data_8RI
#

_chem_comp.id                                   8RI
_chem_comp.name                                 "(2E)-N-[(2S)-2-(dimethylamino)-3-(4-hydroxyphenyl)propyl]-3-(naphthalen-1-yl)prop-2-enamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C24 H26 N2 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2021-09-29
_chem_comp.pdbx_modified_date                   2022-04-15
_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                       374.475
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    8RI
_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       7SCG
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
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
8RI  C01  C1   C  0  1  N  N  N   99.587  139.301  127.694  -0.283  -0.238  -0.366  C01  8RI   1  
8RI  C02  C2   C  0  1  N  N  N   99.621  138.476  129.002  -1.602  -0.604   0.149  C02  8RI   2  
8RI  C03  C3   C  0  1  N  N  N   99.446  139.077  130.193  -2.688   0.121  -0.199  C03  8RI   3  
8RI  C04  C4   C  0  1  Y  N  N   99.464  138.319  131.565  -4.011  -0.246   0.317  C04  8RI   4  
8RI  C05  C5   C  0  1  Y  N  N   99.671  136.947  131.605  -4.166  -1.338   1.166  C05  8RI   5  
8RI  C06  C6   C  0  1  Y  N  N   99.695  136.237  132.782  -5.419  -1.682   1.651  C06  8RI   6  
8RI  C07  C7   C  0  1  Y  N  N   99.511  136.889  133.975  -6.536  -0.975   1.324  C07  8RI   7  
8RI  C08  C8   C  0  1  Y  N  N   99.300  138.257  133.984  -6.456   0.140   0.472  C08  8RI   8  
8RI  C09  C9   C  0  1  Y  N  N   99.121  138.861  135.215  -7.600   0.878   0.125  C09  8RI   9  
8RI  C10  C10  C  0  1  Y  N  N   98.911  140.218  135.292  -7.482   1.953  -0.703  C10  8RI  10  
8RI  C11  C11  C  0  1  Y  N  N   98.876  140.977  134.142  -6.244   2.333  -1.213  C11  8RI  11  
8RI  C12  C12  C  0  1  Y  N  N   99.056  140.371  132.903  -5.113   1.638  -0.897  C12  8RI  12  
8RI  C13  C13  C  0  1  Y  N  N   99.272  138.998  132.798  -5.196   0.533  -0.044  C13  8RI  13  
8RI  C14  C14  C  0  1  N  N  N   99.801  139.153  125.125   2.122  -0.595  -0.534  C14  8RI  14  
8RI  C15  C15  C  0  1  N  N  S  101.217  138.941  124.540   3.169  -1.570   0.008  C15  8RI  15  
8RI  C16  C16  C  0  1  N  N  N  100.761  136.553  124.056   2.865  -3.190  -1.766  C16  8RI  16  
8RI  C17  C17  C  0  1  N  N  N  103.002  137.298  124.258   3.579  -3.919   0.430  C17  8RI  17  
8RI  C18  C18  C  0  1  N  N  N  101.217  139.472  123.099   4.527  -1.265  -0.627  C18  8RI  18  
8RI  C19  C19  C  0  1  Y  N  N  102.032  140.778  122.971   4.999   0.093  -0.175  C19  8RI  19  
8RI  C20  C20  C  0  1  Y  N  N  103.411  140.777  123.093   5.666   0.227   1.029  C20  8RI  20  
8RI  C21  C21  C  0  1  Y  N  N  104.123  141.958  122.969   6.099   1.470   1.446  C21  8RI  21  
8RI  C22  C22  C  0  1  Y  N  N  103.459  143.140  122.713   5.865   2.586   0.655  C22  8RI  22  
8RI  C23  C23  C  0  1  Y  N  N  102.081  143.142  122.585   5.196   2.449  -0.553  C23  8RI  23  
8RI  C24  C24  C  0  1  Y  N  N  101.370  141.961  122.712   4.769   1.202  -0.967  C24  8RI  24  
