data_GBU
#

_chem_comp.id                                   GBU
_chem_comp.name                                 "(1S)-6-chloranyl-3-methyl-1-(3-methylphenyl)-1,2,4,5-tetrahydro-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                    2020-08-17
_chem_comp.pdbx_modified_date                   2021-02-26
_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                    GBU
_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       7CRH
_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
GBU  C10  C1   C   0  1  Y  N  N  107.376  111.377  75.808  -2.369  -1.827  -0.100  C10   GBU   1  
GBU  C15  C2   C   0  1  N  N  N  110.740  107.564  75.307   0.731   2.186   0.400  C15   GBU   2  
GBU  C17  C3   C   0  1  Y  N  N  109.699  107.560  72.664   3.224  -0.011  -0.781  C17   GBU   3  
GBU  C20  C4   C   0  1  Y  N  N  110.190  108.150  70.372   4.438  -1.104   0.970  C20   GBU   4  
GBU  C21  C5   C   0  1  Y  N  N  111.044  109.250  70.837   3.379  -0.896   1.833  C21   GBU   5  
GBU  C22  C6   C   0  1  Y  N  N  111.199  109.470  72.181   2.244  -0.241   1.391  C22   GBU   6  
GBU  C01  C7   C   0  1  N  N  N  111.671  106.447  76.936   0.001   4.486   0.214  C01   GBU   7  
GBU  C03  C8   C   0  1  N  N  N  110.465  108.183  77.542  -1.222   2.738  -0.923  C03   GBU   8  
GBU  C04  C9   C   0  1  N  N  N  110.371  109.666  77.440  -1.844   1.891   0.191  C04   GBU   9  
GBU  C05  C10  C   0  1  Y  N  N  109.364  110.138  76.361  -1.537   0.431  -0.016  C05   GBU  10  
GBU  C06  C11  C   0  1  Y  N  N  109.505  109.794  75.075  -0.260  -0.023  -0.249  C06   GBU  11  
GBU  C07  C12  C   0  1  Y  N  N  108.566  110.246  74.128  -0.029  -1.387  -0.389  C07   GBU  12  
GBU  C08  C13  C   0  1  Y  N  N  107.510  111.038  74.528  -1.074  -2.288  -0.318  C08   GBU  13  
GBU  C12  C14  C   0  1  Y  N  N  108.315  110.926  76.759  -2.593  -0.470   0.051  C12   GBU  14  
GBU  C14  C15  C   0  1  N  N  S  110.712  108.887  74.621   0.924   0.900  -0.403  C14   GBU  15  
GBU  C16  C16  C   0  1  Y  N  N  110.536  108.637  73.119   2.165   0.197   0.083  C16   GBU  16  
GBU  C18  C17  C   0  1  Y  N  N  109.538  107.332  71.302   4.361  -0.661  -0.338  C18   GBU  17  
GBU  C19  C18  C   0  1  N  N  N  108.683  106.232  70.844   5.516  -0.887  -1.279  C19   GBU  18  
GBU  N02  N1   N   0  1  N  N  N  111.317  107.622  76.579   0.094   3.187  -0.465  N02   GBU  19  
GBU  O09  O1   O   0  1  N  N  N  106.530  111.510  73.541  -0.839  -3.620  -0.461  O09   GBU  20  
GBU  O11  O2   O   0  1  N  N  N  106.243  112.228  76.237  -3.407  -2.703  -0.041  O11   GBU  21  
GBU  CL1  CL1  CL  0  0  N  N  N  108.133  111.383  78.476  -4.205   0.112   0.327  CL13  GBU  22  
GBU  H1   H1   H   0  1  N  N  N  109.707  107.199  75.407   0.093   1.987   1.261  H1    GBU  23  
GBU  H2   H2   H   0  1  N  N  N  111.320  106.861  74.690   1.700   2.556   0.736  H2    GBU  24  
GBU  H3   H3   H   0  1  N  N  N  109.195  106.928  73.380   3.162   0.331  -1.804  H3    GBU  25  
GBU  H4   H4   H   0  1  N  N  N  110.065  107.972  69.314   5.324  -1.616   1.315  H4    GBU  26  
GBU  H5   H5   H   0  1  N  N  N  111.548  109.884  70.123   3.439  -1.242   2.855  H5    GBU  27  
GBU  H6   H6   H   0  1  N  N  N  111.826  110.278  72.526   1.417  -0.079   2.066  H6    GBU  28  
GBU  H7   H7   H   0  1  N  N  N  112.126  106.489  77.937   1.001   4.834   0.473  H7    GBU  29  
GBU  H8   H8   H   0  1  N  N  N  110.789  105.790  76.961  -0.474   5.210  -0.449  H8    GBU  30  
