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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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/f/h20H 
LK5 InChIKey         InChI                1.02b WRBRCIHZCYLBFW-WSDYJINNDE                                                                                                                           
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                                                                                                                 
# 
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" 
# 
