data_E33
#

_chem_comp.id                                   E33
_chem_comp.name                                 "(8~{a}~{R},12~{a}~{S},13~{a}~{R})-12-ethylsulfonyl-3-methoxy-5,6,8,8~{a},9,10,11,12~{a},13,13~{a}-decahydroisoquinolino[2,1-g][1,6]naphthyridine"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C19 H28 N2 O3 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-10-03
_chem_comp.pdbx_modified_date                   2019-11-29
_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                       364.502
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    E33
_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       6KUW
_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
E33  C1   C1   C  0  1  N  N  N  -30.895  -12.938  60.350   2.127   4.285  -0.204  C1   E33   1  
E33  C2   C2   C  0  1  N  N  N  -31.600  -14.271  60.491   2.846   2.986   0.166  C2   E33   2  
E33  C3   C3   C  0  1  N  N  N  -33.812  -15.108  58.080   4.021   0.105   0.156  C3   E33   3  
E33  C4   C4   C  0  1  N  N  N  -34.168  -13.789  57.402   4.263  -1.278  -0.455  C4   E33   4  
E33  C5   C5   C  0  1  N  N  N  -33.621  -13.663  55.990   3.665  -2.351   0.458  C5   E33   5  
E33  C6   C6   C  0  1  N  N  R  -32.147  -14.041  55.800   2.152  -2.134   0.574  C6   E33   6  
E33  C12  C7   C  0  1  N  N  N  -32.365  -16.798  51.478  -2.110  -2.805  -0.346  C12  E33   7  
E33  C13  C8   C  0  1  N  N  N  -32.106  -15.409  52.059  -0.622  -2.924  -0.013  C13  E33   8  
E33  C14  C9   C  0  1  N  N  N  -31.799  -14.189  54.318   1.537  -2.161  -0.827  C14  E33   9  
E33  C15  C10  C  0  1  Y  N  N  -31.642  -18.989  51.542  -3.924  -1.121  -0.123  C15  E33  10  
E33  C16  C11  C  0  1  Y  N  N  -31.198  -20.089  52.274  -4.386   0.178   0.014  C16  E33  11  
E33  C17  C12  C  0  1  Y  N  N  -31.063  -20.000  53.678  -3.481   1.227   0.083  C17  E33  12  
E33  S1   S1   S  0  1  N  N  N  -31.206  -15.428  59.137   1.758   1.575  -0.174  S1   E33  13  
E33  O1   O1   O  0  1  N  N  N  -29.779  -15.230  58.623   0.588   1.643   0.628  O1   E33  14  
E33  O2   O2   O  0  1  N  N  N  -31.215  -16.860  59.632   1.675   1.335  -1.572  O2   E33  15  
E33  N1   N1   N  0  1  N  N  N  -32.347  -15.328  57.865   2.583   0.266   0.416  N1   E33  16  
E33  C7   C13  C  0  1  N  N  S  -31.867  -15.397  56.459   1.896  -0.764   1.209  C7   E33  17  
E33  C8   C14  C  0  1  N  N  N  -32.486  -16.489  55.628   0.395  -0.483   1.237  C8   E33  18  
E33  C9   C15  C  0  1  N  N  R  -32.388  -16.630  54.094  -0.176  -0.561  -0.182  C9   E33  19  
E33  C10  C16  C  0  1  Y  N  N  -31.625  -17.683  53.644  -1.666  -0.332  -0.120  C10  E33  20  
E33  C11  C17  C  0  1  Y  N  N  -31.907  -17.832  52.274  -2.563  -1.376  -0.191  C11  E33  21  
E33  N2   N2   N  0  1  N  N  N  -32.403  -15.247  53.495   0.102  -1.882  -0.752  N2   E33  22  
E33  C18  C18  C  0  1  Y  N  N  -31.375  -18.840  54.389  -2.127   0.969   0.015  C18  E33  23  
