data_B0L
#

_chem_comp.id                                   B0L
_chem_comp.name                                 "4-hydroxy-3-[(2S,6E,8E)-2-methyldeca-6,8-dienoyl]-5-phenylpyridin-2(1H)-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H25 N O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-12-21
_chem_comp.pdbx_modified_date                   2019-07-12
_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                       351.439
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    B0L
_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       6IX5
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
B0L  C14  C1   C  0  1  Y  N  N  -26.571   1.500  13.093    5.629   0.737   0.984  C14  B0L   1  
B0L  C11  C2   C  0  1  Y  N  N  -25.344   1.890  10.766    7.118   0.582  -1.350  C11  B0L   2  
B0L  C10  C3   C  0  1  Y  N  N  -24.608   1.474  11.821    5.871  -0.007  -1.297  C10  B0L   3  
B0L  C12  C4   C  0  1  Y  N  N  -26.678   2.116  10.877    7.623   1.240  -0.243  C12  B0L   4  
B0L  C13  C5   C  0  1  Y  N  N  -27.319   1.917  12.047    6.880   1.317   0.921  C13  B0L   5  
B0L  C17  C6   C  0  1  N  N  S  -24.990   2.255  18.393   -1.158  -0.309   0.251  C17  B0L   6  
B0L  C15  C7   C  0  1  N  N  N  -23.969   1.229  17.990    0.188   0.366   0.324  C15  B0L   7  
B0L  C01  C8   C  0  1  N  N  N  -24.455   0.810  14.228    3.777  -0.564  -0.063  C01  B0L   8  
B0L  C02  C9   C  0  1  N  N  N  -23.605  -0.266  14.036    3.654  -1.920  -0.156  C02  B0L   9  
B0L  C04  C10  C  0  1  N  N  N  -23.069  -0.323  16.286    1.311  -1.810   0.058  C04  B0L  10  
B0L  C05  C11  C  0  1  N  N  N  -23.910   0.769  16.521    1.370  -0.395   0.162  C05  B0L  11  
B0L  C06  C12  C  0  1  N  N  N  -24.620   1.323  15.467    2.624   0.236   0.099  C06  B0L  12  
B0L  C08  C13  C  0  1  Y  N  N  -25.224   1.311  13.006    5.118   0.067  -0.127  C08  B0L  13  
B0L  C18  C14  C  0  1  N  N  N  -24.743   2.799  19.783   -2.225   0.722  -0.123  C18  B0L  14  
B0L  C19  C15  C  0  1  N  N  N  -23.609   3.778  19.716   -3.569   0.016  -0.319  C19  B0L  15  
B0L  C20  C16  C  0  1  N  N  N  -24.147   5.013  18.970   -4.636   1.047  -0.693  C20  B0L  16  
B0L  C21  C17  C  0  1  N  N  N  -26.262   1.466  18.510   -1.496  -0.921   1.612  C21  B0L  17  
B0L  C22  C18  C  0  1  N  N  N  -22.942   5.888  18.580   -5.959   0.352  -0.886  C22  B0L  18  
B0L  C23  C19  C  0  1  N  N  N  -22.103   6.370  19.442   -7.025   0.751  -0.200  C23  B0L  19  
B0L  C24  C20  C  0  1  N  N  N  -20.956   7.147  18.852   -8.317   0.072  -0.388  C24  B0L  20  
B0L  C25  C21  C  0  1  N  N  N  -19.996   7.593  19.572   -9.382   0.471   0.298  C25  B0L  21  
B0L  C26  C22  C  0  1  N  N  N  -18.940   8.387  18.844  -10.706  -0.224   0.105  C26  B0L  22  
B0L  N03  N1   N  0  1  N  N  N  -22.936  -0.765  15.049    2.442  -2.522  -0.095  N03  B0L  23  
