data_UF9
# 
_chem_comp.id                                    UF9 
_chem_comp.name                                  "(2~{S})-2-azanyl-4-[[(2~{S},3~{S},4~{R},5~{R})-5-[4-azanyl-5-(2-phenylethynyl)pyrrolo[2,3-d]pyrimidin-7-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanyl]butanoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H25 N5 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-02-03 
_chem_comp.pdbx_modified_date                    2023-03-31 
_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                        483.540 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UF9 
_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        8CEQ 
_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.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 
UF9 C12 C1  C 0 1 Y N N 22.452 21.112 45.081 2.691  -2.327 -0.735 C12 UF9 1  
UF9 C14 C2  C 0 1 Y N N 22.905 21.269 47.307 2.950  -0.116 -0.158 C14 UF9 2  
UF9 N   N1  N 0 1 N N N 18.977 12.918 41.705 -7.908 1.156  0.866  N   UF9 3  
UF9 CA  C3  C 0 1 N N S 20.414 12.842 41.303 -6.950 1.983  0.120  CA  UF9 4  
UF9 C   C4  C 0 1 N N N 20.602 11.738 40.254 -7.686 2.794  -0.916 C   UF9 5  
UF9 O   O1  O 0 1 N N N 21.459 10.857 40.486 -7.117 3.893  -1.436 O   UF9 6  
UF9 CB  C5  C 0 1 N N N 21.309 12.616 42.522 -5.927 1.080  -0.572 CB  UF9 7  
UF9 OXT O2  O 0 1 N N N 19.877 11.804 39.231 -8.787 2.454  -1.278 OXT UF9 8  
UF9 C10 C6  C 0 1 Y N N 21.561 22.617 43.715 4.295  -3.726 -1.611 C10 UF9 9  
UF9 C13 C7  C 0 1 Y N N 22.377 21.989 46.174 3.641  -1.293 -0.707 C13 UF9 10 
UF9 C15 C8  C 0 1 N N N 22.949 21.798 48.635 3.510  1.183  0.061  C15 UF9 11 
UF9 C16 C9  C 0 1 N N N 22.930 22.329 49.706 3.970  2.249  0.241  C16 UF9 12 
UF9 C17 C10 C 0 1 Y N N 22.870 23.060 50.937 4.530  3.548  0.460  C17 UF9 13 
UF9 C18 C11 C 0 1 Y N N 21.682 23.122 51.660 5.867  3.800  0.138  C18 UF9 14 
UF9 C19 C12 C 0 1 Y N N 21.611 23.883 52.815 6.399  5.054  0.351  C19 UF9 15 
UF9 C20 C13 C 0 1 Y N N 22.716 24.583 53.258 5.614  6.062  0.884  C20 UF9 16 
UF9 C21 C14 C 0 1 Y N N 23.898 24.524 52.546 4.290  5.819  1.206  C21 UF9 17 
UF9 C22 C15 C 0 1 Y N N 23.981 23.767 51.390 3.742  4.572  0.992  C22 UF9 18 
UF9 C23 C16 C 0 1 Y N N 23.267 20.029 46.851 1.672  -0.507 0.099  C23 UF9 19 
UF9 C25 C17 C 0 1 N N R 23.160 18.731 44.680 0.272  -2.580 -0.105 C25 UF9 20 
UF9 C26 C18 C 0 1 N N R 24.560 18.138 44.642 0.225  -3.292 1.265  C26 UF9 21 
UF9 C28 C19 C 0 1 N N S 24.262 16.709 44.166 -1.258 -3.194 1.688  C28 UF9 22 
UF9 C30 C20 C 0 1 N N S 22.800 16.483 44.571 -1.931 -2.436 0.523  C30 UF9 23 
UF9 C32 C21 C 0 1 N N N 22.595 15.302 45.499 -3.007 -1.487 1.057  C32 UF9 24 
UF9 C34 C22 C 0 1 N N N 21.642 13.897 43.272 -5.095 0.350  0.484  C34 UF9 25 
UF9 C8  C23 C 0 1 Y N N 21.830 23.269 45.916 4.939  -1.557 -1.162 C8  UF9 26 
UF9 N11 N2  N 0 1 Y N N 22.055 21.382 43.830 3.065  -3.522 -1.191 N11 UF9 27 
UF9 N24 N3  N 0 1 Y N N 22.994 19.917 45.503 1.517  -1.821 -0.243 N24 UF9 28 
UF9 N7  N4  N 0 1 N N N 21.672 24.209 46.859 5.908  -0.569 -1.153 N7  UF9 29 