E33  O3   O3   O  0  1  N  N  N  -30.874  -21.248  51.622  -5.721   0.423   0.082  O3   E33  24  
E33  C19  C19  C  0  1  N  N  N  -31.874  -22.243  51.767  -6.123   1.787   0.223  C19  E33  25  
E33  H1   H1   H  0  1  N  N  N  -31.171  -12.286  61.192   2.780   5.133   0.001  H1   E33  26  
E33  H2   H2   H  0  1  N  N  N  -29.807  -13.097  60.351   1.871   4.270  -1.263  H2   E33  27  
E33  H3   H3   H  0  1  N  N  N  -31.195  -12.463  59.405   1.216   4.377   0.389  H3   E33  28  
E33  H4   H4   H  0  1  N  N  N  -32.686  -14.095  60.498   3.757   2.894  -0.427  H4   E33  29  
E33  H5   H5   H  0  1  N  N  N  -31.297  -14.729  61.444   3.102   3.001   1.225  H5   E33  30  
E33  H6   H6   H  0  1  N  N  N  -34.032  -15.051  59.156   4.573   0.192   1.092  H6   E33  31  
E33  H7   H7   H  0  1  N  N  N  -34.388  -15.931  57.631   4.355   0.875  -0.539  H7   E33  32  
E33  H8   H8   H  0  1  N  N  N  -33.761  -12.966  58.007   3.790  -1.331  -1.436  H8   E33  33  
E33  H9   H9   H  0  1  N  N  N  -35.264  -13.705  57.359   5.335  -1.447  -0.559  H9   E33  34  
E33  H10  H10  H  0  1  N  N  N  -33.743  -12.616  55.675   3.859  -3.338   0.036  H10  E33  35  
E33  H11  H11  H  0  1  N  N  N  -34.221  -14.314  55.338   4.119  -2.283   1.446  H11  E33  36  
E33  H12  H12  H  0  1  N  N  N  -31.507  -13.271  56.255   1.716  -2.915   1.196  H12  E33  37  
E33  H13  H13  H  0  1  N  N  N  -33.450  -16.920  51.342  -2.278  -3.129  -1.373  H13  E33  38  
E33  H14  H14  H  0  1  N  N  N  -31.863  -16.864  50.501  -2.683  -3.441   0.330  H14  E33  39  
E33  H15  H15  H  0  1  N  N  N  -31.043  -15.172  51.906  -0.473  -2.786   1.058  H15  E33  40  
E33  H16  H16  H  0  1  N  N  N  -32.726  -14.690  51.503  -0.257  -3.907  -0.312  H16  E33  41  
E33  H17  H17  H  0  1  N  N  N  -30.710  -14.338  54.267   2.020  -1.408  -1.449  H17  E33  42  
E33  H18  H18  H  0  1  N  N  N  -32.061  -13.234  53.839   1.688  -3.146  -1.270  H18  E33  43  
E33  H19  H19  H  0  1  N  N  N  -31.773  -19.030  50.471  -4.628  -1.939  -0.176  H19  E33  44  
E33  H20  H20  H  0  1  N  N  N  -30.705  -20.862  54.221  -3.835   2.242   0.187  H20  E33  45  
E33  H21  H21  H  0  1  N  N  N  -30.778  -15.549  56.470   2.284  -0.757   2.228  H21  E33  46  
E33  H22  H22  H  0  1  N  N  N  -33.563  -16.440  55.844  -0.100  -1.221   1.867  H22  E33  47  
E33  H23  H23  H  0  1  N  N  N  -32.073  -17.426  56.030   0.221   0.514   1.641  H23  E33  48  
E33  H24  H24  H  0  1  N  N  N  -33.407  -16.970  53.856   0.285   0.209  -0.802  H24  E33  49  
E33  H26  H26  H  0  1  N  N  N  -31.421  -18.836  55.468  -1.423   1.786   0.068  H26  E33  50  
E33  H27  H27  H  0  1  N  N  N  -31.569  -23.152  51.228  -5.703   2.197   1.142  H27  E33  51  
E33  H28  H28  H  0  1  N  N  N  -32.006  -22.477  52.834  -5.763   2.362  -0.629  H28  E33  52  
E33  H29  H29  H  0  1  N  N  N  -32.823  -21.872  51.353  -7.211   1.842   0.265  H29  E33  53  
#   #
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
