data_LGB
#

_chem_comp.id                                   LGB
_chem_comp.name                                 
;2-chloro-4-{[(1R,3Z,7S,7aS)-7-hydroxy-1-(trifluoromethyl)tetrahydro-1H-pyrrolo[1,2-c][1,3]oxazol-3-ylidene]amino}-3-met
hylbenzonitrile
;

_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C15 H13 Cl F3 N3 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "3,11-DIFLUORO-6,8,13-TRIMETHYL-8H-QUINO[4,3,2-KL]ACRIDIN-13-IUM"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2009-01-30
_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                       359.731
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    LGB
_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       3G0W
_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
LGB  C1    C1    C   0  1  N  N  N  55.148  -1.151  3.598   3.230  -2.623   0.090  C1    LGB   1  
LGB  N2    N2    N   0  1  N  N  N  55.745  -0.160  4.529   2.307  -1.491   0.011  N2    LGB   2  
LGB  C3    C3    C   0  1  N  N  S  57.201  -0.297  4.498   3.108  -0.247   0.169  C3    LGB   3  
LGB  C4    C4    C   0  1  N  N  S  57.527  -1.026  3.177   4.452  -0.607  -0.497  C4    LGB   4  
LGB  C5    C5    C   0  1  N  N  N  56.284  -1.961  2.972   4.665  -2.049   0.048  C5    LGB   5  
LGB  C6    C6    C   0  1  N  N  N  55.568   1.233  4.368   1.034  -1.048  -0.223  C6    LGB   6  
LGB  O7    O7    O   0  1  N  N  N  56.675   1.912  4.694   1.121   0.032  -1.044  O7    LGB   7  
LGB  C8    C8    C   0  1  N  N  R  57.787   1.094  4.728   2.310   0.761  -0.675  C8    LGB   8  
LGB  N9    N9    N   0  1  N  N  N  54.433   1.800  3.944  -0.070  -1.570   0.257  N9    LGB   9  
LGB  C10   C10   C   0  1  Y  N  N  54.119   3.119  3.910  -1.284  -1.095  -0.150  C10   LGB  10  
LGB  C11   C11   C   0  1  Y  N  N  52.765   3.481  4.075  -2.259  -0.764   0.797  C11   LGB  11  
LGB  C12   C12   C   0  1  Y  N  N  52.454   4.837  4.038  -3.473  -0.288   0.389  C12   LGB  12  
LGB  C13   C13   C   0  1  Y  N  N  53.438   5.827  3.844  -3.741  -0.132  -0.977  C13   LGB  13  
LGB  C14   C14   C   0  1  Y  N  N  54.761   5.480  3.684  -2.765  -0.463  -1.923  C14   LGB  14  
LGB  C15   C15   C   0  1  Y  N  N  55.100   4.126  3.718  -1.550  -0.934  -1.514  C15   LGB  15  
LGB  C16   C16   C   0  1  N  N  N  51.703   2.428  4.283  -1.970  -0.933   2.266  C16   LGB  16  
LGB  CL17  CL17  CL  0  0  N  N  N  50.837   5.307  4.232  -4.684   0.122   1.564  CL17  LGB  17  
LGB  O18   O18   O   0  1  N  N  N  58.704  -1.781  3.271   5.495   0.269  -0.062  O18   LGB  18  
LGB  C19   C19   C   0  1  N  N  N  53.147   7.204  3.805  -5.013   0.366  -1.405  C19   LGB  19  
LGB  N20   N20   N   0  1  N  N  N  52.785   8.287  3.792  -6.023   0.762  -1.745  N20   LGB  20  
LGB  C21   C21   C   0  1  N  N  N  58.319   1.238  6.141   1.950   1.993   0.157  C21   LGB  21  
LGB  F22   F22   F   0  1  N  N  N  59.364   0.431  6.272   3.121   2.609   0.611  F22   LGB  22  
LGB  F23   F23   F   0  1  N  N  N  57.407   0.941  7.077   1.226   2.893  -0.632  F23   LGB  23  
LGB  F24   F24   F   0  1  N  N  N  58.684   2.484  6.322   1.172   1.604   1.253  F24   LGB  24  
LGB  H1    H1    H   0  1  N  N  N  54.580  -0.632  2.812   3.074  -3.164   1.023  H1    LGB  25  
LGB  H1A   H1A   H   0  1  N  N  N  54.461  -1.817  4.141   3.070  -3.291  -0.756  H1A   LGB  26  
LGB  H3    H3    H   0  1  N  N  N  57.662  -0.910  5.286   3.213   0.065   1.209  H3    LGB  27  
LGB  H4    H4    H   0  1  N  N  N  57.699  -0.329  2.344   4.367  -0.604  -1.584  H4    LGB  28  
LGB  H5    H5    H   0  1  N  N  N  56.417  -2.932  3.471   5.098  -2.023   1.048  H5    LGB  29  
LGB  H5A   H5A   H   0  1  N  N  N  56.104  -2.218  1.918   5.292  -2.628  -0.630  H5A   LGB  30  
LGB  H8    H8    H   0  1  N  N  N  58.588   1.308  4.005   2.874   1.048  -1.562  H8    LGB  31  
