data_AUK
#

_chem_comp.id                                   AUK
_chem_comp.name                                 "1-hydroxy-2-methyl-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]quinolin-4(1H)-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C25 H33 N O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "Aurachin C"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2009-04-17
_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                       379.535
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    AUK
_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       3H29
_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
AUK  O27   O27   O  0  1  N  N  N  66.692  113.582  126.056  -2.898   1.050  -1.894  O27   AUK   1  
AUK  C7    C7    C  0  1  N  N  N  67.722  113.449  125.361  -3.348   0.628  -0.841  C7    AUK   2  
AUK  C8    C8    C  0  1  N  N  N  68.714  112.359  125.620  -2.999   1.225   0.393  C8    AUK   3  
AUK  C9    C9    C  0  1  N  N  N  69.919  112.277  124.730  -3.509   0.742   1.545  C9    AUK   4  
AUK  C28   C28   C  0  1  N  N  N  70.951  111.197  124.955  -3.117   1.401   2.843  C28   AUK   5  
AUK  N10   N10   N  0  1  N  N  N  70.120  113.204  123.671  -4.360  -0.311   1.581  N10   AUK   6  
AUK  O26   O26   O  0  1  N  N  N  71.288  113.094  122.844  -4.853  -0.759   2.830  O26   AUK   7  
AUK  C3    C3    C  0  1  Y  N  N  69.195  114.240  123.402  -4.758  -0.957   0.431  C3    AUK   8  
AUK  C4    C4    C  0  1  Y  N  N  69.417  115.137  122.357  -5.633  -2.038   0.479  C4    AUK   9  
AUK  C5    C5    C  0  1  Y  N  N  68.498  116.156  122.109  -6.012  -2.662  -0.690  C5    AUK  10  
AUK  C6    C6    C  0  1  Y  N  N  67.348  116.301  122.888  -5.529  -2.224  -1.915  C6    AUK  11  
AUK  C1    C1    C  0  1  Y  N  N  67.082  115.432  123.947  -4.668  -1.164  -1.984  C1    AUK  12  
AUK  C2    C2    C  0  1  Y  N  N  67.971  114.398  124.237  -4.277  -0.515  -0.814  C2    AUK  13  
AUK  C11   C11   C  0  1  N  N  N  68.569  111.336  126.742  -2.057   2.400   0.421  C11   AUK  14  
AUK  C12   C12   C  0  1  N  N  N  67.260  111.344  127.511  -0.634   1.904   0.424  C12   AUK  15  
AUK  C13   C13   C  0  1  N  N  N  67.173  111.099  128.839   0.193   2.280  -0.520  C13   AUK  16  
AUK  C23   C23   C  0  1  N  N  N  68.395  110.818  129.670  -0.311   3.094  -1.683  C23   AUK  17  
AUK  C14   C14   C  0  1  N  N  N  65.826  111.115  129.532   1.649   1.898  -0.442  C14   AUK  18  
AUK  C15   C15   C  0  1  N  N  N  64.960  109.934  129.097   1.884   0.620  -1.250  C15   AUK  19  
AUK  C16   C16   C  0  1  N  N  N  63.532  110.092  129.581   3.340   0.238  -1.173  C16   AUK  20  
AUK  C17   C17   C  0  1  N  N  N  62.467  110.101  128.754   3.687  -0.922  -0.672  C17   AUK  21  
AUK  C24   C24   C  0  1  N  N  N  62.649  109.959  127.268   2.648  -1.810  -0.037  C24   AUK  22  
AUK  C18   C18   C  0  1  N  N  N  61.082  110.259  129.353   5.125  -1.368  -0.730  C18   AUK  23  
AUK  C19   C19   C  0  1  N  N  N  59.983  110.369  128.298   5.826  -1.003   0.580  C19   AUK  24  
AUK  C20   C20   C  0  1  N  N  N  59.175  109.090  128.261   7.264  -1.449   0.521  C20   AUK  25  
AUK  C21   C21   C  0  1  N  N  N  57.897  109.028  127.840   8.228  -0.563   0.577  C21   AUK  26  
AUK  C22   C22   C  0  1  N  N  N  57.188  107.704  127.844   7.898   0.906   0.632  C22   AUK  27  
AUK  C25   C25   C  0  1  N  N  N  57.156  110.247  127.365   9.666  -1.013   0.588  C25   AUK  28  
