data_91R # _chem_comp.id 91R _chem_comp.name "[[(2~{R},3~{S},5~{R})-5-[4-[(4~{S})-4,5-bis(oxidanyl)pent-1-ynyl]-2-nitro-pyrrol-1-yl]-3-oxidanyl-oxolan-2-yl]methoxy-oxidanyl-phosphoryl] phosphono hydrogen phosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H21 N2 O16 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-04-22 _chem_comp.pdbx_modified_date 2017-06-23 _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 566.242 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 91R _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 5NKL _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 91R N N1 N 1 1 N N N 18.210 -20.653 -5.358 -5.349 -3.069 1.986 N 91R 1 91R C C1 C 0 1 Y N N 18.806 -19.498 -5.935 -4.948 -1.783 1.373 C 91R 2 91R O O1 O 0 1 N N N 17.869 -21.560 -6.113 -4.655 -4.058 1.835 O 91R 3 91R C1 C2 C 0 1 Y N N 19.176 -18.351 -5.289 -5.622 -0.622 1.471 C1 91R 4 91R C10 C3 C 0 1 N N N 17.339 -20.054 -8.911 -3.279 -3.390 -0.965 C10 91R 5 91R C11 C4 C 0 1 N N S 17.565 -19.252 -10.186 -1.966 -3.643 -1.740 C11 91R 6 91R C12 C5 C 0 1 N N R 18.894 -19.820 -10.665 -0.881 -2.968 -0.871 C12 91R 7 91R C13 C6 C 0 1 N N N 19.664 -18.950 -11.629 0.179 -2.313 -1.758 C13 91R 8 91R C2 C7 C 0 1 Y N N 19.709 -17.459 -6.263 -4.892 0.353 0.740 C2 91R 9 91R C3 C8 C 0 1 N N N 20.227 -16.143 -6.074 -5.243 1.731 0.574 C3 91R 10 91R C4 C9 C 0 1 N N N 20.645 -15.021 -6.006 -5.530 2.861 0.438 C4 91R 11 91R C5 C10 C 0 1 N N N 21.020 -13.608 -6.090 -5.891 4.278 0.268 C5 91R 12 91R C6 C11 C 0 1 N N S 22.526 -13.366 -6.010 -4.833 4.974 -0.592 C6 91R 13 91R C7 C12 C 0 1 N N N 22.869 -11.998 -6.557 -5.270 6.413 -0.873 C7 91R 14 91R C8 C13 C 0 1 Y N N 19.641 -18.083 -7.433 -3.796 -0.272 0.226 C8 91R 15 91R C9 C14 C 0 1 N N R 18.751 -20.263 -8.375 -2.832 -2.592 0.280 C9 91R 16 91R N1 N2 N 0 1 Y N N 19.084 -19.334 -7.276 -3.830 -1.574 0.619 N1 91R 17 91R O1 O2 O -1 1 N N N 18.085 -20.703 -4.131 -6.371 -3.136 2.647 O1 91R 18 91R O10 O3 O 0 1 N N N 15.795 -16.890 -11.523 3.859 2.103 -0.118 O10 91R 19 91R O11 O4 O 0 1 N N N 16.600 -14.834 -12.651 5.450 0.396 1.095 O11 91R 20 91R O12 O5 O 0 1 N N N 15.940 -13.448 -14.668 6.937 2.412 1.406 O12 91R 21 91R O13 O6 O 0 1 N N N 17.686 -12.592 -13.084 7.042 0.615 3.175 O13 91R 22 91R O14 O7 O 0 1 N N N 18.247 -14.463 -14.507 8.055 0.238 0.778 O14 91R 23 91R O15 O8 O 0 1 N N N 19.649 -20.019 -9.454 -1.589 -1.966 -0.109 O15 91R 24 91R O2 O9 O 0 1 N N N 22.933 -13.457 -4.636 -3.585 4.982 0.104 O2 91R 25 91R O3 O10 O 0 