data_9CC # _chem_comp.id 9CC _chem_comp.name "(3R)-6,8-dihydroxy-3-{[(2S,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 9CC _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 5ZH4 _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 9CC C1 C1 C 0 1 Y N N 2.128 9.072 -34.963 -3.272 -1.203 0.002 C1 9CC 1 9CC C8 C2 C 0 1 N N N 3.638 10.904 -34.429 -0.794 -1.121 -0.289 C8 9CC 2 9CC C4 C3 C 0 1 Y N N 0.448 9.849 -32.938 -3.362 1.577 0.094 C4 9CC 3 9CC C3 C4 C 0 1 Y N N 0.127 8.726 -33.698 -4.530 0.829 0.216 C3 9CC 4 9CC C7 C5 C 0 1 N N R 3.354 11.935 -32.377 0.332 0.918 0.135 C7 9CC 5 9CC C6 C6 C 0 1 N N N 1.875 11.700 -32.341 -0.892 1.766 -0.211 C6 9CC 6 9CC C2 C7 C 0 1 Y N N 0.977 8.350 -34.727 -4.485 -0.557 0.169 C2 9CC 7 9CC C5 C8 C 0 1 Y N N 1.612 10.590 -33.162 -2.149 0.947 -0.074 C5 9CC 8 9CC C9 C9 C 0 1 Y N N 2.480 10.183 -34.187 -2.096 -0.449 -0.119 C9 9CC 9 9CC C10 C10 C 0 1 N N N 3.755 13.289 -31.793 1.604 1.676 -0.252 C10 9CC 10 9CC C11 C11 C 0 1 N N S 3.295 13.421 -30.372 2.830 0.884 0.208 C11 9CC 11 9CC C12 C12 C 0 1 N N R 5.136 12.437 -29.236 3.994 -1.185 -0.135 C12 9CC 12 9CC C13 C13 C 0 1 N N N 5.439 13.784 -28.559 5.307 -0.453 -0.424 C13 9CC 13 9CC C14 C14 C 0 1 N N N 5.118 14.882 -29.541 5.322 0.874 0.340 C14 9CC 14 9CC O3 O1 O 0 1 N N N 3.734 12.025 -33.739 0.272 -0.338 -0.600 O3 9CC 15 9CC C15 C15 C 0 1 N N N 3.676 14.762 -29.785 4.096 1.698 -0.067 C15 9CC 16 9CC C16 C16 C 0 1 N N N 5.267 11.294 -28.231 3.907 -1.507 1.358 C16 9CC 17 9CC O5 O2 O 0 1 N N N 3.836 12.358 -29.643 2.894 -0.351 -0.508 O5 9CC 18 9CC O4 O3 O 0 1 N N N 4.545 10.532 -35.164 -0.679 -2.324 -0.157 O4 9CC 19 9CC O2 O4 O 0 1 N N N -1.035 8.036 -33.431 -5.720 1.460 0.383 O2 9CC 20 9CC O1 O5 O 0 1 N N N 2.982 8.724 -35.959 -3.220 -2.558 -0.041 O1 9CC 21 9CC H1 H1 H 0 1 N N N -0.224 10.157 -32.151 -3.408 2.655 0.130 H1 9CC 22 9CC H2 H2 H 0 1 N N N 3.887 11.125 -31.857 0.342 0.714 1.206 H2 9CC 23 9CC H3 H3 H 0 1 N N N 1.343 12.585 -32.721 -0.943 2.620 0.464 H3 9CC 24 9CC H4 H4 H 0 1 N N N 1.551 11.492 -31.311 -0.806 2.122 -1.237 H4 9CC 25 9CC H5 H5 H 0 1 N N N 0.738 7.495 -35.342 -5.395 -1.130 0.263 H5 9CC 26 9CC H6 H6 H 0 1 N N N 4.850 13.385 -31.826 1.637 1.801 -1.334 H6 9CC 27 9CC H7 H7 H 0 1 N N N 3.299 14.089 -32.394 1.604 2.655 0.227 H7 9CC 28 9CC H8 H8 H 0 1 N N N 2.197 13.349 -30.362 2.752 0.682 1.276 H8 9CC 29 9CC H9 H9 H 0 1 N N N 5.839 12.279 -30.067 3.959 -2.111 -0.710 H9 9CC 30 9CC H10 H10 H 0 1 N N N 6.502 13.831 -28.281 6.146 -1.069 -0.100 H10 9CC 31 9CC H11 H11 H 0 1 N N N 4.819 13.896 -27.657 5.389 -0.260 -1.494 H11 9CC 32 9CC H12 H12 