data_CEK
#

_chem_comp.id                                   CEK
_chem_comp.name                                 
;(9aS)-8-acetyl-1,7-dihydroxy-3-methoxy-9a-methyl-N-(1-naphthylmethyl)-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
;

_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C28 H23 N O7"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        
;(9aS)-8-acetyl-1,7-dihydroxy-3-methoxy-9a-methyl-N-(naphthalen-1-ylmethyl)-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carbox
amide
;

_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2010-02-16
_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                       485.485
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    CEK
_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       3LMP
_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
CEK  C1    C1    C  0  1  N  N  N  15.238  51.299  66.907   5.850  -1.417  -1.875  C1    CEK   1  
CEK  C2    C2    C  0  1  N  N  N  16.116  51.253  65.656   4.855  -2.310  -1.181  C2    CEK   2  
CEK  O3    O3    O  0  1  N  N  N  17.239  51.754  65.656   4.867  -3.507  -1.386  O3    CEK   3  
CEK  C4    C4    C  0  1  N  N  N  15.558  50.593  64.403   3.908  -1.756  -0.292  C4    CEK   4  
CEK  C5    C5    C  0  1  N  N  N  14.658  49.332  64.575   3.897  -0.356  -0.056  C5    CEK   5  
CEK  C6    C6    C  0  1  N  N  S  14.651  48.369  63.326   2.905   0.157   0.956  C6    CEK   6  
CEK  C7    C7    C  0  1  N  N  N  14.747  49.204  62.037   1.756  -0.785   1.318  C7    CEK   7  
CEK  C8    C8    C  0  1  N  N  N  15.297  50.452  62.003   1.887  -2.092   1.074  C8    CEK   8  
CEK  C9    C9    C  0  1  N  N  N  15.801  51.040  63.130   2.978  -2.593   0.349  C9    CEK   9  
CEK  O10   O10   O  0  1  N  N  N  14.222  48.582  60.934   0.804   0.076   1.728  O10   CEK  10  
CEK  C11   C11   C  0  1  Y  N  N  13.208  47.818  61.507   0.846   1.169   0.907  C11   CEK  11  
CEK  C12   C12   C  0  1  Y  N  N  13.376  47.647  62.883   2.127   1.314   0.378  C12   CEK  12  
CEK  C13   C13   C  0  1  Y  N  N  12.103  47.247  60.836  -0.145   2.097   0.550  C13   CEK  13  
CEK  C14   C14   C  0  1  Y  N  N  11.165  46.495  61.595   0.168   3.153  -0.319  C14   CEK  14  
CEK  C15   C15   C  0  1  Y  N  N  11.358  46.338  62.986   1.448   3.279  -0.827  C15   CEK  15  
CEK  C16   C16   C  0  1  Y  N  N  12.455  46.910  63.624   2.428   2.356  -0.476  C16   CEK  16  
CEK  C17   C17   C  0  1  N  N  N  15.842  47.384  63.434   3.642   0.593   2.224  C17   CEK  17  
CEK  O18   O18   O  0  1  N  N  N  14.011  49.093  65.593   4.653   0.393  -0.641  O18   CEK  18  
CEK  O19   O19   O  0  1  N  N  N  16.589  52.144  62.943   3.143  -3.929   0.268  O19   CEK  19  
CEK  O20   O20   O  0  1  N  N  N  12.607  46.734  64.974   3.684   2.480  -0.975  O20   CEK  20  
CEK  O21   O21   O  0  1  N  N  N  10.077  45.937  60.914  -0.788   4.052  -0.664  O21   CEK  21  
CEK  C22   C22   C  0  1  N  N  N   9.119  45.012  61.489  -0.401   5.102  -1.553  C22   CEK  22  
CEK  C23   C23   C  0  1  N  N  N  11.992  47.480  59.328  -1.508   1.962   1.085  C23   CEK  23  
CEK  O24   O24   O  0  1  N  N  N  12.997  47.711  58.658  -1.808   2.506   2.131  O24   CEK  24  
CEK  N25   N25   N  0  1  N  N  N  10.829  47.412  58.652  -2.425   1.235   0.417  N25   CEK  25  
CEK  C26   C26   C  0  1  N  N  N  10.468  48.218  57.468  -3.783   1.101   0.950  C26   CEK  26  
CEK  C27   C27   C  0  1  Y  N  N   8.952  48.529  57.397  -4.606   0.245   0.021  C27   CEK  27  
