data_RCG
#

_chem_comp.id                                   RCG
_chem_comp.name                                 "(1R,2R,3S,3aR,8bS)-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-1,8b-bis(oxidanyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxamide"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C29 H31 N O7"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "Rocaglamide; Rocaglamide A"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2017-08-24
_chem_comp.pdbx_modified_date                   2021-03-13
_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                       505.559
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    RCG
_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       5Y71
_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
RCG  C1   C1   C  0  1  N  N  N  37.234   5.768  43.497  -1.507  -4.529  -1.223  C1   RCG   1  
RCG  C10  C2   C  0  1  Y  N  N  43.780   8.167  40.835  -2.877   1.206  -0.975  C10  RCG   2  
RCG  C11  C3   C  0  1  Y  N  N  44.558   9.305  40.915  -3.837   1.929  -0.281  C11  RCG   3  
RCG  C12  C4   C  0  1  Y  N  N  45.340   9.537  42.050  -3.722   2.080   1.093  C12  RCG   4  
RCG  C13  C5   C  0  1  Y  N  N  45.374   8.649  43.120  -2.658   1.511   1.772  C13  RCG   5  
RCG  C14  C6   C  0  1  Y  N  N  44.566   7.526  42.989  -1.694   0.782   1.081  C14  RCG   6  
RCG  C15  C7   C  0  1  N  N  N  46.856  11.114  43.033  -5.730   3.351   1.015  C15  RCG   7  
RCG  C16  C8   C  0  1  N  N  N  42.956   8.797  38.694  -4.111   1.656  -2.956  C16  RCG   8  
RCG  C17  C9   C  0  1  Y  N  N  43.978   4.175  43.835   1.330   1.037   0.321  C17  RCG   9  
RCG  C18  C10  C  0  1  Y  N  N  43.443   3.062  43.216   1.110   2.055  -0.589  C18  RCG  10  
RCG  C19  C11  C  0  1  Y  N  N  43.929   1.791  43.466   2.027   3.080  -0.714  C19  RCG  11  
RCG  C2   C12  C  0  1  N  N  N  38.708   4.119  42.376  -1.687  -5.559   1.089  C2   RCG  12  
RCG  C20  C13  C  0  1  Y  N  N  44.969   1.618  44.366   3.169   3.089   0.074  C20  RCG  13  
RCG  C21  C14  C  0  1  Y  N  N  45.512   2.725  45.000   3.386   2.066   0.987  C21  RCG  14  
RCG  C22  C15  C  0  1  Y  N  N  45.008   3.985  44.732   2.467   1.043   1.108  C22  RCG  15  
RCG  C23  C16  C  0  1  N  N  N  44.961  -0.723  43.863   5.225   4.040   0.796  C23  RCG  16  
RCG  C24  C17  C  0  1  Y  N  N  42.093   5.304  45.774   2.392  -1.409   0.043  C24  RCG  17  
RCG  C25  C18  C  0  1  Y  N  N  41.327   4.179  46.053   3.471  -1.687   0.860  C25  RCG  18  
RCG  C26  C19  C  0  1  Y  N  N  41.282   3.645  47.331   4.754  -1.654   0.346  C26  RCG  19  
RCG  C27  C20  C  0  1  Y  N  N  42.017   4.216  48.345   4.957  -1.345  -0.986  C27  RCG  20  
RCG  C28  C21  C  0  1  Y  N  N  42.797   5.317  48.086   3.878  -1.067  -1.804  C28  RCG  21  
