data_BRW
#

_chem_comp.id                                   BRW
_chem_comp.name                                 "6-BROMOINDIRUBIN-3'-OXIME"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C16 H10 Br N3 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "(3E)-6'-BROMO-2,3'-BIINDOLE-2',3(1H,1'H)-DIONE 3-OXIME"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2004-01-14
_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                       356.174
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    BRW
_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       1UV5
_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
BRW  C1    C1    C   0  1  Y  N  N  94.405  70.408   9.094  -3.748   0.816   0.019  C1    BRW   1  
BRW  C2    C2    C   0  1  N  N  N  93.677  69.251   9.602  -2.271   0.748   0.131  C2    BRW   2  
BRW  C3    C3    C   0  1  Y  N  N  95.808  69.982   8.983  -4.201  -0.496  -0.166  C3    BRW   3  
BRW  N4    N4    N   0  1  N  N  N  95.911  68.670   9.422  -3.119  -1.366  -0.169  N4    BRW   4  
BRW  C5    C5    C   0  1  Y  N  N  96.774  70.813   8.520  -5.566  -0.727  -0.307  C5    BRW   5  
BRW  C7    C7    C   0  1  Y  N  N  96.378  72.190   8.095  -6.455   0.328  -0.269  C7    BRW   6  
BRW  C9    C9    C   0  1  Y  N  N  95.075  72.591   8.194  -6.002   1.625  -0.091  C9    BRW   7  
BRW  C11   C11   C   0  1  Y  N  N  94.026  71.665   8.717  -4.652   1.873   0.050  C11   BRW   8  
BRW  C13   C13   C   0  1  N  N  N  94.633  68.168   9.788  -1.942  -0.688   0.004  C13   BRW   9  
BRW  C14   C14   C   0  1  N  N  N  94.491  66.914  10.166  -0.671  -1.246   0.051  C14   BRW  10  
BRW  C15   C15   C   0  1  N  N  N  95.643  65.996  10.351  -0.325  -2.668   0.163  C15   BRW  11  
BRW  N16   N16   N   0  1  N  N  N  95.164  64.712  10.730   1.015  -2.770   0.174  N16   BRW  12  
BRW  C17   C17   C   0  1  Y  N  N  93.774  64.793  10.747   1.618  -1.522   0.078  C17   BRW  13  
BRW  C18   C18   C   0  1  Y  N  N  93.330  66.063  10.474   0.625  -0.537  -0.008  C18   BRW  14  
BRW  C19   C19   C   0  1  Y  N  N  92.846  63.680  11.024   2.955  -1.139   0.051  C19   BRW  15  
BRW  C20   C20   C   0  1  Y  N  N  91.507  63.922  10.967   3.290   0.196  -0.053  C20   BRW  16  
BRW  C21   C21   C   0  1  Y  N  N  91.028  65.280  10.691   2.305   1.168  -0.132  C21   BRW  17  
BRW  C22   C22   C   0  1  Y  N  N  91.882  66.290  10.440   0.974   0.807  -0.107  C22   BRW  18  
BRW  O23   O23   O   0  1  N  N  N  96.836  66.277  10.201  -1.114  -3.593   0.232  O23   BRW  19  
BRW  N24   N24   N   0  1  N  N  N  92.440  69.155   9.870  -1.442   1.741   0.309  N24   BRW  20  
BRW  O39   O39   O   0  1  N  N  N  91.456  70.023   9.782  -1.934   3.065   0.410  O39   BRW  21  
BRW  BR21  BR21  BR  0  0  N  N  N  90.240  62.548  11.200   5.112   0.704  -0.089  BR21  BRW  22  
BRW  H4    H4    H   0  1  N  N  N  96.781  68.141   9.475  -3.187  -2.328  -0.279  H4    BRW  23  
BRW  H5    H5    H   0  1  N  N  N  97.824  70.482   8.459  -5.931  -1.733  -0.446  H5    BRW  24  
BRW  H7    H7    H   0  1  N  N  N  97.139  72.884   7.701  -7.513   0.141  -0.378  H7    BRW  25  
BRW  H9    H9    H   0  1  N  N  N  94.795  73.612   7.884  -6.706   2.443  -0.063  H9    BRW  26  
