data_9LE # _chem_comp.id 9LE _chem_comp.name "(2~{R},3~{S},4~{R},5~{R},6~{R})-5-azanyl-2-(hydroxymethyl)-6-(4-naphthalen-2-yl-1~{H}-imidazol-2-yl)oxane-3,4-diol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H21 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-06-01 _chem_comp.pdbx_modified_date 2017-09-22 _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 355.388 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9LE _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 5O52 _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 9LE "O6'" O1 O 0 1 N N N 33.384 18.749 27.262 4.212 0.213 3.428 "O6'" 9LE 1 9LE "C6'" C1 C 0 1 N N N 32.333 19.523 27.841 4.318 1.089 2.304 "C6'" 9LE 2 9LE "C5'" C2 C 0 1 N N R 32.467 20.999 27.522 4.071 0.299 1.017 "C5'" 9LE 3 9LE "C4'" C3 C 0 1 N N S 32.598 21.235 26.004 4.306 1.208 -0.193 "C4'" 9LE 4 9LE "O4'" O2 O 0 1 N N N 31.416 20.804 25.328 5.668 1.638 -0.209 "O4'" 9LE 5 9LE "C3'" C4 C 0 1 N N R 32.834 22.699 25.693 3.998 0.428 -1.475 "C3'" 9LE 6 9LE "O3'" O3 O 0 1 N N N 33.131 22.821 24.293 4.144 1.290 -2.605 "O3'" 9LE 7 9LE "O5'" O4 O 0 1 N N N 33.598 21.544 28.209 2.723 -0.175 1.000 "O5'" 9LE 8 9LE "C1'" C5 C 0 1 N N R 33.707 22.963 28.048 2.392 -0.951 -0.153 "C1'" 9LE 9 9LE "C2'" C6 C 0 1 N N R 33.967 23.263 26.561 2.559 -0.093 -1.410 "C2'" 9LE 10 9LE "N2'" N1 N 0 1 N N N 34.114 24.715 26.354 2.276 -0.905 -2.600 "N2'" 9LE 11 9LE C1 C7 C 0 1 Y N N 34.827 23.410 28.901 0.963 -1.418 -0.051 C1 9LE 12 9LE N2 N2 N 0 1 Y N N 36.124 23.220 28.626 0.564 -2.704 0.068 N2 9LE 13 9LE C3 C8 C 0 1 Y N N 36.866 23.732 29.630 -0.801 -2.706 0.132 C3 9LE 14 9LE C4 C9 C 0 1 Y N N 35.978 24.274 30.543 -1.197 -1.408 0.050 C4 9LE 15 9LE N5 N3 N 0 1 Y N N 34.721 24.047 30.089 -0.088 -0.647 -0.056 N5 9LE 16 9LE C6 C10 C 0 1 Y N N 36.338 24.902 31.838 -2.596 -0.917 0.077 C6 9LE 17 9LE C11 C11 C 0 1 Y N N 35.357 25.010 32.834 -3.653 -1.833 0.203 C11 9LE 18 9LE C10 C12 C 0 1 Y N N 35.680 25.560 34.068 -4.943 -1.410 0.231 C10 9LE 19 9LE C9 C13 C 0 1 Y N N 36.983 25.972 34.327 -5.234 -0.037 0.133 C9 9LE 20 9LE C15 C14 C 0 1 Y N N 37.304 26.512 35.574 -6.560 0.427 0.160 C15 9LE 21 9LE C14 C15 C 0 1 Y N N 38.616 26.932 35.829 -6.810 1.762 0.064 C14 9LE 22 9LE C13 C16 C 0 1 Y N N 39.599 26.822 34.836 -5.769 2.680 -0.062 C13 9LE 23 9LE C12 C17 C 0 1 Y N N 39.276 26.273 33.590 -4.472 2.268 -0.091 C12 9LE 24 9LE C8 C18 C 0 1 Y N N 37.966 25.858 33.335 -4.175 0.897 0.006 C8 9LE 25 9LE C7 C19 C 0 1 Y N N 37.645 25.309 32.098 -2.848 0.439 -0.016 C7 9LE 26 9LE H1 H1 H 0 1 N N N 33.263 17.833 27.485 4.357 0.647 4.280 H1 9LE 27 9LE H2 H2 H 0 1 N N N 31.370 19.162 27.450 3.577 1.883 2.391 H2 9LE 28 9LE H3 H3 H 0 1 N N N 32.357 19.393 28.933 5.317 1.525 2.276 H3 9LE 29 9LE H4 H4 H 0 1 N N N 31.554 21.508 27.865 4.755 -0.548 0.973 H4 9LE 30 9LE H5 H5 H 0 1 N N N 33.462 20.658 25.641 3.650 2.077 -0.128 H5 9LE 31 9LE H6 H6 H 0 1 N N N 31.259 19.886 25.517 5.933 2.136 0.576 H6 9LE 32 9LE H7 H7 H 0 1 N N N 31.914 23.257 25.923 4.686 -0.412 -1.564 H7 9LE 33 9LE H8 H8 H 0 1 N N N 33.282 23.734 24.079 5.031 1.662 -2.704 H8 9LE 34 9LE H9 H9 H 0 1 N N N 32.777 23.461 28.359 3.053 -1.815 -0.212 H9 9LE 35 9LE H10 H10 H 0 1 N N N 34.903 22.764 26.270 1.868 0.750 -1.370 H10 9LE 36 9LE H11 H11 H 0 1 N N N 34.856 25.061 26.928 2.385 -0.361 -3.443 H11 9LE 37 9LE H12 H12 H 0 1 N N N 34.325 24.895 25.393 2.860 -1.728 -2.623 H12 9LE 38 9LE H14 H14 H 0 1 N N N 36.484 22.771 27.808 1.141 -3.483 0.101 H14 9LE 39 9LE H15 H15 H 0 1 N N N 37.943 23.721 29.706 -1.441 -3.570 0.228 H15 9LE 40 9LE H17 H17 H 0 1 N N N 34.351 24.666 32.642 -3.438 -2.889 0.278 H17 9LE 41 9LE H18 H18 H 0 1 N N N 34.919 25.668 34.827 -5.745 -2.126 0.328 H18 9LE 42 9LE H19 H19 H 0 1 N N N 36.546 26.605 36.337 -7.377 -0.272 0.257 H19 9LE 43 9LE H20 H20 H 0 1 N N N 38.871 27.342 36.795 -7.830 2.115 0.085 H20 9LE 44 9LE H21 H21 H 0 1 N N N 40.605 27.161 35.032 -5.995 3.733 -0.137 H21 9LE 45 9LE H22 H22 H 0 1 N N N 40.035 26.170 32.829 -3.675 2.990 -0.189 H22 9LE 46 9LE H23 H23 H 0 1 N N N 38.407 25.198 31.341 -2.032 1.139 -0.108 H23 9LE 47 # 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 9LE "O3'" "C3'" SING N N 1 9LE "O4'" "C4'" SING N N 2 9LE "C3'" "C4'" SING N N 3 9LE "C3'" "C2'" SING N N 4 9LE "C4'" "C5'" SING N N 5 9LE "N2'" "C2'" SING N N 6 9LE "C2'" "C1'" SING N N 7 9LE "O6'" "C6'" SING N N 8 9LE "C5'" "C6'" SING N N 9 9LE "C5'" "O5'" SING N N 10 9LE "C1'" "O5'" SING N N 11 9LE "C1'" C1 SING N N 12 9LE N2 C1 SING Y N 13 9LE N2 C3 SING Y N 14 9LE C1 N5 DOUB Y N 15 9LE C3 C4 DOUB Y N 16 9LE N5 C4 SING Y N 17 9LE C4 C6 SING N N 18 9LE C6 C7 DOUB Y N 19 9LE C6 C11 SING Y N 20 9LE C7 C8 SING Y N 21 9LE C11 C10 DOUB Y N 22 9LE C8 C12 DOUB Y N 23 9LE C8 C9 SING Y N 24 9LE C12 C13 SING Y N 25 9LE C10 C9 SING Y N 26 9LE C9 C15 DOUB Y N 27 9LE C13 C14 DOUB Y N 28 9LE C15 C14 SING Y N 29 9LE "O6'" H1 SING N N 30 9LE "C6'" H2 SING N N 31 9LE "C6'" H3 SING N N 32 9LE "C5'" H4 SING N N 33 9LE "C4'" H5 SING N N 34 9LE "O4'" H6 SING N N 35 9LE "C3'" H7 SING N N 36 9LE "O3'" H8 SING N N 37 9LE "C1'" H9 SING N N 38 9LE "C2'" H10 SING N N 39 9LE "N2'" H11 SING N N 40 9LE "N2'" H12 SING N N 41 9LE N2 H14 SING N N 42 9LE C3 H15 SING N N 43 9LE C11 H17 SING N N 44 9LE C10 H18 SING N N 45 9LE C15 H19 SING N N 46 9LE C14 H20 SING N N 47 9LE C13 H21 SING N N 48 9LE C12 H22 SING N N 49 9LE C7 H23 SING N N 50 # 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 9LE InChI InChI 1.03 "InChI=1S/C19H21N3O4/c20-15-17(25)16(24)14(9-23)26-18(15)19-21-8-13(22-19)12-6-5-10-3-1-2-4-11(10)7-12/h1-8,14-18,23-25H,9,20H2,(H,21,22)/t14-,15-,16-,17-,18-/m1/s1" 9LE InChIKey InChI 1.03 VXVNVASERGBQNT-DUQPFJRNSA-N 9LE SMILES_CANONICAL CACTVS 3.385 "N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1c2[nH]cc(n2)c3ccc4ccccc4c3" 9LE SMILES CACTVS 3.385 "N[CH]1[CH](O)[CH](O)[CH](CO)O[CH]1c2[nH]cc(n2)c3ccc4ccccc4c3" 9LE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc2cc(ccc2c1)c3c[nH]c(n3)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)N" 9LE SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc2cc(ccc2c1)c3c[nH]c(n3)C4C(C(C(C(O4)CO)O)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 9LE "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R},3~{S},4~{R},5~{R},6~{R})-5-azanyl-2-(hydroxymethyl)-6-(4-naphthalen-2-yl-1~{H}-imidazol-2-yl)oxane-3,4-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9LE "Create component" 2017-06-01 EBI 9LE "Initial release" 2017-09-27 RCSB #