1 N N N 24.271 -11.765 -6.562 -4.342 7.026 -1.770 O3 91R 26 91R O4 O11 O 0 1 N N N 16.550 -19.493 -11.169 -1.717 -5.045 -1.857 O4 91R 27 91R O5 O12 O 0 1 N N N 20.053 -17.762 -10.915 1.231 -1.796 -0.941 O5 91R 28 91R O6 O13 O 0 1 N N N 20.107 -16.229 -12.911 2.073 0.092 -2.388 O6 91R 29 91R O7 O14 O 0 1 N N N 20.422 -15.301 -10.584 3.380 -2.067 -2.431 O7 91R 30 91R O8 O15 O 0 1 N N N 18.154 -16.168 -11.245 3.425 -0.481 -0.335 O8 91R 31 91R O9 O16 O 0 1 N N N 17.354 -17.162 -13.433 5.425 0.612 -1.420 O9 91R 32 91R P P1 P 0 1 N N N 19.720 -16.330 -11.464 2.518 -1.038 -1.542 P 91R 33 91R P1 P2 P 0 1 N N N 16.958 -16.343 -12.285 4.559 0.656 -0.221 P1 91R 34 91R P2 P3 P 0 1 N N N 17.085 -13.817 -13.781 6.872 0.948 1.609 P2 91R 35 91R H4 H1 H 0 1 N N N 19.081 -18.157 -4.231 -6.546 -0.462 2.006 H4 91R 36 91R H12 H2 H 0 1 N N N 16.725 -19.490 -8.194 -3.970 -2.801 -1.568 H12 91R 37 91R H13 H3 H 0 1 N N N 16.854 -21.017 -9.131 -3.738 -4.333 -0.669 H13 91R 38 91R H2 H4 H 0 1 N N N 17.665 -18.181 -9.955 -2.009 -3.180 -2.726 H2 91R 39 91R H3 H5 H 0 1 N N N 18.705 -20.792 -11.144 -0.421 -3.698 -0.204 H3 91R 40 91R H15 H6 H 0 1 N N N 19.028 -18.683 -12.486 0.585 -3.053 -2.448 H15 91R 41 91R H16 H7 H 0 1 N N N 20.557 -19.483 -11.987 -0.274 -1.499 -2.325 H16 91R 42 91R H5 H8 H 0 1 N N N 20.538 -13.071 -5.260 -6.862 4.350 -0.223 H5 91R 43 91R H6 H9 H 0 1 N N N 20.655 -13.208 -7.047 -5.940 4.760 1.244 H6 91R 44 91R H H10 H 0 1 N N N 23.041 -14.132 -6.609 -4.721 4.438 -1.534 H 91R 45 91R H8 H11 H 0 1 N N N 22.384 -11.233 -5.932 -6.263 6.410 -1.323 H8 91R 46 91R H9 H12 H 0 1 N N N 22.492 -11.923 -7.588 -5.297 6.973 0.062 H9 91R 47 91R H11 H13 H 0 1 N N N 19.974 -17.669 -8.373 -3.030 0.188 -0.381 H11 91R 48 91R H1 H14 H 0 1 N N N 18.849 -21.301 -8.023 -2.672 -3.263 1.124 H1 91R 49 91R H24 H15 H 0 1 N N N 15.504 -17.699 -11.927 3.275 2.204 0.647 H24 91R 50 91R H19 H16 H 0 1 N N N 17.212 -11.812 -13.349 7.879 0.919 3.553 H19 91R 51 91R H20 H17 H 0 1 N N N 18.046 -14.527 -15.433 8.074 -0.725 0.865 H20 91R 52 91R H7 H18 H 0 1 N N N 22.716 -14.317 -4.297 -3.611 5.444 0.953 H7 91R 53 91R H10 H19 H 0 1 N N N 24.447 -10.899 -6.911 -4.557 7.942 -1.993 H10 91R 54 91R H14 H20 H 0 1 N N N 15.723 -19.137 -10.865 -2.400 -5.527 -2.343 H14 91R 55 91R H17 H21 H 0 1 N N N 20.995 -14.764 -11.119 3.704 -2.835 -1.941 H17 91R 56 # 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 91R O12 P2 DOUB N N 1 91R O14 P2 SING N N 2 91R P2 O13 SING N N 3 91R P2 O11 SING N N 4 91R O9 P1 DOUB