E33  C12  C13  SING  N  N   1  
E33  C12  C11  SING  N  N   2  
E33  C15  C11  SING  Y  N   3  
E33  C15  C16  DOUB  Y  N   4  
E33  O3   C19  SING  N  N   5  
E33  O3   C16  SING  N  N   6  
E33  C13  N2   SING  N  N   7  
E33  C11  C10  DOUB  Y  N   8  
E33  C16  C17  SING  Y  N   9  
E33  N2   C9   SING  N  N  10  
E33  N2   C14  SING  N  N  11  
E33  C10  C9   SING  N  N  12  
E33  C10  C18  SING  Y  N  13  
E33  C17  C18  DOUB  Y  N  14  
E33  C9   C8   SING  N  N  15  
E33  C14  C6   SING  N  N  16  
E33  C8   C7   SING  N  N  17  
E33  C6   C5   SING  N  N  18  
E33  C6   C7   SING  N  N  19  
E33  C5   C4   SING  N  N  20  
E33  C7   N1   SING  N  N  21  
E33  C4   C3   SING  N  N  22  
E33  N1   C3   SING  N  N  23  
E33  N1   S1   SING  N  N  24  
E33  O1   S1   DOUB  N  N  25  
E33  S1   O2   DOUB  N  N  26  
E33  S1   C2   SING  N  N  27  
E33  C1   C2   SING  N  N  28  
E33  C1   H1   SING  N  N  29  
E33  C1   H2   SING  N  N  30  
E33  C1   H3   SING  N  N  31  
E33  C2   H4   SING  N  N  32  
E33  C2   H5   SING  N  N  33  
E33  C3   H6   SING  N  N  34  
E33  C3   H7   SING  N  N  35  
E33  C4   H8   SING  N  N  36  
E33  C4   H9   SING  N  N  37  
E33  C5   H10  SING  N  N  38  
E33  C5   H11  SING  N  N  39  
E33  C6   H12  SING  N  N  40  
E33  C12  H13  SING  N  N  41  
E33  C12  H14  SING  N  N  42  
E33  C13  H15  SING  N  N  43  
E33  C13  H16  SING  N  N  44  
E33  C14  H17  SING  N  N  45  
E33  C14  H18  SING  N  N  46  
E33  C15  H19  SING  N  N  47  
E33  C17  H20  SING  N  N  48  
E33  C7   H21  SING  N  N  49  
E33  C8   H22  SING  N  N  50  
E33  C8   H23  SING  N  N  51  
E33  C9   H24  SING  N  N  52  
E33  C18  H26  SING  N  N  53  
E33  C19  H27  SING  N  N  54  
E33  C19  H28  SING  N  N  55  
E33  C19  H29  SING  N  N  56  
#   #
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
E33  InChI             InChI                 1.03   "InChI=1S/C19H28N2O3S/c1-3-25(22,23)21-9-4-5-15-13-20-10-8-14-11-16(24-2)6-7-17(14)19(20)12-18(15)21/h6-7,11,15,18-19H,3-5,8-10,12-13H2,1-2H3/t15-,18+,19-/m1/s1"  
E33  InChIKey          InChI                 1.03   UMGBFFAJXFXOIL-AYOQOUSVSA-N  
E33  SMILES_CANONICAL  CACTVS                3.385  "CC[S](=O)(=O)N1CCC[C@@H]2CN3CCc4cc(OC)ccc4[C@H]3C[C@H]12"  
E33  SMILES            CACTVS                3.385  "CC[S](=O)(=O)N1CCC[CH]2CN3CCc4cc(OC)ccc4[CH]3C[CH]12"  
E33  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CCS(=O)(=O)N1CCC[C@H]2[C@@H]1C[C@@H]3c4ccc(cc4CCN3C2)OC"  
E33  SMILES            "OpenEye OEToolkits"  2.0.7  "CCS(=O)(=O)N1CCCC2C1CC3c4ccc(cc4CCN3C2)OC"  
#
_pdbx_chem_comp_identifier.comp_id          E33
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "(8~{a}~{R},12~{a}~{S},13~{a}~{R})-12-ethylsulfonyl-3-methoxy-5,6,8,8~{a},9,10,11,12~{a},13,13~{a}-decahydroisoquinolino[2,1-g][1,6]naphthyridine"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
E33  "Create component"  2019-10-03  PDBJ  
E33  "Initial release"   2019-12-04  RCSB  
##
