data_6LM # _chem_comp.id 6LM _chem_comp.name "(3S,4E)-5-[(1R,5R,8S)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpent-4-enoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H22 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-05-02 _chem_comp.pdbx_modified_date 2016-08-12 _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 282.332 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6LM _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 5JNN _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 6LM C10 C1 C 0 1 N N R -4.960 -33.842 12.382 -1.908 -0.758 1.092 C10 6LM 1 6LM C15 C2 C 0 1 N N R -5.461 -33.689 14.692 -2.320 0.989 -0.480 C15 6LM 2 6LM C17 C3 C 0 1 N N N -5.360 -35.198 13.005 -3.409 -0.387 1.081 C17 6LM 3 6LM C01 C4 C 0 1 N N N -3.689 -29.002 14.128 3.096 1.811 -0.853 C01 6LM 4 6LM C02 C5 C 0 1 N N S -3.230 -29.650 12.869 2.485 0.506 -0.338 C02 6LM 5 6LM C03 C6 C 0 1 N N N -2.251 -28.986 12.178 3.439 -0.140 0.669 C03 6LM 6 6LM C04 C7 C 0 1 N N N -1.575 -29.516 10.962 4.711 -0.544 -0.031 C04 6LM 7 6LM O05 O1 O 0 1 N N N -1.262 -30.737 10.856 5.699 -1.135 0.660 O05 6LM 8 6LM O06 O2 O 0 1 N N N -1.277 -28.713 10.045 4.841 -0.336 -1.214 O06 6LM 9 6LM C07 C8 C 0 1 N N N -3.423 -31.138 12.739 1.168 0.798 0.333 C07 6LM 10 6LM C08 C9 C 0 1 N N N -4.285 -31.806 13.594 0.067 0.252 -0.119 C08 6LM 11 6LM C09 C10 C 0 1 N N S -4.533 -33.316 13.584 -1.250 0.543 0.552 C09 6LM 12 6LM C11 C11 C 0 1 N N N -6.254 -33.275 11.920 -1.698 -1.835 0.008 C11 6LM 13 6LM C12 C12 C 0 1 N N N -7.205 -32.930 13.027 -2.384 -1.357 -1.254 C12 6LM 14 6LM O13 O3 O 0 1 N N N -8.226 -32.312 12.772 -3.094 -2.100 -1.888 O13 6LM 15 6LM C14 C13 C 0 1 N N N -6.901 -33.329 14.442 -2.163 0.071 -1.707 C14 6LM 16 6LM O16 O4 O 0 1 N N N -5.414 -35.068 14.503 -3.581 0.679 0.140 O16 6LM 17 6LM C18 C14 C 0 1 N N N -5.063 -33.305 16.065 -2.199 2.473 -0.835 C18 6LM 18 6LM C19 C15 C 0 1 N N N -3.966 -34.087 11.282 -1.396 -1.166 2.474 C19 6LM 19 6LM O20 O5 O 0 1 N N N -3.328 -34.005 13.842 -1.095 1.513 1.589 O20 6LM 20 6LM H1 H1 H 0 1 N N N -6.349 -35.497 12.627 -4.002 -1.249 0.775 H1 6LM 21 6LM H2 H2 H 0 1 N N N -4.617 -35.961 12.730 -3.716 -0.057 2.073 H2 6LM 22 6LM H3 H3 H 0 1 N N N -4.471 -29.619 14.595 3.257 2.492 -0.016 H3 6LM 23 6LM H4 H4 H 0 1 N N N -2.839 -28.902 14.819 4.049 1.600 -1.338 H4 6LM 24 6LM H5 H5 H 0 1 N N N -4.096 -28.006 13.900 2.417 2.272 -1.570 H5 6LM 25 6LM H6 H6 H 0 1 N N N -4.083 -29.349 12.243 2.324 -0.174 -1.174 H6 6LM 26 6LM H7 H7 H 0 1 N N N -1.448 -28.800 12.906 3.670 0.573 1.461 H7 6LM 27 6LM H8 H8 H 0 1 N N N -2.700 -28.029 11.874 2.966 -1.022 1.102 H8 6LM 28 6LM H9 H9 H 0 1 N N N -0.811 -30.878 10.032 6.495 -1.375 0.168 H9 6LM 29 6LM H10 H10 H 0 1 N N N -2.888 -31.686 11.977 1.132 1.458 1.188 H10 6LM 30 6LM H11 H11 H 0 1 N N N -4.822 -31.217 14.322 0.103 -0.408 -0.974 H11 6LM 31 6LM H12 H12 H 0 1 N N N -6.044 -32.359 11.347 -0.632 -1.968 -0.178 H12 6LM 32 6LM H13 H13 H 0 1 N N N -6.740 -34.014 11.266 -2.138 -2.777 0.333 H13 6LM 33 6LM H14 H14 H 0 1 N N N -7.165 -32.488 15.100 -2.902 0.336 -2.462 H14 6LM 34 6LM H15 H15 H 0 1 N N N -7.522 -34.201 14.694 -1.160 0.175 -2.119 H15 6LM 35 6LM H16 H16 H 0 1 N N N -5.832 -33.639 16.777 -1.215 2.665 -1.263 H16 6LM 36 6LM H17 H17 H 0 1 N N N -4.102 -33.779 16.314 -2.969 2.737 -1.560 H17 6LM 37 6LM H18 H18 H 0 1 N N N -4.959 -32.212 16.124 -2.326 3.073 0.066 H18 6LM 38 6LM H19 H19 H 0 1 N N N -3.042 -34.505 11.708 -1.935 -2.051 2.815 H19 6LM 39 6LM H20 H20 H 0 1 N N N -4.389 -34.798 10.557 -0.331 -1.389 2.417 H20 6LM 40 6LM H21 H21 H 0 1 N N N -3.739 -33.138 10.775 -1.559 -0.349 3.178 H21 6LM 41 6LM H22 H22 H 0 1 N N N -2.959 -33.702 14.663 -0.688 2.341 1.297 H22 6LM 42 # 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 6LM O06 C04 DOUB N N 1 6LM O05 C04 SING N N 2 6LM C04 C03 SING N N 3 6LM C19 C10 SING N N 4 6LM C11 C10 SING N N 5 6LM C11 C12 SING N N 6 6LM C03 C02 SING N N 7 6LM C10 C17 SING N N 8 6LM C10 C09 SING N N 9 6LM C07 C02 SING N N 10 6LM C07 C08 DOUB N E 11 6LM O13 C12 DOUB N N 12 6LM C02 C01 SING N N 13 6LM C17 O16 SING N N 14 6LM C12 C14 SING N N 15 6LM C09 C08 SING N N 16 6LM C09 O20 SING N N 17 6LM C09 C15 SING N N 18 6LM C14 C15 SING N N 19 6LM O16 C15 SING N N 20 6LM C15 C18 SING N N 21 6LM C17 H1 SING N N 22 6LM C17 H2 SING N N 23 6LM C01 H3 SING N N 24 6LM C01 H4 SING N N 25 6LM C01 H5 SING N N 26 6LM C02 H6 SING N N 27 6LM C03 H7 SING N N 28 6LM C03 H8 SING N N 29 6LM O05 H9 SING N N 30 6LM C07 H10 SING N N 31 6LM C08 H11 SING N N 32 6LM C11 H12 SING N N 33 6LM C11 H13 SING N N 34 6LM C14 H14 SING N N 35 6LM C14 H15 SING N N 36 6LM C18 H16 SING N N 37 6LM C18 H17 SING N N 38 6LM C18 H18 SING N N 39 6LM C19 H19 SING N N 40 6LM C19 H20 SING N N 41 6LM C19 H21 SING N N 42 6LM O20 H22 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 6LM SMILES ACDLabs 12.01 "C12(COC(C)(C1([C@H]=CC(C)CC(O)=O)O)CC(C2)=O)C" 6LM InChI InChI 1.03 "InChI=1S/C15H22O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-5,10,19H,6-9H2,1-3H3,(H,17,18)/b5-4+/t10-,13-,14-,15+/m1/s1" 6LM InChIKey InChI 1.03 GUHARHDZDIMRCB-UXXKCKHWSA-N 6LM SMILES_CANONICAL CACTVS 3.385 "C[C@@H](CC(O)=O)\C=C\[C@]1(O)[C@@]2(C)CO[C@]1(C)CC(=O)C2" 6LM SMILES CACTVS 3.385 "C[CH](CC(O)=O)C=C[C]1(O)[C]2(C)CO[C]1(C)CC(=O)C2" 6LM SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "C[C@@H](CC(=O)O)/C=C/[C@@]1([C@@]2(CC(=O)C[C@]1(OC2)C)C)O" 6LM SMILES "OpenEye OEToolkits" 2.0.4 "CC(CC(=O)O)C=CC1(C2(CC(=O)CC1(OC2)C)C)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 6LM "SYSTEMATIC NAME" ACDLabs 12.01 "(3S,4E)-5-[(1R,5R,8S)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpent-4-enoic acid" 6LM "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(~{E},3~{S})-5-[(1~{R},5~{R},8~{S})-1,5-dimethyl-8-oxidanyl-3-oxidanylidene-6-oxabicyclo[3.2.1]octan-8-yl]-3-methyl-pent-4-enoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6LM "Create component" 2016-05-02 RCSB 6LM "Initial release" 2016-08-17 RCSB #