data_XTE
# 
_chem_comp.id                                    XTE 
_chem_comp.name                                  E-CFCP-triphosphate 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H16 F N6 O12 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "[[(1~{S},2~{E},3~{S},5~{S})-3-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-1-cyano-2-(fluoranylmethylidene)-5-oxidanyl-cyclopentyl]methoxy-oxidanyl-phosphoryl] phosphono hydrogen phosphate" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-11-10 
_chem_comp.pdbx_modified_date                    2024-07-12 
_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                        560.219 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XTE 
_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        8X1Z 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
XTE C4    C1  C 0 1 Y N N N N N 181.162 272.732 -124.371 4.954  0.602  -0.389 C4    XTE 1  
XTE C5    C2  C 0 1 Y N N N N N 182.417 272.681 -125.061 5.165  1.345  0.778  C5    XTE 2  
XTE C6    C3  C 0 1 N N N N N N 182.946 271.390 -125.404 6.090  2.415  0.741  C6    XTE 3  
XTE C2    C4  C 0 1 N N N N N N 181.105 270.447 -124.450 6.479  1.913  -1.526 C2    XTE 4  
XTE "C1'" C5  C 0 1 N N S N N N 179.775 274.549 -123.486 3.490  -1.375 -0.970 "C1'" XTE 5  
XTE "C2'" C6  C 0 1 N N N N N N 180.083 274.431 -122.007 3.800  -2.791 -0.426 "C2'" XTE 6  
XTE "C3'" C7  C 0 1 N N S N N N 180.488 275.782 -121.469 2.684  -2.992 0.630  "C3'" XTE 7  
XTE "C4'" C8  C 0 1 N N S N N N 180.006 276.801 -122.447 1.452  -2.314 -0.004 "C4'" XTE 8  
XTE C44   C9  C 0 1 N N N N N N 179.461 276.499 -124.780 1.248  -0.522 -1.771 C44   XTE 9  
XTE "C5'" C10 C 0 1 N N N N N N 180.953 277.945 -122.652 0.633  -1.602 1.074  "C5'" XTE 10 
XTE "C6'" C11 C 0 1 N N N N N N 179.760 275.987 -123.643 1.973  -1.308 -1.009 "C6'" XTE 11 
XTE "C7'" C12 C 0 1 N N N N N N 178.710 277.348 -122.135 0.619  -3.319 -0.685 "C7'" XTE 12 
XTE C8    C13 C 0 1 Y N N N N N 181.903 274.719 -124.684 3.699  -0.181 1.245  C8    XTE 13 
XTE F46   F1  F 0 1 N N N N N N 179.444 277.781 -124.826 -0.100 -0.568 -1.700 F46   XTE 14 
XTE N1    N1  N 0 1 N N N N N N 182.253 270.348 -125.070 6.728  2.672  -0.422 N1    XTE 15 
XTE N2    N2  N 0 1 N N N N N N 180.505 269.312 -124.178 7.146  2.194  -2.692 N2    XTE 16 
XTE N3    N3  N 0 1 N N N N N N 180.540 271.588 -124.092 5.627  0.913  -1.504 N3    XTE 17 
XTE N47   N4  N 0 1 N N N N N N 177.648 277.747 -121.926 -0.023 -4.095 -1.211 N47   XTE 18 
XTE N7    N5  N 0 1 Y N N N N N 182.816 273.918 -125.224 4.370  0.818  1.740  N7    XTE 19 
XTE N9    N6  N 0 1 Y N N N N N 180.920 274.005 -124.185 4.027  -0.352 -0.069 N9    XTE 20 
XTE O1A   O1  O 0 1 N N N N N N 184.455 278.285 -123.602 -2.122 -0.965 2.404  O1A   XTE 21 
XTE O1B   O2  O 0 1 N N N N N N 181.579 278.898 -119.960 -4.884 0.195  1.725  O1B   XTE 22 
XTE O1G   O3  O 0 1 N N N N N N 185.119 280.668 -117.765 -7.438 -0.575 -0.459 O1G   XTE 23 
XTE O2A   O4  O 0 1 N N N N N N 182.791 279.835 -122.728 -0.872 1.179  1.945  O2A   XTE 24 
XTE O2B   O5  O 0 1 N N N N N N 182.597 276.760 -119.443 -4.178 2.482  0.924  O2B   XTE 25 
XTE O2G   O6  O 0 1 N N N N N N 184.012 280.766 -119.974 -7.313 1.945  -0.407 O2G   XTE 26 