UF9 N9  N5  N 0 1 Y N N 21.428 23.554 44.658 5.217  -2.780 -1.604 N9  UF9 30 
UF9 O27 O3  O 0 1 N N N 25.372 18.821 43.692 0.623  -4.658 1.134  O27 UF9 31 
UF9 O29 O4  O 0 1 N N N 24.393 16.598 42.755 -1.824 -4.499 1.830  O29 UF9 32 
UF9 O31 O5  O 0 1 N N N 22.349 17.701 45.196 -0.863 -1.687 -0.096 O31 UF9 33 
UF9 S33 S1  S 0 1 N N N 22.763 13.698 44.680 -3.881 -0.720 -0.336 S33 UF9 34 
UF9 H1  H1  H 0 1 N N N 18.859 13.638 42.388 -8.555 1.731  1.384  H1  UF9 35 
UF9 H2  H2  H 0 1 N N N 18.417 13.125 40.903 -8.398 0.525  0.249  H2  UF9 36 
UF9 H4  H4  H 0 1 N N N 20.699 13.800 40.843 -6.436 2.654  0.808  H4  UF9 37 
UF9 H5  H5  H 0 1 N N N 21.481 10.238 39.766 -7.628 4.380  -2.097 H5  UF9 38 
UF9 H6  H6  H 0 1 N N N 20.793 11.932 43.212 -6.447 0.351  -1.192 H6  UF9 39 
UF9 H7  H7  H 0 1 N N N 22.249 12.155 42.184 -5.270 1.687  -1.196 H7  UF9 40 
UF9 H8  H8  H 0 1 N N N 21.224 22.896 42.728 4.562  -4.708 -1.973 H8  UF9 41 
UF9 H9  H9  H 0 1 N N N 20.815 22.576 51.320 6.481  3.014  -0.277 H9  UF9 42 
UF9 H10 H10 H 0 1 N N N 20.687 23.929 53.372 7.432  5.250  0.103  H10 UF9 43 
UF9 H11 H11 H 0 1 N N N 22.656 25.175 54.159 6.036  7.042  1.049  H11 UF9 44 
UF9 H12 H12 H 0 1 N N N 24.762 25.071 52.893 3.683  6.610  1.622  H12 UF9 45 
UF9 H13 H13 H 0 1 N N N 24.909 23.725 50.839 2.707  4.386  1.240  H13 UF9 46 
UF9 H14 H14 H 0 1 N N N 23.703 19.251 47.459 0.898  0.124  0.511  H14 UF9 47 
UF9 H15 H15 H 0 1 N N N 22.856 18.962 43.649 0.179  -3.305 -0.914 H15 UF9 48 
UF9 H16 H16 H 0 1 N N N 25.009 18.127 45.646 0.862  -2.777 1.985  H16 UF9 49 
UF9 H17 H17 H 0 1 N N N 24.913 15.995 44.692 -1.354 -2.632 2.617  H17 UF9 50 
UF9 H18 H18 H 0 1 N N N 22.216 16.307 43.655 -2.364 -3.139 -0.188 H18 UF9 51 
UF9 H19 H19 H 0 1 N N N 23.341 15.360 46.306 -3.715 -2.048 1.667  H19 UF9 52 
UF9 H20 H20 H 0 1 N N N 21.585 15.369 45.928 -2.539 -0.712 1.663  H20 UF9 53 
UF9 H21 H21 H 0 1 N N N 22.109 14.595 42.562 -4.575 1.079  1.105  H21 UF9 54 
UF9 H22 H22 H 0 1 N N N 20.701 14.327 43.645 -5.751 -0.256 1.109  H22 UF9 55 
UF9 H23 H23 H 0 1 N N N 21.255 25.022 46.453 5.693  0.319  -0.828 H23 UF9 56 
UF9 H24 H24 H 0 1 N N N 21.080 23.857 47.584 6.803  -0.765 -1.471 H24 UF9 57 
UF9 H25 H25 H 0 1 N N N 25.547 19.702 44.000 0.612  -5.152 1.965  H25 UF9 58 
UF9 H26 H26 H 0 1 N N N 25.300 16.739 42.509 -1.438 -5.019 2.548  H26 UF9 59 
# 
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 
UF9 OXT C   DOUB N N 1  
UF9 C   O   SING N N 2  
UF9 C   CA  SING N N 3  
UF9 CA  N   SING N N 4  
UF9 CA  CB  SING N N 5  
UF9 CB  C34 SING N N 6  
UF9 O29 C28 SING N N 7  
UF9 C34 S33 SING N N 8  
UF9 O27 C26 SING N N 9  
UF9 C10 N11 DOUB Y N 10 
UF9 C10 N9  SING Y N 11 
UF9 N11 C12 SING Y N 12 
UF9 C28 C30 SING N N 13 
UF9 C28 C26 SING N N 14 
UF9 C30 O31 SING N N 15 
UF9 C30 C32 SING N N 16 
UF9 C26 C25 SING N N 17 
UF9 N9  C8  DOUB Y N 18 
UF9 S33 C32 SING N N 19 
UF9 C25 O31 SING N N 20 
UF9 C25 N24 SING N N 21 
UF9 C12 N24 SING Y N 22 
UF9 C12 C13 DOUB Y N 23 
UF9 N24 C23 SING Y N 24 
