data_KS3 # _chem_comp.id KS3 _chem_comp.name "(2~{R},3~{S},4~{R},5~{R},6~{S})-2-(hydroxymethyl)-6-(3-naphthalen-2-yl-1~{H}-1,2,4-triazol-5-yl)oxane-3,4,5-triol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H19 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-08-19 _chem_comp.pdbx_modified_date 2017-05-26 _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 357.361 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KS3 _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 5LRF _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 KS3 "O6'" O1 O 0 1 N N N 33.305 18.778 27.298 4.326 3.479 0.024 "O6'" KS3 1 KS3 "C6'" C1 C 0 1 N N N 32.247 19.500 27.921 4.569 2.362 -0.834 "C6'" KS3 2 KS3 "C5'" C2 C 0 1 N N R 32.359 20.986 27.586 4.239 1.067 -0.090 "C5'" KS3 3 KS3 "C4'" C3 C 0 1 N N S 32.367 21.271 26.077 4.615 -0.133 -0.963 "C4'" KS3 4 KS3 "O4'" O2 O 0 1 N N N 31.356 20.636 25.302 6.024 -0.125 -1.205 "O4'" KS3 5 KS3 "O5'" O3 O 0 1 N N N 33.496 21.558 28.208 2.839 1.025 0.197 "O5'" KS3 6 KS3 "C1'" C4 C 0 1 N N S 33.586 22.967 27.950 2.426 -0.138 0.916 "C1'" KS3 7 KS3 "C2'" C5 C 0 1 N N R 33.903 23.194 26.468 2.729 -1.387 0.084 "C2'" KS3 8 KS3 "O2'" O4 O 0 1 N N N 34.005 24.595 26.169 2.369 -2.554 0.824 "O2'" KS3 9 KS3 "C3'" C6 C 0 1 N N R 32.769 22.651 25.607 4.227 -1.425 -0.238 "C3'" KS3 10 KS3 "O3'" O5 O 0 1 N N N 33.025 22.687 24.205 4.507 -2.547 -1.076 "O3'" KS3 11 KS3 C1 C7 C 0 1 Y N N 34.684 23.471 28.801 0.945 -0.062 1.186 C1 KS3 12 KS3 N2 N1 N 0 1 Y N N 35.983 23.385 28.490 0.370 0.041 2.398 N2 KS3 13 KS3 N3 N2 N 0 1 Y N N 36.755 23.916 29.506 -1.017 0.082 2.179 N3 KS3 14 KS3 C4 C8 C 0 1 Y N N 35.871 24.343 30.413 -1.197 0.003 0.879 C4 KS3 15 KS3 N5 N3 N 0 1 Y N N 34.590 24.060 30.008 0.001 -0.079 0.284 N5 KS3 16 KS3 C6 C9 C 0 1 Y N N 36.273 24.952 31.689 -2.509 0.008 0.185 C6 KS3 17 KS3 C7 C10 C 0 1 Y N N 37.597 25.343 31.848 -3.673 0.103 0.923 C7 KS3 18 KS3 C8 C11 C 0 1 Y N N 37.963 25.904 33.053 -4.911 0.108 0.262 C8 KS3 19 KS3 C12 C12 C 0 1 Y N N 39.265 26.310 33.247 -6.117 0.204 0.978 C12 KS3 20 KS3 C13 C13 C 0 1 Y N N 39.640 26.821 34.481 -7.301 0.207 0.305 C13 KS3 21 KS3 C14 C14 C 0 1 Y N N 38.722 26.937 35.516 -7.336 0.116 -1.084 C14 KS3 22 KS3 C15 C15 C 0 1 Y N N 37.387 26.549 35.366 -6.188 0.022 -1.811 C15 KS3 23 KS3 C9 C16 C 0 1 Y N N 36.985 26.026 34.141 -4.947 0.016 -1.153 C9 KS3 24 KS3 C10 C17 C 0 1 Y N N 35.679 25.596 33.956 -3.743 -0.079 -1.874 C10 KS3 25 KS3 C11 C18 C 0 1 Y N N 35.340 25.040 32.733 -2.556 -0.077 -1.216 C11 KS3 26 KS3 H1 H1 H 0 1 N N N 33.228 17.855 27.511 4.514 4.336 -0.383 H1 KS3 27 KS3 H2 H2 H 0 1 N N N 31.282 19.117 27.558 3.941 2.442 -1.721 H2 KS3 28 KS3 H3 H3 H 0 1 N N N 32.308 19.367 29.011 5.618 2.354 -1.131 H3 KS3 29 KS3 H4 H4 H 0 1 N N N 31.462 21.473 27.996 4.802 1.029 0.842 H4 KS3 30 KS3 H5 H5 H 0 1 N N N 33.254 20.695 25.776 4.082 -0.074 -1.913 H5 KS3 31 KS3 H6 H6 H 0 1 N N N 31.168 19.779 25.667 6.333 -0.859 -1.753 H6 KS3 32 KS3 H7 H7 H 0 1 N N N 32.643 23.473 28.205 2.966 -0.192 1.862 H7 KS3 33 KS3 H8 H8 H 0 1 N N N 34.838 22.674 26.212 2.159 -1.353 -0.844 H8 KS3 34 KS3 H9 H9 