XTE "O3'" O7  O 0 1 N N N N N N 179.891 276.001 -120.218 2.438  -4.384 0.842  "O3'" XTE 27 
XTE O3A   O8  O 0 1 N N N N N N 183.829 278.251 -121.117 -2.777 0.335  0.342  O3A   XTE 28 
XTE O3B   O9  O 0 1 N N N N N N 183.734 278.829 -118.681 -5.149 0.689  -0.736 O3B   XTE 29 
XTE O3G   O10 O 0 1 N N N N N N 186.024 279.411 -119.586 -6.960 0.818  -2.637 O3G   XTE 30 
XTE "O5'" O11 O 0 1 N N N N N N 182.233 277.436 -122.864 -0.497 -0.967 0.473  "O5'" XTE 31 
XTE O6    O12 O 0 1 N N N N N N 184.013 271.275 -125.977 6.305  3.089  1.734  O6    XTE 32 
XTE PA    P1  P 0 1 N N N N N N 183.355 278.478 -122.632 -1.579 -0.123 1.315  PA    XTE 33 
XTE PB    P2  P 0 1 N N N N N N 182.865 278.162 -119.820 -4.261 0.910  0.589  PB    XTE 34 
XTE PG    P3  P 0 1 N N N N N N 184.774 279.961 -119.017 -6.728 0.745  -1.046 PG    XTE 35 
XTE H1    H1  H 0 1 N N N N N N 178.824 274.067 -123.757 3.902  -1.253 -1.972 H1    XTE 36 
XTE H2    H2  H 0 1 N N N N N N 179.189 274.077 -121.473 3.722  -3.536 -1.219 H2    XTE 37 
XTE H3    H3  H 0 1 N N N N N N 180.906 273.716 -121.860 4.785  -2.821 0.040  H3    XTE 38 
XTE H4    H4  H 0 1 N N N N N N 181.584 275.831 -121.395 2.952  -2.505 1.567  H4    XTE 39 
XTE H5    H5  H 0 1 N N N N N N 179.238 275.890 -125.644 1.730  0.161  -2.455 H5    XTE 40 
XTE H6    H6  H 0 1 N N N N N N 180.954 278.588 -121.760 0.292  -2.329 1.811  H6    XTE 41 
XTE H7    H7  H 0 1 N N N N N N 180.639 278.532 -123.527 1.253  -0.851 1.565  H7    XTE 42 
XTE H8    H8  H 0 1 N N N N N N 181.961 275.797 -124.659 2.990  -0.784 1.791  H8    XTE 43 
XTE H9    H9  H 0 1 N N N N N N 179.625 269.313 -123.702 6.985  1.658  -3.484 H9    XTE 44 
XTE H10   H10 H 0 1 N N N N N N 180.927 268.446 -124.446 7.778  2.929  -2.724 H10   XTE 45 
XTE H12   H12 H 0 1 N N N N N N 184.776 281.553 -117.796 -7.103 -1.401 -0.834 H12   XTE 46 
XTE H13   H13 H 0 1 N N N N N N 183.251 280.323 -123.401 -0.492 1.778  1.286  H13   XTE 47 
XTE H14   H14 H 0 1 N N N N N N 181.660 276.625 -119.370 -3.780 3.013  0.221  H14   XTE 48 
XTE H15   H15 H 0 1 N N N N N N 180.202 275.350 -119.600 3.201  -4.871 1.179  H15   XTE 49 
XTE H16   H16 H 0 1 N N N N N N 186.108 279.686 -120.491 -7.891 0.854  -2.898 H16   XTE 50 
XTE H17   H17 H 0 1 N N N N N N 182.606 269.439 -125.293 7.366  3.401  -0.471 H17   XTE 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 
XTE O6    C6    DOUB N N 1  
XTE C6    N1    SING N N 2  
XTE C6    C5    SING N N 3  
XTE N7    C5    SING Y N 4  
XTE N7    C8    DOUB Y N 5  
XTE N1    C2    SING N N 6  
XTE C5    C4    DOUB Y N 7  
XTE F46   C44   SING N N 8  
XTE C44   "C6'" DOUB N E 9  
XTE C8    N9    SING Y N 10 
XTE C2    N2    SING N N 11 
XTE C2    N3    DOUB N N 12 
XTE C4    N9    SING Y N 13 
XTE C4    N3    SING N N 14 
XTE N9    "C1'" SING N N 15 
XTE "C6'" "C1'" SING N N 16 
XTE "C6'" "C4'" SING N N 17 
XTE O1A   PA    DOUB N N 18 
XTE "C1'" "C2'" SING N N 19 
XTE "O5'" "C5'" SING N N 20 
XTE "O5'" PA    SING N N 21 
XTE O2A   PA    SING N N 22 
XTE "C5'" "C4'" SING N N 23 
XTE PA    O3A   SING N N 24 
XTE "C4'" "C7'" SING N N 25 
XTE "C4'" "C3'" SING N N 26 
XTE "C7'" N47   TRIP N N 27 
XTE "C2'" "C3'" SING N N 28 
XTE "C3'" "O3'" SING N N 29 
XTE O3A   PB    SING N N 30 
