data_ENQ # _chem_comp.id ENQ _chem_comp.name "[[(2R,3S,4R,5R)-3,4-dihydroxy-5-(9H-imidazo[2,1-f]purin-6-ium-3-yl)oxolan-2-yl]methoxy-oxidanidyl-phosphoryl] [(2R,3S,4R,5R)-3,4-dihydroxy-5-oxidanidyl-oxolan-2-yl]methyl phosphate" _chem_comp.type "RNA linking" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C17 H22 N5 O14 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge -1 _chem_comp.pdbx_initial_date 2009-12-17 _chem_comp.pdbx_modified_date 2012-01-05 _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 582.329 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ENQ _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 1ISI _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 ENQ N1 N1 N 1 1 Y N N 15.926 8.703 82.787 -8.128 2.303 0.614 N1 ENQ 1 ENQ O1 O1 O -1 1 N N N 9.137 6.276 84.616 1.968 -3.556 -0.632 O1 ENQ 2 ENQ P1 P1 P 0 1 N N N 9.250 7.485 85.645 1.340 -2.181 -0.953 P1 ENQ 3 ENQ C2 C2 C 0 1 Y N N 14.711 8.456 82.165 -7.840 1.381 1.538 C2 ENQ 4 ENQ O2 O2 O 0 1 N N N 7.922 7.508 86.484 2.412 -1.018 -0.653 O2 ENQ 5 ENQ P2 P2 P 0 1 N N N 6.669 8.338 85.840 3.672 -0.424 -1.460 P2 ENQ 6 ENQ N3 N3 N 0 1 Y N N 13.729 9.375 82.225 -6.759 0.642 1.480 N3 ENQ 7 ENQ O3 O3 O 0 1 N N N 10.405 7.284 86.522 0.933 -2.135 -2.443 O3 ENQ 8 ENQ C4 C4 C 0 1 Y N N 13.759 12.638 83.859 -4.261 0.751 -1.006 C4 ENQ 9 ENQ O4 O4 O 0 1 N N N 6.933 9.994 85.820 4.645 0.352 -0.439 O4 ENQ 10 ENQ C5 C5 C 0 1 Y N N 15.081 10.942 83.550 -6.134 1.730 -0.516 C5 ENQ 11 ENQ O5 O5 O 0 1 N N N 5.422 8.060 86.706 4.446 -1.581 -2.130 O5 ENQ 12 ENQ C6 C6 C 0 1 Y N N 16.166 9.896 83.479 -7.304 2.505 -0.420 C6 ENQ 13 ENQ N6 N6 N 0 1 Y N N 17.375 9.863 83.962 -7.835 3.495 -1.202 N6 ENQ 14 ENQ O6 O6 O -1 1 N N N 6.374 7.748 84.424 3.174 0.558 -2.544 O6 ENQ 15 ENQ N7 N7 N 0 1 Y N N 14.962 12.198 84.122 -5.105 1.663 -1.394 N7 ENQ 16 ENQ O7 O7 O 0 1 N Y N 3.363 9.934 81.197 8.814 -0.095 2.589 O7 ENQ 17 ENQ C8 C8 C 0 1 Y N N 13.910 10.642 82.928 -5.886 0.778 0.484 C8 ENQ 18 ENQ C9 C9 C 0 1 Y N N 17.955 8.636 83.592 -9.011 3.893 -0.613 C9 ENQ 19 ENQ N9 N9 N 0 1 Y N N 13.080 11.701 83.125 -4.698 0.176 0.149 N9 ENQ 20 ENQ "C0'" "C0'" C 0 1 N N R 5.001 11.733 81.586 8.967 1.584 0.811 "C0'" ENQ 21 ENQ "C1'" "C1'" C 0 1 N N R 11.686 11.863 82.668 -4.025 -0.890 0.895 "C1'" ENQ 22 ENQ C10 C10 C 0 1 Y N N 17.045 7.960 82.878 -9.177 3.163 0.497 C10 ENQ 23 ENQ "C2'" "C2'" C 0 1 N N R 11.323 11.271 81.284 -4.587 -2.277 0.492 "C2'" ENQ 24 ENQ "O2'" "O2'" O 0 1 N N N 10.946 11.083 83.645 -2.632 -0.970 0.524 "O2'" ENQ 25 ENQ "C3'" "C3'" C 0 1 N N S 9.996 10.527 81.586 -3.408 -3.218 0.840 "C3'" ENQ 26 ENQ "O3'" "O3'" O 0 1 N N N 8.852 11.248 81.097 -3.611 -3.823 2.119 "O3'" ENQ 27 ENQ "C4'" "C4'" C 0 1 N N R 9.807 10.441 83.070 -2.179 -2.288 0.873 "C4'" ENQ 28 ENQ "O4'" "O4'" O 0 1 N N N 11.094 12.331 80.369 -5.744 -2.603 1.264 "O4'" ENQ 29 ENQ "C5'" "C5'" C 0 1 N N N 9.660 8.964 83.481 -1.138 -2.766 -0.141 "C5'" ENQ 30 ENQ "O5'" "O5'" O 0 1 N N N 9.468 8.927 84.919 0.036 -1.959 -0.034 "O5'" ENQ 31 ENQ "C6'" "C6'" C 0 1 N N N 6.010 10.972 85.223 5.905 0.903 -0.830 "C6'" ENQ 32 ENQ "O6'" "O6'" O 0 1 N N N 4.488 10.214 83.267 6.914 0.572 1.355 "O6'" ENQ 33 ENQ "C7'" "C7'" C 0 1 N N R 5.754 10.808 83.694 6.568 1.568 0.377 "C7'" ENQ 34 ENQ "O7'" "O7'" O 0 1 N N N 7.225 12.498 82.656 7.816 3.659 0.213 "O7'" ENQ 35 ENQ "C8'" "C8'" C 0 1 N N S 5.788 12.110 82.902 7.876 2.257 -0.057 "C8'" ENQ 36 ENQ "O8'" "O8'" O 0 1 N N N 5.871 11.859 80.431 9.913 2.547 1.278 "O8'" ENQ 37 ENQ "C9'" "C9'" C 0 1 N N R 4.618 10.239 81.823 8.136 1.009 1.987 "C9'" ENQ 38 ENQ H2 H2 H 0 1 N N N 14.553 7.529 81.634 -8.523 1.240 2.362 H2 ENQ 39 ENQ H4 H4 H 0 1 N N N 13.362 13.592 84.172 -3.349 0.490 -1.522 H4 ENQ 40 ENQ HN6 HN6 H 0 1 N N N 17.813 10.583 84.501 -7.452 3.850 -2.020 HN6 ENQ 41 ENQ H9 H9 H 0 1 N N N 18.951 8.300 83.838 -9.679 4.660 -0.978 H9 ENQ 42 ENQ "H0'" "H0'" H 0 1 N N N 4.131 12.378 81.393 9.465 0.786 0.260 "H0'" ENQ 43 ENQ "H1'" "H1'" H 0 1 N N N 11.476 12.939 82.576 -4.130 -0.731 1.968 "H1'" ENQ 44 ENQ H10 H10 H 0 1 N N N 17.186 6.980 82.446 -10.006 3.241 1.184 H10 ENQ 45 ENQ "H2'" "H2'" H 0 1 N N N 12.099 10.627 80.844 -4.810 -2.312 -0.575 "H2'" ENQ 46 ENQ "H3'" "H3'" H 0 1 N N N 10.066 9.542 81.100 -3.290 -3.983 0.072 "H3'" ENQ 47 ENQ "HO3'" "HO3'" H 0 0 N N N 8.061 10.763 81.300 -4.405 -4.373 2.172 "HO3'" ENQ 48 ENQ "H4'" "H4'" H 0 1 N N N 8.893 10.940 83.424 -1.748 -2.279 1.874 "H4'" ENQ 49 ENQ "HO4'" "HO4'" H 0 0 N N N 10.871 11.973 79.518 -6.132 -3.462 1.048 "HO4'" ENQ 50 ENQ "H5'" "H5'" H 0 1 N N N 8.795 8.514 82.972 -0.884 -3.806 0.062 "H5'" ENQ 51 ENQ "H5'A" "H5'A" H 0 0 N N N 10.565 8.403 83.206 -1.546 -2.682 -1.148 "H5'A" ENQ 52 ENQ "H6'" "H6'" H 0 1 N N N 5.041 10.867 85.734 6.548 0.107 -1.206 "H6'" ENQ 53 ENQ "H6'A" "H6'A" H 0 0 N N N 6.440 11.972 85.381 5.749 1.645 -1.614 "H6'A" ENQ 54 ENQ "H7'" "H7'" H 0 1 N N N 6.592 10.126 83.485 5.890 2.299 0.817 "H7'" ENQ 55 ENQ "HO7'" "HO7'" H 0 0 N N N 7.642 12.712 83.482 8.635 4.134 0.013 "HO7'" ENQ 56 ENQ "H8'" "H8'" H 0 1 N N N 5.338 12.982 83.399 8.068 2.080 -1.115 "H8'" ENQ 57 ENQ "HO8'" "HO8'" H 0 0 N N N 5.389 11.630 79.645 10.617 2.173 1.827 "HO8'" ENQ 58 ENQ "H9'" "H9'" H 0 1 N N N 5.336 9.512 81.416 7.933 1.783 2.727 "H9'" ENQ 59 ENQ HO7 HO7 H 0 1 N N N 3.145 9.022 81.351 8.338 -0.492 3.331 HO7 ENQ 60 # 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 ENQ N1 C2 DOUB Y N 1 ENQ N1 C6 SING Y N 2 ENQ N1 C10 SING Y N 3 ENQ O1 P1 SING N N 4 ENQ P1 O2 SING N N 5 ENQ P1 O3 DOUB N N 6 ENQ P1 "O5'" SING N N 7 ENQ C2 N3 SING Y N 8 ENQ O2 P2 SING N N 9 ENQ P2 O4 SING N N 10 ENQ P2 O5 DOUB N N 11 ENQ P2 O6 SING N N 12 ENQ N3 C8 DOUB Y N 13 ENQ C4 N7 DOUB Y N 