data_BIE
#

_chem_comp.id                                   BIE
_chem_comp.name                                 "(3,4-DIHYDROXY-2-NITROPHENYL)(PHENYL)METHANONE"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C13 H9 N O5"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "BIA 3-335"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2006-04-26
_chem_comp.pdbx_modified_date                   2021-03-01
_chem_comp.pdbx_ambiguous_flag                  ?
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       259.214
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    BIE
_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       2CL5
_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
BIE  O5   O5   O   0  1  N  N  N  5.797  -0.368  56.158  -1.066   0.974   2.284  O5   BIE   1  
BIE  C7   C7   C   0  1  N  N  N  5.639   0.767  56.585  -0.880   0.769   1.100  C7   BIE   2  
BIE  C4   C4   C   0  1  Y  N  N  6.112   1.036  57.977   0.490   0.786   0.555  C4   BIE   3  
BIE  C5   C5   C   0  1  Y  N  N  5.171   1.540  58.917   1.149   2.002   0.350  C5   BIE   4  
BIE  C6   C6   C   0  1  Y  N  N  5.516   1.691  60.272   2.428   2.016  -0.159  C6   BIE   5  
BIE  C3   C3   C   0  1  Y  N  N  7.376   0.620  58.410   1.134  -0.415   0.242  C3   BIE   6  
BIE  N1   N1   N   1  1  N  N  N  8.375   0.204  57.422   0.443  -1.706   0.457  N1   BIE   7  
BIE  O4   O4   O   0  1  N  N  N  8.230   0.806  56.353  -0.232  -2.191  -0.433  O4   BIE   8  
BIE  O3   O3   O  -1  1  N  N  N  9.316  -0.428  57.677   0.549  -2.283   1.524  O3   BIE   9  
BIE  C2   C2   C   0  1  Y  N  N  7.753   0.737  59.773   2.416  -0.394  -0.273  C2   BIE  10  
BIE  O2   O2   O   0  1  N  N  N  8.941   0.415  60.233   3.045  -1.560  -0.579  O2   BIE  11  
BIE  C1   C1   C   0  1  Y  N  N  6.876   1.295  60.723   3.068   0.823  -0.470  C1   BIE  12  
BIE  O1   O1   O   0  1  N  N  N  7.169   1.446  62.017   4.329   0.841  -0.972  O1   BIE  13  
BIE  C8   C8   C   0  1  Y  N  N  4.778   1.690  55.861  -2.027   0.505   0.207  C8   BIE  14  
BIE  C9   C9   C   0  1  Y  N  N  3.785   1.193  55.030  -3.313   0.372   0.737  C9   BIE  15  
BIE  C13  C13  C   0  1  Y  N  N  4.947   3.084  56.061  -1.832   0.391  -1.171  C13  BIE  16  
BIE  C12  C12  C   0  1  Y  N  N  4.087   3.943  55.397  -2.906   0.138  -1.998  C12  BIE  17  
BIE  C11  C11  C   0  1  Y  N  N  3.105   3.443  54.534  -4.177   0.009  -1.467  C11  BIE  18  
BIE  C10  C10  C   0  1  Y  N  N  2.960   2.061  54.375  -4.379   0.126  -0.103  C10  BIE  19  
BIE  H5   H5   H   0  1  N  N  N  4.158   1.816  58.579   0.654   2.931   0.592  H5   BIE  20  
BIE  H6   H6   H   0  1  N  N  N  4.786   2.099  60.992   2.936   2.956  -0.317  H6   BIE  21  
BIE  H2   H2   H   0  1  N  N  N  9.193   0.493  61.146   2.828  -1.761  -1.500  H2   BIE  22  
BIE  H1   H1   H   0  1  N  N  N  8.038   1.193  62.305   4.931   0.805  -0.216  H1   BIE  23  
BIE  H9   H9   H   0  1  N  N  N  3.663   0.105  54.899  -3.471   0.463   1.801  H9   BIE  24  
BIE  H13  H13  H   0  1  N  N  N  5.738   3.472  56.724  -0.840   0.492  -1.587  H13  BIE  25  
BIE  H12  H12  H   0  1  N  N  N  4.177   5.032  55.550  -2.756   0.045  -3.064  H12  BIE  26  
BIE  H11  H11  H   0  1  N  N  N  2.448   4.136  53.982  -5.016  -0.185  -2.120  H11  BIE  27  
BIE  H10  H10  H   0  1  N  N  N  2.170   1.668  53.713  -5.374   0.023   0.305  H10  BIE  28  
#   #
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
BIE  O5   C7   DOUB  N  N   1  
BIE  C7   C4   SING  N  N   2  
BIE  C7   C8   SING  N  N   3  
BIE  C4   C5   DOUB  Y  N   4  
BIE  C4   C3   SING  Y  N   5  
BIE  C5   C6   SING  Y  N   6  
BIE  C5   H5   SING  N  N   7  
BIE  C6   C1   DOUB  Y  N   8  
BIE  C6   H6   SING  N  N   9  
BIE  C3   N1   SING  N  N  10  
BIE  C3   C2   DOUB  Y  N  11  
BIE  N1   O4   DOUB  N  N  12  
BIE  N1   O3   SING  N  N  13  
BIE  C2   O2   SING  N  N  14  
BIE  C2   C1   SING  Y  N  15  
BIE  O2   H2   SING  N  N  16  
BIE  C1   O1   SING  N  N  17  
BIE  O1   H1   SING  N  N  18  
BIE  C8   C9   DOUB  Y  N  19  
BIE  C8   C13  SING  Y  N  20  
BIE  C9   C10  SING  Y  N  21  
BIE  C9   H9   SING  N  N  22  
BIE  C13  C12  DOUB  Y  N  23  
BIE  C13  H13  SING  N  N  24  
BIE  C12  C11  SING  Y  N  25  
BIE  C12  H12  SING  N  N  26  
BIE  C11  C10  DOUB  Y  N  27  
BIE  C11  H11  SING  N  N  28  
BIE  C10  H10  SING  N  N  29  
#   #
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
BIE  SMILES            ACDLabs               10.04  "[O-][N+](=O)c2c(C(=O)c1ccccc1)ccc(O)c2O"  
BIE  SMILES_CANONICAL  CACTVS                3.341  "Oc1ccc(C(=O)c2ccccc2)c(c1O)[N+]([O-])=O"  
BIE  SMILES            CACTVS                3.341  "Oc1ccc(C(=O)c2ccccc2)c(c1O)[N+]([O-])=O"  
BIE  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "c1ccc(cc1)C(=O)c2ccc(c(c2[N+](=O)[O-])O)O"  
BIE  SMILES            "OpenEye OEToolkits"  1.5.0  "c1ccc(cc1)C(=O)c2ccc(c(c2[N+](=O)[O-])O)O"  
BIE  InChI             InChI                 1.03   "InChI=1S/C13H9NO5/c15-10-7-6-9(11(13(10)17)14(18)19)12(16)8-4-2-1-3-5-8/h1-7,15,17H"  
BIE  InChIKey          InChI                 1.03   ICLKAUQIPVFHOI-UHFFFAOYSA-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
BIE  "SYSTEMATIC NAME"  ACDLabs               10.04  "(3,4-dihydroxy-2-nitrophenyl)(phenyl)methanone"  
BIE  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(3,4-dihydroxy-2-nitro-phenyl)-phenyl-methanone"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
BIE  "Create component"   2006-04-26  EBI   
BIE  "Modify descriptor"  2011-06-04  RCSB  
BIE  "Modify synonyms"    2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     BIE
_pdbx_chem_comp_synonyms.name        "BIA 3-335"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