H 0 1 N N N 34.704 24.979 26.685 2.534 -3.384 0.356 H9 KS3 35 KS3 H10 H10 H 0 1 N N N 31.904 23.303 25.796 4.796 -1.508 0.688 H10 KS3 36 KS3 H11 H11 H 0 1 N N N 33.274 23.568 23.951 4.285 -3.401 -0.679 H11 KS3 37 KS3 H12 H12 H 0 1 N N N 36.343 22.993 27.644 0.823 0.080 3.254 H12 KS3 38 KS3 H13 H13 H 0 1 N N N 38.316 25.212 31.053 -3.631 0.173 2.000 H13 KS3 39 KS3 H14 H14 H 0 1 N N N 39.986 26.231 32.447 -6.105 0.275 2.055 H14 KS3 40 KS3 H15 H15 H 0 1 N N N 40.662 27.133 34.639 -8.226 0.281 0.857 H15 KS3 41 KS3 H16 H16 H 0 1 N N N 39.048 27.338 36.464 -8.289 0.119 -1.594 H16 KS3 42 KS3 H17 H17 H 0 1 N N N 36.686 26.653 36.181 -6.232 -0.049 -2.887 H17 KS3 43 KS3 H18 H18 H 0 1 N N N 34.947 25.692 34.744 -3.764 -0.150 -2.951 H18 KS3 44 KS3 H19 H19 H 0 1 N N N 34.338 24.667 32.580 -1.635 -0.147 -1.776 H19 KS3 45 # 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 KS3 "O3'" "C3'" SING N N 1 KS3 "O4'" "C4'" SING N N 2 KS3 "C3'" "C4'" SING N N 3 KS3 "C3'" "C2'" SING N N 4 KS3 "C4'" "C5'" SING N N 5 KS3 "O2'" "C2'" SING N N 6 KS3 "C2'" "C1'" SING N N 7 KS3 "O6'" "C6'" SING N N 8 KS3 "C5'" "C6'" SING N N 9 KS3 "C5'" "O5'" SING N N 10 KS3 "C1'" "O5'" SING N N 11 KS3 "C1'" C1 SING N N 12 KS3 N2 C1 SING Y N 13 KS3 N2 N3 SING Y N 14 KS3 C1 N5 DOUB Y N 15 KS3 N3 C4 DOUB Y N 16 KS3 N5 C4 SING Y N 17 KS3 C4 C6 SING N N 18 KS3 C6 C7 DOUB Y N 19 KS3 C6 C11 SING Y N 20 KS3 C7 C8 SING Y N 21 KS3 C11 C10 DOUB Y N 22 KS3 C8 C12 DOUB Y N 23 KS3 C8 C9 SING Y N 24 KS3 C12 C13 SING Y N 25 KS3 C10 C9 SING Y N 26 KS3 C9 C15 DOUB Y N 27 KS3 C13 C14 DOUB Y N 28 KS3 C15 C14 SING Y N 29 KS3 "O6'" H1 SING N N 30 KS3 "C6'" H2 SING N N 31 KS3 "C6'" H3 SING N N 32 KS3 "C5'" H4 SING N N 33 KS3 "C4'" H5 SING N N 34 KS3 "O4'" H6 SING N N 35 KS3 "C1'" H7 SING N N 36 KS3 "C2'" H8 SING N N 37 KS3 "O2'" H9 SING N N 38 KS3 "C3'" H10 SING N N 39 KS3 "O3'" H11 SING N N 40 KS3 N2 H12 SING N N 41 KS3 C7 H13 SING N N 42 KS3 C12 H14 SING N N 43 KS3 C13 H15 SING N N 44 KS3 C14 H16 SING N N 45 KS3 C15 H17 SING N N 46 KS3 C10 H18 SING N N 47 KS3 C11 H19 SING N N 48 # 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 KS3 InChI InChI 1.03 "InChI=1S/C18H19N3O5/c22-8-12-13(23)14(24)15(25)16(26-12)18-19-17(20-21-18)11-6-5-9-3-1-2-4-10(9)7-11/h1-7,12-16,22-25H,8H2,(H,19,20,21)/t12-,13-,14+,15-,16-/m1/s1" KS3 InChIKey InChI 1.03 FJYFMJBUCUOYNH-IBEHDNSVSA-N KS3 SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c2[nH]nc(n2)c3ccc4ccccc4c3" KS3 SMILES CACTVS 3.385 "OC[CH]1O[CH]([CH](O)[CH](O)[CH]1O)c2[nH]nc(n2)c3ccc4ccccc4c3" KS3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "c1ccc2cc(ccc2c1)c3nc([nH]n3)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O" KS3 SMILES "OpenEye OEToolkits" 2.0.5 "c1ccc2cc(ccc2c1)c3nc([nH]n3)C4C(C(C(C(O4)CO)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 KS3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "(2~{R},3~{S},4~{R},5~{R},6~{S})-2-(hydroxymethyl)-6-(3-naphthalen-2-yl-1~{H}-1,2,4-triazol-5-yl)oxane-3,4,5-triol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KS3 "Create component" 2016-08-19 EBI KS3 "Initial release" 2017-05-31 RCSB #