data_9L8 # _chem_comp.id 9L8 _chem_comp.name "(2~{R},3~{S},4~{R},5~{R},6~{R})-5-azanyl-2-(hydroxymethyl)-6-(3-naphthalen-2-yl-1~{H}-1,2,4-triazol-5-yl)oxane-3,4-diol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H20 N4 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 356.376 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9L8 _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 5O56 _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 9L8 "N2'" N1 N 0 1 N N N 34.030 24.621 26.105 -2.359 2.635 0.749 "N2'" 9L8 1 9L8 "C2'" C1 C 0 1 N N R 33.908 23.139 26.339 -2.730 1.407 0.032 "C2'" 9L8 2 9L8 "C3'" C2 C 0 1 N N R 32.802 22.528 25.507 -4.227 1.435 -0.290 "C3'" 9L8 3 9L8 "O3'" O1 O 0 1 N N N 33.018 22.643 24.048 -4.506 2.526 -1.170 "O3'" 9L8 4 9L8 "C4'" C3 C 0 1 N N S 32.582 21.118 25.873 -4.617 0.118 -0.966 "C4'" 9L8 5 9L8 "O4'" O2 O 0 1 N N N 31.396 20.746 25.160 -6.026 0.103 -1.206 "O4'" 9L8 6 9L8 "C5'" C4 C 0 1 N N R 32.316 20.905 27.396 -4.242 -1.049 -0.049 "C5'" 9L8 7 9L8 "C6'" C5 C 0 1 N N N 32.284 19.425 27.849 -4.574 -2.371 -0.743 "C6'" 9L8 8 9L8 "O6'" O3 O 0 1 N N N 33.327 18.669 27.313 -4.333 -3.455 0.156 "O6'" 9L8 9 9L8 "O5'" O4 O 0 1 N N N 33.370 21.507 28.196 -2.843 -0.998 0.236 "O5'" 9L8 10 9L8 "C1'" C6 C 0 1 N N R 33.619 22.902 27.846 -2.428 0.191 0.911 "C1'" 9L8 11 9L8 C1 C7 C 0 1 Y N N 34.750 23.379 28.720 -0.947 0.123 1.184 C1 9L8 12 9L8 N5 N2 N 0 1 Y N N 34.603 23.955 29.920 -0.003 0.105 0.280 N5 9L8 13 9L8 C4 C8 C 0 1 Y N N 35.827 24.265 30.384 1.195 0.041 0.878 C4 9L8 14 9L8 C6 C9 C 0 1 Y N N 36.208 24.921 31.740 2.506 0.004 0.185 C6 9L8 15 9L8 C7 C10 C 0 1 Y N N 37.572 25.234 31.965 3.671 -0.062 0.926 C7 9L8 16 9L8 C8 C11 C 0 1 Y N N 37.951 25.788 33.227 4.909 -0.097 0.265 C8 9L8 17 9L8 C9 C12 C 0 1 Y N N 36.993 25.982 34.227 4.944 -0.064 -1.153 C9 9L8 18 9L8 C15 C13 C 0 1 Y N N 37.389 26.529 35.476 6.185 -0.100 -1.810 C15 9L8 19 9L8 C14 C14 C 0 1 Y N N 38.744 26.859 35.685 7.333 -0.165 -1.082 C14 9L8 20 9L8 C13 C15 C 0 1 Y N N 39.728 26.667 34.696 7.299 -0.197 0.311 C13 9L8 21 9L8 C12 C16 C 0 1 Y N N 39.337 26.129 33.452 6.115 -0.164 0.983 C12 9L8 22 9L8 C10 C17 C 0 1 Y N N 35.608 25.650 34.006 3.740 0.003 -1.877 C10 9L8 23 9L8 C11 C18 C 0 1 Y N N 35.233 25.112 32.747 2.553 0.030 -1.219 C11 9L8 24 9L8 N3 N3 N 0 1 Y N N 36.699 23.790 29.511 1.016 0.018 2.181 N3 9L8 25 9L8 N2 N4 N 0 1 Y N N 36.041 23.264 28.478 -0.371 0.076 2.398 N2 9L8 26 9L8 H1 H1 H 0 1 N N N 34.769 24.988 26.670 -2.549 3.452 0.188 H1 9L8 27 9L8 H2 H2 H 0 1 N N N 34.232 24.791 25.140 -2.829 2.690 1.640 H2 9L8 28 9L8 H4 H4 H 0 1 N N N 34.861 22.653 26.084 -2.158 1.339 -0.893 H4 9L8 29 9L8 H5 H5 H 0 1 N N N 31.880 23.078 25.746 -4.796 1.554 0.632 H5 9L8 30 9L8 H6 H6 H 0 1 N N N 33.159 23.554 23.819 -5.437 2.600 -1.421 H6 9L8 31 9L8 H7 H7 H 0 1 N N N 33.439 20.502 25.564 -4.085 0.023 -1.913 H7 9L8 32 9L8 H8 H8 H 0 1 N N N 31.186 19.838 25.346 -6.344 -0.704 -1.634 H8 9L8 33 9L8 H9 H9 H 0 1 N N N 31.350 21.367 27.646 -4.806 -0.976 0.881 H9 9L8 34 9L8 H10 H10 H 0 1 N N N 31.329 18.981 27.530 -5.622 -2.372 -1.041 H10 9L8 35 9L8 H11 H11 H 0 1 N N N 32.355 