data_BFI
#

_chem_comp.id                                   BFI
_chem_comp.name                                 "2[4-BROMO-2-FLUOROPHENYL)METHYL]-6-FLUOROSPIRO[ISOQUINOLINE-4-(1H),3'-PYRROLIDINE]-1,2',3,5'(2H)-TETRONE"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C19 H11 Br F2 N2 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        MINALRESTAT
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2003-07-07
_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                       449.202
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    BFI
_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       1PWL
_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
BFI  C2    C2    C   0  1  Y  N  N  19.185  13.321  -10.510   0.960  -0.945  -3.971  C2    BFI   1  
BFI  C3    C3    C   0  1  Y  N  N  20.166  10.712  -10.538   3.010   0.213  -2.488  C3    BFI   2  
BFI  C4    C4    C   0  1  Y  N  N  18.712  12.429  -11.471   0.658  -0.177  -2.874  C4    BFI   3  
BFI  C5    C5    C   0  1  Y  N  N  20.096  12.871   -9.597   2.287  -1.145  -4.328  C5    BFI   4  
BFI  C6    C6    C   0  1  Y  N  N  20.608  11.593   -9.553   3.305  -0.563  -3.588  C6    BFI   5  
BFI  C7    C7    C   0  1  Y  N  N  19.188  11.115  -11.495   1.680   0.415  -2.120  C7    BFI   6  
BFI  C8    C8    C   0  1  N  N  R  17.659  12.878  -12.454  -0.757   0.069  -2.436  C8    BFI   7  
BFI  F9    F9    F   0  1  N  N  N  20.542  13.753   -8.672   2.587  -1.906  -5.404  F9    BFI   8  
BFI  C11   C11   C   0  1  N  N  N  18.689  10.128  -12.440   1.329   1.241  -0.952  C11   BFI   9  
BFI  O13   O13   O   0  1  N  N  N  16.540  12.149  -14.401  -2.124   1.163  -0.848  O13   BFI  10  
BFI  N14   N14   N   0  1  N  N  N  16.116  14.476  -11.533  -2.478  -0.220  -3.963  N14   BFI  11  
BFI  O15   O15   O   0  1  N  N  N  17.123  16.395  -12.271  -3.291  -2.261  -3.393  O15   BFI  12  
BFI  O16   O16   O   0  1  N  N  N  19.050   8.965  -12.433   2.225   1.747  -0.305  O16   BFI  13  
BFI  N17   N17   N   0  1  N  N  N  17.733  10.529  -13.344   0.061   1.458  -0.575  N17   BFI  14  
BFI  C18   C18   C   0  1  N  N  N  17.924  14.246  -13.064  -1.424  -1.289  -2.182  C18   BFI  15  
BFI  C21   C21   C   0  1  N  N  N  17.043  15.176  -12.244  -2.513  -1.345  -3.235  C21   BFI  16  
BFI  C22   C22   C   0  1  N  N  N  17.257  11.850  -13.476  -0.995   0.936  -1.228  C22   BFI  17  
BFI  C23   C23   C   0  1  N  N  N  17.159   9.537  -14.295  -0.185   2.298   0.599  C23   BFI  18  
BFI  C25   C25   C   0  1  Y  N  N  15.950   8.846  -13.710  -0.070   1.463   1.848  C25   BFI  19  
BFI  C27   C27   C   0  1  Y  N  N  13.677   7.472  -12.801   0.142  -0.068   4.141  C27   BFI  20  
BFI  C28   C28   C   0  1  Y  N  N  15.632   8.773  -12.350   1.094   1.489   2.591  C28   BFI  21  
BFI  C29   C29   C   0  1  Y  N  N  15.065   8.205  -14.546  -1.133   0.675   2.254  C29   BFI  22  
BFI  C30   C30   C   0  1  Y  N  N  13.914   7.523  -14.150  -1.024  -0.095   3.399  C30   BFI  23  
BFI  C31   C31   C   0  1  Y  N  N  14.515   8.104  -11.877   1.201   0.724   3.737  C31   BFI  24  
BFI  F33   F33   F   0  1  N  N  N  15.293   8.312  -15.887  -2.272   0.649   1.528  F33   BFI  25  
BFI  BR36  BR36  BR  0  0  N  N  N  12.139   6.594  -12.175   0.289  -1.114   5.710  BR36  BFI  26  
BFI  O37   O37   O   0  1  N  N  N  15.706  12.261  -11.136  -1.313   1.723  -4.113  O37   BFI  27  
BFI  C39   C39   C   0  1  N  N  N  16.333  13.154  -11.642  -1.524   0.647  -3.596  C39   BFI  28  
BFI  H2    H2    H   0  1  N  N  N  18.843  14.369  -10.472   0.169  -1.395  -4.552  H2    BFI  29  
BFI  H3    H3    H   0  1  N  N  N  20.591   9.694  -10.560   3.806   0.664  -1.913  H3    BFI  30  
BFI  H6    H6    H   0  1  N  N  N  21.330  11.293   -8.775   4.335  -0.720  -3.874  H6    BFI  31  