RCG  C29  C22  C  0  1  Y  N  N  42.842   5.854  46.808   2.595  -1.099  -1.289  C29  RCG  22  
RCG  C3   C23  C  0  1  N  N  N  39.644   5.927  43.812  -0.396  -3.529   0.701  C3   RCG  23  
RCG  C4   C24  C  0  1  N  N  R  41.030   5.467  43.409   0.132  -2.451  -0.209  C4   RCG  24  
RCG  C5   C25  C  0  1  N  N  S  42.155   5.883  44.380   0.993  -1.451   0.601  C5   RCG  25  
RCG  C6   C26  C  0  1  N  N  R  43.447   5.576  43.562   0.325  -0.078   0.460  C6   RCG  26  
RCG  C7   C27  C  0  1  N  N  S  43.055   5.937  42.080  -0.627  -0.179  -0.765  C7   RCG  27  
RCG  C8   C28  C  0  1  N  N  R  41.509   6.049  42.055  -1.038  -1.662  -0.816  C8   RCG  28  
RCG  C9   C29  C  0  1  Y  N  N  43.774   7.254  41.891  -1.814   0.641  -0.295  C9   RCG  29  
RCG  N1   N1   N  0  1  N  N  N  38.597   5.294  43.243  -1.174  -4.511   0.204  N1   RCG  30  
RCG  O1   O1   O  0  1  N  N  N  39.483   6.851  44.609  -0.121  -3.514   1.882  O1   RCG  31  
RCG  O2   O2   O  0  1  N  N  N  41.098   7.408  41.957  -2.223  -1.870  -0.045  O2   RCG  32  
RCG  O3   O3   O  0  1  N  N  N  44.495   6.550  43.950  -0.587   0.139   1.547  O3   RCG  33  
RCG  O4   O4   O  0  1  N  N  N  46.037  10.713  41.944  -4.658   2.790   1.776  O4   RCG  34  
RCG  O5   O5   O  0  1  N  N  N  42.984   7.860  39.770  -2.984   1.049  -2.320  O5   RCG  35  
RCG  O6   O6   O  0  1  N  N  N  43.462   4.980  41.122  -0.043   0.287  -1.983  O6   RCG  36  
RCG  O7   O7   O  0  1  N  N  N  45.468   0.368  44.626   4.073   4.096  -0.048  O7   RCG  37  
RCG  H1   H1   H  0  1  N  N  N  37.268   6.649  44.155  -2.425  -3.966  -1.389  H1   RCG  38  
RCG  H2   H2   H  0  1  N  N  N  36.757   6.041  42.544  -0.695  -4.076  -1.791  H2   RCG  39  
RCG  H3   H3   H  0  1  N  N  N  36.653   4.970  43.982  -1.648  -5.559  -1.550  H3   RCG  40  
RCG  H4   H4   H  0  1  N  N  N  44.562  10.015  40.101  -4.669   2.372  -0.808  H4   RCG  41  
RCG  H5   H5   H  0  1  N  N  N  45.986   8.821  43.993  -2.576   1.633   2.842  H5   RCG  42  
RCG  H6   H6   H  0  1  N  N  N  47.343  12.070  42.793  -6.277   2.552   0.514  H6   RCG  43  
RCG  H7   H7   H  0  1  N  N  N  46.236  11.234  43.933  -6.404   3.890   1.681  H7   RCG  44  
RCG  H8   H8   H  0  1  N  N  N  47.623  10.347  43.216  -5.327   4.038   0.271  H8   RCG  45  
RCG  H9   H9   H  0  1  N  N  N  42.281   8.431  37.906  -4.088   2.732  -2.788  H9   RCG  46  
RCG  H10  H10  H  0  1  N  N  N  42.596   9.769  39.063  -4.076   1.455  -4.027  H10  RCG  47  
RCG  H11  H11  H  0  1  N  N  N  43.970   8.914  38.283  -5.030   1.243  -2.539  H11  RCG  48  
RCG  H12  H12  H  0  1  N  N  N  42.626   3.187  42.521   0.221   2.048  -1.202  H12  RCG  49  
RCG  H13  H13  H  0  1  N  N  N  43.500   0.937  42.962   1.856   3.875  -1.425  H13  RCG  50  
RCG  H14  H14  H  0  1  N  N  N  39.768   3.852  42.254  -2.292  -6.258   0.512  H14  RCG  51  
