data_AKO
#

_chem_comp.id                                   AKO
_chem_comp.name                                 "(1S)-6,7-dimethoxy-1-[2-(6-methyl-1H-indol-3-yl)ethyl]-3,4-dihydroisoquinoline-2(1H)-carbaldehyde"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H26 N2 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-11-08
_chem_comp.pdbx_modified_date                   2019-10-18
_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                       378.464
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    AKO
_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       6IND
_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
AKO  C4   C1   C  0  1  Y  N  N  83.021  156.627  24.724  -2.045   1.125   0.715  C4   AKO   1  
AKO  C14  C2   C  0  1  N  N  N  83.506  156.047  28.659   1.495  -1.548   0.576  C14  AKO   2  
AKO  C5   C3   C  0  1  Y  N  N  82.298  157.534  25.509  -2.088  -0.218   0.366  C5   AKO   3  
AKO  C6   C4   C  0  1  Y  N  N  81.304  158.309  24.919  -3.142  -0.702  -0.378  C6   AKO   4  
AKO  C11  C5   C  0  1  N  N  N  84.482  154.882  23.156  -1.885   3.726   1.446  C11  AKO   5  
AKO  C7   C6   C  0  1  N  N  S  82.660  157.661  26.960  -0.951  -1.097   0.821  C7   AKO   6  
AKO  C8   C7   C  0  1  N  N  N  80.649  159.059  27.214  -1.907  -2.850  -0.700  C8   AKO   7  
AKO  C9   C8   C  0  1  N  N  N  80.508  159.300  25.729  -3.262  -2.149  -0.777  C9   AKO   8  
AKO  C10  C9   C  0  1  N  N  N  80.769  157.962  20.706  -6.176   1.762  -1.593  C10  AKO   9  
AKO  C12  C10  C  0  1  N  N  N  82.779  159.694  28.332  -1.053  -3.445   1.528  C12  AKO  10  
AKO  C13  C11  C  0  1  N  N  N  82.325  156.390  27.761   0.312  -0.745   0.031  C13  AKO  11  
AKO  N1   N1   N  0  1  N  N  N  82.058  158.859  27.553  -1.292  -2.505   0.592  N1   AKO  12  
AKO  N2   N2   N  0  1  Y  N  N  83.018  153.256  31.042   4.373  -1.259  -1.701  N2   AKO  13  
AKO  C3   C12  C  0  1  Y  N  N  82.755  156.484  23.383  -3.055   1.986   0.324  C3   AKO  14  
AKO  C1   C13  C  0  1  Y  N  N  81.045  158.160  23.547  -4.152   0.162  -0.783  C1   AKO  15  
AKO  C15  C14  C  0  1  Y  N  N  83.367  154.755  29.403   2.738  -1.201  -0.201  C15  AKO  16  
AKO  C16  C15  C  0  1  Y  N  N  83.046  154.587  30.720   3.231  -1.868  -1.257  C16  AKO  17  
AKO  C17  C16  C  0  1  Y  N  N  83.324  152.522  29.921   4.653  -0.161  -0.919  C17  AKO  18  
AKO  C18  C17  C  0  1  Y  N  N  83.551  153.432  28.865   3.640  -0.075   0.054  C18  AKO  19  
AKO  C19  C18  C  0  1  Y  N  N  83.421  151.145  29.751   5.671   0.787  -0.927  C19  AKO  20  
AKO  C2   C19  C  0  1  Y  N  N  81.742  157.254  22.780  -4.119   1.498  -0.429  C2   AKO  21  
AKO  C20  C20  C  0  1  Y  N  N  83.754  150.664  28.494   5.676   1.795   0.012  C20  AKO  22  
AKO  C21  C21  C  0  1  Y  N  N  83.976  151.554  27.441   4.674   1.874   0.970  C21  AKO  23  
AKO  C22  C22  C  0  1  Y  N  N  83.882  152.917  27.604   3.663   0.955   0.995  C22  AKO  24  
AKO  C23  C23  C  0  1  N  N  N  83.868  149.185  28.250   6.780   2.820   0.001  C23  AKO  25  