19.392 28.946 -3.945 -2.486 -1.627 H11 9L8 36 9L8 H12 H12 H 0 1 N N N 33.260 17.773 27.622 -4.522 -4.326 -0.218 H12 9L8 37 9L8 H13 H13 H 0 1 N N N 32.725 23.489 28.103 -2.967 0.280 1.854 H13 9L8 38 9L8 H15 H15 H 0 1 N N N 38.311 25.057 31.197 3.629 -0.086 2.005 H15 9L8 39 9L8 H16 H16 H 0 1 N N N 36.661 26.690 36.257 6.228 -0.076 -2.889 H16 9L8 40 9L8 H17 H17 H 0 1 N N N 39.038 27.274 36.638 8.285 -0.192 -1.591 H17 9L8 41 9L8 H18 H18 H 0 1 N N N 40.759 26.926 34.886 8.224 -0.249 0.865 H18 9L8 42 9L8 H19 H19 H 0 1 N N N 40.069 25.973 32.673 6.103 -0.189 2.063 H19 9L8 43 9L8 H20 H20 H 0 1 N N N 34.872 25.807 34.781 3.760 0.029 -2.957 H20 9L8 44 9L8 H21 H21 H 0 1 N N N 34.203 24.848 32.558 1.632 0.077 -1.781 H21 9L8 45 9L8 H3 H3 H 0 1 N N N 36.453 22.855 27.664 -0.824 0.080 3.256 H3 9L8 46 # 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 9L8 "O3'" "C3'" SING N N 1 9L8 "O4'" "C4'" SING N N 2 9L8 "C3'" "C4'" SING N N 3 9L8 "C3'" "C2'" SING N N 4 9L8 "C4'" "C5'" SING N N 5 9L8 "N2'" "C2'" SING N N 6 9L8 "C2'" "C1'" SING N N 7 9L8 "O6'" "C6'" SING N N 8 9L8 "C5'" "C6'" SING N N 9 9L8 "C5'" "O5'" SING N N 10 9L8 "C1'" "O5'" SING N N 11 9L8 "C1'" C1 SING N N 12 9L8 N2 C1 SING Y N 13 9L8 N2 N3 SING Y N 14 9L8 C1 N5 DOUB Y N 15 9L8 N3 C4 DOUB Y N 16 9L8 N5 C4 SING Y N 17 9L8 C4 C6 SING N N 18 9L8 C6 C7 DOUB Y N 19 9L8 C6 C11 SING Y N 20 9L8 C7 C8 SING Y N 21 9L8 C11 C10 DOUB Y N 22 9L8 C8 C12 DOUB Y N 23 9L8 C8 C9 SING Y N 24 9L8 C12 C13 SING Y N 25 9L8 C10 C9 SING Y N 26 9L8 C9 C15 DOUB Y N 27 9L8 C13 C14 DOUB Y N 28 9L8 C15 C14 SING Y N 29 9L8 "N2'" H1 SING N N 30 9L8 "N2'" H2 SING N N 31 9L8 "C2'" H4 SING N N 32 9L8 "C3'" H5 SING N N 33 9L8 "O3'" H6 SING N N 34 9L8 "C4'" H7 SING N N 35 9L8 "O4'" H8 SING N N 36 9L8 "C5'" H9 SING N N 37 9L8 "C6'" H10 SING N N 38 9L8 "C6'" H11 SING N N 39 9L8 "O6'" H12 SING N N 40 9L8 "C1'" H13 SING N N 41 9L8 C7 H15 SING N N 42 9L8 C15 H16 SING N N 43 9L8 C14 H17 SING N N 44 9L8 C13 H18 SING N N 45 9L8 C12 H19 SING N N 46 9L8 C10 H20 SING N N 47 9L8 C11 H21 SING N N 48 9L8 N2 H3 SING N N 49 # 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 9L8 InChI InChI 1.03 "InChI=1S/C18H20N4O4/c19-13-15(25)14(24)12(8-23)26-16(13)18-20-17(21-22-18)11-6-5-9-3-1-2-4-10(9)7-11/h1-7,12-16,23-25H,8,19H2,(H,20,21,22)/t12-,13-,14-,15-,16-/m1/s1" 9L8 InChIKey InChI 1.03 IMNCDLXOKIGZHY-OXGONZEZSA-N 9L8 SMILES_CANONICAL CACTVS 3.385 "N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1c2[nH]nc(n2)c3ccc4ccccc4c3" 9L8 SMILES CACTVS 3.385 "N[CH]1[CH](O)[CH](O)[CH](CO)O[CH]1c2[nH]nc(n2)c3ccc4ccccc4c3" 9L8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc2cc(ccc2c1)c3nc([nH]n3)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)N" 9L8 SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc2cc(ccc2c1)c3nc([nH]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 9L8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R},3~{S},4~{R},5~{R},6~{R})-5-azanyl-2-(hydroxymethyl)-6-(3-naphthalen-2-yl-1~{H}-1,2,4-triazol-5-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 9L8 "Create component" 2017-06-01 EBI 9L8 "Initial release" 2017-09-27 RCSB #