data_LY5
# 
_chem_comp.id                                    LY5 
_chem_comp.name                                  "(3S,4aR,6S,8aR)-6-{[(2S)-2-carboxy-4,4-difluoropyrrolidin-1-yl]methyl}decahydroisoquinoline-3-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H24 F2 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-09-11 
_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                        346.370 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LY5 
_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        2QS4 
_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 
LY5 F2   F2   F 0 1 N N N -16.335 27.284 -17.551 -5.044 1.171  0.175  F2   LY5 1  
LY5 C15  C15  C 0 1 N N N -17.650 27.079 -17.644 -4.343 0.374  -0.736 C15  LY5 2  
LY5 F1   F1   F 0 1 N N N -17.878 27.349 -18.892 -4.992 0.353  -1.975 F1   LY5 3  
LY5 C14  C14  C 0 1 N N N -18.496 27.907 -16.667 -4.162 -1.064 -0.182 C14  LY5 4  
LY5 C12  C12  C 0 1 N N S -18.492 26.995 -15.445 -2.923 -0.894 0.731  C12  LY5 5  
LY5 C13  C13  C 0 1 N N N -19.494 27.302 -14.327 -2.218 -2.214 0.910  C13  LY5 6  
LY5 O4   O4   O 0 1 N N N -20.685 26.995 -14.402 -1.077 -2.345 0.536  O4   LY5 7  
LY5 O3   O3   O 0 1 N N N -19.106 27.806 -13.278 -2.859 -3.245 1.484  O3   LY5 8  
LY5 C16  C16  C 0 1 N N N -17.989 25.617 -17.309 -2.890 0.872  -0.890 C16  LY5 9  
LY5 N2   N2   N 0 1 N N N -18.698 25.646 -16.012 -2.052 0.061  0.013  N2   LY5 10 
LY5 C11  C11  C 0 1 N N N -18.185 24.686 -15.036 -1.316 0.914  0.955  C11  LY5 11 
LY5 C7   C7   C 0 1 N N S -18.319 23.250 -15.532 -0.150 1.588  0.228  C7   LY5 12 
LY5 C6   C6   C 0 1 N N N -19.726 22.650 -15.336 0.856  0.526  -0.217 C6   LY5 13 
LY5 C8   C8   C 0 1 N N N -17.330 22.479 -14.655 0.537  2.576  1.173  C8   LY5 14 
LY5 C9   C9   C 0 1 N N N -17.355 20.993 -15.064 1.698  3.253  0.443  C9   LY5 15 
LY5 C4   C4   C 0 1 N N R -18.780 20.400 -14.905 2.705  2.196  -0.010 C4   LY5 16 
LY5 C5   C5   C 0 1 N N R -19.791 21.172 -15.759 2.021  1.198  -0.948 C5   LY5 17 
LY5 C3   C3   C 0 1 N N N -19.214 20.265 -13.456 3.255  1.450  1.207  C3   LY5 18 
LY5 N1   N1   N 0 1 N N N -20.545 19.572 -13.396 4.218  0.434  0.764  N1   LY5 19 
LY5 C1   C1   C 0 1 N N S -21.610 20.303 -14.153 3.580  -0.561 -0.108 C1   LY5 20 
LY5 C2   C2   C 0 1 N N N -21.183 20.564 -15.609 3.037  0.129  -1.362 C2   LY5 21 
LY5 C10  C10  C 0 1 N N N -22.850 19.461 -14.103 4.593  -1.603 -0.506 C10  LY5 22 
LY5 O1   O1   O 0 1 N N N -23.914 19.957 -14.608 5.773  -1.359 -0.426 O1   LY5 23 
LY5 O2   O2   O 0 1 N N N -22.820 18.326 -13.609 4.183  -2.801 -0.951 O2   LY5 24 
LY5 H141 1H14 H 0 0 N N N -18.054 28.892 -16.458 -5.034 -1.371 0.396  H141 LY5 25 
LY5 H142 2H14 H 0 0 N N N -19.499 28.161 -17.039 -3.961 -1.770 -0.987 H142 LY5 26 
LY5 H12  H12  H 0 1 N N N -17.545 27.131 -14.903 -3.217 -0.488 1.699  H12  LY5 27 
LY5 HO3  HO3  H 0 1 N N N -19.834 27.876 -12.671 -2.366 -4.071 1.577  HO3  LY5 28 
LY5 H161 1H16 H 0 0 N N N -18.628 25.179 -18.090 -2.560 0.740  -1.921 H161 LY5 29 
LY5 H162 2H16 H 0 0 N N N -17.081 24.998 -17.255 -2.826 1.923  -0.610 H162 LY5 30 
LY5 H111 1H11 H 0 0 N N N -17.121 24.900 -14.856 -1.985 1.676  1.355  H111 LY5 31 
LY5 H112 2H11 H 0 0 N N N -18.774 24.787 -14.112 -0.930 0.304  1.772  H112 LY5 32 
LY5 H7   H7   H 0 1 N N N -18.131 23.199 -16.615 -0.526 2.122  -0.645 H7   LY5 33 
LY5 H61  1H6  H 0 1 N N N -20.439 23.221 -15.948 1.234  -0.005 0.657  H61  LY5 34 
LY5 H62  2H6  H 0 1 N N N -19.974 22.708 -14.266 0.366  -0.180 -0.887 H62  LY5 35 
LY5 H81  1H8  H 0 1 N N N -16.317 22.885 -14.794 -0.181 3.332  1.494  H81  LY5 36 
LY5 H82  2H8  H 0 1 N N N -17.613 22.579 -13.597 0.916  2.042  2.045  H82  LY5 37 
LY5 H91  1H9  H 0 1 N N N -16.660 20.433 -14.421 1.317  3.788  -0.427 H91  LY5 38 
LY5 H92  2H9  H 0 1 N N N -17.055 20.913 -16.119 2.189  3.957  1.115  H92  LY5 39 
LY5 H4   H4   H 0 1 N N N -18.745 19.369 -15.286 3.526  2.681  -0.539 H4   LY5 40 