AKO  O1   O1   O  0  1  N  N  N  81.558  157.028  21.439  -5.117   2.334  -0.823  O1   AKO  26  
AKO  O2   O2   O  0  1  N  N  N  83.410  155.611  22.561  -3.008   3.299   0.673  O2   AKO  27  
AKO  O3   O3   O  0  1  N  N  N  82.389  160.764  28.761  -1.345  -4.603   1.313  O3   AKO  28  
AKO  H1   H1   H  0  1  N  N  N  83.799  156.031  25.179  -1.219   1.501   1.300  H1   AKO  29  
AKO  H2   H2   H  0  1  N  N  N  84.408  155.987  28.032   1.645  -1.305   1.628  H2   AKO  30  
AKO  H3   H3   H  0  1  N  N  N  83.624  156.856  29.395   1.288  -2.613   0.475  H3   AKO  31  
AKO  H4   H4   H  0  1  N  N  N  84.933  154.215  22.407  -1.971   4.792   1.655  H4   AKO  32  
AKO  H5   H5   H  0  1  N  N  N  85.243  155.585  23.526  -1.859   3.172   2.385  H5   AKO  33  
AKO  H6   H6   H  0  1  N  N  N  84.097  154.284  23.995  -0.968   3.538   0.888  H6   AKO  34  
AKO  H7   H7   H  0  1  N  N  N  83.752  157.783  27.009  -0.770  -0.936   1.883  H7   AKO  35  
AKO  H8   H8   H  0  1  N  N  N  80.261  159.930  27.763  -2.045  -3.929  -0.766  H8   AKO  36  
AKO  H9   H9   H  0  1  N  N  N  80.075  158.163  27.494  -1.268  -2.510  -1.515  H9   AKO  37  
AKO  H10  H10  H  0  1  N  N  N  80.864  160.315  25.498  -3.963  -2.649  -0.108  H10  AKO  38  
AKO  H11  H11  H  0  1  N  N  N  79.447  159.213  25.454  -3.639  -2.209  -1.799  H11  AKO  39  
AKO  H12  H12  H  0  1  N  N  N  80.713  157.649  19.653  -6.904   2.535  -1.841  H12  AKO  40  
AKO  H13  H13  H  0  1  N  N  N  79.755  157.999  21.132  -5.770   1.338  -2.511  H13  AKO  41  
AKO  H14  H14  H  0  1  N  N  N  81.230  158.959  20.768  -6.663   0.978  -1.014  H14  AKO  42  
AKO  H15  H15  H  0  1  N  N  N  83.781  159.388  28.595  -0.601  -3.168   2.469  H15  AKO  43  
AKO  H16  H16  H  0  1  N  N  N  81.431  156.567  28.378   0.518   0.320   0.132  H16  AKO  44  
AKO  H17  H17  H  0  1  N  N  N  82.133  155.557  27.069   0.162  -0.988  -1.021  H17  AKO  45  
AKO  H18  H18  H  0  1  N  N  N  82.809  152.880  31.945   4.909  -1.558  -2.453  H18  AKO  46  
AKO  H19  H19  H  0  1  N  N  N  80.283  158.769  23.084  -4.975  -0.215  -1.372  H19  AKO  47  
AKO  H20  H20  H  0  1  N  N  N  82.843  155.392  31.411   2.791  -2.753  -1.692  H20  AKO  48  
AKO  H21  H21  H  0  1  N  N  N  83.242  150.470  30.575   6.455   0.733  -1.668  H21  AKO  49  
AKO  H22  H22  H  0  1  N  N  N  84.229  151.160  26.468   4.692   2.671   1.699  H22  AKO  50  
AKO  H23  H23  H  0  1  N  N  N  84.061  153.581  26.771   2.887   1.024   1.743  H23  AKO  51  
AKO  H24  H24  H  0  1  N  N  N  84.902  148.860  28.439   6.490   3.658  -0.633  H24  AKO  52  
AKO  H25  H25  H  0  1  N  N  N  83.186  148.648  28.926   6.956   3.176   1.016  H25  AKO  53  
AKO  H26  H26  H  0  1  N  N  N  83.599  148.964  27.207   7.692   2.368  -0.389  H26  AKO  54  
#   #
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
AKO  C10  O1   SING  N  N   1  
AKO  O1   C2   SING  N  N   2  
AKO  O2   C11  SING  N  N   3  
AKO  O2   C3   SING  N  N   4  
AKO  C2   C3   DOUB  Y  N   5  