AUK  H28   H28   H  0  1  N  N  N  71.202  110.723  123.995  -3.821   2.202   3.071  H28   AUK  29  
AUK  H28A  H28A  H  0  0  N  N  N  71.857  111.641  125.392  -3.134   0.663   3.645  H28A  AUK  30  
AUK  H28B  H28B  H  0  0  N  N  N  70.545  110.440  125.642  -2.113   1.815   2.751  H28B  AUK  31  
AUK  HO26  HO26  H  0  0  N  N  N  71.029  113.070  121.930  -5.454  -1.514   2.768  HO26  AUK  32  
AUK  H4    H4    H  0  1  N  N  N  70.299  115.042  121.741  -6.014  -2.386   1.428  H4    AUK  33  
AUK  H5    H5    H  0  1  N  N  N  68.679  116.847  121.299  -6.691  -3.501  -0.652  H5    AUK  34  
AUK  H6    H6    H  0  1  N  N  N  66.654  117.098  122.667  -5.836  -2.725  -2.822  H6    AUK  35  
AUK  H1    H1    H  0  1  N  N  N  66.189  115.560  124.541  -4.296  -0.828  -2.941  H1    AUK  36  
AUK  H11   H11   H  0  1  N  N  N  68.670  110.340  126.286  -2.223   3.021  -0.459  H11   AUK  37  
AUK  H11A  H11A  H  0  0  N  N  N  69.342  111.599  127.479  -2.238   2.990   1.320  H11A  AUK  38  
AUK  H12   H12   H  0  1  N  N  N  66.350  111.556  126.969  -0.296   1.238   1.204  H12   AUK  39  
AUK  H23   H23   H  0  1  N  N  N  69.276  110.749  129.015  -0.320   4.150  -1.411  H23   AUK  40  
AUK  H23A  H23A  H  0  0  N  N  N  68.540  111.632  130.396   0.344   2.946  -2.542  H23A  AUK  41  
AUK  H23B  H23B  H  0  0  N  N  N  68.262  109.867  130.207  -1.322   2.776  -1.938  H23B  AUK  42  
AUK  H14   H14   H  0  1  N  N  N  65.985  111.057  130.619   2.258   2.704  -0.851  H14   AUK  43  
AUK  H14A  H14A  H  0  0  N  N  N  65.306  112.045  129.259   1.924   1.726   0.598  H14A  AUK  44  
AUK  H15   H15   H  0  1  N  N  N  64.959  109.879  127.998   1.275  -0.186  -0.841  H15   AUK  45  
AUK  H15A  H15A  H  0  0  N  N  N  65.377  109.015  129.535   1.609   0.792  -2.291  H15A  AUK  46  
AUK  H16   H16   H  0  1  N  N  N  63.359  110.203  130.641   4.097   0.920  -1.530  H16   AUK  47  
AUK  H24   H24   H  0  1  N  N  N  61.664  109.924  126.779   2.162  -2.409  -0.808  H24   AUK  48  
AUK  H24A  H24A  H  0  0  N  N  N  63.218  110.819  126.885   3.127  -2.469   0.687  H24A  AUK  49  
AUK  H24B  H24B  H  0  0  N  N  N  63.198  109.030  127.053   1.904  -1.195   0.468  H24B  AUK  50  
AUK  H18   H18   H  0  1  N  N  N  60.874  109.378  129.978   5.166  -2.447  -0.876  H18   AUK  51  
AUK  H18A  H18A  H  0  0  N  N  N  61.078  111.193  129.933   5.627  -0.871  -1.561  H18A  AUK  52  
AUK  H19   H19   H  0  1  N  N  N  59.321  111.211  128.548   5.786   0.076   0.725  H19   AUK  53  
AUK  H19A  H19A  H  0  0  N  N  N  60.442  110.536  127.312   5.325  -1.500   1.411  H19A  AUK  54  
AUK  H20   H20   H  0  1  N  N  N  59.649  108.177  128.590   7.501  -2.499   0.433  H20   AUK  55  
AUK  H22   H22   H  0  1  N  N  N  57.015  107.377  126.808   7.707   1.198   1.664  H22   AUK  56  
AUK  H22A  H22A  H  0  0  N  N  N  57.807  106.958  128.365   8.737   1.482   0.241  H22A  AUK  57  
AUK  H22B  H22B  H  0  0  N  N  N  56.223  107.807  128.362   7.011   1.102   0.029  H22B  AUK  58  
AUK  H25   H25   H  0  1  N  N  N  56.975  110.921  128.215   9.706  -2.102   0.544  H25   AUK  59  
AUK  H25A  H25A  H  0  0  N  N  N  57.757  110.768  126.605  10.184  -0.595  -0.275  H25A  AUK  60  
AUK  H25B  H25B  H  0  0  N  N  N  56.194  109.943  126.927  10.148  -0.669   1.503  H25B  AUK  61  
#   #
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
AUK  O27  C7    DOUB  N  N   1  
AUK  C7   C8    SING  N  N   2  
AUK  C7   C2    SING  N  N   3  
AUK  C8   C9    DOUB  N  N   4  
AUK  C8   C11   SING  N  N   5  
