data_9CU # _chem_comp.id 9CU _chem_comp.name "(3R)-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 9CU _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 5ZH2 _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 9CU C16 C1 C 0 1 N N N 18.660 12.783 31.457 -4.266 0.757 2.612 C16 9CU 1 9CU C7 C2 C 0 1 N N R 17.479 15.632 27.555 -0.356 -0.661 -0.303 C7 9CU 2 9CU C6 C3 C 0 1 N N N 16.418 16.631 27.275 0.820 -1.632 -0.406 C6 9CU 3 9CU C9 C4 C 0 1 Y N N 15.821 15.095 25.495 2.203 0.473 -0.254 C9 9CU 4 9CU C2 C5 C 0 1 Y N N 13.512 15.009 24.814 4.521 0.395 0.391 C2 9CU 5 9CU C14 C6 C 0 1 N N N 21.511 14.971 30.129 -5.272 -0.120 -0.998 C14 9CU 6 9CU C15 C7 C 0 1 N N N 20.609 16.002 29.635 -4.064 -1.023 -1.270 C15 9CU 7 9CU C8 C8 C 0 1 N N N 17.140 14.646 25.376 1.010 1.240 -0.663 C8 9CU 8 9CU C5 C9 C 0 1 Y N N 15.472 16.071 26.436 2.115 -0.916 -0.122 C5 9CU 9 9CU C4 C10 C 0 1 Y N N 14.160 16.510 26.558 3.224 -1.634 0.267 C4 9CU 10 9CU C12 C11 C 0 1 N N R 19.499 13.488 30.412 -4.136 0.632 1.092 C12 9CU 11 9CU C3 C12 C 0 1 Y N N 13.166 15.967 25.748 4.426 -0.983 0.524 C3 9CU 12 9CU C10 C13 C 0 1 N N N 18.591 16.337 28.312 -1.622 -1.332 -0.839 C10 9CU 13 9CU C1 C14 C 0 1 Y N N 14.813 14.581 24.688 3.414 1.130 0.002 C1 9CU 14 9CU C13 C15 C 0 1 N N N 20.760 14.037 31.082 -5.432 0.058 0.514 C13 9CU 15 9CU O5 O1 O 0 1 N N N 18.701 14.585 29.888 -3.048 -0.239 0.778 O5 9CU 16 9CU C11 C16 C 0 1 N N R 19.501 15.304 28.934 -2.821 -0.407 -0.623 C11 9CU 17 9CU O3 O2 O 0 1 N N N 18.004 15.082 26.307 -0.067 0.531 -1.090 O3 9CU 18 9CU O4 O3 O 0 1 N N N 17.482 13.807 24.544 0.992 2.455 -0.619 O4 9CU 19 9CU O2 O4 O 0 1 N N N 11.857 16.380 25.862 5.513 -1.700 0.907 O2 9CU 20 9CU O1 O5 O 0 1 N N N 15.155 13.664 23.733 3.501 2.477 -0.132 O1 9CU 21 9CU H1 H1 H 0 1 N N N 19.230 11.943 31.880 -4.451 -0.226 3.043 H1 9CU 22 9CU H2 H2 H 0 1 N N N 18.402 13.491 32.258 -3.343 1.166 3.023 H2 9CU 23 9CU H3 H3 H 0 1 N N N 17.738 12.403 30.992 -5.096 1.422 2.852 H3 9CU 24 9CU H4 H4 H 0 1 N N N 17.071 14.824 28.180 -0.507 -0.380 0.740 H4 9CU 25 9CU H5 H5 H 0 1 N N N 16.862 17.513 26.791 0.687 -2.438 0.317 H5 9CU 26 9CU H6 H6 H 0 1 N N N 15.940 16.933 28.218 0.855 -2.051 -1.411 H6 9CU 27 9CU H7 H7 H 0 1 N N N 12.750 14.590 24.174 5.458 0.894 0.591 H7 9CU 28 9CU H8 H8 H 0 1 N N N 21.901 14.390 29.280 -5.113 0.851 -1.466 H8 9CU 29 9CU H9 H9 H 0 1 N N N 22.347 15.444 30.665 -6.171 -0.580 -1.408 H9 9CU 30 9CU H10 H10 H 0 1 N N N 21.140 16.666 28.937 -4.245 -2.010 -0.845 H10 9CU 31 9CU H11 H11 H 0 1 N N N 20.213 16.593 30.474 -3.910 -1.111 -2.346 H11 9CU 32 9CU H12 H12 H 