data_AK0
#

_chem_comp.id                                   AK0
_chem_comp.name                                 "(1S)-1-[2-(6-fluoro-1H-indol-3-yl)ethyl]-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carbaldehyde"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C22 H23 F 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                       382.428
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    AK0
_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       6IMT
_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
AK0  C4   C1   C  0  1  Y  N  N  83.128  76.919  24.700  -2.092   1.132   0.715  C4   AK0   1  
AK0  C14  C2   C  0  1  N  N  N  82.952  76.519  28.956   1.410  -1.591   0.576  C14  AK0   2  
AK0  C5   C3   C  0  1  Y  N  N  82.376  77.859  25.425  -2.154  -0.210   0.366  C5   AK0   3  
AK0  C6   C4   C  0  1  Y  N  N  81.436  78.634  24.756  -3.214  -0.679  -0.378  C6   AK0   4  
AK0  C11  C5   C  0  1  N  N  N  84.473  74.941  23.169  -1.895   3.730   1.446  C11  AK0   5  
AK0  C7   C6   C  0  1  N  N  S  82.630  78.019  26.903  -1.028  -1.105   0.820  C7   AK0   6  
AK0  C8   C7   C  0  1  N  N  N  80.617  79.404  26.974  -2.010  -2.844  -0.701  C8   AK0   7  
AK0  C9   C8   C  0  1  N  N  N  80.620  79.666  25.487  -3.355  -2.125  -0.778  C9   AK0   8  
AK0  C10  C9   C  0  1  N  N  N  81.083  78.202  20.561  -6.213   1.828  -1.593  C10  AK0   9  
AK0  C12  C10  C  0  1  N  N  N  82.661  80.200  28.123  -1.164  -3.452   1.527  C12  AK0  10  
AK0  C13  C11  C  0  1  N  N  N  82.184  76.753  27.659   0.239  -0.771   0.031  C13  AK0  11  
AK0  N1   N1   N  0  1  N  N  N  81.994  79.233  27.449  -1.390  -2.508   0.592  N1   AK0  12  
AK0  N2   N2   N  0  1  Y  N  N  83.327  73.141  30.418   4.293  -1.341  -1.702  N2   AK0  13  
AK0  C3   C12  C  0  1  Y  N  N  82.933  76.756  23.348  -3.089   2.007   0.324  C3   AK0  14  
AK0  C1   C13  C  0  1  Y  N  N  81.262  78.476  23.378  -4.212   0.199  -0.783  C1   AK0  15  
AK0  C15  C14  C  0  1  Y  N  N  83.158  75.071  29.283   2.658  -1.262  -0.201  C15  AK0  16  
AK0  C16  C15  C  0  1  Y  N  N  83.070  74.482  30.511   3.142  -1.934  -1.257  C16  AK0  17  
AK0  C17  C16  C  0  1  Y  N  N  83.600  72.828  29.110   4.587  -0.247  -0.919  C17  AK0  18  
AK0  C18  C17  C  0  1  Y  N  N  83.506  74.020  28.359   3.579  -0.151   0.057  C18  AK0  19  
AK0  C19  C18  C  0  1  Y  N  N  83.922  71.619  28.506   5.616   0.689  -0.931  C19  AK0  20  
AK0  C2   C19  C  0  1  Y  N  N  82.004  77.560  22.668  -4.160   1.535  -0.429  C2   AK0  21  
AK0  C20  C20  C  0  1  Y  N  N  84.146  71.621  27.153   5.636   1.697   0.011  C20  AK0  22  
AK0  C21  C21  C  0  1  Y  N  N  84.062  72.769  26.380   4.636   1.787   0.973  C21  AK0  23  
AK0  C22  C22  C  0  1  Y  N  N  83.745  73.966  26.977   3.618   0.877   1.001  C22  AK0  24  
