data_LK5 # _chem_comp.id LK5 _chem_comp.name "(1S,4R,7AR)-4-BUTOXY-1-[(1R)-1-FORMYLPROPYL]-2,4,5,6,7,7A-HEXAHYDRO-1H-ISOINDOLE-3-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H27 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-06-15 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 309.401 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LK5 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "Corina V3.40" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 LK5 C1 C1 C 0 1 N N N 23.040 26.773 22.171 7.059 -0.960 -1.183 C1 LK5 1 LK5 C3 C3 C 0 1 N N N 23.410 26.873 23.533 6.053 -0.451 -0.148 C3 LK5 2 LK5 C4 C4 C 0 1 N N N 22.144 27.004 24.328 4.631 -0.704 -0.651 C4 LK5 3 LK5 C5 C5 C 0 1 N N N 21.804 25.758 25.114 3.626 -0.195 0.384 C5 LK5 4 LK5 O4 O4 O 0 1 N N N 20.858 24.969 24.383 2.297 -0.431 -0.086 O4 LK5 5 LK5 C6 C6 C 0 1 N N R 21.215 23.557 24.266 1.276 0.010 0.811 C6 LK5 6 LK5 C7 C7 C 0 1 N N N 21.808 23.335 22.888 0.903 -1.123 1.782 C7 LK5 7 LK5 C8 C8 C 0 1 N N N 20.731 23.183 21.855 0.211 -2.257 1.030 C8 LK5 8 LK5 C9 C9 C 0 1 N N N 19.962 21.893 22.084 -1.113 -1.791 0.415 C9 LK5 9 LK5 C10 C10 C 0 1 N N R 19.165 21.947 23.379 -0.805 -0.733 -0.647 C10 LK5 10 LK5 C11 C11 C 0 1 N N N 19.957 22.728 24.409 0.019 0.346 0.041 C11 LK5 11 LK5 C12 C12 C 0 1 N N N 19.263 22.359 25.622 -0.561 1.514 -0.150 C12 LK5 12 LK5 C13 C13 C 0 1 N N N 19.588 22.847 26.967 0.015 2.791 0.311 C13 LK5 13 LK5 O3 O3 O 0 1 N N N 19.838 24.119 27.116 1.077 2.801 0.901 O3 LK5 14 LK5 O2 O2 O 0 1 N N N 19.624 22.005 27.900 -0.637 3.947 0.078 O2 LK5 15 LK5 N1 N1 N 0 1 N N N 18.746 21.111 25.523 -1.773 1.421 -0.834 N1 LK5 16 LK5 C14 C14 C 0 1 N N S 18.793 20.650 24.137 -2.066 0.004 -1.109 C14 LK5 17 LK5 C15 C15 C 0 1 N N R 19.706 19.453 23.972 -3.282 -0.458 -0.305 C15 LK5 18 LK5 C16 C16 C 0 1 N N N 20.553 19.039 25.043 -4.491 0.409 -0.664 C16 LK5 19 LK5 C2 C2 C 0 1 N N N 21.961 19.609 25.444 -5.674 0.030 0.229 C2 LK5 20 LK5 C17 C17 C 0 1 N N N 19.425 18.439 22.922 -3.583 -1.898 -0.631 C17 LK5 21 LK5 O1 O1 O 0 1 N N N 19.284 18.748 21.754 -3.683 -2.711 0.257 O1 LK5 22 LK5 H11 1H1 H 0 1 N N N 21.943 26.747 22.089 8.072 -0.780 -0.824 H11 LK5 23 LK5 H12 2H1 H 0 1 N N N 23.428 27.643 21.621 6.912 -2.029 -1.337 H12 LK5 24 LK5 H13 3H1 H 0 1 N N N 23.461 25.851 21.744 6.908 -0.433 -2.125 H13 LK5 25 LK5 H31 1H3 H 0 1 N N N 23.963 25.975 23.844 6.204 -0.978 0.795 H31 LK5 26 LK5 H32 2H3 H 0 1 N N N 24.064 27.742 23.696 6.200 0.618 0.006 H32 LK5 27 LK5 H41 1H4 H 0 1 N N N 22.267 27.836 25.037 4.480 -0.177 -1.594 H41 LK5 28 LK5 H42 2H4 H 0 1 N N N 21.324 27.178 23.616 4.484 -1.773 -0.805 H42 LK5 29 LK5 H51 1H5 H 0 1 N N N 22.719 25.170 25.280 3.776 -0.722 1.326 H51 LK5 30 LK5 H52 2H5 H 0 1 N N N 21.368 26.046 26.082 3.772 0.874 0.538 H52 LK5 31 LK5 H6 H6 H 0 1 N N N 21.939 23.269 25.042 1.619 0.882 1.368 H6 LK5 32 LK5 H71 1H7 H 0 1 N N N 22.435 24.200 22.626 1.807 -1.504 2.257 H71 LK5 33 LK5 H72 2H7 H 0 1 N N N 22.406 22.412 22.909 0.231 -0.735 2.548 H72 LK5 34 LK5 H81 1H8 H 0 1 N N N 20.039 24.035 21.926 0.868 -2.611 0.235 H81 LK5 35 LK5 H82 2H8 H 0 1 N N N 21.192 23.154 20.857 0.015 -3.077 1.721 H82 LK5 36 LK5 H91 1H9 H 0 1 N N N 19.267 21.739 21.245 -1.622 -2.637 -0.046 H91 LK5 37 LK5 H92 2H9 H 0 1 N N N 20.683 