data_KEM # _chem_comp.id KEM _chem_comp.name "(3E,5R)-8-[(1S,3AR,4R,7AS)-1-HYDROXY-7A-METHYL-5-OXOOCTAHYDRO-1H-INDEN-4-YL]-5-METHYL-2,6-DIOXOOCT-3-ENOATE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H25 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge -1 _chem_comp.pdbx_initial_date 2009-10-02 _chem_comp.pdbx_modified_date 2011-06-04 _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 349.398 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KEM _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 2WUF _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 KEM C01 C01 C 0 1 N N N 9.852 -39.536 9.471 2.417 2.538 -1.324 C01 KEM 1 KEM C02 C02 C 0 1 N N R 10.002 -40.872 10.210 2.490 1.358 -0.353 C02 KEM 2 KEM C03 C03 C 0 1 N N N 9.317 -40.938 11.583 3.652 0.473 -0.725 C03 KEM 3 KEM C04 C04 C 0 1 N N N 9.358 -39.841 12.342 4.638 0.260 0.154 C04 KEM 4 KEM C05 C05 C 0 1 N N N 8.829 -39.780 13.777 5.767 -0.600 -0.207 C05 KEM 5 KEM O06 O06 O 0 1 N N N 8.771 -40.794 14.367 5.809 -1.119 -1.304 O06 KEM 6 KEM C07 C07 C 0 1 N N N 8.436 -38.438 14.435 6.868 -0.838 0.775 C07 KEM 7 KEM O08 O08 O -1 1 N N N 8.116 -37.291 13.720 7.810 -1.555 0.475 O08 KEM 8 KEM O09 O09 O 0 1 N N N 8.825 -38.185 15.508 6.826 -0.317 1.878 O09 KEM 9 KEM C10 C10 C 0 1 N N N 11.411 -41.427 10.172 1.211 0.565 -0.430 C10 KEM 10 KEM O11 O11 O 0 1 N N N 11.795 -41.822 11.199 1.142 -0.403 -1.149 O11 KEM 11 KEM C12 C12 C 0 1 N N N 12.353 -40.841 9.059 0.017 0.980 0.391 C12 KEM 12 KEM C13 C13 C 0 1 N N N 11.886 -40.793 7.555 -1.141 0.015 0.131 C13 KEM 13 KEM C14 C14 C 0 1 N N R 13.188 -40.760 6.671 -2.353 0.436 0.965 C14 KEM 14 KEM C15 C15 C 0 1 N N R 13.178 -40.556 5.086 -3.433 -0.609 0.833 C15 KEM 15 KEM C16 C16 C 0 1 N N N 13.617 -39.135 4.685 -4.566 -0.442 1.861 C16 KEM 16 KEM C17 C17 C 0 1 N N N 14.208 -39.217 3.268 -5.703 -1.316 1.281 C17 KEM 17 KEM C18 C18 C 0 1 N N S 14.877 -40.589 3.190 -5.433 -1.442 -0.231 C18 KEM 18 KEM O19 O19 O 0 1 N N N 15.342 -41.098 2.226 -5.193 -2.809 -0.574 O19 KEM 19 KEM C20 C20 C 0 1 N N S 14.269 -41.408 4.318 -4.167 -0.588 -0.518 C20 KEM 20 KEM C21 C21 C 0 1 N N N 13.793 -42.762 3.723 -3.314 -1.183 -1.641 C21 KEM 21 KEM C22 C22 C 0 1 N N N 15.383 -41.821 5.251 -4.668 0.819 -0.853 C22 KEM 22 KEM C23 C23 C 0 1 N N N 14.672 -42.843 6.111 -3.514 1.820 -0.877 C23 KEM 23 KEM C24 C24 C 0 1 