8RI  N01  N1   N  0  1  N  N  N   99.783  138.535  126.456   0.800  -0.962  -0.019  N01  8RI  25  
8RI  N02  N2   N  0  1  N  N  N  101.640  137.533  124.693   2.773  -2.947  -0.320  N02  8RI  26  
8RI  O01  O1   O  0  1  N  N  N   99.409  140.472  127.688  -0.163   0.717  -1.111  O01  8RI  27  
8RI  O02  O2   O  0  1  N  N  N  104.179  144.334  122.586   6.290   3.811   1.062  O02  8RI  28  
8RI  H1   H1   H  0  1  N  N  N   99.786  137.410  128.959  -1.709  -1.454   0.807  H1   8RI  29  
8RI  H2   H2   H  0  1  N  N  N   99.284  140.145  130.204  -2.581   0.971  -0.857  H2   8RI  30  
8RI  H3   H3   H  0  1  N  N  N   99.819  136.417  130.676  -3.303  -1.923   1.448  H3   8RI  31  
8RI  H4   H4   H  0  1  N  N  N   99.858  135.169  132.768  -5.511  -2.534   2.308  H4   8RI  32  
8RI  H5   H5   H  0  1  N  N  N   99.531  136.337  134.903  -7.494  -1.275   1.722  H5   8RI  33  
8RI  H6   H6   H  0  1  N  N  N   99.146  138.267  136.116  -8.567   0.595   0.513  H6   8RI  34  
8RI  H7   H7   H  0  1  N  N  N   98.773  140.689  136.254  -8.363   2.519  -0.968  H7   8RI  35  
8RI  H8   H8   H  0  1  N  N  N   98.709  142.042  134.203  -6.177   3.189  -1.868  H8   8RI  36  
8RI  H9   H9   H  0  1  N  N  N   99.028  140.974  132.008  -4.158   1.943  -1.299  H9   8RI  37  
8RI  H10  H10  H  0  1  N  N  N   99.584  140.228  125.206   2.368   0.417  -0.214  H10  8RI  38  
8RI  H11  H11  H  0  1  N  N  N   99.051  138.675  124.478   2.113  -0.641  -1.623  H11  8RI  39  
8RI  H12  H12  H  0  1  N  N  N  101.907  139.570  125.122   3.241  -1.462   1.090  H12  8RI  40  
8RI  H13  H13  H  0  1  N  N  N   99.724  136.724  124.381   3.909  -3.145  -2.076  H13  8RI  41  
8RI  H14  H14  H  0  1  N  N  N  100.825  136.659  122.963   2.461  -4.176  -1.995  H14  8RI  42  
8RI  H15  H15  H  0  1  N  N  N  101.073  135.538  124.345   2.295  -2.430  -2.299  H15  8RI  43  
8RI  H16  H16  H  0  1  N  N  N  103.671  138.031  124.733   3.516  -3.698   1.496  H16  8RI  44  
8RI  H17  H17  H  0  1  N  N  N  103.309  136.282  124.546   3.200  -4.924   0.245  H17  8RI  45  
8RI  H18  H18  H  0  1  N  N  N  103.061  137.402  123.165   4.617  -3.857   0.107  H18  8RI  46  
8RI  H19  H19  H  0  1  N  N  N  100.179  139.668  122.791   5.250  -2.022  -0.320  H19  8RI  47  
8RI  H20  H20  H  0  1  N  N  N  101.658  138.711  122.439   4.431  -1.274  -1.712  H20  8RI  48  
8RI  H21  H21  H  0  1  N  N  N  103.933  139.852  123.286   5.847  -0.642   1.645  H21  8RI  49  
8RI  H22  H22  H  0  1  N  N  N  105.198  141.954  123.073   6.620   1.574   2.386  H22  8RI  50  
8RI  H23  H23  H  0  1  N  N  N  101.559  144.066  122.386   5.016   3.315  -1.172  H23  8RI  51  
8RI  H24  H24  H  0  1  N  N  N  100.295  141.965  122.608   4.248   1.095  -1.907  H24  8RI  52  
8RI  H25  H25  H  0  1  N  N  N   99.910  137.545  126.523   0.705  -1.725   0.572  H25  8RI  53  
8RI  H27  H27  H  0  1  N  N  N  105.106  144.159  122.700   7.184   4.035   0.768  H27  8RI  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
8RI  C23  C24  DOUB  Y  N   1  
8RI  C23  C22  SING  Y  N   2  
