data_9CF # _chem_comp.id 9CF _chem_comp.name "(3S)-6,8-dihydroxy-3-{[(2R,6R)-6-methyloxan-2-yl]methyl}-3,4-dihydro-1H-2-benzopyran-1-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H20 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-03-14 _chem_comp.pdbx_modified_date 2018-06-22 _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 292.327 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9CF _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 5ZH3 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 9CF C15 C1 C 0 1 N N N 75.340 406.777 29.796 4.047 1.850 -0.024 C15 9CF 1 9CF C14 C2 C 0 1 N N N 74.259 406.647 28.760 5.272 1.106 -0.566 C14 9CF 2 9CF C13 C3 C 0 1 N N N 74.639 405.647 27.691 5.318 -0.295 0.052 C13 9CF 3 9CF C12 C4 C 0 1 N N R 74.839 404.311 28.340 4.009 -1.025 -0.260 C12 9CF 4 9CF C16 C5 C 0 1 N N N 75.318 403.333 27.276 4.023 -2.404 0.404 C16 9CF 5 9CF O5 O1 O 0 1 N N N 75.876 404.417 29.318 2.909 -0.265 0.244 O5 9CF 6 9CF C11 C6 C 0 1 N N R 75.754 405.420 30.328 2.788 1.037 -0.333 C11 9CF 7 9CF C10 C7 C 0 1 N N N 77.200 405.570 30.783 1.566 1.744 0.258 C10 9CF 8 9CF C7 C8 C 0 1 N N S 77.496 404.832 32.088 0.296 0.999 -0.156 C7 9CF 9 9CF C6 C9 C 0 1 N N N 78.536 403.763 31.765 -0.931 1.771 0.333 C6 9CF 10 9CF O3 O2 O 0 1 N N N 76.274 404.288 32.619 0.296 -0.331 0.439 O3 9CF 11 9CF C8 C10 C 0 1 N N N 76.417 403.437 33.669 -0.765 -1.104 0.089 C8 9CF 12 9CF O4 O3 O 0 1 N N N 75.720 403.506 34.683 -0.629 -2.282 -0.177 O4 9CF 13 9CF C9 C11 C 0 1 Y N N 77.417 402.468 33.521 -2.088 -0.453 0.046 C9 9CF 14 9CF C5 C12 C 0 1 Y N N 78.451 402.647 32.592 -2.174 0.939 0.160 C5 9CF 15 9CF C4 C13 C 0 1 Y N N 79.441 401.682 32.458 -3.398 1.547 0.114 C4 9CF 16 9CF C3 C14 C 0 1 Y N N 79.414 400.543 33.239 -4.555 0.790 -0.042 C3 9CF 17 9CF O2 O4 O 0 1 N N N 80.388 399.635 33.080 -5.763 1.407 -0.086 O2 9CF 18 9CF C2 C15 C 0 1 Y N N 78.401 400.340 34.163 -4.483 -0.590 -0.154 C2 9CF 19 9CF C1 C16 C 0 1 Y N N 77.409 401.308 34.291 -3.250 -1.221 -0.110 C1 9CF 20 9CF O1 O5 O 0 1 N N N 76.394 401.181 35.179 -3.168 -2.571 -0.216 O1 9CF 21 9CF H1 H1 H 0 1 N N N 76.214 407.267 29.343 4.145 1.975 1.054 H1 9CF 22 9CF H2 H2 H 0 1 N N N 74.967 407.391 30.629 3.975 2.829 -0.499 H2 9CF 23 9CF H3 H3 H 0 1 N N N 74.093 407.628 28.290 5.198 1.024 -1.650 H3 9CF 24 9CF H4 H4 H 0 1 N N N 73.332 406.313 29.249 6.177 1.653 -0.302 H4 9CF 25 9CF H5 H5 H 0 1 N N N 75.571 405.964 27.200 6.155 -0.851 -0.370 H5 9CF 26 9CF H6 H6 H 0 1 N N N 73.835 405.580 26.943 5.442 -0.213 1.132 H6 9CF 27 9CF H7 H7 H 0 1 N N N 73.899 403.955 28.786 3.907 -1.143 -1.339 H7 9CF 28 9CF H8 H8 H 0 1 N N N 75.472 402.343 27.730 4.126 -2.286 1.483 H8 9CF 29 9CF H9 H9 H 0 1 N N N 74.562 403.258 26.480 3.092 -2.924 0.183 H9 9CF 30 9CF H10 H10 H 0 1 N N N 76.266 403.692 26.849 4.863 -2.983 0.021 H10 9CF 31 9CF H11 H11 H 0 1 N N N 75.108 405.105 31.160 2.669 0.947 -1.413 H11 9CF 32 9CF H12 H12 H 0 1 N N N 77.858 405.170 29.997 1.643 1.755 1.345 H12 9CF 33 9CF H13 H13 H 0 1 N N N 77.412 406.639 30.929 1.524 2.768 -0.114 H13 9CF 34 9CF H14 H14 H 0 1 N N N 77.932 405.544 32.805 0.262 0.912 -1.242 H14 9CF 35 9CF H15 H15 H 0 1 N N N 78.392 403.438 30.724 -0.805 2.017 1.387 H15 9CF 36 9CF H16 H16 H 0 1 N N N 79.537 404.205 31.876 -1.030 2.692 -0.242 H16 9CF 37 9CF H17 H17 H 0 1 N N N 80.235 401.823 31.740 -3.467 2.621 0.201 H17 9CF 38 9CF H18 H18 H 0 1 N N N 80.245 398.909 33.676 -6.043 1.661 -0.976 H18 9CF 39 9CF H19 H19 H 0 1 N N N 78.382 399.448 34.772 -5.385 -1.172 -0.274 H19 9CF 40 9CF H20 H20 H 0 1 N N N 75.902 401.993 35.216 -3.213 -3.035 0.631 H20 9CF 41 # 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 9CF C16 C12 SING N N 1 9CF C13 C12 SING N N 2 9CF C13 C14 SING N N 3 9CF C12 O5 SING N N 4 9CF C14 C15 SING N N 5 9CF O5 C11 SING N N 6 9CF C15 C11 SING N N 7 9CF C11 C10 SING N N 8 9CF C10 C7 SING N N 9 9CF C6 C7 SING N N 10 9CF C6 C5 SING N N 11 9CF C7 O3 SING N N 12 9CF C4 C5 DOUB Y N 13 9CF C4 C3 SING Y N 14 9CF C5 C9 SING Y N 15 9CF O3 C8 SING N N 16 9CF O2 C3 SING N N 17 9CF C3 C2 DOUB Y N 18 9CF C9 C8 SING N N 19 9CF C9 C1 DOUB Y N 20 9CF C8 O4 DOUB N N 21 9CF C2 C1 SING Y N 22 9CF C1 O1 SING N N 23 9CF C15 H1 SING N N 24 9CF C15 H2 SING N N 25 9CF C14 H3 SING N N 26 9CF C14 H4 SING N N 27 9CF C13 H5 SING N N 28 9CF C13 H6 SING N N 29 9CF C12 H7 SING N N 30 9CF C16 H8 SING N N 31 9CF C16 H9 SING N N 32 9CF C16 H10 SING N N 33 9CF C11 H11 SING N N 34 9CF C10 H12 SING N N 35 9CF C10 H13 SING N N 36 9CF C7 H14 SING N N 37 9CF C6 H15 SING N N 38 9CF C6 H16 SING N N 39 9CF C4 H17 SING N N 40 9CF O2 H18 SING N N 41 9CF C2 H19 SING N N 42 9CF O1 H20 SING N N 43 # 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 9CF SMILES ACDLabs 12.01 "C1C(OC(CC1)C)CC2OC(=O)c3c(cc(cc3C2)O)O" 9CF InChI InChI 1.03 "InChI=1S/C16H20O5/c1-9-3-2-4-12(20-9)8-13-6-10-5-11(17)7-14(18)15(10)16(19)21-13/h5,7,9,12-13,17-18H,2-4,6,8H2,1H3/t9-,12-,13+/m1/s1" 9CF InChIKey InChI 1.03 WOMKDMUZNBFXKG-WQAKAFBOSA-N 9CF SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1CCC[C@H](C[C@@H]2Cc3cc(O)cc(O)c3C(=O)O2)O1" 9CF SMILES CACTVS 3.385 "C[CH]1CCC[CH](C[CH]2Cc3cc(O)cc(O)c3C(=O)O2)O1" 9CF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H]1CCC[C@@H](O1)C[C@@H]2Cc3cc(cc(c3C(=O)O2)O)O" 9CF SMILES "OpenEye OEToolkits" 2.0.6 "CC1CCCC(O1)CC2Cc3cc(cc(c3C(=O)O2)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 9CF "SYSTEMATIC NAME" ACDLabs 12.01 "(3S)-6,8-dihydroxy-3-{[(2R,6R)-6-methyloxan-2-yl]methyl}-3,4-dihydro-1H-2-benzopyran-1-one" 9CF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{S})-3-[[(2~{R},6~{R})-6-methyloxan-2-yl]methyl]-6,8-bis(oxidanyl)-3,4-dihydroisochromen-1-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9CF "Create component" 2018-03-14 RCSB 9CF "Initial release" 2018-06-27 RCSB #