data_5RL
#

_chem_comp.id                                   5RL
_chem_comp.name                                 "6-methyl-5,6,6~{a},7-tetrahydro-4~{H}-dibenzo[de,g]quinoline-10,11-diol"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C17 H17 N O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        Apomorphine
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2015-11-17
_chem_comp.pdbx_modified_date                   2021-03-01
_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                       267.322
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    5RL
_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       5ER4
_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
5RL  C10  C1   C  0  1  Y  N  N  36.395  -4.185  13.491   0.028  -0.940   0.134  C10  5RL   1  
5RL  C11  C2   C  0  1  Y  N  N  35.912  -1.964  12.812   0.966   1.352   0.278  C11  5RL   2  
5RL  C12  C3   C  0  1  Y  N  N  36.779  -2.812  13.439   1.185  -0.014   0.112  C12  5RL   3  
5RL  C13  C4   C  0  1  N  N  N  31.749  -3.224  11.868  -3.010   2.879   0.001  C13  5RL   4  
5RL  C14  C5   C  0  1  Y  N  N  35.619  -6.922  13.583  -2.140  -2.642   0.177  C14  5RL   5  
5RL  C15  C6   C  0  1  Y  N  N  37.225  -5.119  14.097   0.222  -2.305   0.313  C15  5RL   6  
5RL  C16  C7   C  0  1  Y  N  N  36.154  -0.586  12.680   2.029   2.231   0.229  C16  5RL   7  
5RL  C19  C8   C  0  1  Y  N  N  38.202  -0.858  13.828   3.544   0.398  -0.120  C19  5RL   8  
5RL  C20  C9   C  0  1  Y  N  N  37.308  -0.031  13.195   3.314   1.757   0.031  C20  5RL   9  
5RL  O01  O1   O  0  1  N  N  N  38.980  -2.873  14.645   2.699  -1.829  -0.229  O01  5RL  10  
5RL  O02  O2   O  0  1  N  N  N  39.366  -0.339  14.373   4.811  -0.060  -0.306  O02  5RL  11  
5RL  N03  N1   N  0  1  N  N  N  32.855  -4.102  12.200  -2.802   1.433   0.153  N03  5RL  12  
5RL  C04  C10  C  0  1  N  N  S  34.250  -3.726  12.292  -1.446   1.049  -0.265  C04  5RL  13  
5RL  C05  C11  C  0  1  Y  N  N  35.183  -4.667  12.946  -1.260  -0.429  -0.044  C05  5RL  14  
5RL  C06  C12  C  0  1  N  N  N  34.639  -2.291  12.195  -0.428   1.854   0.539  C06  5RL  15  
5RL  C07  C13  C  0  1  Y  N  N  34.821  -5.950  12.990  -2.342  -1.282  -0.027  C07  5RL  16  
5RL  C08  C14  C  0  1  N  N  N  32.441  -5.501  12.442  -3.807   0.677  -0.597  C08  5RL  17  
5RL  C09  C15  C  0  1  N  N  N  33.566  -6.572  12.455  -3.748  -0.800  -0.244  C09  5RL  18  
5RL  C17  C16  C  0  1  Y  N  N  37.969  -2.219  13.966   2.479  -0.495  -0.081  C17  5RL  19  
5RL  C18  C17  C  0  1  Y  N  N  36.840  -6.476  14.147  -0.868  -3.152   0.341  C18  5RL  20  
5RL  H1   H1   H  0  1  N  N  N  30.810  -3.797  11.877  -2.874   3.158  -1.044  H1   5RL  21  
5RL  H2   H2   H  0  1  N  N  N  31.690  -2.413  12.608  -4.021   3.136   0.317  H2   5RL  22  
5RL  H3   H3   H  0  1  N  N  N  31.908  -2.796  10.867  -2.289   3.416   0.617  H3   5RL  23  
5RL  H4   H4   H  0  1  N  N  N  35.324  -7.961  13.612  -2.989  -3.309   0.207  H4   5RL  24  
5RL  H5   H5   H  0  1  N  N  N  38.164  -4.807  14.530   1.220  -2.701   0.429  H5   5RL  25  
5RL  H6   H6   H  0  1  N  N  N  35.435   0.041  12.174   1.858   3.290   0.346  H6   5RL  26  
5RL  H7   H7   H  0  1  N  N  N  37.503   1.027  13.102   4.142   2.450  -0.006  H7   5RL  27  
5RL  H8   H8   H  0  1  N  N  N  39.655  -2.249  14.886   2.662  -2.134  -1.146  H8   5RL  28  
