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                        LY466195
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2007-09-11
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       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                 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
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  H141  H  0  0  N  N  N  -18.028  28.879  -16.449  -5.034  -1.371   0.396  H141  LY5  25  
LY5  H142  H142  H  0  0  N  N  N  -19.515  28.068  -17.049  -3.961  -1.770  -0.987  H142  LY5  26  
LY5  H12   H12   H  0  1  N  N  N  -17.484  27.032  -15.006  -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  H161  H  0  0  N  N  N  -18.636  25.187  -18.088  -2.560   0.740  -1.921  H161  LY5  29  
LY5  H162  H162  H  0  0  N  N  N  -17.068  25.021  -17.227  -2.826   1.923  -0.610  H162  LY5  30  
LY5  H111  H111  H  0  0  N  N  N  -17.122  24.901  -14.849  -1.985   1.676   1.355  H111  LY5  31  
LY5  H112  H112  H  0  0  N  N  N  -18.751  24.794  -14.099  -0.930   0.304   1.772  H112  LY5  32  
LY5  H7    H7    H  0  1  N  N  N  -18.023  23.182  -16.589  -0.526   2.122  -0.645  H7    LY5  33  
LY5  H61   H61   H  0  1  N  N  N  -20.443  23.224  -15.941   1.234  -0.005   0.657  H61   LY5  34  
LY5  H62   H62   H  0  1  N  N  N  -19.999  22.727  -14.273   0.366  -0.180  -0.887  H62   LY5  35  
LY5  H81   H81   H  0  1  N  N  N  -16.317  22.884  -14.796  -0.181   3.332   1.494  H81   LY5  36  
LY5  H82   H82   H  0  1  N  N  N  -17.620  22.576  -13.598   0.916   2.042   2.045  H82   LY5  37  
LY5  H91   H91   H  0  1  N  N  N  -16.658  20.432  -14.425   1.317   3.788  -0.427  H91   LY5  38  
LY5  H92   H92   H  0  1  N  N  N  -17.043  20.903  -16.115   2.189   3.957   1.115  H92   LY5  39  
LY5  H4    H4    H  0  1  N  N  N  -18.737  19.381  -15.317   3.526   2.681  -0.539  H4    LY5  40  
LY5  H5    H5    H  0  1  N  N  N  -19.487  21.098  -16.814   1.649   1.712  -1.834  H5    LY5  41  
LY5  H31   H31   H  0  1  N  N  N  -18.468  19.675  -12.903   3.752   2.156   1.872  H31   LY5  42  
LY5  H32   H32   H  0  1  N  N  N  -19.300  21.264  -13.004   2.435   0.967   1.738  H32   LY5  43  
LY5  HN1   HN1   H  0  1  N  N  N  -20.825  19.499  -12.439   4.664  -0.010   1.553  HN1   LY5  44  
LY5  H1    H1    H  0  1  N  N  N  -21.807  21.268  -13.664   2.759  -1.038   0.427  H1    LY5  45  
LY5  H21   H21   H  0  1  N  N  N  -21.910  21.254  -16.062   2.551  -0.608  -2.001  H21   LY5  46  
LY5  H22   H22   H  0  1  N  N  N  -21.200  19.606  -16.149   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               12.01  "FC1(CN(C(C1)C(O)=O)CC2CC3C(CC2)CNC(C(O)=O)C3)F"  
LY5  InChI             InChI                 1.03   "InChI=1S/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"  
LY5  InChIKey          InChI                 1.03   OXQXJYQSWZFDBB-WJTVCTBASA-N  
LY5  SMILES_CANONICAL  CACTVS                3.385  "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                3.385  "OC(=O)[CH]1C[CH]2C[CH](CC[CH]2CN1)CN3CC(F)(F)C[CH]3C(O)=O"  
LY5  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "C1C[C@H]2CN[C@@H](C[C@H]2C[C@H]1CN3CC(C[C@H]3C(=O)O)(F)F)C(=O)O"  
LY5  SMILES            "OpenEye OEToolkits"  1.7.6  "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               12.01  "(3S,4aR,6S,8aR)-6-{[(2S)-2-carboxy-4,4-difluoropyrrolidin-1-yl]methyl}decahydroisoquinoline-3-carboxylic acid"  
LY5  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "(3S,4aR,6S,8aR)-6-[[(2S)-2-carboxy-4,4-bis(fluoranyl)pyrrolidin-1-yl]methyl]-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline-3-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
LY5  "Create component"        2007-09-11  RCSB  
LY5  "Modify descriptor"       2011-06-04  RCSB  
LY5  "Modify synonyms"         2015-07-29  RCSB  
LY5  "Modify processing site"  2015-07-29  RCSB  
LY5  "Modify synonyms"         2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     LY5
_pdbx_chem_comp_synonyms.name        LY466195
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
