data_EIF
# 
_chem_comp.id                                    EIF 
_chem_comp.name                                  "[(2~{R},3~{R},4~{R},5~{R})-5-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-4-fluoranyl-4-methyl-3-oxidanyl-oxolan-2-yl]methyl dihydrogen phosphate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H15 F N5 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-07-18 
_chem_comp.pdbx_modified_date                    2024-07-19 
_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                        379.238 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EIF 
_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        8PTS 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
EIF O6  O1  O 0 1 N N N N N N 19.483 46.020 13.962 5.230  2.641  0.950  O6  EIF 1  
EIF C10 C1  C 0 1 N N N N N N 20.343 46.215 13.125 4.728  1.694  0.368  C10 EIF 2  
EIF C7  C2  C 0 1 Y N N N N N 21.750 46.435 13.274 3.340  1.439  0.463  C7  EIF 3  
EIF N1  N1  N 0 1 Y N N N N N 22.522 46.490 14.444 2.311  2.042  1.108  N1  EIF 4  
EIF C6  C3  C 0 1 Y N N N N N 23.774 46.727 14.021 1.210  1.394  0.862  C6  EIF 5  
EIF N4  N2  N 0 1 N N N N N N 19.916 46.237 11.746 5.482  0.867  -0.389 N4  EIF 6  
EIF C9  C4  C 0 1 N N N N N N 20.808 46.440 10.682 4.908  -0.184 -1.041 C9  EIF 7  
EIF N3  N3  N 0 1 N N N N N N 20.302 46.447 9.399  5.698  -1.003 -1.808 N3  EIF 8  
EIF N2  N4  N 0 1 N N N N N N 22.147 46.643 10.804 3.620  -0.432 -0.960 N2  EIF 9  
EIF C8  C5  C 0 1 Y N N N N N 22.549 46.632 12.132 2.812  0.340  -0.224 C8  EIF 10 
EIF N   N5  N 0 1 Y N N N N N 23.842 46.828 12.601 1.470  0.334  0.043  N   EIF 11 
EIF C5  C6  C 0 1 N N R N N N 24.980 47.111 11.736 0.489  -0.626 -0.469 C5  EIF 12 
EIF C1  C7  C 0 1 N N R N N N 25.429 48.630 11.798 0.461  -1.877 0.430  C1  EIF 13 
EIF F   F1  F 0 1 N N N N N N 25.724 49.025 10.539 0.800  -3.017 -0.308 F   EIF 14 
EIF C   C8  C 0 1 N N N N N N 24.413 49.591 12.399 1.413  -1.706 1.615  C   EIF 15 
EIF O5  O2  O 0 1 N N N N N N 26.056 46.333 12.215 -0.826 -0.046 -0.435 O5  EIF 16 
EIF C3  C9  C 0 1 N N R N N N 27.226 47.121 12.243 -1.751 -1.116 -0.145 C3  EIF 17 
EIF C2  C10 C 0 1 N N R N N N 26.745 48.534 12.642 -1.005 -1.961 0.919  C2  EIF 18 
EIF O   O3  O 0 1 N N N N N N 27.632 49.562 12.411 -1.469 -3.312 0.913  O   EIF 19 
EIF C4  C11 C 0 1 N N N N N N 28.246 46.446 13.162 -3.057 -0.560 0.427  C4  EIF 20 
EIF O1  O4  O 0 1 N N N N N N 27.863 46.512 14.503 -3.729 0.204  -0.577 O1  EIF 21 
EIF P   P1  P 0 1 N N N N N N 28.845 46.037 15.702 -5.139 0.938  -0.322 P   EIF 22 
EIF O4  O5  O 0 1 N N N N N N 30.110 46.790 15.745 -5.662 1.589  -1.699 O4  EIF 23 
EIF O3  O6  O 0 1 N N N N N N 28.934 44.484 15.508 -6.129 -0.050 0.164  O3  EIF 24 
EIF O2  O7  O 0 1 N N N N N N 27.874 46.120 16.936 -4.950 2.095  0.781  O2  EIF 25 
EIF H11 H1  H 0 1 N N N N N N 24.626 46.829 14.677 0.236  1.656  1.248  H11 EIF 26 
EIF H14 H2  H 0 1 N N N N N N 18.947 46.102 11.541 6.436  1.023  -0.470 H14 EIF 27 
EIF H12 H3  H 0 1 N N N N N N 20.913 46.596 8.621  5.304  -1.753 -2.280 H12 EIF 28 
EIF H13 H4  H 0 1 N N N N N N 19.324 46.303 9.246  6.650  -0.833 -1.877 H13 EIF 29 
EIF H2  H5  H 0 1 N N N N N N 24.741 46.856 10.693 0.743  -0.909 -1.491 H2  EIF 30 
EIF H5  H6  H 0 1 N N N N N N 24.169 49.274 13.424 1.107  -0.840 2.204  H5  EIF 31 
EIF H4  H7  H 0 1 N N N N N N 24.836 50.606 12.420 1.380  -2.599 2.239  H4  EIF 32 
EIF H3  H8  H 0 1 N N N N N N 23.499 49.588 11.787 2.428  -1.556 1.248  H3  EIF 33 
