data_CKW # _chem_comp.id CKW _chem_comp.name "(2~{R},3~{S},4~{R},5~{R},6~{S})-2-(hydroxymethyl)-6-[5-(4-phenylphenyl)-4~{H}-1,2,4-triazol-3-yl]oxane-3,4,5-triol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H21 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-11-28 _chem_comp.pdbx_modified_date 2018-02-23 _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 383.398 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CKW _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 6F3S _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 CKW "O5'" O1 O 0 1 N N N 33.553 21.536 28.166 -3.712 -1.008 -0.226 "O5'" CKW 1 CKW "C5'" C1 C 0 1 N N R 32.399 20.985 27.493 -5.019 -1.208 0.316 "C5'" CKW 2 CKW "C4'" C2 C 0 1 N N S 32.542 21.176 25.959 -5.879 0.028 0.041 "C4'" CKW 3 CKW "C3'" C3 C 0 1 N N R 32.803 22.633 25.617 -5.199 1.260 0.647 "C3'" CKW 4 CKW "C2'" C4 C 0 1 N N R 33.955 23.195 26.453 -3.789 1.390 0.062 "C2'" CKW 5 CKW "C1'" C5 C 0 1 N N S 33.705 22.941 27.940 -3.010 0.102 0.337 "C1'" CKW 6 CKW C1 C6 C 0 1 Y N N 34.843 23.435 28.780 -1.641 0.200 -0.286 C1 CKW 7 CKW "O2'" O2 O 0 1 N N N 34.101 24.603 26.231 -3.119 2.494 0.675 "O2'" CKW 8 CKW "O3'" O3 O 0 1 N N N 33.114 22.758 24.228 -5.958 2.428 0.331 "O3'" CKW 9 CKW "O4'" O4 O 0 1 N N N 31.350 20.723 25.314 -7.168 -0.146 0.631 "O4'" CKW 10 CKW "C6'" C7 C 0 1 N N N 32.300 19.538 27.920 -5.661 -2.433 -0.338 "C6'" CKW 11 CKW "O6'" O5 O 0 1 N N N 33.283 18.708 27.302 -4.921 -3.604 0.015 "O6'" CKW 12 CKW N5 N1 N 0 1 Y N N 34.719 24.047 29.989 -0.451 0.032 0.353 N5 CKW 13 CKW C4 C8 C 0 1 Y N N 35.969 24.325 30.437 0.513 0.211 -0.602 C4 CKW 14 CKW N3 N2 N 0 1 Y N N 36.847 23.911 29.552 -0.109 0.468 -1.732 N3 CKW 15 CKW N2 N3 N 0 1 Y N N 36.139 23.348 28.499 -1.380 0.456 -1.540 N2 CKW 16 CKW C6 C9 C 0 1 Y N N 36.284 24.978 31.707 1.975 0.130 -0.401 C6 CKW 17 CKW C7 C10 C 0 1 Y N N 37.573 25.435 31.964 2.841 0.337 -1.478 C7 CKW 18 CKW C8 C11 C 0 1 Y N N 37.873 26.055 33.158 4.203 0.261 -1.290 C8 CKW 19 CKW C9 C12 C 0 1 Y N N 36.910 26.241 34.155 4.718 -0.022 -0.025 C9 CKW 20 CKW C10 C13 C 0 1 Y N N 35.615 25.781 33.879 3.854 -0.229 1.050 C10 CKW 21 CKW C11 C14 C 0 1 Y N N 35.310 25.160 32.685 2.492 -0.148 0.866 C11 CKW 22 CKW C12 C15 C 0 1 Y N N 37.255 26.899 35.453 6.185 -0.103 0.176 C12 CKW 23 CKW C13 C16 C 0 1 Y N N 38.581 27.199 35.784 6.703 -0.385 1.439 C13 CKW 24 CKW C14 C17 C 0 1 Y N N 38.909 27.800 36.992 8.069 -0.460 1.620 C14 CKW 25 CKW C15 C18 C 0 1 Y N N 37.926 28.098 37.903 8.924 -0.255 0.552 C15 CKW 26 CKW C16 C19 C 0 1 Y N N 36.615 27.791 37.617 8.415 0.027 -0.703 C16 CKW 27 CKW C17 C20 C 0 1 Y N N 36.280 27.193 36.408 7.051 0.098 -0.898 C17 CKW 28 CKW H1 H1 H 0 1 N N N 31.492 21.513 27.822 -4.945 -1.367 1.392 H1 CKW 29 CKW H2 H2 H 0 1 N N N 33.400 20.578 25.618 -5.987 0.164 -1.036 H2 CKW 30 CKW H3 H3 H 0 1 N N N 31.896 23.212 25.846 -5.136 1.145 1.729 H3 CKW 31 CKW H4 H4 H 0 1 N N N 34.880 22.676 26.163 -3.855 1.554 -1.013 H4 CKW 32 CKW H5 H5 H 0 1 N N N 32.787 23.469 28.236 -2.910 -0.040 1.413 H5 CKW 33 CKW H6 H6 H 0 1 N N N 34.819 24.934 26.757 -3.562 3.344 0.545 H6 CKW 34 CKW H7 H7 H 0 1 N N N 33.276 23.671 24.020 -5.584 3.247 0.684 H7 CKW 35 CKW H8 H8 H 0 1 N N N 31.197 19.812 25.535 -7.768 0.600 0.495 H8 CKW 36 CKW H9 H9 H 0 1 N N N 31.302 19.160 27.651 -6.689 -2.534 0.010 H9 CKW 37 CKW H10 H10 H 0 1 N N N 32.431 19.484 29.011 -5.654 -2.312 -1.421 H10 CKW 38 CKW H11 H11 H 0 1 N N N 33.177 17.813 27.603 -5.273 -4.420 -0.366 H11 CKW 39 CKW H12 H12 H 0 1 N N N 33.862 24.254 30.461 -0.315 -0.171 1.291 H12 CKW 40 CKW H13 H13 H 0 1 N N N 38.346 25.303 31.221 2.442 0.556 -2.457 H13 CKW 41 CKW H14 H14 H 0 1 N N N 38.880 26.407 33.328 4.872 0.421 -2.122 H14 CKW 42 CKW H15 H15 H 0 1 N N N 34.838 25.916 34.617 4.254 -0.449 2.029 H15 CKW 43 CKW H16 H16 H 0 1 N N N 34.304 24.811 32.507 1.824 -0.303 1.699 H16 CKW 44 CKW H17 H17 H 0 1 N N N 39.367 26.958 35.084 6.037 -0.545 2.274 H17 CKW 45 CKW H18 H18 H 0 1 N N N 39.940 28.034 37.215 8.472 -0.679 2.598 H18 CKW 46 CKW H19 H19 H 0 1 N N N 38.180 28.571 38.840 9.992 -0.314 0.698 H19 CKW 47 CKW H20 H20 H 0 1 N N N 35.842 28.016 38.337 9.087 0.187 -1.534 H20 CKW 48 CKW H21 H21 H 0 1 N N N 35.247 26.952 36.204 6.655 0.313 -1.879 H21 CKW 49 # 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 CKW "O3'" "C3'" SING N N 1 CKW "O4'" "C4'" SING N N 2 CKW "C3'" "C4'" SING N N 3 CKW "C3'" "C2'" SING N N 4 CKW "C4'" "C5'" SING N N 5 CKW "O2'" "C2'" SING N N 6 CKW "C2'" "C1'" SING N N 7 CKW "O6'" "C6'" SING N N 8 CKW "C5'" "C6'" SING N N 9 CKW "C5'" "O5'" SING N N 10 CKW "C1'" "O5'" SING N N 11 CKW "C1'" C1 SING N N 12 CKW N2 C1 DOUB Y N 13 CKW N2 N3 SING Y N 14 CKW C1 N5 SING Y N 15 CKW N3 C4 DOUB Y N 16 CKW N5 C4 SING Y N 17 CKW C4 C6 SING N N 18 CKW C6 C7 DOUB Y N 19 CKW C6 C11 SING Y N 20 CKW C7 C8 SING Y N 21 CKW C11 C10 DOUB Y N 22 CKW C8 C9 DOUB Y N 23 CKW C10 C9 SING Y N 24 CKW C9 C12 SING N N 25 CKW C12 C13 DOUB Y N 26 CKW C12 C17 SING Y N 27 CKW C13 C14 SING Y N 28 CKW C17 C16 DOUB Y N 29 CKW C14 C15 DOUB Y N 30 CKW C16 C15 SING Y N 31 CKW "C5'" H1 SING N N 32 CKW "C4'" H2 SING N N 33 CKW "C3'" H3 SING N N 34 CKW "C2'" H4 SING N N 35 CKW "C1'" H5 SING N N 36 CKW "O2'" H6 SING N N 37 CKW "O3'" H7 SING N N 38 CKW "O4'" H8 SING N N 39 CKW "C6'" H9 SING N N 40 CKW "C6'" H10 SING N N 41 CKW "O6'" H11 SING N N 42 CKW N5 H12 SING N N 43 CKW C7 H13 SING N N 44 CKW C8 H14 SING N N 45 CKW C10 H15 SING N N 46 CKW C11 H16 SING N N 47 CKW C13 H17 SING N N 48 CKW C14 H18 SING N N 49 CKW C15 H19 SING N N 50 CKW C16 H20 SING N N 51 CKW C17 H21 SING N N 52 # 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 CKW InChI InChI 1.03 "InChI=1S/C20H21N3O5/c24-10-14-15(25)16(26)17(27)18(28-14)20-21-19(22-23-20)13-8-6-12(7-9-13)11-4-2-1-3-5-11/h1-9,14-18,24-27H,10H2,(H,21,22,23)/t14-,15-,16+,17-,18-/m1/s1" CKW InChIKey InChI 1.03 NIARDQNUDKGRGO-UYTYNIKBSA-N CKW SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c2[nH]c(nn2)c3ccc(cc3)c4ccccc4" CKW SMILES CACTVS 3.385 "OC[CH]1O[CH]([CH](O)[CH](O)[CH]1O)c2[nH]c(nn2)c3ccc(cc3)c4ccccc4" CKW SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)c2ccc(cc2)c3[nH]c(nn3)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O" CKW SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)c2ccc(cc2)c3[nH]c(nn3)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 CKW "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R},3~{S},4~{R},5~{R},6~{S})-2-(hydroxymethyl)-6-[5-(4-phenylphenyl)-4~{H}-1,2,4-triazol-3-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 CKW "Create component" 2017-11-28 EBI CKW "Initial release" 2018-02-28 RCSB #