LY5 H5   H5   H 0 1 N N N -19.549 21.105 -16.830 1.649  1.712  -1.834 H5   LY5 41 
LY5 H31  1H3  H 0 1 N N N -18.468 19.675 -12.903 3.752  2.156  1.872  H31  LY5 42 
LY5 H32  2H3  H 0 1 N N N -19.299 21.264 -13.004 2.435  0.967  1.738  H32  LY5 43 
LY5 HN1  HN1  H 0 1 N N N -20.825 19.508 -12.438 4.664  -0.010 1.553  HN1  LY5 44 
LY5 H1   H1   H 0 1 N N N -21.791 21.288 -13.698 2.759  -1.038 0.427  H1   LY5 45 
LY5 H21  1H2  H 0 1 N N N -21.906 21.264 -16.052 2.551  -0.608 -2.001 H21  LY5 46 
LY5 H22  2H2  H 0 1 N N N -21.157 19.586 -16.111 3.859  0.597  -1.904 H22  LY5 47 
LY5 HO2  HO2  H 0 1 N N N -23.680 17.928 -13.675 4.870  -3.437 -1.195 HO2  LY5 48 
# 
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 
LY5 F1  C15  SING N N 1  
LY5 C15 F2   SING N N 2  
LY5 C15 C16  SING N N 3  
LY5 C15 C14  SING N N 4  
LY5 C16 N2   SING N N 5  
LY5 C14 C12  SING N N 6  
LY5 N2  C12  SING N N 7  
LY5 N2  C11  SING N N 8  
LY5 C5  C2   SING N N 9  
LY5 C5  C6   SING N N 10 
LY5 C5  C4   SING N N 11 
LY5 C2  C1   SING N N 12 
LY5 C7  C6   SING N N 13 
LY5 C7  C11  SING N N 14 
LY5 C7  C8   SING N N 15 
LY5 C12 C13  SING N N 16 
LY5 C9  C4   SING N N 17 
LY5 C9  C8   SING N N 18 
LY5 C4  C3   SING N N 19 
LY5 O1  C10  DOUB N N 20 
LY5 O4  C13  DOUB N N 21 
LY5 C13 O3   SING N N 22 
LY5 C1  C10  SING N N 23 
LY5 C1  N1   SING N N 24 
LY5 C10 O2   SING N N 25 
LY5 C3  N1   SING N N 26 
LY5 C14 H141 SING N N 27 
LY5 C14 H142 SING N N 28 
LY5 C12 H12  SING N N 29 
LY5 O3  HO3  SING N N 30 
LY5 C16 H161 SING N N 31 
LY5 C16 H162 SING N N 32 
LY5 C11 H111 SING N N 33 
LY5 C11 H112 SING N N 34 
LY5 C7  H7   SING N N 35 
LY5 C6  H61  SING N N 36 
LY5 C6  H62  SING N N 37 
LY5 C8  H81  SING N N 38 
LY5 C8  H82  SING N N 39 
LY5 C9  H91  SING N N 40 
LY5 C9  H92  SING N N 41 
LY5 C4  H4   SING N N 42 
LY5 C5  H5   SING N N 43 
LY5 C3  H31  SING N N 44 
LY5 C3  H32  SING N N 45 
LY5 N1  HN1  SING N N 46 
LY5 C1  H1   SING N N 47 
LY5 C2  H21  SING N N 48 
LY5 C2  H22  SING N N 49 
LY5 O2  HO2  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 
LY5 SMILES           ACDLabs              10.04 O=C(O)C3NCC2C(CC(CN1C(C(=O)O)CC(F)(F)C1)CC2)C3                                                                                                                      
LY5 InChI            InChI                1.02b InChI=1/C16H24F2N2O4/c17-16(18)5-13(15(23)24)20(8-16)7-9-1-2-10-6-19-12(14(21)22)4-11(10)3-9/h9-13,19H,1-8H2,(H,21,22)(H,23,24)/t9-,10-,11+,12-,13-/m0/s1/f/h21,23H 
LY5 InChIKey         InChI                1.02b OXQXJYQSWZFDBB-XOMUZDIXDG                                                                                                                                           
LY5 SMILES_CANONICAL CACTVS               3.341 OC(=O)[C@@H]1C[C@H]2C[C@H](CC[C@H]2CN1)CN3CC(F)(F)C[C@H]3C(O)=O                                                                                                     
LY5 SMILES           CACTVS               3.341 OC(=O)[CH]1C[CH]2C[CH](CC[CH]2CN1)CN3CC(F)(F)C[CH]3C(O)=O                                                                                                           
LY5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1C[C@H]2CN[C@@H](C[C@H]2C[C@H]1C[N@@]3CC(C[C@H]3C(=O)O)(F)F)C(=O)O                                                                                                 
LY5 SMILES           "OpenEye OEToolkits" 1.5.0 C1CC2CNC(CC2CC1CN3CC(CC3C(=O)O)(F)F)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 
LY5 "SYSTEMATIC NAME" ACDLabs              10.04 "(3S,4aR,6S,8aR)-6-{[(2S)-2-carboxy-4,4-difluoropyrrolidin-1-yl]methyl}decahydroisoquinoline-3-carboxylic acid"                            
LY5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3S,4aR,6S,8aR)-6-[[(1R,2S)-2-carboxy-4,4-difluoro-pyrrolidin-1-yl]methyl]-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline-3-carboxylic acid" 
# 