B0L  O07  O1   O  0  1  N  N  N  -25.469   2.356  15.607    2.725   1.579   0.194  O07  B0L  24  
B0L  O09  O2   O  0  1  N  N  N  -22.471  -0.829  17.139    0.235  -2.379   0.109  O09  B0L  25  
B0L  O16  O3   O  0  1  N  N  N  -23.282   0.834  18.837    0.258   1.561   0.521  O16  B0L  26  
B0L  H1   H1   H  0  1  N  N  N  -27.061   1.309  14.036    5.050   0.797   1.893  H1   B0L  27  
B0L  H2   H2   H  0  1  N  N  N  -24.860   2.046   9.813    7.703   0.525  -2.256  H2   B0L  28  
B0L  H3   H3   H  0  1  N  N  N  -23.551   1.277  11.715    5.478  -0.520  -2.162  H3   B0L  29  
B0L  H4   H4   H  0  1  N  N  N  -27.233   2.460  10.017    8.600   1.699  -0.289  H4   B0L  30  
B0L  H5   H5   H  0  1  N  N  N  -28.382   2.083  12.144    7.279   1.832   1.782  H5   B0L  31  
B0L  H6   H6   H  0  1  N  N  N  -25.075   3.062  17.650   -1.131  -1.094  -0.504  H6   B0L  32  
B0L  H7   H7   H  0  1  N  N  N  -23.492  -0.695  13.051    4.540  -2.525  -0.281  H7   B0L  33  
B0L  H9   H9   H  0  1  N  N  N  -25.648   3.304  20.150   -2.315   1.459   0.675  H9   B0L  34  
B0L  H10  H10  H  0  1  N  N  N  -24.482   1.975  20.463   -1.939   1.222  -1.049  H10  B0L  35  
B0L  H11  H11  H  0  1  N  N  N  -22.761   3.342  19.168   -3.479  -0.720  -1.117  H11  B0L  36  
B0L  H12  H12  H  0  1  N  N  N  -23.286   4.056  20.730   -3.855  -0.483   0.606  H12  B0L  37  
B0L  H13  H13  H  0  1  N  N  N  -24.825   5.580  19.625   -4.725   1.784   0.105  H13  B0L  38  
B0L  H14  H14  H  0  1  N  N  N  -24.689   4.698  18.066   -4.350   1.547  -1.619  H14  B0L  39  
B0L  H15  H15  H  0  1  N  N  N  -27.083   2.135  18.805   -2.469  -1.409   1.559  H15  B0L  40  
B0L  H16  H16  H  0  1  N  N  N  -26.497   1.003  17.540   -0.735  -1.656   1.878  H16  B0L  41  
B0L  H17  H17  H  0  1  N  N  N  -26.138   0.681  19.270   -1.523  -0.136   2.367  H17  B0L  42  
B0L  H18  H18  H  0  1  N  N  N  -22.788   6.112  17.535   -6.041  -0.469  -1.582  H18  B0L  43  
B0L  H19  H19  H  0  1  N  N  N  -22.218   6.225  20.506   -6.943   1.572   0.496  H19  B0L  44  
B0L  H20  H20  H  0  1  N  N  N  -20.943   7.334  17.788   -8.399  -0.749  -1.084  H20  B0L  45  
B0L  H21  H21  H  0  1  N  N  N  -19.945   7.412  20.635   -9.300   1.292   0.994  H21  B0L  46  
B0L  H22  H22  H  0  1  N  N  N  -18.171   8.717  19.558  -11.456   0.238   0.748  H22  B0L  47  
B0L  H23  H23  H  0  1  N  N  N  -18.476   7.757  18.071  -11.015  -0.134  -0.936  H23  B0L  48  
B0L  H24  H24  H  0  1  N  N  N  -19.403   9.266  18.372  -10.604  -1.278   0.365  H24  B0L  49  
B0L  H25  H25  H  0  1  N  N  N  -25.496   2.623  16.518    3.632   1.910   0.140  H25  B0L  50  
B0L  H26  H26  H  0  1  N  N  N  -22.296  -1.514  14.876    2.388  -3.488  -0.165  H26  B0L  51  
#   #
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
B0L  C11  C12  DOUB  Y  N   1  
B0L  C11  C10  SING  Y  N   2  
B0L  C12  C13  SING  Y  N   3  
B0L  C10  C08  DOUB  Y  N   4  