RCG  H15  H15  H  0  1  N  N  N  38.167   3.276  42.830  -0.852  -6.091   1.545  H15  RCG  52  
RCG  H16  H16  H  0  1  N  N  N  38.272   4.347  41.392  -2.300  -5.108   1.870  H16  RCG  53  
RCG  H17  H17  H  0  1  N  N  N  46.325   2.604  45.700   4.274   2.071   1.602  H17  RCG  54  
RCG  H18  H18  H  0  1  N  N  N  45.431   4.840  45.237   2.636   0.247   1.818  H18  RCG  55  
RCG  H19  H19  H  0  1  N  N  N  45.452  -1.654  44.182   4.911   4.052   1.840  H19  RCG  56  
RCG  H20  H20  H  0  1  N  N  N  43.876  -0.808  44.021   5.779   3.123   0.594  H20  RCG  57  
RCG  H21  H21  H  0  1  N  N  N  45.163  -0.549  42.796   5.863   4.901   0.598  H21  RCG  58  
RCG  H22  H22  H  0  1  N  N  N  40.758   3.714  45.262   3.313  -1.929   1.901  H22  RCG  59  
RCG  H23  H23  H  0  1  N  N  N  40.669   2.779  47.532   5.598  -1.870   0.985  H23  RCG  60  
RCG  H24  H24  H  0  1  N  N  N  41.981   3.800  49.341   5.960  -1.319  -1.388  H24  RCG  61  
RCG  H25  H25  H  0  1  N  N  N  43.376   5.765  48.879   4.036  -0.825  -2.844  H25  RCG  62  
RCG  H26  H26  H  0  1  N  N  N  43.468   6.712  46.613   1.752  -0.882  -1.928  H26  RCG  63  
RCG  H27  H27  H  0  1  N  N  N  41.028   4.370  43.331   0.730  -2.897  -1.004  H27  RCG  64  
RCG  H28  H28  H  0  1  N  N  N  42.099   6.977  44.480   1.022  -1.751   1.649  H28  RCG  65  
RCG  H29  H29  H  0  1  N  N  N  41.107   5.445  41.228  -1.203  -1.970  -1.848  H29  RCG  66  
RCG  H30  H30  H  0  1  N  N  N  40.149   7.452  41.943  -2.532  -2.786  -0.038  H30  RCG  67  
RCG  H31  H31  H  0  1  N  N  N  42.993   4.167  41.268  -0.630   0.227  -2.749  H31  RCG  68  
#   #
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
RCG  C16  O5   SING  N  N   1  
RCG  O5   C10  SING  N  N   2  
RCG  C10  C11  DOUB  Y  N   3  
RCG  C10  C9   SING  Y  N   4  
RCG  C11  C12  SING  Y  N   5  
RCG  O6   C7   SING  N  N   6  
RCG  C9   C7   SING  N  N   7  
RCG  C9   C14  DOUB  Y  N   8  
RCG  O4   C12  SING  N  N   9  
RCG  O4   C15  SING  N  N  10  
RCG  O2   C8   SING  N  N  11  
RCG  C12  C13  DOUB  Y  N  12  
RCG  C8   C7   SING  N  N  13  
RCG  C8   C4   SING  N  N  14  
RCG  C7   C6   SING  N  N  15  
RCG  C2   N1   SING  N  N  16  
RCG  C14  C13  SING  Y  N  17  
RCG  C14  O3   SING  N  N  18  
RCG  C18  C19  DOUB  Y  N  19  
RCG  C18  C17  SING  Y  N  20  
RCG  N1   C1   SING  N  N  21  
RCG  N1   C3   SING  N  N  22  
RCG  C4   C3   SING  N  N  23  
RCG  C4   C5   SING  N  N  24  
RCG  C19  C20  SING  Y  N  25  
RCG  C6   C17  SING  N  N  26  
RCG  C6   O3   SING  N  N  27  
RCG  C6   C5   SING  N  N  28  
RCG  C3   O1   DOUB  N  N  29  
RCG  C17  C22  DOUB  Y  N  30  
RCG  C23  O7   SING  N  N  31  
RCG  C20  O7   SING  N  N  32  
RCG  C20  C21  DOUB  Y  N  33  
RCG  C5   C24  SING  N  N  34  
RCG  C22  C21  SING  Y  N  35  
RCG  C24  C25  DOUB  Y  N  36  
