data_A6O
#

_chem_comp.id                                   A6O
_chem_comp.name                                 "(2R,3S)-2-ethyl-2-[(2E)-2-(6-methoxy-3,4-dihydro-2H-naphthalen-1-ylidene)ethyl]-3-oxidanyl-cyclopentan-1-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H26 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-10-10
_chem_comp.pdbx_modified_date                   2019-09-27
_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                       314.419
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    A6O
_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       6IHH
_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
A6O  C11  C1   C  0  1  N  N  N  -33.983  49.262  -0.011  -0.546  -0.075   0.838  C11  A6O   1  
A6O  C12  C2   C  0  1  N  N  N  -33.827  49.694  -1.289   0.433  -0.878   0.444  C12  A6O   2  
A6O  C13  C3   C  0  1  Y  N  N  -34.177  51.162  -1.719   1.806  -0.364   0.226  C13  A6O   3  
A6O  C02  C4   C  0  1  N  N  N  -32.460  49.282   2.498  -2.543   0.338  -1.329  C02  A6O   4  
A6O  C03  C5   C  0  1  N  N  N  -33.143  48.666   3.551  -3.777  -0.135  -2.077  C03  A6O   5  
A6O  C04  C6   C  0  1  N  N  N  -32.553  47.118   3.653  -4.577  -0.946  -1.027  C04  A6O   6  
A6O  C05  C7   C  0  1  N  N  S  -32.199  46.770   2.401  -4.349  -0.126   0.268  C05  A6O   7  
A6O  C07  C8   C  0  1  N  N  R  -32.241  48.100   1.451  -2.888   0.355   0.146  C07  A6O   8  
A6O  C08  C9   C  0  1  N  N  N  -30.785  48.261   0.756  -2.758   1.776   0.698  C08  A6O   9  
A6O  C09  C10  C  0  1  N  N  N  -29.833  48.650   1.826  -3.050   1.768   2.199  C09  A6O  10  
A6O  C10  C11  C  0  1  N  N  N  -33.282  47.915   0.465  -1.960  -0.591   0.910  C10  A6O  11  
A6O  C14  C12  C  0  1  Y  N  N  -35.015  52.006  -0.906   2.032   1.012   0.202  C14  A6O  12  
A6O  C15  C13  C  0  1  Y  N  N  -35.321  53.344  -1.316   3.308   1.495   0.004  C15  A6O  13  
A6O  C16  C14  C  0  1  Y  N  N  -34.806  53.847  -2.527   4.364   0.610  -0.171  C16  A6O  14  
A6O  C18  C15  C  0  1  N  N  N  -34.224  55.653  -3.967   5.782   2.507  -0.375  C18  A6O  15  
A6O  C19  C16  C  0  1  Y  N  N  -33.991  53.014  -3.340   4.140  -0.759  -0.150  C19  A6O  16  
A6O  C20  C17  C  0  1  Y  N  N  -33.685  51.690  -2.932   2.864  -1.254   0.046  C20  A6O  17  
A6O  C21  C18  C  0  1  N  N  N  -32.728  50.832  -3.928   2.651  -2.743   0.052  C21  A6O  18  
A6O  C22  C19  C  0  1  N  N  N  -32.480  49.401  -3.475   1.376  -3.118   0.802  C22  A6O  19  
A6O  C23  C20  C  0  1  N  N  N  -32.715  49.028  -2.004   0.190  -2.355   0.209  C23  A6O  20  
A6O  O01  O1   O  0  1  N  N  N  -32.130  50.407   2.469  -1.482   0.641  -1.819  O01  A6O  21  
A6O  O06  O2   O  0  1  N  N  N  -30.997  45.958   2.383  -5.244   0.986   0.323  O06  A6O  22  
