data_ENA # _chem_comp.id ENA _chem_comp.name ETHENO-NAD _chem_comp.type "RNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C23 H27 N7 O14 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-12-06 _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 687.447 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ENA _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 2X0J _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 ENA N1 N1 N 1 1 Y N N 17.024 29.092 16.432 -8.697 -3.460 0.620 N1 ENA 1 ENA O1 O1 O 0 1 N N N 17.813 27.263 5.990 -0.435 4.636 -0.990 O1 ENA 2 ENA P1 P1 P 0 1 N N N 18.978 28.185 5.821 -0.665 3.411 -0.077 P1 ENA 3 ENA C2 C2 C 0 1 Y N N 18.246 29.127 15.871 -8.403 -3.143 -0.645 C2 ENA 4 ENA O2 O2 O 0 1 N N N 18.372 29.563 5.302 0.734 2.653 0.168 O2 ENA 5 ENA P2 P2 P 0 1 N N N 19.194 30.676 4.544 2.224 3.146 0.529 P2 ENA 6 ENA N3 N3 N 0 1 Y N N 18.429 28.664 14.587 -7.503 -2.241 -0.953 N3 ENA 7 ENA O3 O3 O -1 1 N N N 20.052 27.666 4.885 -1.241 3.879 1.277 O3 ENA 8 ENA C4 C4 C 0 1 Y N N 15.895 27.375 12.458 -5.558 -0.350 1.298 C4 ENA 9 ENA O4 O4 O 0 1 N N N 18.433 32.004 4.876 3.099 1.889 1.025 O4 ENA 10 ENA C5 C5 C 0 1 Y N N 16.099 28.149 14.458 -7.095 -1.879 1.341 C5 ENA 11 ENA O5 O5 O -1 1 N N N 19.181 30.396 3.057 2.879 3.766 -0.725 O5 ENA 12 ENA C6 C6 C 0 1 Y N N 15.953 28.627 15.748 -8.068 -2.853 1.632 C6 ENA 13 ENA N6 N6 N 0 1 Y N N 14.823 28.715 16.499 -8.556 -3.362 2.806 N6 ENA 14 ENA O6 O6 O 0 1 N N N 20.607 30.712 5.068 2.159 4.204 1.653 O6 ENA 15 ENA N7 N7 N 0 1 Y N N 15.198 27.649 13.575 -6.286 -1.089 2.085 N7 ENA 16 ENA C8 C8 C 0 1 Y N N 17.378 28.175 13.863 -6.831 -1.591 -0.007 C8 ENA 17 ENA C9 C9 C 0 1 Y N N 15.232 29.253 17.677 -9.505 -4.301 2.478 C9 ENA 18 ENA N9 N9 N 0 1 Y N N 17.214 27.681 12.604 -5.857 -0.622 -0.003 N9 ENA 19 ENA "C0'" "C0'" C 0 1 N N R 16.002 33.830 4.185 7.283 -0.084 1.622 "C0'" ENA 20 ENA "C1'" "C1'" C 0 1 N N R 18.201 27.559 11.558 -5.251 0.003 -1.181 "C1'" ENA 21 ENA C10 C10 C 0 1 Y N N 16.582 29.483 17.613 -9.579 -4.355 1.143 C10 ENA 22 ENA N11 N11 N 1 1 Y N N 17.441 35.818 3.615 6.788 -1.505 -0.349 N11 ENA 23 ENA C12 C12 C 0 1 Y N N 17.483 37.178 3.704 7.315 -2.710 -0.413 C12 ENA 24 ENA C13 C13 C 0 1 Y N N 18.071 37.984 2.717 7.820 -3.201 -1.618 C13 ENA 25 ENA C14 C14 C 0 1 Y N N 18.640 37.369 1.593 7.756 -2.391 -2.758 C14 ENA 26 ENA C15 C15 C 0 1 Y N N 18.606 35.973 1.539 7.192 -1.133 -2.638 C15 ENA 27 ENA C16 C16 C 0 1 