H 0 1 N N N 5.681 14.742 -30.475 5.291 0.679 1.411 H12 9CC 33 9CC H13 H13 H 0 1 N N N 5.357 15.866 -29.112 6.230 1.425 0.096 H13 9CC 34 9CC H14 H14 H 0 1 N N N 3.370 15.553 -30.486 4.153 1.936 -1.130 H14 9CC 35 9CC H15 H15 H 0 1 N N N 3.145 14.892 -28.830 4.069 2.621 0.512 H15 9CC 36 9CC H16 H16 H 0 1 N N N 6.293 11.268 -27.836 3.941 -0.581 1.932 H16 9CC 37 9CC H17 H17 H 0 1 N N N 4.559 11.451 -27.403 2.971 -2.027 1.563 H17 9CC 38 9CC H18 H18 H 0 1 N N N 5.042 10.340 -28.730 4.746 -2.141 1.642 H18 9CC 39 9CC H19 H19 H 0 1 N N N -1.481 8.439 -32.696 -6.173 1.669 -0.445 H19 9CC 40 9CC H20 H20 H 0 1 N N N 3.752 9.280 -35.926 -3.315 -2.928 -0.929 H20 9CC 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 9CC O1 C1 SING N N 1 9CC O4 C8 DOUB N N 2 9CC C1 C2 DOUB Y N 3 9CC C1 C9 SING Y N 4 9CC C2 C3 SING Y N 5 9CC C8 C9 SING N N 6 9CC C8 O3 SING N N 7 9CC C9 C5 DOUB Y N 8 9CC O3 C7 SING N N 9 9CC C3 O2 SING N N 10 9CC C3 C4 DOUB Y N 11 9CC C5 C4 SING Y N 12 9CC C5 C6 SING N N 13 9CC C7 C6 SING N N 14 9CC C7 C10 SING N N 15 9CC C10 C11 SING N N 16 9CC C11 C15 SING N N 17 9CC C11 O5 SING N N 18 9CC C15 C14 SING N N 19 9CC O5 C12 SING N N 20 9CC C14 C13 SING N N 21 9CC C12 C13 SING N N 22 9CC C12 C16 SING N N 23 9CC C4 H1 SING N N 24 9CC C7 H2 SING N N 25 9CC C6 H3 SING N N 26 9CC C6 H4 SING N N 27 9CC C2 H5 SING N N 28 9CC C10 H6 SING N N 29 9CC C10 H7 SING N N 30 9CC C11 H8 SING N N 31 9CC C12 H9 SING N N 32 9CC C13 H10 SING N N 33 9CC C13 H11 SING N N 34 9CC C14 H12 SING N N 35 9CC C14 H13 SING N N 36 9CC C15 H14 SING N N 37 9CC C15 H15 SING N N 38 9CC C16 H16 SING N N 39 9CC C16 H17 SING N N 40 9CC C16 H18 SING N N 41 9CC O2 H19 SING N N 42 9CC 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 9CC SMILES ACDLabs 12.01 "c2(cc(cc3CC(CC1CCCC(C)O1)OC(c23)=O)O)O" 9CC 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" 9CC InChIKey InChI 1.03 WOMKDMUZNBFXKG-JIMOISOXSA-N 9CC SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1CCC[C@@H](C[C@H]2Cc3cc(O)cc(O)c3C(=O)O2)O1" 9CC SMILES CACTVS 3.385 "C[CH]1CCC[CH](C[CH]2Cc3cc(O)cc(O)c3C(=O)O2)O1" 9CC SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H]1CCC[C@H](O1)C[C@H]2Cc3cc(cc(c3C(=O)O2)O)O" 9CC 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 9CC "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-6,8-dihydroxy-3-{[(2S,6R)-6-methyloxan-2-yl]methyl}-3,4-dihydro-1H-2-benzopyran-1-one" 9CC "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{R})-3-[[(2~{S},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 9CC "Create component" 2018-03-14 RCSB 9CC "Initial release" 2018-06-27 RCSB #