21.065 22.153 -1.746 -1.359 1.191 H92 LK5 38 LK5 H10 H10 H 0 1 N N N 18.220 22.367 23.006 -0.275 -1.171 -1.492 H10 LK5 39 LK5 HO2 HO2 H 0 1 N N N 19.858 22.440 28.711 -0.221 4.759 0.400 HO2 LK5 40 LK5 HN1 HN1 H 0 1 N N N 19.280 20.488 26.095 -2.335 2.171 -1.087 HN1 LK5 41 LK5 H14 H14 H 0 1 N N N 17.859 20.232 23.734 -2.230 -0.152 -2.175 H14 LK5 42 LK5 H15 H15 H 0 1 N N N 20.410 20.099 23.428 -3.071 -0.363 0.761 H15 LK5 43 LK5 H161 1H16 H 0 0 N N N 19.939 19.209 25.940 -4.243 1.459 -0.512 H161 LK5 44 LK5 H162 2H16 H 0 0 N N N 20.863 18.058 24.654 -4.757 0.246 -1.708 H162 LK5 45 LK5 H21 1H2 H 0 1 N N N 22.574 19.742 24.540 -5.408 0.192 1.273 H21 LK5 46 LK5 H22 2H2 H 0 1 N N N 21.834 20.579 25.947 -6.535 0.647 -0.027 H22 LK5 47 LK5 H23 3H2 H 0 1 N N N 22.461 18.905 26.125 -5.922 -1.021 0.076 H23 LK5 48 LK5 H17 H17 H 0 1 N N N 19.344 17.400 23.204 -3.708 -2.204 -1.659 H17 LK5 49 # 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 LK5 C1 C3 SING N N 1 LK5 C1 H11 SING N N 2 LK5 C1 H12 SING N N 3 LK5 C1 H13 SING N N 4 LK5 C3 C4 SING N N 5 LK5 C3 H31 SING N N 6 LK5 C3 H32 SING N N 7 LK5 C4 C5 SING N N 8 LK5 C4 H41 SING N N 9 LK5 C4 H42 SING N N 10 LK5 C5 O4 SING N N 11 LK5 C5 H51 SING N N 12 LK5 C5 H52 SING N N 13 LK5 O4 C6 SING N N 14 LK5 C6 C7 SING N N 15 LK5 C6 C11 SING N N 16 LK5 C6 H6 SING N N 17 LK5 C7 C8 SING N N 18 LK5 C7 H71 SING N N 19 LK5 C7 H72 SING N N 20 LK5 C8 C9 SING N N 21 LK5 C8 H81 SING N N 22 LK5 C8 H82 SING N N 23 LK5 C9 C10 SING N N 24 LK5 C9 H91 SING N N 25 LK5 C9 H92 SING N N 26 LK5 C10 C14 SING N N 27 LK5 C10 C11 SING N N 28 LK5 C10 H10 SING N N 29 LK5 C11 C12 DOUB N N 30 LK5 C12 N1 SING N N 31 LK5 C12 C13 SING N N 32 LK5 C13 O3 DOUB N N 33 LK5 C13 O2 SING N N 34 LK5 O2 HO2 SING N N 35 LK5 N1 C14 SING N N 36 LK5 N1 HN1 SING N N 37 LK5 C14 C15 SING N N 38 LK5 C14 H14 SING N N 39 LK5 C15 C17 SING N N 40 LK5 C15 C16 SING N N 41 LK5 C15 H15 SING N N 42 LK5 C16 C2 SING N N 43 LK5 C16 H161 SING N N 44 LK5 C16 H162 SING N N 45 LK5 C2 H21 SING N N 46 LK5 C2 H22 SING N N 47 LK5 C2 H23 SING N N 48 LK5 C17 O1 DOUB N N 49 LK5 C17 H17 SING N N 50 # 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 LK5 SMILES ACDLabs 10.04 "O=CC(C2NC(=C1C(OCCCC)CCCC12)C(=O)O)CC" LK5 SMILES_CANONICAL CACTVS 3.341 "CCCCO[C@@H]1CCC[C@H]2[C@H](NC(=C12)C(O)=O)[C@@H](CC)C=O" LK5 SMILES CACTVS 3.341 "CCCCO[CH]1CCC[CH]2[CH](NC(=C12)C(O)=O)[CH](CC)C=O" LK5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCO[C@@H]1CCC[C@@H]2C1=C(N[C@@H]2[C@@H](CC)C=O)C(=O)O" LK5 SMILES "OpenEye OEToolkits" 1.5.0 "CCCCOC1CCCC2C1=C(NC2C(CC)C=O)C(=O)O" LK5 InChI InChI 1.03 "InChI=1S/C17H27NO4/c1-3-5-9-22-13-8-6-7-12-14(13)16(17(20)21)18-15(12)11(4-2)10-19/h10-13,15,18H,3-9H2,1-2H3,(H,20,21)/t11-,12+,13+,15+/m0/s1" LK5 InChIKey InChI 1.03 WRBRCIHZCYLBFW-KYEXWDHISA-N # 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 LK5 "SYSTEMATIC NAME" ACDLabs 10.04 "(1S,4R,7aR)-4-butoxy-1-[(1R)-1-formylpropyl]-2,4,5,6,7,7a-hexahydro-1H-isoindole-3-carboxylic acid" LK5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3S,3aR,7R)-7-butoxy-3-[(2R)-1-oxobutan-2-yl]-3,3a,4,5,6,7-hexahydro-2H-isoindole-1-carboxylic 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 LK5 "Create component" 2007-06-15 PDBJ LK5 "Modify descriptor" 2011-06-04 RCSB #