Y N N 18.016 35.194 2.543 6.714 -0.720 -1.407 C16 ENA 28 ENA C17 C17 C 0 1 N N N 18.023 39.457 2.883 8.412 -4.553 -1.689 C17 ENA 29 ENA N17 N17 N 0 1 N N N 17.480 40.006 4.079 8.896 -5.016 -2.859 N17 ENA 30 ENA O17 O17 O 0 1 N N N 18.185 40.153 1.909 8.463 -5.248 -0.693 O17 ENA 31 ENA "C2'" "C2'" C 0 1 N N R 18.510 26.295 10.847 -6.118 1.190 -1.675 "C2'" ENA 32 ENA "O2'" "O2'" O 0 1 N N N 18.565 28.649 10.759 -3.994 0.624 -0.838 "O2'" ENA 33 ENA "C3'" "C3'" C 0 1 N N S 19.379 26.682 9.734 -5.080 2.059 -2.425 "C3'" ENA 34 ENA "O3'" "O3'" O 0 1 N N N 20.650 26.224 9.922 -5.135 1.804 -3.830 "O3'" ENA 35 ENA "C4'" "C4'" C 0 1 N N R 19.330 28.183 9.692 -3.723 1.611 -1.848 "C4'" ENA 36 ENA "O4'" "O4'" O 0 1 N N N 19.049 25.318 11.654 -7.142 0.738 -2.563 "O4'" ENA 37 ENA "C5'" "C5'" C 0 1 N N N 18.816 28.718 8.366 -3.001 2.807 -1.226 "C5'" ENA 38 ENA "O5'" "O5'" O 0 1 N N N 19.631 28.404 7.238 -1.704 2.403 -0.783 "O5'" ENA 39 ENA "C6'" "C6'" C 0 1 N N N 17.899 32.253 6.135 4.435 2.016 1.517 "C6'" ENA 40 ENA "O6'" "O6'" O 0 1 N N N 17.589 34.511 5.634 5.111 -0.179 0.724 "O6'" ENA 41 ENA "C7'" "C7'" C 0 1 N N R 16.972 33.412 6.228 4.971 0.635 1.900 "C7'" ENA 42 ENA "O7'" "O7'" O 0 1 N N N 14.629 33.793 6.080 6.369 0.259 3.866 "O7'" ENA 43 ENA "C8'" "C8'" C 0 1 N N S 15.708 33.158 5.464 6.370 0.773 2.532 "C8'" ENA 44 ENA "O8'" "O8'" O 0 1 N N N 14.883 34.280 3.498 8.220 -0.832 2.399 "O8'" ENA 45 ENA "C9'" "C9'" C 0 1 N N R 16.758 35.000 4.638 6.263 -1.025 0.932 "C9'" ENA 46 ENA H2 H2 H 0 1 N N N 19.084 29.519 16.428 -8.927 -3.649 -1.442 H2 ENA 47 ENA H4 H4 H 0 1 N N N 15.463 26.964 11.558 -4.825 0.372 1.627 H4 ENA 48 ENA HN6 HN6 H 0 1 N N N 13.896 28.444 16.241 -8.283 -3.108 3.701 HN6 ENA 49 ENA H9 H9 H 0 1 N N N 14.598 29.465 18.525 -10.084 -4.891 3.173 H9 ENA 50 ENA "H0'" "H0'" H 0 1 N N N 16.504 33.146 3.486 7.797 0.538 0.889 "H0'" ENA 51 ENA "H1'" "H1'" H 0 1 N N N 18.808 27.528 12.475 -5.115 -0.730 -1.976 "H1'" ENA 52 ENA H10 H10 H 0 1 N N N 17.185 29.913 18.399 -10.231 -5.001 0.574 H10 ENA 53 ENA H12 H12 H 0 1 N N N 17.046 37.654 4.569 7.358 -3.323 0.475 H12 ENA 54 ENA H14 H14 H 0 1 N N N 19.087 37.951 0.800 8.137 -2.739 -3.707 H14 ENA 55 ENA H15 H15 H 0 1 N N N 19.052 35.475 0.690 7.126 -0.480 -3.495 H15 ENA 56 ENA H16 H16 H 0 1 N N N 18.015 34.116 2.471 6.273 0.262 -1.310 H16 ENA 57 ENA HN17 HN17 H 0 0 N N N 17.230 40.974 4.117 8.856 -4.462 -3.654 HN17 ENA 58 ENA HN1A HN1A H 0 0 N N N 17.349 