A6O  O17  O3   O  0  1  N  N  N  -35.086  55.136  -2.956   5.621   1.087  -0.364  O17  A6O  23  
A6O  H2   H2   H  0  1  N  N  N  -34.583  49.833   0.682  -0.330   0.947   1.110  H2   A6O  24  
A6O  H4   H4   H  0  1  N  N  N  -32.958  49.206   4.491  -4.361   0.717  -2.426  H4   A6O  25  
A6O  H5   H5   H  0  1  N  N  N  -34.223  48.648   3.345  -3.493  -0.772  -2.914  H5   A6O  26  
A6O  H6   H6   H  0  1  N  N  N  -33.329  46.438   4.033  -5.636  -0.976  -1.286  H6   A6O  27  
A6O  H7   H7   H  0  1  N  N  N  -31.679  47.086   4.320  -4.175  -1.954  -0.928  H7   A6O  28  
A6O  H8   H8   H  0  1  N  N  N  -33.001  46.131   2.002  -4.471  -0.759   1.148  H8   A6O  29  
A6O  H9   H9   H  0  1  N  N  N  -30.475  47.308   0.303  -1.745   2.140   0.527  H9   A6O  30  
A6O  H10  H10  H  0  1  N  N  N  -30.821  49.041  -0.019  -3.469   2.429   0.192  H10  A6O  31  
A6O  H11  H11  H  0  1  N  N  N  -28.827  48.771   1.397  -3.043   2.791   2.576  H11  A6O  32  
A6O  H12  H12  H  0  1  N  N  N  -30.156  49.600   2.276  -4.030   1.323   2.376  H12  A6O  33  
A6O  H13  H13  H  0  1  N  N  N  -29.810  47.867   2.599  -2.287   1.186   2.715  H13  A6O  34  
A6O  H14  H14  H  0  1  N  N  N  -34.053  47.260   0.897  -2.008  -1.585   0.466  H14  A6O  35  
A6O  H15  H15  H  0  1  N  N  N  -32.839  47.428  -0.416  -2.274  -0.644   1.953  H15  A6O  36  
A6O  H16  H16  H  0  1  N  N  N  -35.417  51.626   0.022   1.209   1.698   0.338  H16  A6O  37  
A6O  H17  H17  H  0  1  N  N  N  -35.947  53.968  -0.696   3.487   2.561  -0.016  H17  A6O  38  
A6O  H18  H18  H  0  1  N  N  N  -34.537  56.675  -4.229   5.181   2.934  -1.177  H18  A6O  39  
A6O  H19  H19  H  0  1  N  N  N  -33.190  55.671  -3.593   5.457   2.917   0.581  H19  A6O  40  
A6O  H20  H20  H  0  1  N  N  N  -34.280  55.012  -4.859   6.832   2.752  -0.537  H20  A6O  41  
A6O  H21  H21  H  0  1  N  N  N  -33.602  53.391  -4.274   4.966  -1.441  -0.286  H21  A6O  42  
A6O  H22  H22  H  0  1  N  N  N  -31.757  51.344  -4.000   2.576  -3.095  -0.977  H22  A6O  43  
A6O  H23  H23  H  0  1  N  N  N  -33.201  50.803  -4.921   3.503  -3.225   0.531  H23  A6O  44  
A6O  H24  H24  H  0  1  N  N  N  -33.135  48.755  -4.079   1.202  -4.190   0.709  H24  A6O  45  
A6O  H25  H25  H  0  1  N  N  N  -31.428  49.170  -3.701   1.484  -2.857   1.855  H25  A6O  46  
A6O  H26  H26  H  0  1  N  N  N  -32.904  47.945  -1.967  -0.733  -2.664   0.699  H26  A6O  47  
A6O  H27  H27  H  0  1  N  N  N  -31.789  49.258  -1.456   0.124  -2.546  -0.862  H27  A6O  48  
A6O  H28  H28  H  0  1  N  N  N  -31.103  45.222   2.974  -6.179   0.738   0.336  H28  A6O  49  
#   #
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
A6O  C18  O17  SING  N  N   1  