AK0  F1   F1   F  0  1  N  N  N  84.464  70.448  26.533   6.635   2.606  -0.002  F1   AK0  25  
AK0  O1   O1   O  0  1  N  N  N  81.899  77.316  21.327  -5.146   2.385  -0.823  O1   AK0  26  
AK0  O2   O2   O  0  1  N  N  N  83.601  75.878  22.541  -3.024   3.320   0.673  O2   AK0  27  
AK0  O3   O3   O  0  1  N  N  N  83.848  80.127  28.375  -1.473  -4.605   1.312  O3   AK0  28  
AK0  H1   H1   H  0  1  N  N  N  83.867  76.318  25.210  -1.260   1.496   1.300  H1   AK0  29  
AK0  H2   H2   H  0  1  N  N  N  83.938  76.998  28.867   1.564  -1.350   1.628  H2   AK0  30  
AK0  H3   H3   H  0  1  N  N  N  82.391  76.984  29.780   1.189  -2.653   0.475  H3   AK0  31  
AK0  H4   H4   H  0  1  N  N  N  84.939  74.303  22.404  -1.877   3.176   2.385  H4   AK0  32  
AK0  H5   H5   H  0  1  N  N  N  85.255  75.482  23.722  -0.980   3.530   0.888  H5   AK0  33  
AK0  H6   H6   H  0  1  N  N  N  83.897  74.315  23.867  -1.966   4.797   1.656  H6   AK0  34  
AK0  H7   H7   H  0  1  N  N  N  83.717  78.114  27.044  -0.845  -0.947   1.883  H7   AK0  35  
AK0  H8   H8   H  0  1  N  N  N  80.154  80.255  27.494  -2.163  -3.921  -0.767  H8   AK0  36  
AK0  H9   H9   H  0  1  N  N  N  80.042  78.490  27.183  -1.366  -2.513  -1.516  H9   AK0  37  
AK0  H10  H10  H  0  1  N  N  N  81.048  80.662  25.299  -4.062  -2.614  -0.109  H10  AK0  38  
AK0  H11  H11  H  0  1  N  N  N  79.585  79.635  25.115  -3.732  -2.179  -1.799  H11  AK0  39  
AK0  H12  H12  H  0  1  N  N  N  81.090  77.889  19.507  -5.813   1.398  -2.511  H12  AK0  40  
AK0  H13  H13  H  0  1  N  N  N  80.052  78.175  20.945  -6.711   1.050  -1.014  H13  AK0  41  
AK0  H14  H14  H  0  1  N  N  N  81.477  79.226  20.642  -6.930   2.611  -1.841  H14  AK0  42  
AK0  H15  H15  H  0  1  N  N  N  82.115  81.073  28.450  -0.708  -3.181   2.468  H15  AK0  43  
AK0  H16  H16  H  0  1  N  N  N  81.115  76.849  27.899   0.460   0.291   0.132  H16  AK0  44  
AK0  H17  H17  H  0  1  N  N  N  82.335  75.883  27.003   0.086  -1.012  -1.021  H17  AK0  45  
AK0  H18  H18  H  0  1  N  N  N  83.317  72.494  31.180   4.824  -1.648  -2.453  H18  AK0  46  
AK0  H19  H19  H  0  1  N  N  N  80.533  79.083  22.862  -5.040  -0.166  -1.372  H19  AK0  47  
AK0  H20  H20  H  0  1  N  N  N  82.831  75.001  31.427   2.690  -2.813  -1.692  H20  AK0  48  
AK0  H21  H21  H  0  1  N  N  N  83.993  70.708  29.082   6.397   0.627  -1.674  H21  AK0  49  
AK0  H22  H22  H  0  1  N  N  N  84.244  72.723  25.316   4.665   2.581   1.704  H22  AK0  50  
AK0  H23  H23  H  0  1  N  N  N  83.680  74.865  26.382   2.844   0.953   1.751  H23  AK0  51  
#   #
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
AK0  C10  O1   SING  N  N   1  
AK0  O1   C2   SING  N  N   2  
AK0  O2   C11  SING  N  N   3  
AK0  O2   C3   SING  N  N   4  
AK0  C2   C3   DOUB  Y  N   5  
AK0  C2   C1   SING  Y  N   6  
AK0  C3   C4   SING  Y  N   7  