5RL  H9   H9   H  0  1  N  N  N  39.870  -1.039  14.771   5.078  -0.113  -1.234  H9   5RL  29  
5RL  H11  H11  H  0  1  N  N  N  31.938  -5.535  13.420  -4.798   1.063  -0.357  H11  5RL  30  
5RL  H12  H12  H  0  1  N  N  N  31.727  -5.778  11.653  -3.625   0.798  -1.664  H12  5RL  31  
5RL  H13  H13  H  0  1  N  N  N  33.268  -7.413  13.098  -4.198  -1.375  -1.053  H13  5RL  32  
5RL  H14  H14  H  0  1  N  N  N  33.741  -6.936  11.432  -4.323  -0.969   0.667  H14  5RL  33  
5RL  H15  H15  H  0  1  N  N  N  37.492  -7.191  14.627  -0.726  -4.212   0.491  H15  5RL  34  
5RL  H10  H10  H  0  1  N  N  N  34.696  -2.023  11.130  -0.652   1.759   1.601  H10  5RL  35  
5RL  H16  H16  H  0  1  N  N  N  33.857  -1.690  12.683  -0.492   2.904   0.251  H16  5RL  36  
5RL  H17  H17  H  0  1  N  N  N  34.517  -3.992  11.258  -1.317   1.274  -1.324  H17  5RL  37  
#   #
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
5RL  C13  N03  SING  N  N   1  
5RL  C06  C04  SING  N  N   2  
5RL  C06  C11  SING  N  N   3  
5RL  N03  C04  SING  N  N   4  
5RL  N03  C08  SING  N  N   5  
5RL  C04  C05  SING  N  N   6  
5RL  C08  C09  SING  N  N   7  
5RL  C09  C07  SING  N  N   8  
5RL  C16  C11  SING  Y  N   9  
5RL  C16  C20  DOUB  Y  N  10  
5RL  C11  C12  DOUB  Y  N  11  
5RL  C05  C07  DOUB  Y  N  12  
5RL  C05  C10  SING  Y  N  13  
5RL  C07  C14  SING  Y  N  14  
5RL  C20  C19  SING  Y  N  15  
5RL  C12  C10  SING  N  N  16  
5RL  C12  C17  SING  Y  N  17  
5RL  C10  C15  DOUB  Y  N  18  
5RL  C14  C18  DOUB  Y  N  19  
5RL  C19  C17  DOUB  Y  N  20  
5RL  C19  O02  SING  N  N  21  
5RL  C17  O01  SING  N  N  22  
5RL  C15  C18  SING  Y  N  23  
5RL  C13  H1   SING  N  N  24  
5RL  C13  H2   SING  N  N  25  
5RL  C13  H3   SING  N  N  26  
5RL  C14  H4   SING  N  N  27  
5RL  C15  H5   SING  N  N  28  
5RL  C16  H6   SING  N  N  29  
5RL  C20  H7   SING  N  N  30  
5RL  O01  H8   SING  N  N  31  
5RL  O02  H9   SING  N  N  32  
5RL  C08  H11  SING  N  N  33  
5RL  C08  H12  SING  N  N  34  
5RL  C09  H13  SING  N  N  35  
5RL  C09  H14  SING  N  N  36  
5RL  C18  H15  SING  N  N  37  
5RL  C06  H10  SING  N  N  38  
5RL  C06  H16  SING  N  N  39  
5RL  C04  H17  SING  N  N  40  
#   #
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
5RL  InChI             InChI                 1.03   "InChI=1S/C17H17NO2/c1-18-8-7-10-3-2-4-12-15(10)13(18)9-11-5-6-14(19)17(20)16(11)12/h2-6,13,19-20H,7-9H2,1H3/t13-/m0/s1"  
5RL  InChIKey          InChI                 1.03   VMWNQDUVQKEIOC-ZDUSSCGKSA-N  
5RL  SMILES_CANONICAL  CACTVS                3.385  "CN1CCc2cccc3c2[C@@H]1Cc4ccc(O)c(O)c34"  
5RL  SMILES            CACTVS                3.385  "CN1CCc2cccc3c2[CH]1Cc4ccc(O)c(O)c34"  
5RL  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.4  "CN1CCc2cccc-3c2C1Cc4c3c(c(cc4)O)O"  
5RL  SMILES            "OpenEye OEToolkits"  2.0.4  "CN1CCc2cccc-3c2C1Cc4c3c(c(cc4)O)O"  
#
_pdbx_chem_comp_identifier.comp_id          5RL
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.4
_pdbx_chem_comp_identifier.identifier       "6-methyl-5,6,6~{a},7-tetrahydro-4~{H}-dibenzo[de,g]quinoline-10,11-diol"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
5RL  "Create component"  2015-11-17  RCSB  
5RL  "Initial release"   2016-06-08  RCSB  
5RL  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     5RL
_pdbx_chem_comp_synonyms.name        Apomorphine
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