BFI  H14   H14   H   0  1  N  N  N  15.358  14.888  -10.989  -3.092  -0.049  -4.694  H14   BFI  32  
BFI  H181  1H18  H   0  0  N  N  N  17.756  14.302  -14.165  -0.710  -2.100  -2.325  H181  BFI  33  
BFI  H182  2H18  H   0  0  N  N  N  19.000  14.537  -13.096  -1.854  -1.326  -1.182  H182  BFI  34  
BFI  H231  1H23  H   0  0  N  N  N  17.927   8.802  -14.630  -1.187   2.723   0.537  H231  BFI  35  
BFI  H232  2H23  H   0  0  N  N  N  16.925  10.004  -15.280   0.548   3.103   0.630  H232  BFI  36  
BFI  H28   H28   H   0  1  N  N  N  16.293   9.266  -11.617   1.922   2.108   2.276  H28   BFI  37  
BFI  H30   H30   H   0  1  N  N  N  13.225   7.047  -14.868  -1.851  -0.714   3.715  H30   BFI  38  
BFI  H31   H31   H   0  1  N  N  N  14.299   8.075  -10.796   2.112   0.744   4.317  H31   BFI  39  
#   #
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
BFI  C2   C4    DOUB  Y  N   1  
BFI  C2   C5    SING  Y  N   2  
BFI  C2   H2    SING  N  N   3  
BFI  C3   C6    SING  Y  N   4  
BFI  C3   C7    DOUB  Y  N   5  
BFI  C3   H3    SING  N  N   6  
BFI  C4   C7    SING  Y  N   7  
BFI  C4   C8    SING  N  N   8  
BFI  C5   C6    DOUB  Y  N   9  
BFI  C5   F9    SING  N  N  10  
BFI  C6   H6    SING  N  N  11  
BFI  C7   C11   SING  N  N  12  
BFI  C8   C18   SING  N  N  13  
BFI  C8   C22   SING  N  N  14  
BFI  C8   C39   SING  N  N  15  
BFI  C11  O16   DOUB  N  N  16  
BFI  C11  N17   SING  N  N  17  
BFI  O13  C22   DOUB  N  N  18  
BFI  N14  C21   SING  N  N  19  
BFI  N14  C39   SING  N  N  20  
BFI  N14  H14   SING  N  N  21  
BFI  O15  C21   DOUB  N  N  22  
BFI  N17  C22   SING  N  N  23  
BFI  N17  C23   SING  N  N  24  
BFI  C18  C21   SING  N  N  25  
BFI  C18  H181  SING  N  N  26  
BFI  C18  H182  SING  N  N  27  
BFI  C23  C25   SING  N  N  28  
BFI  C23  H231  SING  N  N  29  
BFI  C23  H232  SING  N  N  30  
BFI  C25  C28   DOUB  Y  N  31  
BFI  C25  C29   SING  Y  N  32  
BFI  C27  C30   SING  Y  N  33  
BFI  C27  C31   DOUB  Y  N  34  
BFI  C27  BR36  SING  N  N  35  
BFI  C28  C31   SING  Y  N  36  
BFI  C28  H28   SING  N  N  37  
BFI  C29  C30   DOUB  Y  N  38  
BFI  C29  F33   SING  N  N  39  
BFI  C30  H30   SING  N  N  40  
BFI  C31  H31   SING  N  N  41  
BFI  O37  C39   DOUB  N  N  42  
#   #
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
BFI  SMILES            ACDLabs               10.04  "Brc1ccc(c(F)c1)CN4C(=O)c2ccc(F)cc2C3(C(=O)NC(=O)C3)C4=O"  
BFI  SMILES_CANONICAL  CACTVS                3.341  "Fc1ccc2C(=O)N(Cc3ccc(Br)cc3F)C(=O)[C@]4(CC(=O)NC4=O)c2c1"  
BFI  SMILES            CACTVS                3.341  "Fc1ccc2C(=O)N(Cc3ccc(Br)cc3F)C(=O)[C]4(CC(=O)NC4=O)c2c1"  
BFI  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "c1cc2c(cc1F)[C@@]3(CC(=O)NC3=O)C(=O)N(C2=O)Cc4ccc(cc4F)Br"  
BFI  SMILES            "OpenEye OEToolkits"  1.5.0  "c1cc2c(cc1F)C3(CC(=O)NC3=O)C(=O)N(C2=O)Cc4ccc(cc4F)Br"  
BFI  InChI             InChI                 1.03   "InChI=1S/C19H11BrF2N2O4/c20-10-2-1-9(14(22)5-10)8-24-16(26)12-4-3-11(21)6-13(12)19(18(24)28)7-15(25)23-17(19)27/h1-6H,7-8H2,(H,23,25,27)/t19-/m1/s1"  
BFI  InChIKey          InChI                 1.03   BMHZAHGTGIZZCT-LJQANCHMSA-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
BFI  "SYSTEMATIC NAME"  ACDLabs               10.04  "(4R)-2-(4-bromo-2-fluorobenzyl)-6-fluoro-1H,2'H,5'H-spiro[isoquinoline-4,3'-pyrrolidine]-1,2',3,5'(2H)-tetrone"  
BFI  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(4R)-2-[(4-bromo-2-fluoro-phenyl)methyl]-6-fluoro-spiro[isoquinoline-4,3'-pyrrolidine]-1,2',3,5'-tetrone"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
BFI  "Create component"   2003-07-07  RCSB  
BFI  "Modify descriptor"  2011-06-04  RCSB  
BFI  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     BFI
_pdbx_chem_comp_synonyms.name        MINALRESTAT
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