0 1 N N N 13.911 17.273 27.281 3.160 -2.707 0.373 H12 9CU 33 9CU H13 H13 H 0 1 N N N 19.776 12.785 29.612 -3.950 1.616 0.661 H13 9CU 34 9CU H14 H14 H 0 1 N N N 19.168 16.965 27.617 -1.504 -1.532 -1.904 H14 9CU 35 9CU H15 H15 H 0 1 N N N 18.156 16.967 29.102 -1.787 -2.271 -0.310 H15 9CU 36 9CU H16 H16 H 0 1 N N N 21.416 13.199 31.360 -6.255 0.743 0.715 H16 9CU 37 9CU H17 H17 H 0 1 N N N 20.476 14.595 31.986 -5.640 -0.908 0.975 H17 9CU 38 9CU H18 H18 H 0 1 N N N 19.898 14.632 28.159 -2.618 0.563 -1.077 H18 9CU 39 9CU H19 H19 H 0 1 N N N 11.790 17.037 26.545 5.594 -1.810 1.864 H19 9CU 40 9CU H20 H20 H 0 1 N N N 16.086 13.484 23.786 3.758 2.769 -1.017 H20 9CU 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 9CU O1 C1 SING N N 1 9CU O4 C8 DOUB N N 2 9CU C1 C2 DOUB Y N 3 9CU C1 C9 SING Y N 4 9CU C2 C3 SING Y N 5 9CU C8 C9 SING N N 6 9CU C8 O3 SING N N 7 9CU C9 C5 DOUB Y N 8 9CU C3 O2 SING N N 9 9CU C3 C4 DOUB Y N 10 9CU O3 C7 SING N N 11 9CU C5 C4 SING Y N 12 9CU C5 C6 SING N N 13 9CU C6 C7 SING N N 14 9CU C7 C10 SING N N 15 9CU C10 C11 SING N N 16 9CU C11 C15 SING N N 17 9CU C11 O5 SING N N 18 9CU C15 C14 SING N N 19 9CU O5 C12 SING N N 20 9CU C14 C13 SING N N 21 9CU C12 C13 SING N N 22 9CU C12 C16 SING N N 23 9CU C16 H1 SING N N 24 9CU C16 H2 SING N N 25 9CU C16 H3 SING N N 26 9CU C7 H4 SING N N 27 9CU C6 H5 SING N N 28 9CU C6 H6 SING N N 29 9CU C2 H7 SING N N 30 9CU C14 H8 SING N N 31 9CU C14 H9 SING N N 32 9CU C15 H10 SING N N 33 9CU C15 H11 SING N N 34 9CU C4 H12 SING N N 35 9CU C12 H13 SING N N 36 9CU C10 H14 SING N N 37 9CU C10 H15 SING N N 38 9CU C13 H16 SING N N 39 9CU C13 H17 SING N N 40 9CU C11 H18 SING N N 41 9CU O2 H19 SING N N 42 9CU 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 9CU SMILES ACDLabs 12.01 "CC3CCCC(CC1Cc2c(C(O1)=O)c(cc(c2)O)O)O3" 9CU 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" 9CU InChIKey InChI 1.03 WOMKDMUZNBFXKG-OASPWFOLSA-N 9CU SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1CCC[C@H](C[C@H]2Cc3cc(O)cc(O)c3C(=O)O2)O1" 9CU SMILES CACTVS 3.385 "C[CH]1CCC[CH](C[CH]2Cc3cc(O)cc(O)c3C(=O)O2)O1" 9CU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H]1CCC[C@@H](O1)C[C@H]2Cc3cc(cc(c3C(=O)O2)O)O" 9CU 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 9CU "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-6,8-dihydroxy-3-{[(2R,6R)-6-methyloxan-2-yl]methyl}-3,4-dihydro-1H-2-benzopyran-1-one" 9CU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{R})-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 9CU "Create component" 2018-03-14 RCSB 9CU "Initial release" 2018-06-27 RCSB #