RCG  C24  C29  SING  Y  N  37  
RCG  C25  C26  SING  Y  N  38  
RCG  C29  C28  DOUB  Y  N  39  
RCG  C26  C27  DOUB  Y  N  40  
RCG  C28  C27  SING  Y  N  41  
RCG  C1   H1   SING  N  N  42  
RCG  C1   H2   SING  N  N  43  
RCG  C1   H3   SING  N  N  44  
RCG  C11  H4   SING  N  N  45  
RCG  C13  H5   SING  N  N  46  
RCG  C15  H6   SING  N  N  47  
RCG  C15  H7   SING  N  N  48  
RCG  C15  H8   SING  N  N  49  
RCG  C16  H9   SING  N  N  50  
RCG  C16  H10  SING  N  N  51  
RCG  C16  H11  SING  N  N  52  
RCG  C18  H12  SING  N  N  53  
RCG  C19  H13  SING  N  N  54  
RCG  C2   H14  SING  N  N  55  
RCG  C2   H15  SING  N  N  56  
RCG  C2   H16  SING  N  N  57  
RCG  C21  H17  SING  N  N  58  
RCG  C22  H18  SING  N  N  59  
RCG  C23  H19  SING  N  N  60  
RCG  C23  H20  SING  N  N  61  
RCG  C23  H21  SING  N  N  62  
RCG  C25  H22  SING  N  N  63  
RCG  C26  H23  SING  N  N  64  
RCG  C27  H24  SING  N  N  65  
RCG  C28  H25  SING  N  N  66  
RCG  C29  H26  SING  N  N  67  
RCG  C4   H27  SING  N  N  68  
RCG  C5   H28  SING  N  N  69  
RCG  C8   H29  SING  N  N  70  
RCG  O2   H30  SING  N  N  71  
RCG  O6   H31  SING  N  N  72  
#   #
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
RCG  InChI             InChI                 1.03   "InChI=1S/C29H31NO7/c1-30(2)27(32)23-24(17-9-7-6-8-10-17)29(18-11-13-19(34-3)14-12-18)28(33,26(23)31)25-21(36-5)15-20(35-4)16-22(25)37-29/h6-16,23-24,26,31,33H,1-5H3/t23-,24-,26-,28+,29+/m1/s1"  
RCG  InChIKey          InChI                 1.03   DAPAQENNNINUPW-IDAMAFBJSA-N  
RCG  SMILES_CANONICAL  CACTVS                3.385  "COc1ccc(cc1)[C@@]23Oc4cc(OC)cc(OC)c4[C@]2(O)[C@H](O)[C@@H]([C@H]3c5ccccc5)C(=O)N(C)C"  
RCG  SMILES            CACTVS                3.385  "COc1ccc(cc1)[C]23Oc4cc(OC)cc(OC)c4[C]2(O)[CH](O)[CH]([CH]3c5ccccc5)C(=O)N(C)C"  
RCG  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "CN(C)C(=O)[C@@H]1[C@H]([C@]2([C@@]([C@@H]1O)(c3c(cc(cc3OC)OC)O2)O)c4ccc(cc4)OC)c5ccccc5"  
RCG  SMILES            "OpenEye OEToolkits"  2.0.6  "CN(C)C(=O)C1C(C2(C(C1O)(c3c(cc(cc3OC)OC)O2)O)c4ccc(cc4)OC)c5ccccc5"  
#
_pdbx_chem_comp_identifier.comp_id          RCG
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.6
_pdbx_chem_comp_identifier.identifier       "(1~{R},2~{R},3~{S},3~{a}~{R},8~{b}~{S})-6,8-dimethoxy-3~{a}-(4-methoxyphenyl)-~{N},~{N}-dimethyl-1,8~{b}-bis(oxidanyl)-3-phenyl-2,3-dihydro-1~{H}-cyclopenta[b][1]benzofuran-2-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
RCG  "Create component"  2017-08-24  PDBJ  
RCG  "Initial release"   2019-01-16  RCSB  
RCG  "Modify synonyms"   2021-03-13  RCSB  
#   #
loop_
_pdbx_chem_comp_synonyms.ordinal
_pdbx_chem_comp_synonyms.comp_id
_pdbx_chem_comp_synonyms.name
_pdbx_chem_comp_synonyms.provenance
_pdbx_chem_comp_synonyms.type
1  RCG  Rocaglamide      PDB  ?  
2  RCG  "Rocaglamide A"  PDB  ?  
##
