data_9CX # _chem_comp.id 9CX _chem_comp.name "(3S)-6,8-dihydroxy-3-{[(2R,6S)-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 9CX _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 5ZH5 _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 9CX C8 C1 C 0 1 N N N 19.379 -14.676 -22.067 -0.796 -1.121 0.305 C8 9CX 1 9CX C5 C2 C 0 1 Y N N 17.746 -16.085 -23.285 -2.153 0.948 0.089 C5 9CX 2 9CX C6 C3 C 0 1 N N N 18.681 -16.337 -24.300 -0.894 1.766 0.213 C6 9CX 3 9CX C2 C4 C 0 1 Y N N 15.704 -15.780 -21.447 -4.489 -0.555 -0.132 C2 9CX 4 9CX C4 C5 C 0 1 Y N N 16.518 -16.696 -23.466 -3.357 1.574 -0.070 C4 9CX 5 9CX C15 C6 C 0 1 N N N 23.066 -14.971 -25.506 4.095 1.700 0.048 C15 9CX 6 9CX C14 C7 C 0 1 N N N 23.152 -15.365 -26.866 5.319 0.873 -0.357 C14 9CX 7 9CX C13 C8 C 0 1 N N N 22.378 -14.308 -27.632 5.309 -0.448 0.417 C13 9CX 8 9CX C12 C9 C 0 1 N N S 20.889 -14.308 -27.329 3.994 -1.183 0.140 C12 9CX 9 9CX C16 C10 C 0 1 N N N 20.315 -13.104 -28.050 3.901 -1.517 -1.350 C16 9CX 10 9CX O5 O1 O 0 1 N N N 20.636 -14.178 -25.917 2.896 -0.347 0.511 O5 9CX 11 9CX C11 C11 C 0 1 N N R 21.549 -14.971 -25.059 2.827 0.882 -0.215 C11 9CX 12 9CX C10 C12 C 0 1 N N N 21.093 -16.426 -24.828 1.603 1.677 0.244 C10 9CX 13 9CX C7 C13 C 0 1 N N S 20.075 -16.437 -23.699 0.331 0.916 -0.132 C7 9CX 14 9CX O3 O2 O 0 1 N N N 20.355 -15.306 -22.820 0.270 -0.337 0.610 O3 9CX 15 9CX O4 O3 O 0 1 N N N 19.743 -13.715 -21.351 -0.683 -2.324 0.179 O4 9CX 16 9CX C9 C14 C 0 1 Y N N 18.022 -15.255 -22.160 -2.099 -0.449 0.138 C9 9CX 17 9CX C3 C15 C 0 1 Y N N 15.498 -16.559 -22.561 -4.528 0.831 -0.182 C3 9CX 18 9CX O2 O4 O 0 1 N N N 14.343 -17.195 -22.813 -5.717 1.466 -0.340 O2 9CX 19 9CX C1 C16 C 0 1 Y N N 16.921 -15.136 -21.247 -3.275 -1.204 0.029 C1 9CX 20 9CX O1 O5 O 0 1 N N N 17.012 -14.401 -20.114 -3.226 -2.558 0.080 O1 9CX 21 9CX H1 H1 H 0 1 N N N 18.656 -15.516 -25.032 -0.945 2.617 -0.465 H1 9CX 22 9CX H2 H2 H 0 1 N N N 18.430 -17.283 -24.802 -0.805 2.129 1.237 H2 9CX 23 9CX H3 H3 H 0 1 N N N 14.913 -15.667 -20.720 -5.402 -1.126 -0.218 H3 9CX 24 9CX H4 H4 H 0 1 N N N 16.358 -17.299 -24.347 -3.400 2.652 -0.110 H4 9CX 25 9CX H5 H5 H 0 1 N N N 23.633 -15.677 -24.882 4.156 1.946 1.108 H5 9CX 26 9CX H6 H6 H 0 1 N N N 23.484 -13.960 -25.389 4.064 2.618 -0.538 H6 9CX 27 9CX H7 H7 H 0 1 N N N 22.698 -16.357 -27.010 5.283 0.669 -1.428 H7 9CX 28 9CX H8 H8 H 0 1 N N N 24.201 -15.390 -27.195 6.228 1.428 -0.123 H8 9CX 29 9CX H9 H9 H 0 1 N N N 22.514 -14.489 -28.708 6.147 -1.066 0.094 H9 9CX 30 9CX H10 H10 H 0 1 N N N 22.786 -13.320 -27.371 5.395 -0.245 1.485 H10 9CX 31 9CX H11 H11 H 0 1 N N N 20.432 -15.228 -27.723 3.963 -2.104 0.722 H11 9CX 32 9CX H12 H12 H 0 1 N N N 19.232 -13.049 -27.868 4.740 -2.154 -1.633 H12 9CX 33 9CX H13 H13 H 0 1 N N N 20.797 -12.189 -27.676 2.965 -2.040 -1.547 H13 9CX 34 9CX H14 H14 H 0 1 N N N 20.501 -13.201 -29.130 3.932 -0.596 -1.932 H14 9CX 35 9CX H15 H15 H 0 1 N N N 21.537 -14.493 -24.068 2.746 0.671 -1.281 H15 9CX 36 9CX H16 H16 H 0 1 N N N 20.634 -16.821 -25.746 1.641 1.811 1.325 H16 9CX 37 9CX H17 H17 H 0 1 N N N 21.958 -17.047 -24.554 1.600 2.652 -0.243 H17 9CX 38 9CX H18 H18 H 0 1 N N N 20.162 -17.381 -23.141 0.336 0.702 -1.201 H18 9CX 39 9CX H19 H19 H 0 1 N N N 13.725 -17.019 -22.114 -5.960 1.622 -1.263 H19 9CX 40 9CX H20 H20 H 0 1 N N N 16.188 -14.442 -19.642 -3.111 -2.980 -0.783 H20 9CX 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 9CX C16 C12 SING N N 1 9CX C13 C12 SING N N 2 9CX C13 C14 SING N N 3 9CX C12 O5 SING N N 4 9CX C14 C15 SING N N 5 9CX O5 C11 SING N N 6 9CX C15 C11 SING N N 7 9CX C11 C10 SING N N 8 9CX C10 C7 SING N N 9 9CX C6 C7 SING N N 10 9CX C6 C5 SING N N 11 9CX C7 O3 SING N N 12 9CX C4 C5 DOUB Y N 13 9CX C4 C3 SING Y N 14 9CX C5 C9 SING Y N 15 9CX O3 C8 SING N N 16 9CX O2 C3 SING N N 17 9CX C3 C2 DOUB Y N 18 9CX C9 C8 SING N N 19 9CX C9 C1 DOUB Y N 20 9CX C8 O4 DOUB N N 21 9CX C2 C1 SING Y N 22 9CX C1 O1 SING N N 23 9CX C6 H1 SING N N 24 9CX C6 H2 SING N N 25 9CX C2 H3 SING N N 26 9CX C4 H4 SING N N 27 9CX C15 H5 SING N N 28 9CX C15 H6 SING N N 29 9CX C14 H7 SING N N 30 9CX C14 H8 SING N N 31 9CX C13 H9 SING N N 32 9CX C13 H10 SING N N 33 9CX C12 H11 SING N N 34 9CX C16 H12 SING N N 35 9CX C16 H13 SING N N 36 9CX C16 H14 SING N N 37 9CX C11 H15 SING N N 38 9CX C10 H16 SING N N 39 9CX C10 H17 SING N N 40 9CX C7 H18 SING N N 41 9CX O2 H19 SING N N 42 9CX 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 9CX SMILES ACDLabs 12.01 "C1(=O)OC(Cc2c1c(cc(c2)O)O)CC3CCCC(O3)C" 9CX 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-/m0/s1" 9CX InChIKey InChI 1.03 WOMKDMUZNBFXKG-BIMULSAOSA-N 9CX SMILES_CANONICAL CACTVS 3.385 "C[C@H]1CCC[C@H](C[C@@H]2Cc3cc(O)cc(O)c3C(=O)O2)O1" 9CX SMILES CACTVS 3.385 "C[CH]1CCC[CH](C[CH]2Cc3cc(O)cc(O)c3C(=O)O2)O1" 9CX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@H]1CCC[C@@H](O1)C[C@@H]2Cc3cc(cc(c3C(=O)O2)O)O" 9CX 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 9CX "SYSTEMATIC NAME" ACDLabs 12.01 "(3S)-6,8-dihydroxy-3-{[(2R,6S)-6-methyloxan-2-yl]methyl}-3,4-dihydro-1H-2-benzopyran-1-one" 9CX "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{S})-3-[[(2~{R},6~{S})-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 9CX "Create component" 2018-03-14 RCSB 9CX "Initial release" 2018-06-27 RCSB #