N N N 13.843 -42.053 7.081 -2.845 1.781 0.482 C24 KEM 24 KEM O25 O25 O 0 1 N N N 13.543 -42.540 8.088 -2.711 2.778 1.149 O25 KEM 25 KEM H011 H011 H 0 0 N N N 9.816 -38.714 10.201 3.343 3.112 -1.268 H011 KEM 26 KEM H012 H012 H 0 0 N N N 10.710 -39.391 8.798 2.281 2.166 -2.339 H012 KEM 27 KEM H013 H013 H 0 0 N N N 8.922 -39.545 8.883 1.577 3.178 -1.055 H013 KEM 28 KEM H02 H02 H 0 1 N N N 9.408 -41.581 9.615 2.627 1.730 0.662 H02 KEM 29 KEM H03 H03 H 0 1 N N N 8.822 -41.836 11.921 3.689 0.012 -1.700 H03 KEM 30 KEM H04 H04 H 0 1 N N N 9.789 -38.945 11.920 4.601 0.721 1.130 H04 KEM 31 KEM H121 H121 H 0 0 N N N 12.548 -39.798 9.348 0.278 0.957 1.449 H121 KEM 32 KEM H122 H122 H 0 0 N N N 13.194 -41.550 9.040 -0.282 1.990 0.113 H122 KEM 33 KEM H131 H131 H 0 0 N N N 11.283 -41.681 7.314 -1.402 0.038 -0.927 H131 KEM 34 KEM H132 H132 H 0 0 N N N 11.262 -39.907 7.367 -0.842 -0.996 0.410 H132 KEM 35 KEM H14 H14 H 0 1 N N N 13.695 -39.804 6.872 -2.058 0.517 2.011 H14 KEM 36 KEM H15 H15 H 0 1 N N N 12.144 -40.827 4.826 -2.986 -1.595 0.964 H15 KEM 37 KEM H161 H161 H 0 0 N N N 12.753 -38.454 4.696 -4.257 -0.812 2.838 H161 KEM 38 KEM H162 H162 H 0 0 N N N 14.363 -38.747 5.393 -4.877 0.601 1.924 H162 KEM 39 KEM H171 H171 H 0 0 N N N 13.419 -39.121 2.508 -5.691 -2.301 1.746 H171 KEM 40 KEM H172 H172 H 0 0 N N N 14.922 -38.403 3.075 -6.667 -0.834 1.449 H172 KEM 41 KEM H18 H18 H 0 1 N N N 15.962 -40.417 3.240 -6.282 -1.058 -0.797 H18 KEM 42 KEM H19 H19 H 0 1 N N N 15.466 -40.442 1.550 -5.938 -3.397 -0.391 H19 KEM 43 KEM H211 H211 H 0 0 N N N 13.681 -42.665 2.633 -2.891 -2.132 -1.312 H211 KEM 44 KEM H212 H212 H 0 0 N N N 14.536 -43.542 3.947 -3.936 -1.348 -2.521 H212 KEM 45 KEM H213 H213 H 0 0 N N N 12.826 -43.038 4.168 -2.509 -0.492 -1.890 H213 KEM 46 KEM H221 H221 H 0 0 N N N 16.243 -42.249 4.715 -5.150 0.804 -1.831 H221 KEM 47 KEM H222 H222 H 0 0 N N N 15.830 -40.990 5.815 -5.394 1.128 -0.101 H222 KEM 48 KEM H231 H231 H 0 0 N N N 14.035 -43.495 5.495 -2.798 1.540 -1.650 H231 KEM 49 KEM H232 H232 H 0 0 N N N 15.385 -43.500 6.631 -3.897 2.822 -1.072 H232 KEM 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 KEM C01 C02 SING N N 1 KEM C02 C03 SING N N 2 KEM C02 C10 SING N N 3 KEM C03 C04 DOUB N N 4 KEM C04 C05 SING N N 5 KEM C05 O06 DOUB N N 6 KEM C05 C07 SING N N 7 KEM C07 O08 SING N E 8 KEM C07 O09 DOUB N N 9 KEM