CEK  C28   C28   C  0  1  Y  N  N   7.917  47.562  57.550  -4.490  -1.155   0.062  C28   CEK  28  
CEK  C29   C29   C  0  1  Y  N  N   6.540  47.991  57.464  -5.272  -1.942  -0.820  C29   CEK  29  
CEK  C30   C30   C  0  1  Y  N  N   6.249  49.335  57.234  -6.147  -1.309  -1.718  C30   CEK  30  
CEK  C31   C31   C  0  1  Y  N  N   7.276  50.265  57.087  -6.233   0.050  -1.729  C31   CEK  31  
CEK  C32   C32   C  0  1  Y  N  N   8.608  49.869  57.168  -5.468   0.824  -0.859  C32   CEK  32  
CEK  C33   C33   C  0  1  Y  N  N   5.507  47.051  57.613  -5.155  -3.342  -0.780  C33   CEK  33  
CEK  C34   C34   C  0  1  Y  N  N   5.809  45.711  57.843  -4.297  -3.922   0.103  C34   CEK  34  
CEK  C35   C35   C  0  1  Y  N  N   7.133  45.288  57.927  -3.529  -3.147   0.971  C35   CEK  35  
CEK  C36   C36   C  0  1  Y  N  N   8.176  46.201  57.784  -3.614  -1.789   0.960  C36   CEK  36  
CEK  H1    H1    H  0  1  N  N  N  15.775  51.821  67.713   6.494  -2.019  -2.516  H1    CEK  37  
CEK  H1A   H1A   H  0  1  N  N  N  14.305  51.836  66.680   5.319  -0.683  -2.481  H1A   CEK  38  
CEK  H1B   H1B   H  0  1  N  N  N  15.002  50.273  67.227   6.458  -0.902  -1.131  H1B   CEK  39  
CEK  H15   H15   H  0  1  N  N  N  10.645  45.767  63.562   1.688   4.093  -1.495  H15   CEK  40  
CEK  H17   H17   H  0  1  N  N  N  15.841  46.710  62.565   4.342   1.392   1.982  H17   CEK  41  
CEK  H17A  H17A  H  0  0  N  N  N  16.785  47.950  63.458   2.920   0.952   2.958  H17A  CEK  42  
CEK  H17B  H17B  H  0  0  N  N  N  15.746  46.792  64.356   4.188  -0.256   2.636  H17B  CEK  43  
CEK  HO19  HO19  H  0  0  N  N  N  17.037  52.355  63.754   2.489  -4.480   0.718  HO19  CEK  44  
CEK  HO20  HO20  H  0  0  N  N  N  13.079  47.473  65.339   3.822   2.014  -1.811  HO20  CEK  45  
CEK  H22   H22   H  0  1  N  N  N   8.372  44.737  60.729   0.400   5.685  -1.099  H22   CEK  46  
CEK  H22A  H22A  H  0  0  N  N  N   9.643  44.108  61.832  -0.052   4.673  -2.491  H22A  CEK  47  
CEK  H22B  H22B  H  0  0  N  N  N   8.615  45.490  62.342  -1.257   5.748  -1.745  H22B  CEK  48  
CEK  HN25  HN25  H  0  0  N  N  N  10.149  46.757  58.981  -2.187   0.801  -0.417  HN25  CEK  49  
CEK  H26   H26   H  0  1  N  N  N  11.016  49.170  57.516  -3.743   0.633   1.934  H26   CEK  50  
CEK  H26A  H26A  H  0  0  N  N  N  10.750  47.656  56.566  -4.240   2.087   1.035  H26A  CEK  51  
CEK  H30   H30   H  0  1  N  N  N   5.220  49.657  57.169  -6.748  -1.896  -2.396  H30   CEK  52  
CEK  H31   H31   H  0  1  N  N  N   7.036  51.303  56.909  -6.906   0.535  -2.421  H31   CEK  53  
CEK  H32   H32   H  0  1  N  N  N   9.389  50.606  57.053  -5.558   1.900  -0.886  H32   CEK  54  
CEK  H33   H33   H  0  1  N  N  N   4.477  47.368  57.549  -5.745  -3.956  -1.446  H33   CEK  55  
CEK  H34   H34   H  0  1  N  N  N   5.010  44.994  57.957  -4.209  -4.998   0.132  H34   CEK  56  
CEK  H35   H35   H  0  1  N  N  N   7.353  44.246  58.104  -2.855  -3.632   1.662  H35   CEK  57  
CEK  H36   H36   H  0  1  N  N  N   9.198  45.858  57.854  -3.012  -1.202   1.637  H36   CEK  58  
CEK  H8    H8    H  0  1  N  N  N  15.335  50.987  61.066   1.136  -2.776   1.439  H8    CEK  59  
#   #
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
CEK  C1   C2    SING  N  N   1  
CEK  C2   O3    DOUB  N  N   2  
CEK  C2   C4    SING  N  N   3  
CEK  C4   C5    SING  N  N   4  
CEK  C4   C9    DOUB  N  N   5  
CEK  C5   C6    SING  N  N   6  
