data_LPA
# 
_chem_comp.id                                    LPA 
_chem_comp.name                                  "LIPOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C8 H14 O2 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        206.326 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LPA 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1HPC 
_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 
LPA O1  O1  O 0 1 N N N 23.007 -8.115  9.812  0.955  -0.777 4.641  O1  LPA 1  
LPA O2  O2  O 0 1 N N N 21.485 -9.563  8.998  -0.819 0.028  5.683  O2  LPA 2  
LPA C1  C1  C 0 1 N N N 22.673 -9.251  9.569  -0.085 -0.167 4.576  C1  LPA 3  
LPA C2  C2  C 0 1 N N N 23.538 -10.439 9.884  -0.558 0.375  3.252  C2  LPA 4  
LPA C3  C3  C 0 1 N N N 23.813 -10.759 11.372 0.453  0.016  2.162  C3  LPA 5  
LPA C4  C4  C 0 1 N N N 25.273 -11.223 11.550 -0.027 0.567  0.818  C4  LPA 6  
LPA C5  C5  C 0 1 N N N 25.352 -12.743 11.325 0.984  0.208  -0.271 C5  LPA 7  
LPA C6  C6  C 0 1 N N S 26.040 -13.195 10.002 0.503  0.759  -1.615 C6  LPA 8  
LPA C7  C7  C 0 1 N N N 26.967 -14.432 10.070 1.509  0.405  -2.706 C7  LPA 9  
LPA C8  C8  C 0 1 N N N 26.447 -15.539 9.169  1.135  -0.537 -3.855 C8  LPA 10 
LPA S8  S8  S 0 1 N N N 24.668 -15.396 9.010  -0.693 -0.336 -4.078 S8  LPA 11 
LPA S6  S6  S 0 1 N N N 24.887 -13.394 8.574  -1.118 -0.005 -2.058 S6  LPA 12 
LPA HO2 HO2 H 0 1 N N N 21.222 -10.455 8.807  -0.515 -0.319 6.532  HO2 LPA 13 
LPA H21 1H2 H 0 1 N N N 23.114 -11.342 9.387  -1.527 -0.060 3.006  H21 LPA 14 
LPA H22 2H2 H 0 1 N N N 24.509 -10.338 9.345  -0.654 1.459  3.317  H22 LPA 15 
LPA H31 1H3 H 0 1 N N N 23.563 -9.899  12.037 1.421  0.452  2.408  H31 LPA 16 
LPA H32 2H3 H 0 1 N N N 23.086 -11.498 11.781 0.548  -1.067 2.097  H32 LPA 17 
LPA H41 1H4 H 0 1 N N N 25.978 -10.660 10.894 -0.996 0.131  0.572  H41 LPA 18 
LPA H42 2H4 H 0 1 N N N 25.696 -10.918 12.535 -0.123 1.651  0.883  H42 LPA 19 
LPA H51 1H5 H 0 1 N N N 25.846 -13.231 12.197 1.952  0.644  -0.025 H51 LPA 20 
LPA H52 2H5 H 0 1 N N N 24.333 -13.191 11.396 1.079  -0.875 -0.335 H52 LPA 21 
LPA H6  H6  H 0 1 N N N 26.704 -12.316 9.831  0.394  1.842  -1.551 H6  LPA 22 
LPA H71 1H7 H 0 1 N N N 28.025 -14.169 9.835  1.837  1.343  -3.156 H71 LPA 23 
LPA H72 2H7 H 0 1 N N N 27.111 -14.784 11.118 2.381  -0.022 -2.212 H72 LPA 24 
LPA H81 1H8 H 0 1 N N N 26.958 -15.550 8.178  1.660  -0.250 -4.765 H81 LPA 25 
LPA H82 2H8 H 0 1 N N N 26.758 -16.549 9.521  1.372  -1.567 -3.590 H82 LPA 26 
# 
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 
LPA O1 C1  DOUB N N 1  
LPA O2 C1  SING N N 2  
LPA O2 HO2 SING N N 3  
LPA C1 C2  SING N N 4  
LPA C2 C3  SING N N 5  
LPA C2 H21 SING N N 6  
LPA C2 H22 SING N N 7  
LPA C3 C4  SING N N 8  
LPA C3 H31 SING N N 9  
LPA C3 H32 SING N N 10 
LPA C4 C5  SING N N 11 
LPA C4 H41 SING N N 12 
LPA C4 H42 SING N N 13 
LPA C5 C6  SING N N 14 
LPA C5 H51 SING N N 15 
LPA C5 H52 SING N N 16 
LPA C6 C7  SING N N 17 
LPA C6 S6  SING N N 18 
LPA C6 H6  SING N N 19 
LPA C7 C8  SING N N 20 
LPA C7 H71 SING N N 21 
LPA C7 H72 SING N N 22 
LPA C8 S8  SING N N 23 
LPA C8 H81 SING N N 24 
LPA C8 H82 SING N N 25 
LPA S8 S6  SING N N 26 
# 
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 
LPA SMILES           ACDLabs              10.04 O=C(O)CCCCC1SSCC1                                                                  
LPA InChI            InChI                1.02b InChI=1/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/t7-/m0/s1/f/h9H 
LPA InChIKey         InChI                1.02b AGBQKNBQESQNJD-NQMKAUJADA                                                          
LPA SMILES_CANONICAL CACTVS               3.341 OC(=O)CCCC[C@H]1CCSS1                                                              
LPA SMILES           CACTVS               3.341 OC(=O)CCCC[CH]1CCSS1                                                               
LPA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1CSS[C@H]1CCCCC(=O)O                                                              
LPA SMILES           "OpenEye OEToolkits" 1.5.0 C1CSSC1CCCCC(=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 
LPA "SYSTEMATIC NAME" ACDLabs              10.04 "5-[(3S)-1,2-dithiolan-3-yl]pentanoic acid" 
LPA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-[(3S)-1,2-dithiolan-3-yl]pentanoic acid" 
# 