EIF H1  H9  H 0 1 N N N N N N 27.659 47.181 11.234 -1.945 -1.709 -1.039 H1  EIF 34 
EIF H   H10 H 0 1 N N N N N N 26.460 48.508 13.704 -1.110 -1.519 1.910  H   EIF 35 
EIF H6  H11 H 0 1 N N N N N N 28.404 49.443 12.952 -2.382 -3.416 1.212  H6  EIF 36 
EIF H7  H12 H 0 1 N N N N N N 28.342 45.389 12.871 -3.695 -1.384 0.744  H7  EIF 37 
EIF H8  H13 H 0 1 N N N N N N 29.218 46.948 13.045 -2.836 0.079  1.282  H8  EIF 38 
EIF H9  H15 H 0 1 N N N N N N 27.626 45.243 17.204 -4.314 2.778  0.529  H9  EIF 39 
EIF H15 H16 H 0 1 N N N N N N 30.840 46.190 15.643 -6.509 2.049  -1.620 H15 EIF 40 
# 
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 
EIF N3  C9  SING N N 1  
EIF F   C1  SING N N 2  
EIF C9  N2  DOUB N N 3  
EIF C9  N4  SING N N 4  
EIF N2  C8  SING N N 5  
EIF C5  C1  SING N N 6  
EIF C5  O5  SING N N 7  
EIF C5  N   SING N N 8  
EIF N4  C10 SING N N 9  
EIF C1  C   SING N N 10 
EIF C1  C2  SING N N 11 
EIF C8  N   SING Y N 12 
EIF C8  C7  DOUB Y N 13 
EIF O5  C3  SING N N 14 
EIF C3  C2  SING N N 15 
EIF C3  C4  SING N N 16 
EIF O   C2  SING N N 17 
EIF N   C6  SING Y N 18 
EIF C10 C7  SING N N 19 
EIF C10 O6  DOUB N N 20 
EIF C4  O1  SING N N 21 
EIF C7  N1  SING Y N 22 
EIF C6  N1  DOUB Y N 23 
EIF O1  P   SING N N 24 
EIF O3  P   DOUB N N 25 
EIF P   O4  SING N N 26 
EIF P   O2  SING N N 27 
EIF C6  H11 SING N N 28 
EIF N4  H14 SING N N 29 
EIF N3  H12 SING N N 30 
EIF N3  H13 SING N N 31 
EIF C5  H2  SING N N 32 
EIF C   H5  SING N N 33 
EIF C   H4  SING N N 34 
EIF C   H3  SING N N 35 
EIF C3  H1  SING N N 36 
EIF C2  H   SING N N 37 
EIF O   H6  SING N N 38 
EIF C4  H7  SING N N 39 
EIF C4  H8  SING N N 40 
EIF O2  H9  SING N N 41 
EIF O4  H15 SING N N 42 
# 
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 
EIF InChI            InChI                1.06  "InChI=1S/C11H15FN5O7P/c1-11(12)6(18)4(2-23-25(20,21)22)24-9(11)17-3-14-5-7(17)15-10(13)16-8(5)19/h3-4,6,9,18H,2H2,1H3,(H2,20,21,22)(H3,13,15,16,19)/t4-,6-,9-,11-/m1/s1" 
EIF InChIKey         InChI                1.06  BOEZKCHYGLAVGV-GITKWUPZSA-N                                                                                                                                               
EIF SMILES_CANONICAL CACTVS               3.385 "C[C@@]1(F)[C@H](O)[C@@H](CO[P](O)(O)=O)O[C@H]1n2cnc3C(=O)NC(=Nc23)N"                                                                                                     
EIF SMILES           CACTVS               3.385 "C[C]1(F)[CH](O)[CH](CO[P](O)(O)=O)O[CH]1n2cnc3C(=O)NC(=Nc23)N"                                                                                                           
EIF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@]1([C@@H]([C@H](O[C@H]1n2cnc3c2N=C(NC3=O)N)COP(=O)(O)O)O)F"                                                                                                          
EIF SMILES           "OpenEye OEToolkits" 2.0.7 "CC1(C(C(OC1n2cnc3c2N=C(NC3=O)N)COP(=O)(O)O)O)F"                                                                                                                          
# 
_pdbx_chem_comp_identifier.comp_id           EIF 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "[(2~{R},3~{R},4~{R},5~{R})-5-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-4-fluoranyl-4-methyl-3-oxidanyl-oxolan-2-yl]methyl dihydrogen 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 
EIF "Create component" 2023-07-18 PDBE 
EIF "Initial release"  2024-07-24 RCSB 
# 