AUK  C9   C28   SING  N  N   6  
AUK  C9   N10   SING  N  N   7  
AUK  N10  O26   SING  N  N   8  
AUK  N10  C3    SING  N  N   9  
AUK  C3   C4    DOUB  Y  N  10  
AUK  C3   C2    SING  Y  N  11  
AUK  C4   C5    SING  Y  N  12  
AUK  C5   C6    DOUB  Y  N  13  
AUK  C6   C1    SING  Y  N  14  
AUK  C1   C2    DOUB  Y  N  15  
AUK  C11  C12   SING  N  N  16  
AUK  C12  C13   DOUB  N  N  17  
AUK  C13  C23   SING  N  N  18  
AUK  C13  C14   SING  N  N  19  
AUK  C14  C15   SING  N  N  20  
AUK  C15  C16   SING  N  N  21  
AUK  C16  C17   DOUB  N  N  22  
AUK  C17  C24   SING  N  N  23  
AUK  C17  C18   SING  N  N  24  
AUK  C18  C19   SING  N  N  25  
AUK  C19  C20   SING  N  N  26  
AUK  C20  C21   DOUB  N  E  27  
AUK  C21  C22   SING  N  N  28  
AUK  C21  C25   SING  N  N  29  
AUK  C28  H28   SING  N  N  30  
AUK  C28  H28A  SING  N  N  31  
AUK  C28  H28B  SING  N  N  32  
AUK  O26  HO26  SING  N  N  33  
AUK  C4   H4    SING  N  N  34  
AUK  C5   H5    SING  N  N  35  
AUK  C6   H6    SING  N  N  36  
AUK  C1   H1    SING  N  N  37  
AUK  C11  H11   SING  N  N  38  
AUK  C11  H11A  SING  N  N  39  
AUK  C12  H12   SING  N  E  40  
AUK  C23  H23   SING  N  N  41  
AUK  C23  H23A  SING  N  N  42  
AUK  C23  H23B  SING  N  N  43  
AUK  C14  H14   SING  N  N  44  
AUK  C14  H14A  SING  N  N  45  
AUK  C15  H15   SING  N  N  46  
AUK  C15  H15A  SING  N  N  47  
AUK  C16  H16   SING  N  N  48  
AUK  C24  H24   SING  N  N  49  
AUK  C24  H24A  SING  N  N  50  
AUK  C24  H24B  SING  N  N  51  
AUK  C18  H18   SING  N  N  52  
AUK  C18  H18A  SING  N  N  53  
AUK  C19  H19   SING  N  N  54  
AUK  C19  H19A  SING  N  N  55  
AUK  C20  H20   SING  N  N  56  
AUK  C22  H22   SING  N  N  57  
AUK  C22  H22A  SING  N  N  58  
AUK  C22  H22B  SING  N  N  59  
AUK  C25  H25   SING  N  N  60  
AUK  C25  H25A  SING  N  N  61  
AUK  C25  H25B  SING  N  N  62  
#   #
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
AUK  SMILES            ACDLabs               10.04  "O=C2c1c(cccc1)N(O)C(=C2C\C=C(/C)CC\C=C(/C)CC\C=C(/C)C)C"  
AUK  SMILES_CANONICAL  CACTVS                3.341  "CC(C)=CCCC(/C)=C/CCC(/C)=C/CC1=C(C)N(O)c2ccccc2C1=O"  
AUK  SMILES            CACTVS                3.341  "CC(C)=CCCC(C)=CCCC(C)=CCC1=C(C)N(O)c2ccccc2C1=O"  
AUK  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "CC1=C(C(=O)c2ccccc2N1O)C\C=C(/C)\CC\C=C(/C)\CCC=C(C)C"  
AUK  SMILES            "OpenEye OEToolkits"  1.5.0  "CC1=C(C(=O)c2ccccc2N1O)CC=C(C)CCC=C(C)CCC=C(C)C"  
AUK  InChI             InChI                 1.03   "InChI=1S/C25H33NO2/c1-18(2)10-8-11-19(3)12-9-13-20(4)16-17-22-21(5)26(28)24-15-7-6-14-23(24)25(22)27/h6-7,10,12,14-16,28H,8-9,11,13,17H2,1-5H3/b19-12+,20-16+"  
AUK  InChIKey          InChI                 1.03   FIHXCHBEHLCXEG-YEFHWUCQSA-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
AUK  "SYSTEMATIC NAME"  ACDLabs               10.04  "1-hydroxy-2-methyl-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]quinolin-4(1H)-one"  
AUK  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "1-hydroxy-2-methyl-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]quinolin-4-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
AUK  "Create component"      2009-04-17  PDBJ  
AUK  "Modify aromatic_flag"  2011-06-04  RCSB  
AUK  "Modify descriptor"     2011-06-04  RCSB  
AUK  "Modify synonyms"       2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     AUK
_pdbx_chem_comp_synonyms.name        "Aurachin C"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