LGB  H14   H14   H   0  1  N  N  N  55.518   6.236  3.536  -2.971  -0.343  -2.976  H14   LGB  32  
LGB  H15   H15   H   0  1  N  N  N  56.134   3.838  3.595  -0.797  -1.189  -2.245  H15   LGB  33  
LGB  H16   H16   H   0  1  N  N  N  51.644   2.172  5.351  -1.537  -0.014   2.659  H16   LGB  34  
LGB  H16A  H16A  H   0  0  N  N  N  50.731   2.816  3.945  -2.897  -1.153   2.796  H16A  LGB  35  
LGB  H16B  H16B  H   0  0  N  N  N  51.960   1.529  3.704  -1.268  -1.755   2.406  H16B  LGB  36  
LGB  HO18  HO18  H   0  0  N  N  N  59.042  -1.952  2.400   6.358   0.079  -0.456  HO18  LGB  37  
#   #
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
LGB  C5   C1    SING  N  N   1  
LGB  C1   N2    SING  N  N   2  
LGB  C1   H1    SING  N  N   3  
LGB  C1   H1A   SING  N  N   4  
LGB  C6   N2    SING  N  N   5  
LGB  C3   N2    SING  N  N   6  
LGB  C4   C3    SING  N  N   7  
LGB  C3   C8    SING  N  N   8  
LGB  C3   H3    SING  N  N   9  
LGB  C5   C4    SING  N  N  10  
LGB  C4   O18   SING  N  N  11  
LGB  C4   H4    SING  N  N  12  
LGB  C5   H5    SING  N  N  13  
LGB  C5   H5A   SING  N  N  14  
LGB  N9   C6    DOUB  N  N  15  
LGB  C6   O7    SING  N  N  16  
LGB  O7   C8    SING  N  N  17  
LGB  C8   C21   SING  N  N  18  
LGB  C8   H8    SING  N  N  19  
LGB  C10  N9    SING  N  N  20  
LGB  C15  C10   DOUB  Y  N  21  
LGB  C10  C11   SING  Y  N  22  
LGB  C12  C11   DOUB  Y  N  23  
LGB  C11  C16   SING  N  N  24  
LGB  C13  C12   SING  Y  N  25  
LGB  C12  CL17  SING  N  N  26  
LGB  C14  C13   DOUB  Y  N  27  
LGB  C19  C13   SING  N  N  28  
LGB  C14  C15   SING  Y  N  29  
LGB  C14  H14   SING  N  N  30  
LGB  C15  H15   SING  N  N  31  
LGB  C16  H16   SING  N  N  32  
LGB  C16  H16A  SING  N  N  33  
LGB  C16  H16B  SING  N  N  34  
LGB  O18  HO18  SING  N  N  35  
LGB  N20  C19   TRIP  N  N  36  
LGB  C21  F22   SING  N  N  37  
LGB  C21  F24   SING  N  N  38  
LGB  C21  F23   SING  N  N  39  
#   #
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
LGB  SMILES            ACDLabs               10.04  "N#Cc3ccc(/N=C1\OC(C(F)(F)F)C2N1CCC2O)c(c3Cl)C"  
LGB  SMILES_CANONICAL  CACTVS                3.341  "Cc1c(Cl)c(ccc1N=C2O[C@H]([C@@H]3[C@@H](O)CCN23)C(F)(F)F)C#N"  
LGB  SMILES            CACTVS                3.341  "Cc1c(Cl)c(ccc1N=C2O[CH]([CH]3[CH](O)CCN23)C(F)(F)F)C#N"  
LGB  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "Cc1c(ccc(c1Cl)C#N)/N=C\2/N3CC[C@@H]([C@H]3[C@@H](O2)C(F)(F)F)O"  
LGB  SMILES            "OpenEye OEToolkits"  1.5.0  "Cc1c(ccc(c1Cl)C#N)N=C2N3CCC(C3C(O2)C(F)(F)F)O"  
LGB  InChI             InChI                 1.03   "InChI=1S/C15H13ClF3N3O2/c1-7-9(3-2-8(6-20)11(7)16)21-14-22-5-4-10(23)12(22)13(24-14)15(17,18)19/h2-3,10,12-13,23H,4-5H2,1H3/b21-14-/t10-,12-,13+/m0/s1"  
LGB  InChIKey          InChI                 1.03   KALFKWQLCWAXJO-RNSKTZJQSA-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
LGB  "SYSTEMATIC NAME"  ACDLabs               10.04  "2-chloro-4-{[(1R,3Z,7S,7aS)-7-hydroxy-1-(trifluoromethyl)tetrahydro-1H-pyrrolo[1,2-c][1,3]oxazol-3-ylidene]amino}-3-methylbenzonitrile"  
LGB  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "4-[[(1R,7S,7aS)-7-hydroxy-1-(trifluoromethyl)-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c][1,3]oxazol-3-ylidene]amino]-2-chloro-3-methyl-benzonitrile"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
LGB  "Create component"      2009-01-30  RCSB  
LGB  "Modify aromatic_flag"  2011-06-04  RCSB  
LGB  "Modify descriptor"     2011-06-04  RCSB  
LGB  "Modify synonyms"       2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     LGB
_pdbx_chem_comp_synonyms.name        "3,11-DIFLUORO-6,8,13-TRIMETHYL-8H-QUINO[4,3,2-KL]ACRIDIN-13-IUM"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
