data_SK9
#

_chem_comp.id                                   SK9
_chem_comp.name                                 "(1R)-6-chloro-3-methyl-1-(3-methylphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C18 H20 Cl N O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-08-24
_chem_comp.pdbx_modified_date                   2021-02-19
_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                       317.810
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    SK9
_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       7JVP
_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
SK9  C01   C1   C   0  1  Y  N  N   99.133  86.168  119.354   1.092   2.286   0.302  C01   SK9   1  
SK9  C02   C2   C   0  1  Y  N  N   98.914  87.125  118.385   2.382   1.815   0.080  C02   SK9   2  
SK9  C03   C3   C   0  1  Y  N  N  100.381  85.592  119.500   0.040   1.392   0.395  C03   SK9   3  
SK9  C04   C4   C   0  1  Y  N  N   99.956  87.494  117.566   2.600   0.454  -0.054  C04   SK9   4  
SK9  C05   C5   C   0  1  Y  N  N  101.450  85.948  118.679   0.262   0.028   0.261  C05   SK9   5  
SK9  C06   C6   C   0  1  Y  N  N  101.200  86.922  117.706   1.539  -0.436   0.033  C06   SK9   6  
SK9  C07   C7   C   0  1  N  N  R  102.858  85.294  118.841  -0.923  -0.898   0.386  C07   SK9   7  
SK9  C08   C8   C   0  1  N  N  N  102.242  87.439  116.733   1.815  -1.906  -0.151  C08   SK9   8  
SK9  C09   C9   C   0  1  N  N  N  103.374  84.803  117.493  -0.744  -2.175  -0.435  C09   SK9   9  
SK9  C10   C10  C   0  1  N  N  N  102.718  86.346  115.808   1.170  -2.748   0.954  C10   SK9  10  
SK9  C11   C11  C   0  1  Y  N  N  102.877  84.151  119.876  -2.158  -0.178  -0.091  C11   SK9  11  
SK9  C12   C12  C   0  1  Y  N  N  103.336  84.504  121.136  -2.227   0.292  -1.389  C12   SK9  12  
SK9  C13   C13  C   0  1  Y  N  N  102.493  82.827  119.639  -3.225   0.007   0.769  C13   SK9  13  
SK9  C14   C14  C   0  1  Y  N  N  103.409  83.578  122.161  -3.360   0.951  -1.826  C14   SK9  14  
SK9  C15   C15  C   0  1  Y  N  N  103.022  82.274  121.922  -4.425   1.142  -0.965  C15   SK9  15  
SK9  C16   C16  C   0  1  Y  N  N  102.564  81.899  120.672  -4.358   0.667   0.332  C16   SK9  16  
SK9  C17   C17  C   0  1  N  N  N  102.150  80.469  120.453  -5.521   0.869   1.269  C17   SK9  17  
SK9  C18   C18  C   0  1  N  N  N  104.488  84.945  115.441  -0.034  -4.485  -0.229  C18   SK9  18  
SK9  N01   N1   N   0  1  N  N  N  103.793  85.666  116.432  -0.139  -3.184   0.446  N01   SK9  19  
SK9  O01   O1   O   0  1  N  N  N   98.117  85.790  120.170   0.866   3.621   0.435  O01   SK9  20  
SK9  O02   O2   O   0  1  N  N  N   97.696  87.697  118.234   3.422   2.687  -0.007  O02   SK9  21  
SK9  CL01  CL1  CL  0  0  N  N  N   99.722  88.677  116.348   4.208  -0.141  -0.325  CL01  SK9  22  
SK9  H1    H1   H   0  1  N  N  N  100.532  84.848  120.269  -0.961   1.757   0.573  H1    SK9  23  
SK9  H2    H2   H   0  1  N  N  N  103.544  86.076  119.198  -1.052  -1.167   1.434  H2    SK9  24  
SK9  H3    H3   H   0  1  N  N  N  103.101  87.828  117.300   1.421  -2.224  -1.116  H3    SK9  25  
SK9  H4    H4   H   0  1  N  N  N  101.802  88.249  116.133   2.893  -2.070  -0.136  H4    SK9  26  
SK9  H5    H5   H   0  1  N  N  N  102.567  84.185  117.073  -1.714  -2.526  -0.789  H5    SK9  27  
SK9  H6    H6   H   0  1  N  N  N  104.243  84.167  117.720  -0.089  -1.980  -1.284  H6    SK9  28  
SK9  H7    H7   H   0  1  N  N  N  103.058  86.785  114.858   1.794  -3.616   1.167  H7    SK9  29  
SK9  H8    H8   H   0  1  N  N  N  101.896  85.641  115.613   1.038  -2.154   1.858  H8    SK9  30  
SK9  H9    H9   H   0  1  N  N  N  103.643  85.523  121.321  -1.395   0.143  -2.062  H9    SK9  31  
SK9  H10   H10  H   0  1  N  N  N  102.144  82.528  118.662  -3.173  -0.364   1.782  H10   SK9  32  