GBU  H9   H9   H   0  1  N  N  N  112.403  106.050  76.217  -0.593   4.380   1.121  H9    GBU  31  
GBU  H10  H10  H   0  1  N  N  N  109.459  107.758  77.411  -1.114   2.138  -1.826  H10   GBU  32  
GBU  H11  H11  H   0  1  N  N  N  110.845  107.923  78.541  -1.856   3.601  -1.127  H11   GBU  33  
GBU  H12  H12  H   0  1  N  N  N  111.365  110.063  77.189  -1.440   2.210   1.152  H12   GBU  34  
GBU  H13  H13  H   0  1  N  N  N  110.052  110.065  78.415  -2.924   2.034   0.190  H13   GBU  35  
GBU  H14  H14  H   0  1  N  N  N  108.673  109.973  73.089   0.977  -1.745  -0.555  H14   GBU  36  
GBU  H15  H15  H   0  1  N  N  N  111.654  109.427  74.798   1.046   1.151  -1.456  H15   GBU  37  
GBU  H16  H16  H   0  1  N  N  N  109.285  105.318  70.740   5.389  -1.842  -1.787  H16   GBU  38  
GBU  H17  H17  H   0  1  N  N  N  107.881  106.061  71.577   5.546  -0.084  -2.016  H17   GBU  39  
GBU  H18  H18  H   0  1  N  N  N  108.241  106.492  69.871   6.448  -0.896  -0.714  H18   GBU  40  
GBU  H20  H20  H   0  1  N  N  N  105.872  112.040  73.976  -0.650  -4.077   0.370  H20   GBU  41  
GBU  H21  H21  H   0  1  N  N  N  106.294  112.375  77.174  -3.823  -2.878  -0.896  H21   GBU  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
GBU  C20  C21  DOUB  Y  N   1  
GBU  C20  C18  SING  Y  N   2  
GBU  C21  C22  SING  Y  N   3  
GBU  C19  C18  SING  N  N   4  
GBU  C18  C17  DOUB  Y  N   5  
GBU  C22  C16  DOUB  Y  N   6  
GBU  C17  C16  SING  Y  N   7  
GBU  C16  C14  SING  N  N   8  
GBU  O09  C08  SING  N  N   9  
GBU  C07  C08  DOUB  Y  N  10  
GBU  C07  C06  SING  Y  N  11  
GBU  C08  C10  SING  Y  N  12  
GBU  C14  C06  SING  N  N  13  
GBU  C14  C15  SING  N  N  14  
GBU  C06  C05  DOUB  Y  N  15  
GBU  C15  N02  SING  N  N  16  
GBU  C10  O11  SING  N  N  17  
GBU  C10  C12  DOUB  Y  N  18  
GBU  C05  C12  SING  Y  N  19  
GBU  C05  C04  SING  N  N  20  
GBU  N02  C01  SING  N  N  21  
GBU  N02  C03  SING  N  N  22  
GBU  C12  CL1  SING  N  N  23  
GBU  C04  C03  SING  N  N  24  
GBU  C15  H1   SING  N  N  25  
GBU  C15  H2   SING  N  N  26  
GBU  C17  H3   SING  N  N  27  
GBU  C20  H4   SING  N  N  28  
GBU  C21  H5   SING  N  N  29  
GBU  C22  H6   SING  N  N  30  
GBU  C01  H7   SING  N  N  31  
GBU  C01  H8   SING  N  N  32  
GBU  C01  H9   SING  N  N  33  
GBU  C03  H10  SING  N  N  34  
GBU  C03  H11  SING  N  N  35  
GBU  C04  H12  SING  N  N  36  
GBU  C04  H13  SING  N  N  37  
GBU  C07  H14  SING  N  N  38  
GBU  C14  H15  SING  N  N  39  
GBU  C19  H16  SING  N  N  40  
GBU  C19  H17  SING  N  N  41  
GBU  C19  H18  SING  N  N  42  
GBU  O09  H20  SING  N  N  43  
GBU  O11  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
GBU  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-/m0/s1"  
GBU  InChIKey          InChI                 1.03   JXMYTVOBSFOHAF-HNNXBMFYSA-N  
GBU  SMILES_CANONICAL  CACTVS                3.385  "CN1CCc2c(Cl)c(O)c(O)cc2[C@@H](C1)c3cccc(C)c3"  
GBU  SMILES            CACTVS                3.385  "CN1CCc2c(Cl)c(O)c(O)cc2[CH](C1)c3cccc(C)c3"  
GBU  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "Cc1cccc(c1)[C@@H]2CN(CCc3c2cc(c(c3Cl)O)O)C"  
GBU  SMILES            "OpenEye OEToolkits"  2.0.7  "Cc1cccc(c1)C2CN(CCc3c2cc(c(c3Cl)O)O)C"  
#
_pdbx_chem_comp_identifier.comp_id          GBU
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "(1~{S})-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
GBU  "Create component"  2020-08-17  PDBJ  
GBU  "Initial release"   2021-03-03  RCSB  
##
