N N 18 
G4F C5  C4  SING N N 19 
G4F C4  O1  SING N N 20 
G4F N2  C15 DOUB N N 21 
G4F O3  P   SING N N 22 
G4F N4  C15 SING N N 23 
G4F P   O5  SING N N 24 
G4F P   O4  SING N N 25 
G4F C15 N3  SING N N 26 
G4F O12 P1  DOUB N N 27 
G4F O5  P1  SING N N 28 
G4F O8  C8  SING N N 29 
G4F O8  C10 SING N N 30 
G4F O9  C11 SING N N 31 
G4F P1  O11 SING N N 32 
G4F P1  O6  SING N N 33 
G4F C11 C10 SING N N 34 
G4F C8  O6  SING N N 35 
G4F C8  C9  SING N N 36 
G4F C10 C12 SING N N 37 
G4F O7  C9  SING N N 38 
G4F C9  C13 SING N N 39 
G4F C12 C13 SING N N 40 
G4F C12 F   SING N N 41 
G4F C13 O10 SING N N 42 
G4F O4  H1  SING N N 43 
G4F O11 H2  SING N N 44 
G4F C8  H3  SING N N 45 
G4F C10 H4  SING N N 46 
G4F C11 H5  SING N N 47 
G4F C11 H6  SING N N 48 
G4F O9  H7  SING N N 49 
G4F C12 H8  SING N N 50 
G4F C13 H9  SING N N 51 
G4F O10 H10 SING N N 52 
G4F C9  H11 SING N N 53 
G4F O7  H12 SING N N 54 
G4F C7  H13 SING N N 55 
G4F C7  H14 SING N N 56 
G4F C6  H15 SING N N 57 
G4F C5  H16 SING N N 58 
G4F O2  H17 SING N N 59 
G4F C4  H18 SING N N 60 
G4F O1  H19 SING N N 61 
G4F C3  H20 SING N N 62 
G4F C2  H21 SING N N 63 
G4F N3  H22 SING N N 64 
G4F N3  H23 SING N N 65 
G4F N4  H24 SING N N 66 
# 
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 
G4F InChI            InChI                1.03  
"InChI=1S/C16H24FN5O15P2/c17-6-4(1-23)35-15(11(27)9(6)25)36-39(31,32)37-38(29,30)33-2-5-8(24)10(26)14(34-5)22-3-19-7-12(22)20-16(18)21-13(7)28/h3-6,8-11,14-15,23-27H,1-2H2,(H,29,30)(H,31,32)(H3,18,20,21,28)/t4-,5-,6-,8-,9+,10-,11+,14-,15-/m1/s1" 
G4F InChIKey         InChI                1.03  LDMYSLGOFVDHNN-YVXBHLEUSA-N 
G4F SMILES_CANONICAL CACTVS               3.385 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P](O)(=O)O[P](O)(=O)O[C@H]4O[C@H](CO)[C@@H](F)[C@H](O)[C@@H]4O)[C@@H](O)[C@H]3O" 
G4F SMILES           CACTVS               3.385 "NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)O[CH]4O[CH](CO)[CH](F)[CH](O)[CH]4O)[CH](O)[CH]3O" 
G4F SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)O[C@@H]4[C@H]([C@H]([C@@H]([C@H](O4)CO)F)O)O)O)O)N=C(NC2=O)N" 
G4F SMILES           "OpenEye OEToolkits" 2.0.6 "c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OC4C(C(C(C(O4)CO)F)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 
G4F "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 
"[[(2~{R},3~{S},4~{R},5~{R})-5-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2~{R},3~{S},4~{R},5~{S},6~{R})-5-fluoranyl-6-(hydroxymethyl)-3,4-bis(oxidanyl)oxan-2-yl] 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 
G4F "Create component" 2018-06-06 RCSB 
G4F "Initial release"  2018-07-18 RCSB 
# 