SK9  H11   H11  H   0  1  N  N  N  103.765  83.872  123.138  -3.414   1.319  -2.840  H11   SK9  33  
SK9  H12   H12  H   0  1  N  N  N  103.077  81.543  122.715  -5.310   1.658  -1.306  H12   SK9  34  
SK9  H13   H13  H   0  1  N  N  N  103.018  79.883  120.117  -5.399   1.812   1.802  H13   SK9  35  
SK9  H14   H14  H   0  1  N  N  N  101.767  80.050  121.395  -6.449   0.892   0.697  H14   SK9  36  
SK9  H15   H15  H   0  1  N  N  N  101.362  80.429  119.686  -5.557   0.048   1.985  H15   SK9  37  
SK9  H16   H16  H   0  1  N  N  N  105.330  84.407  115.901   0.400  -5.215   0.454  H16   SK9  38  
SK9  H17   H17  H   0  1  N  N  N  103.806  84.223  114.967  -1.026  -4.817  -0.534  H17   SK9  39  
SK9  H18   H18  H   0  1  N  N  N  104.870  85.642  114.681   0.602  -4.387  -1.109  H18   SK9  40  
SK9  H20   H20  H   0  1  N  N  N   98.427  85.129  120.777   0.932   3.943   1.344  H20   SK9  41  
SK9  H21   H21  H   0  1  N  N  N   97.094  87.334  118.873   3.850   2.874   0.840  H21   SK9  42  
#   #
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
SK9  C18   N01  SING  N  N   1  
SK9  C10   N01  SING  N  N   2  
SK9  C10   C08  SING  N  N   3  
SK9  CL01  C04  SING  N  N   4  
SK9  N01   C09  SING  N  N   5  
SK9  C08   C06  SING  N  N   6  
SK9  C09   C07  SING  N  N   7  
SK9  C04   C06  DOUB  Y  N   8  
SK9  C04   C02  SING  Y  N   9  
SK9  C06   C05  SING  Y  N  10  
SK9  O02   C02  SING  N  N  11  
SK9  C02   C01  DOUB  Y  N  12  
SK9  C05   C07  SING  N  N  13  
SK9  C05   C03  DOUB  Y  N  14  
SK9  C07   C11  SING  N  N  15  
SK9  C01   C03  SING  Y  N  16  
SK9  C01   O01  SING  N  N  17  
SK9  C13   C11  DOUB  Y  N  18  
SK9  C13   C16  SING  Y  N  19  
SK9  C11   C12  SING  Y  N  20  
SK9  C17   C16  SING  N  N  21  
SK9  C16   C15  DOUB  Y  N  22  
SK9  C12   C14  DOUB  Y  N  23  
SK9  C15   C14  SING  Y  N  24  
SK9  C03   H1   SING  N  N  25  
SK9  C07   H2   SING  N  N  26  
SK9  C08   H3   SING  N  N  27  
SK9  C08   H4   SING  N  N  28  
SK9  C09   H5   SING  N  N  29  
SK9  C09   H6   SING  N  N  30  
SK9  C10   H7   SING  N  N  31  
SK9  C10   H8   SING  N  N  32  
SK9  C12   H9   SING  N  N  33  
SK9  C13   H10  SING  N  N  34  
SK9  C14   H11  SING  N  N  35  
SK9  C15   H12  SING  N  N  36  
SK9  C17   H13  SING  N  N  37  
SK9  C17   H14  SING  N  N  38  
SK9  C17   H15  SING  N  N  39  
SK9  C18   H16  SING  N  N  40  
SK9  C18   H17  SING  N  N  41  
SK9  C18   H18  SING  N  N  42  
SK9  O01   H20  SING  N  N  43  
SK9  O02   H21  SING  N  N  44  
#   #
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
SK9  SMILES            ACDLabs               12.01  "c2(cc3C(c1cccc(c1)C)CN(CCc3c(c2O)Cl)C)O"  
SK9  InChI             InChI                 1.03   "InChI=1S/C18H20ClNO2/c1-11-4-3-5-12(8-11)15-10-20(2)7-6-13-14(15)9-16(21)18(22)17(13)19/h3-5,8-9,15,21-22H,6-7,10H2,1-2H3/t15-/m1/s1"  
SK9  InChIKey          InChI                 1.03   JXMYTVOBSFOHAF-OAHLLOKOSA-N  
SK9  SMILES_CANONICAL  CACTVS                3.385  "CN1CCc2c(Cl)c(O)c(O)cc2[C@H](C1)c3cccc(C)c3"  
SK9  SMILES            CACTVS                3.385  "CN1CCc2c(Cl)c(O)c(O)cc2[CH](C1)c3cccc(C)c3"  
SK9  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "Cc1cccc(c1)[C@H]2CN(CCc3c2cc(c(c3Cl)O)O)C"  
SK9  SMILES            "OpenEye OEToolkits"  2.0.7  "Cc1cccc(c1)C2CN(CCc3c2cc(c(c3Cl)O)O)C"  
#   #
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
SK9  "SYSTEMATIC NAME"  ACDLabs               12.01  "(1R)-6-chloro-3-methyl-1-(3-methylphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol"  
SK9  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "(1~{R})-6-chloranyl-3-methyl-1-(3-methylphenyl)-1,2,4,5-tetrahydro-3-benzazepine-7,8-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
SK9  "Create component"  2020-08-24  RCSB  
SK9  "Initial release"   2021-02-24  RCSB  
##