8RI  O02  C22  SING  N  N   3  
8RI  C24  C19  SING  Y  N   4  
8RI  C22  C21  DOUB  Y  N   5  
8RI  C21  C20  SING  Y  N   6  
8RI  C19  C20  DOUB  Y  N   7  
8RI  C19  C18  SING  N  N   8  
8RI  C18  C15  SING  N  N   9  
8RI  C16  N02  SING  N  N  10  
8RI  C17  N02  SING  N  N  11  
8RI  C15  N02  SING  N  N  12  
8RI  C15  C14  SING  N  N  13  
8RI  C14  N01  SING  N  N  14  
8RI  N01  C01  SING  N  N  15  
8RI  O01  C01  DOUB  N  N  16  
8RI  C01  C02  SING  N  N  17  
8RI  C02  C03  DOUB  N  E  18  
8RI  C03  C04  SING  N  N  19  
8RI  C04  C05  DOUB  Y  N  20  
8RI  C04  C13  SING  Y  N  21  
8RI  C05  C06  SING  Y  N  22  
8RI  C06  C07  DOUB  Y  N  23  
8RI  C13  C12  DOUB  Y  N  24  
8RI  C13  C08  SING  Y  N  25  
8RI  C12  C11  SING  Y  N  26  
8RI  C07  C08  SING  Y  N  27  
8RI  C08  C09  DOUB  Y  N  28  
8RI  C11  C10  DOUB  Y  N  29  
8RI  C09  C10  SING  Y  N  30  
8RI  C02  H1   SING  N  N  31  
8RI  C03  H2   SING  N  N  32  
8RI  C05  H3   SING  N  N  33  
8RI  C06  H4   SING  N  N  34  
8RI  C07  H5   SING  N  N  35  
8RI  C09  H6   SING  N  N  36  
8RI  C10  H7   SING  N  N  37  
8RI  C11  H8   SING  N  N  38  
8RI  C12  H9   SING  N  N  39  
8RI  C14  H10  SING  N  N  40  
8RI  C14  H11  SING  N  N  41  
8RI  C15  H12  SING  N  N  42  
8RI  C16  H13  SING  N  N  43  
8RI  C16  H14  SING  N  N  44  
8RI  C16  H15  SING  N  N  45  
8RI  C17  H16  SING  N  N  46  
8RI  C17  H17  SING  N  N  47  
8RI  C17  H18  SING  N  N  48  
8RI  C18  H19  SING  N  N  49  
8RI  C18  H20  SING  N  N  50  
8RI  C20  H21  SING  N  N  51  
8RI  C21  H22  SING  N  N  52  
8RI  C23  H23  SING  N  N  53  
8RI  C24  H24  SING  N  N  54  
8RI  N01  H25  SING  N  N  55  
8RI  O02  H27  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
8RI  SMILES            ACDLabs               12.01  "Oc1ccc(CC(CNC(=O)/C=C/c2cccc3ccccc32)N(C)C)cc1"  
8RI  InChI             InChI                 1.03   "InChI=1S/C24H26N2O2/c1-26(2)21(16-18-10-13-22(27)14-11-18)17-25-24(28)15-12-20-8-5-7-19-6-3-4-9-23(19)20/h3-15,21,27H,16-17H2,1-2H3,(H,25,28)/b15-12+/t21-/m0/s1"  
8RI  InChIKey          InChI                 1.03   QWQSTUJMJIXJJS-NKSQBSFPSA-N  
8RI  SMILES_CANONICAL  CACTVS                3.385  "CN(C)[C@H](CNC(=O)\C=C\c1cccc2ccccc12)Cc3ccc(O)cc3"  
8RI  SMILES            CACTVS                3.385  "CN(C)[CH](CNC(=O)C=Cc1cccc2ccccc12)Cc3ccc(O)cc3"  
8RI  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CN(C)[C@@H](Cc1ccc(cc1)O)CNC(=O)/C=C/c2cccc3c2cccc3"  
8RI  SMILES            "OpenEye OEToolkits"  2.0.7  "CN(C)C(Cc1ccc(cc1)O)CNC(=O)C=Cc2cccc3c2cccc3"  
#   #
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
8RI  "SYSTEMATIC NAME"  ACDLabs               12.01  "(2E)-N-[(2S)-2-(dimethylamino)-3-(4-hydroxyphenyl)propyl]-3-(naphthalen-1-yl)prop-2-enamide"  
8RI  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "(~{E})-~{N}-[(2~{S})-2-(dimethylamino)-3-(4-hydroxyphenyl)propyl]-3-naphthalen-1-yl-prop-2-enamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
8RI  "Create component"  2021-09-29  RCSB  
8RI  "Initial release"   2022-04-20  RCSB  
##