AKO  C2   C1   SING  Y  N   6  
AKO  C3   C4   SING  Y  N   7  
AKO  C1   C6   DOUB  Y  N   8  
AKO  C4   C5   DOUB  Y  N   9  
AKO  C6   C5   SING  Y  N  10  
AKO  C6   C9   SING  N  N  11  
AKO  C5   C7   SING  N  N  12  
AKO  C9   C8   SING  N  N  13  
AKO  C7   N1   SING  N  N  14  
AKO  C7   C13  SING  N  N  15  
AKO  C8   N1   SING  N  N  16  
AKO  C21  C22  DOUB  Y  N  17  
AKO  C21  C20  SING  Y  N  18  
AKO  N1   C12  SING  N  N  19  
AKO  C22  C18  SING  Y  N  20  
AKO  C13  C14  SING  N  N  21  
AKO  C23  C20  SING  N  N  22  
AKO  C12  O3   DOUB  N  N  23  
AKO  C20  C19  DOUB  Y  N  24  
AKO  C14  C15  SING  N  N  25  
AKO  C18  C15  SING  Y  N  26  
AKO  C18  C17  DOUB  Y  N  27  
AKO  C15  C16  DOUB  Y  N  28  
AKO  C19  C17  SING  Y  N  29  
AKO  C17  N2   SING  Y  N  30  
AKO  C16  N2   SING  Y  N  31  
AKO  C4   H1   SING  N  N  32  
AKO  C14  H2   SING  N  N  33  
AKO  C14  H3   SING  N  N  34  
AKO  C11  H4   SING  N  N  35  
AKO  C11  H5   SING  N  N  36  
AKO  C11  H6   SING  N  N  37  
AKO  C7   H7   SING  N  N  38  
AKO  C8   H8   SING  N  N  39  
AKO  C8   H9   SING  N  N  40  
AKO  C9   H10  SING  N  N  41  
AKO  C9   H11  SING  N  N  42  
AKO  C10  H12  SING  N  N  43  
AKO  C10  H13  SING  N  N  44  
AKO  C10  H14  SING  N  N  45  
AKO  C12  H15  SING  N  N  46  
AKO  C13  H16  SING  N  N  47  
AKO  C13  H17  SING  N  N  48  
AKO  N2   H18  SING  N  N  49  
AKO  C1   H19  SING  N  N  50  
AKO  C16  H20  SING  N  N  51  
AKO  C19  H21  SING  N  N  52  
AKO  C21  H22  SING  N  N  53  
AKO  C22  H23  SING  N  N  54  
AKO  C23  H24  SING  N  N  55  
AKO  C23  H25  SING  N  N  56  
AKO  C23  H26  SING  N  N  57  
#   #
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
AKO  SMILES            ACDLabs               12.01  "c2c1C(N(CCc1cc(c2OC)OC)C=O)CCc3cnc4c3ccc(c4)C"  
AKO  InChI             InChI                 1.03   "InChI=1S/C23H26N2O3/c1-15-4-6-18-17(13-24-20(18)10-15)5-7-21-19-12-23(28-3)22(27-2)11-16(19)8-9-25(21)14-26/h4,6,10-14,21,24H,5,7-9H2,1-3H3/t21-/m0/s1"  
AKO  InChIKey          InChI                 1.03   OIDQRHGTWLIKKZ-NRFANRHFSA-N  
AKO  SMILES_CANONICAL  CACTVS                3.385  "COc1cc2CCN(C=O)[C@@H](CCc3c[nH]c4cc(C)ccc34)c2cc1OC"  
AKO  SMILES            CACTVS                3.385  "COc1cc2CCN(C=O)[CH](CCc3c[nH]c4cc(C)ccc34)c2cc1OC"  
AKO  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "Cc1ccc2c(c1)[nH]cc2CC[C@H]3c4cc(c(cc4CCN3C=O)OC)OC"  
AKO  SMILES            "OpenEye OEToolkits"  2.0.6  "Cc1ccc2c(c1)[nH]cc2CCC3c4cc(c(cc4CCN3C=O)OC)OC"  
#   #
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
AKO  "SYSTEMATIC NAME"  ACDLabs               12.01  "(1S)-6,7-dimethoxy-1-[2-(6-methyl-1H-indol-3-yl)ethyl]-3,4-dihydroisoquinoline-2(1H)-carbaldehyde"  
AKO  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "(1~{S})-6,7-dimethoxy-1-[2-(6-methyl-1~{H}-indol-3-yl)ethyl]-3,4-dihydro-1~{H}-isoquinoline-2-carbaldehyde"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
AKO  "Create component"  2018-11-08  PDBJ  
AKO  "Initial release"   2019-10-23  RCSB  
##