A6O  C21  C22  SING  N  N   2  
A6O  C21  C20  SING  N  N   3  
A6O  C22  C23  SING  N  N   4  
A6O  C19  C20  DOUB  Y  N   5  
A6O  C19  C16  SING  Y  N   6  
A6O  O17  C16  SING  N  N   7  
A6O  C20  C13  SING  Y  N   8  
A6O  C16  C15  DOUB  Y  N   9  
A6O  C23  C12  SING  N  N  10  
A6O  C13  C12  SING  N  N  11  
A6O  C13  C14  DOUB  Y  N  12  
A6O  C15  C14  SING  Y  N  13  
A6O  C12  C11  DOUB  N  E  14  
A6O  C11  C10  SING  N  N  15  
A6O  C10  C07  SING  N  N  16  
A6O  C08  C07  SING  N  N  17  
A6O  C08  C09  SING  N  N  18  
A6O  C07  C05  SING  N  N  19  
A6O  C07  C02  SING  N  N  20  
A6O  O06  C05  SING  N  N  21  
A6O  C05  C04  SING  N  N  22  
A6O  O01  C02  DOUB  N  N  23  
A6O  C02  C03  SING  N  N  24  
A6O  C03  C04  SING  N  N  25  
A6O  C11  H2   SING  N  N  26  
A6O  C03  H4   SING  N  N  27  
A6O  C03  H5   SING  N  N  28  
A6O  C04  H6   SING  N  N  29  
A6O  C04  H7   SING  N  N  30  
A6O  C05  H8   SING  N  N  31  
A6O  C08  H9   SING  N  N  32  
A6O  C08  H10  SING  N  N  33  
A6O  C09  H11  SING  N  N  34  
A6O  C09  H12  SING  N  N  35  
A6O  C09  H13  SING  N  N  36  
A6O  C10  H14  SING  N  N  37  
A6O  C10  H15  SING  N  N  38  
A6O  C14  H16  SING  N  N  39  
A6O  C15  H17  SING  N  N  40  
A6O  C18  H18  SING  N  N  41  
A6O  C18  H19  SING  N  N  42  
A6O  C18  H20  SING  N  N  43  
A6O  C19  H21  SING  N  N  44  
A6O  C21  H22  SING  N  N  45  
A6O  C21  H23  SING  N  N  46  
A6O  C22  H24  SING  N  N  47  
A6O  C22  H25  SING  N  N  48  
A6O  C23  H26  SING  N  N  49  
A6O  C23  H27  SING  N  N  50  
A6O  O06  H28  SING  N  N  51  
#   #
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
A6O  InChI             InChI                 1.03   "InChI=1S/C20H26O3/c1-3-20(18(21)9-10-19(20)22)12-11-14-5-4-6-15-13-16(23-2)7-8-17(14)15/h7-8,11,13,18,21H,3-6,9-10,12H2,1-2H3/b14-11+/t18-,20+/m0/s1"  
A6O  InChIKey          InChI                 1.03   ZXYHLOFRRMDJAQ-OUBQQWGRSA-N  
A6O  SMILES_CANONICAL  CACTVS                3.385  "CC[C@@]1(C/C=C/2CCCc3cc(OC)ccc/23)[C@@H](O)CCC1=O"  
A6O  SMILES            CACTVS                3.385  "CC[C]1(CC=C2CCCc3cc(OC)ccc23)[CH](O)CCC1=O"  
A6O  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "CC[C@]1([C@H](CCC1=O)O)C/C=C/2\CCCc3c2ccc(c3)OC"  
A6O  SMILES            "OpenEye OEToolkits"  2.0.6  "CCC1(C(CCC1=O)O)CC=C2CCCc3c2ccc(c3)OC"  
#
_pdbx_chem_comp_identifier.comp_id          A6O
_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       "(2~{R},3~{S})-2-ethyl-2-[(2~{E})-2-(6-methoxy-3,4-dihydro-2~{H}-naphthalen-1-ylidene)ethyl]-3-oxidanyl-cyclopentan-1-one"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
A6O  "Create component"  2018-10-10  RCSB  
A6O  "Initial release"   2019-10-02  RCSB  
##