BRW  H11   H11   H   0  1  N  N  N  92.974  71.987   8.797  -4.298   2.884   0.189  H11   BRW  27  
BRW  H16   H16   H   0  1  N  N  N  95.729  63.891  10.947   1.499  -3.608   0.241  H16   BRW  28  
BRW  H19   H19   H   0  1  N  N  N  93.228  62.675  11.271   3.731  -1.887   0.111  H19   BRW  29  
BRW  H21   H21   H   0  1  N  N  N  89.943  65.479  10.689   2.580   2.209  -0.213  H21   BRW  30  
BRW  H22   H22   H   0  1  N  N  N  91.490  67.294  10.207   0.205   1.564  -0.168  H22   BRW  31  
BRW  H39   H39   H   0  1  N  N  N  90.530  69.951   9.983  -1.166   3.639   0.537  H39   BRW  32  
#   #
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
BRW  C1   C2    SING  N  N   1  
BRW  C1   C3    DOUB  Y  N   2  
BRW  C1   C11   SING  Y  N   3  
BRW  C2   C13   SING  N  N   4  
BRW  C2   N24   DOUB  N  E   5  
BRW  C3   N4    SING  N  N   6  
BRW  C3   C5    SING  Y  N   7  
BRW  N4   C13   SING  N  N   8  
BRW  N4   H4    SING  N  N   9  
BRW  C5   C7    DOUB  Y  N  10  
BRW  C5   H5    SING  N  N  11  
BRW  C7   C9    SING  Y  N  12  
BRW  C7   H7    SING  N  N  13  
BRW  C9   C11   DOUB  Y  N  14  
BRW  C9   H9    SING  N  N  15  
BRW  C11  H11   SING  N  N  16  
BRW  C13  C14   DOUB  N  Z  17  
BRW  C14  C15   SING  N  N  18  
BRW  C14  C18   SING  N  N  19  
BRW  C15  N16   SING  N  N  20  
BRW  C15  O23   DOUB  N  N  21  
BRW  N16  C17   SING  N  N  22  
BRW  N16  H16   SING  N  N  23  
BRW  C17  C18   DOUB  Y  N  24  
BRW  C17  C19   SING  Y  N  25  
BRW  C18  C22   SING  Y  N  26  
BRW  C19  C20   DOUB  Y  N  27  
BRW  C19  H19   SING  N  N  28  
BRW  C20  C21   SING  Y  N  29  
BRW  C20  BR21  SING  N  N  30  
BRW  C21  C22   DOUB  Y  N  31  
BRW  C21  H21   SING  N  N  32  
BRW  C22  H22   SING  N  N  33  
BRW  N24  O39   SING  N  N  34  
BRW  O39  H39   SING  N  N  35  
#   #
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
BRW  SMILES            ACDLabs               10.04  "Brc1ccc\2c(c1)NC(=O)C/2=C4\C(=N\O)\c3ccccc3N4"  
BRW  SMILES_CANONICAL  CACTVS                3.341  "O/N=C1/C(Nc2ccccc12)=C3/C(=O)Nc4cc(Br)ccc34"  
BRW  SMILES            CACTVS                3.341  "ON=C1C(Nc2ccccc12)=C3C(=O)Nc4cc(Br)ccc34"  
BRW  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "c1ccc2c(c1)/C(=N\O)/C(=C/3\c4ccc(cc4NC3=O)Br)/N2"  
BRW  SMILES            "OpenEye OEToolkits"  1.5.0  "c1ccc2c(c1)C(=NO)C(=C3c4ccc(cc4NC3=O)Br)N2"  
BRW  InChI             InChI                 1.03   "InChI=1S/C16H10BrN3O2/c17-8-5-6-9-12(7-8)19-16(21)13(9)15-14(20-22)10-3-1-2-4-11(10)18-15/h1-7,18,22H,(H,19,21)/b15-13-,20-14+"  
BRW  InChIKey          InChI                 1.03   DDLZLOKCJHBUHD-WAVHTBQISA-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
BRW  "SYSTEMATIC NAME"  ACDLabs               10.04  "(2Z,3E)-6'-bromo-2,3'-biindole-2',3(1H,1'H)-dione 3-oxime"  
BRW  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(3Z)-6-bromo-3-[(3E)-3-hydroxyimino-1H-indol-2-ylidene]-1H-indol-2-one"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
BRW  "Create component"   2004-01-14  EBI   
BRW  "Modify descriptor"  2011-06-04  RCSB  
BRW  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     BRW
_pdbx_chem_comp_synonyms.name        "(3E)-6'-BROMO-2,3'-BIINDOLE-2',3(1H,1'H)-DIONE 3-OXIME"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