N N 5 91R O6 P DOUB N N 6 91R O11 P1 SING N N 7 91R P1 O10 SING N N 8 91R P1 O8 SING N N 9 91R C13 O5 SING N N 10 91R C13 C12 SING N N 11 91R P O8 SING N N 12 91R P O5 SING N N 13 91R P O7 SING N N 14 91R O4 C11 SING N N 15 91R C12 C11 SING N N 16 91R C12 O15 SING N N 17 91R C11 C10 SING N N 18 91R O15 C9 SING N N 19 91R C10 C9 SING N N 20 91R C9 N1 SING N N 21 91R C8 N1 SING Y N 22 91R C8 C2 DOUB Y N 23 91R N1 C SING Y N 24 91R O3 C7 SING N N 25 91R C7 C6 SING N N 26 91R C2 C3 SING N N 27 91R C2 C1 SING Y N 28 91R O N DOUB N N 29 91R C5 C6 SING N N 30 91R C5 C4 SING N N 31 91R C3 C4 TRIP N N 32 91R C6 O2 SING N N 33 91R C N SING N N 34 91R C C1 DOUB Y N 35 91R N O1 SING N N 36 91R C1 H4 SING N N 37 91R C10 H12 SING N N 38 91R C10 H13 SING N N 39 91R C11 H2 SING N N 40 91R C12 H3 SING N N 41 91R C13 H15 SING N N 42 91R C13 H16 SING N N 43 91R C5 H5 SING N N 44 91R C5 H6 SING N N 45 91R C6 H SING N N 46 91R C7 H8 SING N N 47 91R C7 H9 SING N N 48 91R C8 H11 SING N N 49 91R C9 H1 SING N N 50 91R O10 H24 SING N N 51 91R O13 H19 SING N N 52 91R O14 H20 SING N N 53 91R O2 H7 SING N N 54 91R O3 H10 SING N N 55 91R O4 H14 SING N N 56 91R O7 H17 SING N N 57 # 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 91R InChI InChI 1.03 "InChI=1S/C14H21N2O16P3/c17-7-10(18)3-1-2-9-4-13(16(20)21)15(6-9)14-5-11(19)12(30-14)8-29-34(25,26)32-35(27,28)31-33(22,23)24/h4,6,10-12,14,17-19H,3,5,7-8H2,(H,25,26)(H,27,28)(H2,22,23,24)/t10-,11-,12+,14+/m0/s1" 91R InChIKey InChI 1.03 JIVPAQSXWIKFCI-CIQGVGRVSA-N 91R SMILES_CANONICAL CACTVS 3.385 "OC[C@@H](O)CC#Cc1cn([C@H]2C[C@H](O)[C@@H](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)O2)c(c1)[N+]([O-])=O" 91R SMILES CACTVS 3.385 "OC[CH](O)CC#Cc1cn([CH]2C[CH](O)[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)O2)c(c1)[N+]([O-])=O" 91R SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1c(cn(c1[N+](=O)[O-])[C@H]2C[C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)C#CC[C@@H](CO)O" 91R SMILES "OpenEye OEToolkits" 2.0.6 "c1c(cn(c1[N+](=O)[O-])C2CC(C(O2)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)C#CCC(CO)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 91R "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[[(2~{R},3~{S},5~{R})-5-[4-[(4~{S})-4,5-bis(oxidanyl)pent-1-ynyl]-2-nitro-pyrrol-1-yl]-3-oxidanyl-oxolan-2-yl]methoxy-oxidanyl-phosphoryl] phosphono 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 91R "Create component" 2017-04-22 EBI 91R "Initial release" 2017-06-28 RCSB #