UF9 C8  C13 SING Y N 25 
UF9 C8  N7  SING N N 26 
UF9 C13 C14 SING Y N 27 
UF9 C23 C14 DOUB Y N 28 
UF9 C14 C15 SING N N 29 
UF9 C15 C16 TRIP N N 30 
UF9 C16 C17 SING N N 31 
UF9 C17 C22 DOUB Y N 32 
UF9 C17 C18 SING Y N 33 
UF9 C22 C21 SING Y N 34 
UF9 C18 C19 DOUB Y N 35 
UF9 C21 C20 DOUB Y N 36 
UF9 C19 C20 SING Y N 37 
UF9 N   H1  SING N N 38 
UF9 N   H2  SING N N 39 
UF9 CA  H4  SING N N 40 
UF9 O   H5  SING N N 41 
UF9 CB  H6  SING N N 42 
UF9 CB  H7  SING N N 43 
UF9 C10 H8  SING N N 44 
UF9 C18 H9  SING N N 45 
UF9 C19 H10 SING N N 46 
UF9 C20 H11 SING N N 47 
UF9 C21 H12 SING N N 48 
UF9 C22 H13 SING N N 49 
UF9 C23 H14 SING N N 50 
UF9 C25 H15 SING N N 51 
UF9 C26 H16 SING N N 52 
UF9 C28 H17 SING N N 53 
UF9 C30 H18 SING N N 54 
UF9 C32 H19 SING N N 55 
UF9 C32 H20 SING N N 56 
UF9 C34 H21 SING N N 57 
UF9 C34 H22 SING N N 58 
UF9 N7  H23 SING N N 59 
UF9 N7  H24 SING N N 60 
UF9 O27 H25 SING N N 61 
UF9 O29 H26 SING N N 62 
# 
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 
UF9 InChI            InChI                1.06  "InChI=1S/C23H25N5O5S/c24-15(23(31)32)8-9-34-11-16-18(29)19(30)22(33-16)28-10-14(7-6-13-4-2-1-3-5-13)17-20(25)26-12-27-21(17)28/h1-5,10,12,15-16,18-19,22,29-30H,8-9,11,24H2,(H,31,32)(H2,25,26,27)/t15-,16+,18+,19+,22+/m0/s1" 
UF9 InChIKey         InChI                1.06  ARBIWWNISHROOL-XVZIYINBSA-N                                                                                                                                                                                                     
UF9 SMILES_CANONICAL CACTVS               3.385 "N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cc(C#Cc3ccccc3)c4c(N)ncnc24)C(O)=O"                                                                                                                                                
UF9 SMILES           CACTVS               3.385 "N[CH](CCSC[CH]1O[CH]([CH](O)[CH]1O)n2cc(C#Cc3ccccc3)c4c(N)ncnc24)C(O)=O"                                                                                                                                                       
UF9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)C#Cc2cn(c3c2c(ncn3)N)[C@H]4[C@@H]([C@@H]([C@H](O4)CSCC[C@@H](C(=O)O)N)O)O"                                                                                                                                           
UF9 SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)C#Cc2cn(c3c2c(ncn3)N)C4C(C(C(O4)CSCCC(C(=O)O)N)O)O"                                                                                                                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           UF9 
_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~{S})-2-azanyl-4-[[(2~{S},3~{S},4~{R},5~{R})-5-[4-azanyl-5-(2-phenylethynyl)pyrrolo[2,3-d]pyrimidin-7-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanyl]butanoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
UF9 "Create component" 2023-02-03 PDBE 
UF9 "Initial release"  2023-04-05 RCSB 
# 