CEK  C5   O18   DOUB  N  N   7  
CEK  C6   C7    SING  N  N   8  
CEK  C6   C12   SING  N  N   9  
CEK  C6   C17   SING  N  N  10  
CEK  C7   C8    DOUB  N  N  11  
CEK  C7   O10   SING  N  N  12  
CEK  C8   C9    SING  N  N  13  
CEK  C9   O19   SING  N  N  14  
CEK  O10  C11   SING  N  N  15  
CEK  C11  C12   DOUB  Y  N  16  
CEK  C11  C13   SING  Y  N  17  
CEK  C12  C16   SING  Y  N  18  
CEK  C13  C14   DOUB  Y  N  19  
CEK  C13  C23   SING  N  N  20  
CEK  C14  C15   SING  Y  N  21  
CEK  C14  O21   SING  N  N  22  
CEK  C15  C16   DOUB  Y  N  23  
CEK  C16  O20   SING  N  N  24  
CEK  O21  C22   SING  N  N  25  
CEK  C23  O24   DOUB  N  N  26  
CEK  C23  N25   SING  N  N  27  
CEK  N25  C26   SING  N  N  28  
CEK  C26  C27   SING  N  N  29  
CEK  C27  C28   DOUB  Y  N  30  
CEK  C27  C32   SING  Y  N  31  
CEK  C28  C29   SING  Y  N  32  
CEK  C28  C36   SING  Y  N  33  
CEK  C29  C30   DOUB  Y  N  34  
CEK  C29  C33   SING  Y  N  35  
CEK  C30  C31   SING  Y  N  36  
CEK  C31  C32   DOUB  Y  N  37  
CEK  C33  C34   DOUB  Y  N  38  
CEK  C34  C35   SING  Y  N  39  
CEK  C35  C36   DOUB  Y  N  40  
CEK  C1   H1    SING  N  N  41  
CEK  C1   H1A   SING  N  N  42  
CEK  C1   H1B   SING  N  N  43  
CEK  C15  H15   SING  N  N  44  
CEK  C17  H17   SING  N  N  45  
CEK  C17  H17A  SING  N  N  46  
CEK  C17  H17B  SING  N  N  47  
CEK  O19  HO19  SING  N  N  48  
CEK  O20  HO20  SING  N  N  49  
CEK  C22  H22   SING  N  N  50  
CEK  C22  H22A  SING  N  N  51  
CEK  C22  H22B  SING  N  N  52  
CEK  N25  HN25  SING  N  N  53  
CEK  C26  H26   SING  N  N  54  
CEK  C26  H26A  SING  N  N  55  
CEK  C30  H30   SING  N  N  56  
CEK  C31  H31   SING  N  N  57  
CEK  C32  H32   SING  N  N  58  
CEK  C33  H33   SING  N  N  59  
CEK  C34  H34   SING  N  N  60  
CEK  C35  H35   SING  N  N  61  
CEK  C36  H36   SING  N  N  62  
CEK  C8   H8    SING  N  N  63  
#   #
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
CEK  SMILES_CANONICAL  CACTVS                3.352  "COc1cc(O)c2c(OC3=CC(=C(C(C)=O)C(=O)[C@@]23C)O)c1C(=O)NCc4cccc5ccccc45"  
CEK  SMILES            CACTVS                3.352  "COc1cc(O)c2c(OC3=CC(=C(C(C)=O)C(=O)[C]23C)O)c1C(=O)NCc4cccc5ccccc45"  
CEK  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.0  "CC(=O)C1=C(C=C2[C@@](C1=O)(c3c(cc(c(c3O2)C(=O)NCc4cccc5c4cccc5)OC)O)C)O"  
CEK  SMILES            "OpenEye OEToolkits"  1.7.0  "CC(=O)C1=C(C=C2C(C1=O)(c3c(cc(c(c3O2)C(=O)NCc4cccc5c4cccc5)OC)O)C)O"  
CEK  InChI             InChI                 1.03   "InChI=1S/C28H23NO7/c1-14(30)22-18(31)12-21-28(2,26(22)33)24-19(32)11-20(35-3)23(25(24)36-21)27(34)29-13-16-9-6-8-15-7-4-5-10-17(15)16/h4-12,31-32H,13H2,1-3H3,(H,29,34)/t28-/m1/s1"  
CEK  InChIKey          InChI                 1.03   GHOGOLYMMHFNIT-MUUNZHRXSA-N  
#
_pdbx_chem_comp_identifier.comp_id          CEK
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  1.6.1
_pdbx_chem_comp_identifier.identifier       "(9aS)-8-ethanoyl-1,7-dihydroxy-3-methoxy-9a-methyl-N-(naphthalen-1-ylmethyl)-9-oxo-dibenzofuran-4-carboxamide"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
CEK  "Create component"      2010-02-16  PDBJ  
CEK  "Modify aromatic_flag"  2011-06-04  RCSB  
CEK  "Modify descriptor"     2011-06-04  RCSB  
CEK  "Modify synonyms"       2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     CEK
_pdbx_chem_comp_synonyms.name        "(9aS)-8-acetyl-1,7-dihydroxy-3-methoxy-9a-methyl-N-(naphthalen-1-ylmethyl)-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
