data_CKZ # _chem_comp.id CKZ _chem_comp.name "(2~{S},3~{R},4~{R},5~{S},6~{R})-2-[5-(9~{H}-fluoren-2-yl)-4~{H}-1,2,4-triazol-3-yl]-6-(hydroxymethyl)oxane-3,4,5-triol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 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 395.409 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CKZ _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 6F3R _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 CKZ "O5'" O1 O 0 1 N N N 33.622 21.565 28.171 -3.882 -1.006 -0.226 "O5'" CKZ 1 CKZ "C5'" C1 C 0 1 N N R 32.459 21.017 27.503 -5.222 -1.182 0.237 "C5'" CKZ 2 CKZ "C4'" C2 C 0 1 N N S 32.591 21.210 25.951 -6.047 0.061 -0.106 "C4'" CKZ 3 CKZ "C3'" C3 C 0 1 N N R 32.846 22.659 25.600 -5.389 1.292 0.525 "C3'" CKZ 4 CKZ "C2'" C4 C 0 1 N N R 33.990 23.231 26.455 -3.944 1.397 0.027 "C2'" CKZ 5 CKZ "C1'" C5 C 0 1 N N S 33.741 22.969 27.944 -3.201 0.102 0.366 "C1'" CKZ 6 CKZ C1 C6 C 0 1 Y N N 34.876 23.467 28.785 -1.795 0.174 -0.173 C1 CKZ 7 CKZ "O2'" O2 O 0 1 N N N 34.161 24.643 26.232 -3.298 2.500 0.666 "O2'" CKZ 8 CKZ "O3'" O3 O 0 1 N N N 33.150 22.756 24.202 -6.111 2.466 0.149 "O3'" CKZ 9 CKZ "O4'" O4 O 0 1 N N N 31.391 20.744 25.301 -7.373 -0.089 0.406 "O4'" CKZ 10 CKZ "C6'" C7 C 0 1 N N N 32.363 19.574 27.922 -5.839 -2.407 -0.440 "C6'" CKZ 11 CKZ "O6'" O5 O 0 1 N N N 33.331 18.731 27.271 -5.139 -3.582 -0.027 "O6'" CKZ 12 CKZ N5 N1 N 0 1 Y N N 34.748 24.082 29.984 -0.649 -0.000 0.540 N5 CKZ 13 CKZ C4 C8 C 0 1 Y N N 35.999 24.364 30.445 0.374 0.153 -0.356 C4 CKZ 14 CKZ N3 N2 N 0 1 Y N N 36.880 23.958 29.555 -0.173 0.403 -1.525 N3 CKZ 15 CKZ N2 N3 N 0 1 Y N N 36.173 23.391 28.497 -1.453 0.410 -1.411 N2 CKZ 16 CKZ C6 C9 C 0 1 Y N N 36.263 25.026 31.730 1.821 0.056 -0.064 C6 CKZ 17 CKZ C11 C10 C 0 1 Y N N 35.224 25.084 32.658 2.256 -0.223 1.233 C11 CKZ 18 CKZ C10 C11 C 0 1 Y N N 35.372 25.698 33.898 3.602 -0.313 1.505 C10 CKZ 19 CKZ C9 C12 C 0 1 Y N N 36.593 26.222 34.223 4.539 -0.126 0.484 C9 CKZ 20 CKZ C8 C13 C 0 1 Y N N 37.671 26.146 33.322 4.100 0.152 -0.810 C8 CKZ 21 CKZ C7 C14 C 0 1 Y N N 37.520 25.544 32.075 2.755 0.237 -1.086 C7 CKZ 22 CKZ C14 C15 C 0 1 Y N N 37.026 26.887 35.450 6.021 -0.167 0.503 C14 CKZ 23 CKZ C13 C16 C 0 1 Y N N 38.364 27.244 35.295 6.510 0.084 -0.777 C13 CKZ 24 CKZ C12 C17 C 0 1 N N N 38.870 26.820 33.928 5.322 0.301 -1.682 C12 CKZ 25 CKZ C18 C18 C 0 1 Y N N 36.348 27.134 36.643 6.920 -0.404 1.545 C18 CKZ 26 CKZ C17 C19 C 0 1 Y N N 37.033 27.760 37.672 8.278 -0.387 1.300 C17 CKZ 27 CKZ C16 C20 C 0 1 Y N N 38.354 28.143 37.518 8.753 -0.136 0.026 C16 CKZ 28 CKZ C15 C21 C 0 1 Y N N 39.040 27.890 36.339 7.868 0.098 -1.012 C15 CKZ 29 CKZ H1 H1 H 0 1 N N N 31.555 21.547 27.838 -5.217 -1.327 1.318 H1 CKZ 30 CKZ H2 H2 H 0 1 N N N 33.449 20.612 25.609 -6.086 0.184 -1.189 H2 CKZ 31 CKZ H3 H3 H 0 1 N N N 31.935 23.235 25.818 -5.394 1.191 1.611 H3 CKZ 32 CKZ H4 H4 H 0 1 N N N 34.915 22.708 26.171 -3.941 1.547 -1.052 H4 CKZ 33 CKZ H5 H5 H 0 1 N N N 32.816 23.482 28.244 -3.169 -0.026 1.448 H5 CKZ 34 CKZ H6 H6 H 0 1 N N N 34.873 24.966 26.773 -3.720 3.354 0.498 H6 CKZ 35 CKZ H7 H7 H 0 1 N N N 33.311 23.664 23.975 -5.748 3.285 0.514 H7 CKZ 36 CKZ H8 H8 H 0 1 N N N 31.240 19.834 25.528 -7.952 0.664 0.224 H8 CKZ 37 CKZ H9 H9 H 0 1 N N N 31.356 19.205 27.677 -6.888 -2.490 -0.155 H9 CKZ 38 CKZ H10 H10 H 0 1 N N N 32.521 19.514 