39.424 4.882 9.285 -5.904 -2.906 HN1A ENA 59 ENA "H2'" "H2'" H 0 1 N N N 17.590 25.813 10.485 -6.547 1.735 -0.834 "H2'" ENA 60 ENA "H3'" "H3'" H 0 1 N N N 19.044 26.245 8.782 -5.251 3.117 -2.224 "H3'" ENA 61 ENA "HO3'" "HO3'" H 0 0 N N N 21.194 26.487 9.189 -5.988 2.013 -4.235 "HO3'" ENA 62 ENA "H4'" "H4'" H 0 1 N N N 20.359 28.559 9.787 -3.111 1.174 -2.637 "H4'" ENA 63 ENA "HO4'" "HO4'" H 0 0 N N N 19.222 24.540 11.137 -7.711 1.445 -2.899 "HO4'" ENA 64 ENA "H5'" "H5'" H 0 1 N N N 17.821 28.283 8.192 -2.901 3.598 -1.970 "H5'" ENA 65 ENA "H5'A" "H5'A" H 0 0 N N N 18.761 29.814 8.445 -3.576 3.178 -0.377 "H5'A" ENA 66 ENA "H6'" "H6'" H 0 1 N N N 17.337 31.357 6.437 5.068 2.449 0.743 "H6'" ENA 67 ENA "H6'A" "H6'A" H 0 0 N N N 18.740 32.449 6.816 4.439 2.663 2.394 "H6'A" ENA 68 ENA "H7'" "H7'" H 0 1 N N N 16.735 33.582 7.289 4.290 0.155 2.603 "H7'" ENA 69 ENA "HO7'" "HO7'" H 0 0 N N N 14.437 33.363 6.905 7.238 0.268 4.291 "HO7'" ENA 70 ENA "H8'" "H8'" H 0 1 N N N 15.442 32.094 5.381 6.692 1.814 2.523 "H8'" ENA 71 ENA "HO8'" "HO8'" H 0 0 N N N 15.154 34.699 2.690 8.823 -0.285 2.921 "HO8'" ENA 72 ENA "H9'" "H9'" H 0 1 N N N 16.058 35.767 5.001 6.013 -1.864 1.581 "H9'" ENA 73 # 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 ENA N1 C2 DOUB Y N 1 ENA N1 C6 SING Y N 2 ENA N1 C10 SING Y N 3 ENA O1 P1 DOUB N N 4 ENA P1 O2 SING N N 5 ENA P1 O3 SING N N 6 ENA P1 "O5'" SING N N 7 ENA C2 N3 SING Y N 8 ENA O2 P2 SING N N 9 ENA P2 O4 SING N N 10 ENA P2 O5 SING N N 11 ENA P2 O6 DOUB N N 12 ENA N3 C8 DOUB Y N 13 ENA C4 N7 DOUB Y N 14 ENA C4 N9 SING Y N 15 ENA O4 "C6'" SING N N 16 ENA C5 C6 DOUB Y N 17 ENA C5 N7 SING Y N 18 ENA C5 C8 SING Y N 19 ENA C6 N6 SING Y N 20 ENA N6 C9 SING Y N 21 ENA C8 N9 SING Y N 22 ENA C9 C10 DOUB Y N 23 ENA N9 "C1'" SING N N 24 ENA "C0'" "C8'" SING N N 25 ENA "C0'" "O8'" SING N N 26 ENA "C0'" "C9'" SING N N 27 ENA "C1'" "C2'" SING N N 28 ENA "C1'" "O2'" SING N N 29 ENA N11 C12 DOUB Y N 30 ENA N11 C16 SING Y N 31 ENA N11 "C9'" SING N N 32 ENA C12 C13 SING Y N 33 ENA C13 C14 DOUB Y N 34 ENA C13 C17 SING N N 35 ENA C14 C15 SING Y N 36 ENA C15 C16 DOUB Y N 37 ENA C17 N17 SING N N 38 ENA C17 O17 DOUB N N 39 ENA "C2'" "C3'" SING N N 40 ENA "C2'" "O4'" SING N N 41 ENA "O2'" "C4'" SING N N 42 ENA "C3'" "O3'" SING N N 43 ENA "C3'" "C4'" SING N N 44 ENA "C4'" "C5'" SING N N 45 ENA "C5'" "O5'" SING N N 46 ENA "C6'" "C7'" SING N N 47 ENA "O6'" "C7'" SING N N 48 ENA "O6'" "C9'" SING N N 49 ENA "C7'" "C8'" SING N N 50 ENA "O7'" "C8'" SING N N 51 ENA C2 H2 SING N N 52 ENA C4 H4 SING N N 53 ENA N6 HN6 SING N N 54 ENA C9 H9 SING N N 55 ENA "C0'" "H0'" SING N N 56 ENA "C1'" "H1'" SING N N 57 ENA C10 H10 SING N N 58 ENA C12 H12 SING N N 59 ENA C14 H14 SING N N 60 ENA C15 H15 SING N N 61 ENA C16 H16 SING N N 62 ENA N17 HN17 SING N N 63 ENA N17 HN1A SING N N 64 ENA "C2'" "H2'" SING N N 65 ENA "C3'" "H3'" SING N N 66 ENA "O3'" "HO3'" SING N N 67 ENA "C4'" "H4'" SING N N 68 ENA "O4'" "HO4'" SING N N 69 ENA "C5'" "H5'" SING N N 70 ENA "C5'" "H5'A" SING N N 71 ENA "C6'" "H6'" SING N N 72 ENA "C6'" "H6'A" SING N N 73 ENA "C7'" "H7'" SING N N 74 ENA "O7'" "HO7'" SING N N 75 ENA "C8'" "H8'" SING N N 76 ENA "O8'" "HO8'" SING N N 77 ENA "C9'" "H9'" SING N N 78 # 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 ENA InChI InChI 1.03 ;InChI=1S/C23H27N7O14P2/c24-19(35)11-2-1-4-28(6-11)22-17(33)15(31)12(42-22)7-40-45(36,37)44-46(38,39)41-8-13-16(32)18(34)23(43-13)30-10-26-14-20-25-3-5-29(20)9-27-21(14)30/h1-6,9-10,12-13,15-18,22-23,31-34H,7-8H2,(H3-,24,35,36,37,38,39)/t12-,13-,15-,16-,17-,18-,22-,23-/m1/s1 ; ENA InChIKey InChI 1.03 JCDBQDNBEQHDHK-BSLNIGMPSA-N ENA SMILES_CANONICAL CACTVS 3.385 "NC(=O)c1ccc[n+](c1)[C@@H]2O[C@H](CO[P]([O-])(=O)O[P]([O-])(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5c6[nH]cc[n+]6cnc45)[C@@H](O)[C@H]2O" ENA SMILES CACTVS 3.385 "NC(=O)c1ccc[n+](c1)[CH]2O[CH](CO[P]([O-])(=O)O[P]([O-])(=O)OC[CH]3O[CH]([CH](O)[CH]3O)n4cnc5c6[nH]cc[n+]6cnc45)[CH](O)[CH]2O" ENA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "c1cc(c[n+](c1)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)([O-])OP(=O)([O-])OC[C@@H]3[C@H]([C@H]([C@@H](O3)n4cnc5c4nc[n+]6c5[nH]cc6)O)O)O)O)C(=O)N" ENA SMILES "OpenEye OEToolkits" 1.7.5 "c1cc(c[n+](c1)C2C(C(C(O2)COP(=O)([O-])OP(=O)([O-])OCC3C(C(C(O3)n4cnc5c4nc[n+]6c5[nH]cc6)O)O)O)O)C(=O)N" # 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 ENA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[[(2R,3S,4R,5R)-5-(3-aminocarbonylpyridin-1-ium-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-oxidanidyl-phosphoryl] [(2R,3S,4R,5R)-3,4-dihydroxy-5-(9H-imidazo[2,1-f]purin-6-ium-3-yl)oxolan-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 ENA "Create component" 2001-12-06 RCSB ENA "Modify aromatic_flag" 2011-06-04 RCSB ENA "Modify descriptor" 2011-06-04 RCSB ENA "Modify descriptor" 2012-01-05 RCSB ENA "Modify coordinates" 2012-01-05 RCSB #