AK0  C1   C6   DOUB  Y  N   8  
AK0  C4   C5   DOUB  Y  N   9  
AK0  C6   C5   SING  Y  N  10  
AK0  C6   C9   SING  N  N  11  
AK0  C5   C7   SING  N  N  12  
AK0  C9   C8   SING  N  N  13  
AK0  C21  C22  DOUB  Y  N  14  
AK0  C21  C20  SING  Y  N  15  
AK0  F1   C20  SING  N  N  16  
AK0  C7   N1   SING  N  N  17  
AK0  C7   C13  SING  N  N  18  
AK0  C8   N1   SING  N  N  19  
AK0  C22  C18  SING  Y  N  20  
AK0  C20  C19  DOUB  Y  N  21  
AK0  N1   C12  SING  N  N  22  
AK0  C13  C14  SING  N  N  23  
AK0  C12  O3   DOUB  N  N  24  
AK0  C18  C17  DOUB  Y  N  25  
AK0  C18  C15  SING  Y  N  26  
AK0  C19  C17  SING  Y  N  27  
AK0  C14  C15  SING  N  N  28  
AK0  C17  N2   SING  Y  N  29  
AK0  C15  C16  DOUB  Y  N  30  
AK0  N2   C16  SING  Y  N  31  
AK0  C4   H1   SING  N  N  32  
AK0  C14  H2   SING  N  N  33  
AK0  C14  H3   SING  N  N  34  
AK0  C11  H4   SING  N  N  35  
AK0  C11  H5   SING  N  N  36  
AK0  C11  H6   SING  N  N  37  
AK0  C7   H7   SING  N  N  38  
AK0  C8   H8   SING  N  N  39  
AK0  C8   H9   SING  N  N  40  
AK0  C9   H10  SING  N  N  41  
AK0  C9   H11  SING  N  N  42  
AK0  C10  H12  SING  N  N  43  
AK0  C10  H13  SING  N  N  44  
AK0  C10  H14  SING  N  N  45  
AK0  C12  H15  SING  N  N  46  
AK0  C13  H16  SING  N  N  47  
AK0  C13  H17  SING  N  N  48  
AK0  N2   H18  SING  N  N  49  
AK0  C1   H19  SING  N  N  50  
AK0  C16  H20  SING  N  N  51  
AK0  C19  H21  SING  N  N  52  
AK0  C21  H22  SING  N  N  53  
AK0  C22  H23  SING  N  N  54  
#   #
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
AK0  SMILES            ACDLabs               12.01  "c2c1C(N(CCc1cc(c2OC)OC)C=O)CCc3cnc4c3ccc(c4)F"  
AK0  InChI             InChI                 1.03   "InChI=1S/C22H23FN2O3/c1-27-21-9-14-7-8-25(13-26)20(18(14)11-22(21)28-2)6-3-15-12-24-19-10-16(23)4-5-17(15)19/h4-5,9-13,20,24H,3,6-8H2,1-2H3/t20-/m0/s1"  
AK0  InChIKey          InChI                 1.03   RBONXQJLLSKVHK-FQEVSTJZSA-N  
AK0  SMILES_CANONICAL  CACTVS                3.385  "COc1cc2CCN(C=O)[C@@H](CCc3c[nH]c4cc(F)ccc34)c2cc1OC"  
AK0  SMILES            CACTVS                3.385  "COc1cc2CCN(C=O)[CH](CCc3c[nH]c4cc(F)ccc34)c2cc1OC"  
AK0  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "COc1cc2c(cc1OC)[C@@H](N(CC2)C=O)CCc3c[nH]c4c3ccc(c4)F"  
AK0  SMILES            "OpenEye OEToolkits"  2.0.6  "COc1cc2c(cc1OC)C(N(CC2)C=O)CCc3c[nH]c4c3ccc(c4)F"  
#   #
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
AK0  "SYSTEMATIC NAME"  ACDLabs               12.01  "(1S)-1-[2-(6-fluoro-1H-indol-3-yl)ethyl]-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carbaldehyde"  
AK0  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "(1~{S})-1-[2-(6-fluoranyl-1~{H}-indol-3-yl)ethyl]-6,7-dimethoxy-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
AK0  "Create component"  2018-11-08  PDBJ  
AK0  "Initial release"   2019-10-23  RCSB  
##