C10 O11 DOUB N N 10 KEM C10 C12 SING N N 11 KEM C12 C13 SING N N 12 KEM C13 C14 SING N N 13 KEM C14 C15 SING N N 14 KEM C14 C24 SING N N 15 KEM C15 C16 SING N N 16 KEM C15 C20 SING N N 17 KEM C16 C17 SING N N 18 KEM C17 C18 SING N N 19 KEM C18 O19 SING N N 20 KEM C18 C20 SING N N 21 KEM C20 C21 SING N N 22 KEM C20 C22 SING N N 23 KEM C22 C23 SING N N 24 KEM C23 C24 SING N N 25 KEM C24 O25 DOUB N N 26 KEM C01 H011 SING N N 27 KEM C01 H012 SING N N 28 KEM C01 H013 SING N N 29 KEM C02 H02 SING N N 30 KEM C03 H03 SING N N 31 KEM C04 H04 SING N N 32 KEM C12 H121 SING N N 33 KEM C12 H122 SING N N 34 KEM C13 H131 SING N N 35 KEM C13 H132 SING N N 36 KEM C14 H14 SING N N 37 KEM C15 H15 SING N N 38 KEM C16 H161 SING N N 39 KEM C16 H162 SING N N 40 KEM C17 H171 SING N N 41 KEM C17 H172 SING N N 42 KEM C18 H18 SING N N 43 KEM O19 H19 SING N N 44 KEM C21 H211 SING N N 45 KEM C21 H212 SING N N 46 KEM C21 H213 SING N N 47 KEM C22 H221 SING N N 48 KEM C22 H222 SING N N 49 KEM C23 H231 SING N N 50 KEM C23 H232 SING N N 51 # 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 KEM SMILES ACDLabs 10.04 "[O-]C(=O)C(=O)\C=C\C(C(=O)CCC1C(=O)CCC2(C1CCC2O)C)C" KEM SMILES_CANONICAL CACTVS 3.352 "C[C@H](\C=C\C(=O)C([O-])=O)C(=O)CC[C@@H]1[C@H]2CC[C@H](O)[C@@]2(C)CCC1=O" KEM SMILES CACTVS 3.352 "C[CH](C=CC(=O)C([O-])=O)C(=O)CC[CH]1[CH]2CC[CH](O)[C]2(C)CCC1=O" KEM SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "C[C@H](\C=C\C(=O)C(=O)[O-])C(=O)CC[C@@H]1[C@H]2CC[C@@H]([C@]2(CCC1=O)C)O" KEM SMILES "OpenEye OEToolkits" 1.6.1 "CC(C=CC(=O)C(=O)[O-])C(=O)CCC1C2CCC(C2(CCC1=O)C)O" KEM InChI InChI 1.03 "InChI=1S/C19H26O6/c1-11(3-6-16(22)18(24)25)14(20)7-4-12-13-5-8-17(23)19(13,2)10-9-15(12)21/h3,6,11-13,17,23H,4-5,7-10H2,1-2H3,(H,24,25)/p-1/b6-3+/t11-,12-,13-,17+,19+/m1/s1" KEM InChIKey InChI 1.03 PAPYZGVUTPWUFW-WDRCEGBMSA-M # 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 KEM "SYSTEMATIC NAME" ACDLabs 10.04 "(3E,5R)-8-[(1S,3aR,4R,7aS)-1-hydroxy-7a-methyl-5-oxooctahydro-1H-inden-4-yl]-5-methyl-2,6-dioxooct-3-enoate" KEM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(E,5R)-8-[(1S,3aR,4R,7aS)-1-hydroxy-7a-methyl-5-oxo-2,3,3a,4,6,7-hexahydro-1H-inden-4-yl]-5-methyl-2,6-dioxo-oct-3-enoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KEM "Create component" 2009-10-02 EBI KEM "Modify descriptor" 2011-06-04 RCSB #