14 ENQ C4 N9 SING Y N 15 ENQ O4 "C6'" SING N N 16 ENQ C5 C6 DOUB Y N 17 ENQ C5 N7 SING Y N 18 ENQ C5 C8 SING Y N 19 ENQ C6 N6 SING Y N 20 ENQ N6 C9 SING Y N 21 ENQ O7 "C9'" SING N N 22 ENQ C8 N9 SING Y N 23 ENQ C9 C10 DOUB Y N 24 ENQ N9 "C1'" SING N N 25 ENQ "C0'" "C8'" SING N N 26 ENQ "C0'" "O8'" SING N N 27 ENQ "C0'" "C9'" SING N N 28 ENQ "C1'" "C2'" SING N N 29 ENQ "C1'" "O2'" SING N N 30 ENQ "C2'" "C3'" SING N N 31 ENQ "C2'" "O4'" SING N N 32 ENQ "O2'" "C4'" SING N N 33 ENQ "C3'" "O3'" SING N N 34 ENQ "C3'" "C4'" SING N N 35 ENQ "C4'" "C5'" SING N N 36 ENQ "C5'" "O5'" SING N N 37 ENQ "C6'" "C7'" SING N N 38 ENQ "O6'" "C7'" SING N N 39 ENQ "O6'" "C9'" SING N N 40 ENQ "C7'" "C8'" SING N N 41 ENQ "O7'" "C8'" SING N N 42 ENQ C2 H2 SING N N 43 ENQ C4 H4 SING N N 44 ENQ N6 HN6 SING N N 45 ENQ C9 H9 SING N N 46 ENQ "C0'" "H0'" SING N N 47 ENQ "C1'" "H1'" SING N N 48 ENQ C10 H10 SING N N 49 ENQ "C2'" "H2'" SING N N 50 ENQ "C3'" "H3'" SING N N 51 ENQ "O3'" "HO3'" SING N N 52 ENQ "C4'" "H4'" SING N N 53 ENQ "O4'" "HO4'" SING N N 54 ENQ "C5'" "H5'" SING N N 55 ENQ "C5'" "H5'A" SING N N 56 ENQ "C6'" "H6'" SING N N 57 ENQ "C6'" "H6'A" SING N N 58 ENQ "C7'" "H7'" SING N N 59 ENQ "O7'" "HO7'" SING N N 60 ENQ "C8'" "H8'" SING N N 61 ENQ "O8'" "HO8'" SING N N 62 ENQ "C9'" "H9'" SING N N 63 ENQ O7 HO7 SING N N 64 # 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 ENQ InChI InChI 1.03 "InChI=1S/C17H23N5O14P2/c23-10-7(3-32-37(28,29)36-38(30,31)33-4-8-11(24)13(26)17(27)35-8)34-16(12(10)25)22-6-19-9-14-18-1-2-21(14)5-20-15(9)22/h1-2,5-8,10-13,16-17,23-27H,3-4H2,(H2,28,29,30,31)/p-1/t7-,8-,10-,11-,12-,13-,16-,17-/m1/s1" ENQ InChIKey InChI 1.03 YOABXPSQFWZTMU-QJWJOKBXSA-M ENQ SMILES_CANONICAL CACTVS 3.385 "O[C@@H]1O[C@H](CO[P]([O-])(=O)O[P]([O-])(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4c5[nH]cc[n+]5cnc34)[C@@H](O)[C@H]1O" ENQ SMILES CACTVS 3.385 "O[CH]1O[CH](CO[P]([O-])(=O)O[P]([O-])(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4c5[nH]cc[n+]5cnc34)[CH](O)[CH]1O" ENQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "c1c[n+]2cnc3c(c2[nH]1)ncn3[C@H]4[C@@H]([C@@H]([C@H](O4)COP(=O)([O-])OP(=O)([O-])OC[C@@H]5[C@H]([C@H]([C@@H](O5)O)O)O)O)O" ENQ SMILES "OpenEye OEToolkits" 1.7.5 "c1c[n+]2cnc3c(c2[nH]1)ncn3C4C(C(C(O4)COP(=O)([O-])OP(=O)([O-])OCC5C(C(C(O5)O)O)O)O)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 ENQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[[(2R,3S,4R,5R)-3,4-dihydroxy-5-(9H-imidazo[2,1-f]purin-6-ium-3-yl)oxolan-2-yl]methoxy-oxidanidyl-phosphoryl] [(2R,3S,4R,5R)-3,4,5-trihydroxyoxolan-2-yl]methyl 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 ENQ "Create component" 2009-12-17 RCSB ENQ "Modify aromatic_flag" 2011-06-04 RCSB ENQ "Modify descriptor" 2011-06-04 RCSB ENQ "Modify descriptor" 2012-01-05 RCSB ENQ "Modify coordinates" 2012-01-05 RCSB #