B0L  C13  C14  DOUB  Y  N   5  
B0L  C08  C14  SING  Y  N   6  
B0L  C08  C01  SING  N  N   7  
B0L  C02  C01  DOUB  N  N   8  
B0L  C02  N03  SING  N  N   9  
B0L  C01  C06  SING  N  N  10  
B0L  N03  C04  SING  N  N  11  
B0L  C06  O07  SING  N  N  12  
B0L  C06  C05  DOUB  N  N  13  
B0L  C04  C05  SING  N  N  14  
B0L  C04  O09  DOUB  N  N  15  
B0L  C05  C15  SING  N  N  16  
B0L  C15  C17  SING  N  N  17  
B0L  C15  O16  DOUB  N  N  18  
B0L  C17  C21  SING  N  N  19  
B0L  C17  C18  SING  N  N  20  
B0L  C22  C20  SING  N  N  21  
B0L  C22  C23  DOUB  N  E  22  
B0L  C26  C25  SING  N  N  23  
B0L  C24  C23  SING  N  N  24  
B0L  C24  C25  DOUB  N  E  25  
B0L  C20  C19  SING  N  N  26  
B0L  C19  C18  SING  N  N  27  
B0L  C14  H1   SING  N  N  28  
B0L  C11  H2   SING  N  N  29  
B0L  C10  H3   SING  N  N  30  
B0L  C12  H4   SING  N  N  31  
B0L  C13  H5   SING  N  N  32  
B0L  C17  H6   SING  N  N  33  
B0L  C02  H7   SING  N  N  34  
B0L  C18  H9   SING  N  N  35  
B0L  C18  H10  SING  N  N  36  
B0L  C19  H11  SING  N  N  37  
B0L  C19  H12  SING  N  N  38  
B0L  C20  H13  SING  N  N  39  
B0L  C20  H14  SING  N  N  40  
B0L  C21  H15  SING  N  N  41  
B0L  C21  H16  SING  N  N  42  
B0L  C21  H17  SING  N  N  43  
B0L  C22  H18  SING  N  N  44  
B0L  C23  H19  SING  N  N  45  
B0L  C24  H20  SING  N  N  46  
B0L  C25  H21  SING  N  N  47  
B0L  C26  H22  SING  N  N  48  
B0L  C26  H23  SING  N  N  49  
B0L  C26  H24  SING  N  N  50  
B0L  O07  H25  SING  N  N  51  
B0L  N03  H26  SING  N  N  52  
#   #
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
B0L  SMILES            ACDLabs               12.01  "c1ccccc1C=2C(=C(C(C(C)CCCC=[C@H]C=[C@H]C)=O)C(=O)NC=2)O"  
B0L  InChI             InChI                 1.03   "InChI=1S/C22H25NO3/c1-3-4-5-6-7-9-12-16(2)20(24)19-21(25)18(15-23-22(19)26)17-13-10-8-11-14-17/h3-6,8,10-11,13-16H,7,9,12H2,1-2H3,(H2,23,25,26)/b4-3+,6-5+/t16-/m0/s1"  
B0L  InChIKey          InChI                 1.03   YJRUCHHILBSMDC-GGXDDXSJSA-N  
B0L  SMILES_CANONICAL  CACTVS                3.385  "C/C=C/C=C/CCC[C@H](C)C(=O)C1=C(O)C(=CNC1=O)c2ccccc2"  
B0L  SMILES            CACTVS                3.385  "CC=CC=CCCC[CH](C)C(=O)C1=C(O)C(=CNC1=O)c2ccccc2"  
B0L  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "C/C=C/C=C/CCC[C@H](C)C(=O)C1=C(C(=CNC1=O)c2ccccc2)O"  
B0L  SMILES            "OpenEye OEToolkits"  2.0.6  "CC=CC=CCCCC(C)C(=O)C1=C(C(=CNC1=O)c2ccccc2)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
B0L  "SYSTEMATIC NAME"  ACDLabs               12.01  "4-hydroxy-3-[(2S,6E,8E)-2-methyldeca-6,8-dienoyl]-5-phenylpyridin-2(1H)-one"  
B0L  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "3-[(2~{S},6~{E},8~{E})-2-methyldeca-6,8-dienoyl]-4-oxidanyl-5-phenyl-1~{H}-pyridin-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
B0L  "Create component"  2018-12-21  PDBJ  
B0L  "Initial release"   2019-07-17  RCSB  
##