XTE O2G   PG    DOUB N N 31 
XTE O1B   PB    DOUB N N 32 
XTE PB    O2B   SING N N 33 
XTE PB    O3B   SING N N 34 
XTE O3G   PG    SING N N 35 
XTE PG    O3B   SING N N 36 
XTE PG    O1G   SING N N 37 
XTE "C1'" H1    SING N N 38 
XTE "C2'" H2    SING N N 39 
XTE "C2'" H3    SING N N 40 
XTE "C3'" H4    SING N N 41 
XTE C44   H5    SING N N 42 
XTE "C5'" H6    SING N N 43 
XTE "C5'" H7    SING N N 44 
XTE C8    H8    SING N N 45 
XTE N2    H9    SING N N 46 
XTE N2    H10   SING N N 47 
XTE O1G   H12   SING N N 48 
XTE O2A   H13   SING N N 49 
XTE O2B   H14   SING N N 50 
XTE "O3'" H15   SING N N 51 
XTE O3G   H16   SING N N 52 
XTE N1    H17   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 
XTE InChI            InChI                1.06  "InChI=1S/C13H16FN6O12P3/c14-2-6-7(20-5-17-9-10(20)18-12(16)19-11(9)22)1-8(21)13(6,3-15)4-30-34(26,27)32-35(28,29)31-33(23,24)25/h2,5,7-8,21H,1,4H2,(H,26,27)(H,28,29)(H2,23,24,25)(H3,16,18,19,22)/b6-2-/t7-,8-,13-/m0/s1" 
XTE InChIKey         InChI                1.06  SFMARLKONYYOBM-AJJLHOQASA-N                                                                                                                                                                                                 
XTE SMILES_CANONICAL CACTVS               3.385 "NC1=Nc2n(cnc2C(=O)N1)[C@H]/3C[C@H](O)[C@](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)(C#N)C/3=C/F"                                                                                                                                
XTE SMILES           CACTVS               3.385 "NC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[C](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)(C#N)C3=CF"                                                                                                                                      
XTE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1nc2c(n1[C@H]\3C[C@@H]([C@](/C3=C\F)(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)C#N)O)N=C(NC2=O)N"                                                                                                                                     
XTE SMILES           "OpenEye OEToolkits" 2.0.7 "c1nc2c(n1C3CC(C(C3=CF)(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)C#N)O)N=C(NC2=O)N"                                                                                                                                                    
# 
_pdbx_chem_comp_identifier.comp_id           XTE 
_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        "[[(1~{S},2~{E},3~{S},5~{S})-3-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-1-cyano-2-(fluoranylmethylidene)-5-oxidanyl-cyclopentyl]methoxy-oxidanyl-phosphoryl] phosphono hydrogen phosphate" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      XTE 
_pdbx_chem_comp_synonyms.name         "[[(1~{S},2~{E},3~{S},5~{S})-3-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-1-cyano-2-(fluoranylmethylidene)-5-oxidanyl-cyclopentyl]methoxy-oxidanyl-phosphoryl] phosphono hydrogen phosphate" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XTE "Create component" 2023-11-10 PDBJ 
XTE "Modify name"      2023-11-14 PDBJ 
XTE "Initial release"  2024-07-17 RCSB 
# 