29.009 -5.764 -2.300 -1.522 H10 CKZ 39 CKZ H11 H11 H 0 1 N N N 33.225 17.836 27.571 -5.478 -4.399 -0.418 H11 CKZ 40 CKZ H12 H12 H 0 1 N N N 33.888 24.292 30.449 -0.574 -0.193 1.488 H12 CKZ 41 CKZ H13 H13 H 0 1 N N N 34.273 24.638 32.406 1.536 -0.368 2.024 H13 CKZ 42 CKZ H14 H14 H 0 1 N N N 34.543 25.759 34.587 3.936 -0.529 2.509 H14 CKZ 43 CKZ H15 H15 H 0 1 N N N 38.352 25.478 31.389 2.422 0.448 -2.092 H15 CKZ 44 CKZ H16 H16 H 0 1 N N N 39.714 26.121 34.018 5.313 -0.448 -2.474 H16 CKZ 45 CKZ H17 H17 H 0 1 N N N 39.178 27.692 33.332 5.356 1.302 -2.113 H17 CKZ 46 CKZ H18 H18 H 0 1 N N N 35.314 26.845 36.762 6.553 -0.600 2.542 H18 CKZ 47 CKZ H19 H19 H 0 1 N N N 36.529 27.952 38.608 8.972 -0.571 2.107 H19 CKZ 48 CKZ H20 H20 H 0 1 N N N 38.859 28.647 38.329 9.817 -0.124 -0.160 H20 CKZ 49 CKZ H21 H21 H 0 1 N N N 40.073 28.185 36.228 8.241 0.294 -2.006 H21 CKZ 50 # 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 CKZ "O3'" "C3'" SING N N 1 CKZ "O4'" "C4'" SING N N 2 CKZ "C3'" "C4'" SING N N 3 CKZ "C3'" "C2'" SING N N 4 CKZ "C4'" "C5'" SING N N 5 CKZ "O2'" "C2'" SING N N 6 CKZ "C2'" "C1'" SING N N 7 CKZ "O6'" "C6'" SING N N 8 CKZ "C5'" "C6'" SING N N 9 CKZ "C5'" "O5'" SING N N 10 CKZ "C1'" "O5'" SING N N 11 CKZ "C1'" C1 SING N N 12 CKZ N2 C1 DOUB Y N 13 CKZ N2 N3 SING Y N 14 CKZ C1 N5 SING Y N 15 CKZ N3 C4 DOUB Y N 16 CKZ N5 C4 SING Y N 17 CKZ C4 C6 SING N N 18 CKZ C6 C7 SING Y N 19 CKZ C6 C11 DOUB Y N 20 CKZ C7 C8 DOUB Y N 21 CKZ C11 C10 SING Y N 22 CKZ C8 C12 SING N N 23 CKZ C8 C9 SING Y N 24 CKZ C10 C9 DOUB Y N 25 CKZ C12 C13 SING N N 26 CKZ C9 C14 SING N N 27 CKZ C13 C14 SING Y N 28 CKZ C13 C15 DOUB Y N 29 CKZ C14 C18 DOUB Y N 30 CKZ C15 C16 SING Y N 31 CKZ C18 C17 SING Y N 32 CKZ C16 C17 DOUB Y N 33 CKZ "C5'" H1 SING N N 34 CKZ "C4'" H2 SING N N 35 CKZ "C3'" H3 SING N N 36 CKZ "C2'" H4 SING N N 37 CKZ "C1'" H5 SING N N 38 CKZ "O2'" H6 SING N N 39 CKZ "O3'" H7 SING N N 40 CKZ "O4'" H8 SING N N 41 CKZ "C6'" H9 SING N N 42 CKZ "C6'" H10 SING N N 43 CKZ "O6'" H11 SING N N 44 CKZ N5 H12 SING N N 45 CKZ C11 H13 SING N N 46 CKZ C10 H14 SING N N 47 CKZ C7 H15 SING N N 48 CKZ C12 H16 SING N N 49 CKZ C12 H17 SING N N 50 CKZ C18 H18 SING N N 51 CKZ C17 H19 SING N N 52 CKZ C16 H20 SING N N 53 CKZ C15 H21 SING N N 54 # 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 CKZ InChI InChI 1.03 "InChI=1S/C21H21N3O5/c25-9-15-16(26)17(27)18(28)19(29-15)21-22-20(23-24-21)11-5-6-14-12(8-11)7-10-3-1-2-4-13(10)14/h1-6,8,15-19,25-28H,7,9H2,(H,22,23,24)/t15-,16-,17+,18-,19-/m1/s1" CKZ InChIKey InChI 1.03 TZDHXEVIRUMISB-UJWQCDCRSA-N CKZ SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c2[nH]c(nn2)c3ccc4c(Cc5ccccc45)c3" CKZ SMILES CACTVS 3.385 "OC[CH]1O[CH]([CH](O)[CH](O)[CH]1O)c2[nH]c(nn2)c3ccc4c(Cc5ccccc45)c3" CKZ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc-2c(c1)Cc3c2ccc(c3)c4[nH]c(nn4)[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O" CKZ SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc-2c(c1)Cc3c2ccc(c3)c4[nH]c(nn4)C5C(C(C(C(O5)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 CKZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S},3~{R},4~{R},5~{S},6~{R})-2-[5-(9~{H}-fluoren-2-yl)-4~{H}-1,2,4-triazol-3-yl]-6-(hydroxymethyl)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 CKZ "Create component" 2017-11-28 EBI CKZ "Initial release" 2018-02-28 RCSB #