data_WSK
#

_chem_comp.id                                   WSK
_chem_comp.name                                 "(2S)-1-(3,6-DIBROMO-9H-CARBAZOL-9-YL)-3-(DIMETHYLAMINO)PROPAN-2-OL"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C17 H18 Br2 N2 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "(S)-WISKOSTATIN"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2004-06-01
_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                       426.146
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    WSK
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       ?
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       1T84
_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
WSK  C0   C0   C   0  1  Y  N  N  -6.775   8.032   2.780  -0.030   3.346  -0.101  C0   WSK   1  
WSK  N0   N0   N   0  1  Y  N  N  -4.721   7.779  -0.958   1.145  -0.554  -0.864  N0   WSK   2  
WSK  O0   O0   O   0  1  N  N  N  -3.064   9.317  -3.265   2.545  -2.543   0.703  O0   WSK   3  
WSK  C1   C1   C   0  1  Y  N  N  -7.439   8.685   1.638   1.294   3.163  -0.470  C1   WSK   4  
WSK  N1   N1   N   0  1  N  N  N  -4.999   9.873  -5.068   5.385  -2.381   0.755  N1   WSK   5  
WSK  C2   C2   C   0  1  Y  N  N  -6.856   8.669   0.318   1.778   1.902  -0.744  C2   WSK   6  
WSK  C3   C3   C   0  1  Y  N  N  -5.564   7.983   0.136   0.936   0.798  -0.652  C3   WSK   7  
WSK  C4   C4   C   0  1  Y  N  N  -4.907   7.334   1.271  -0.404   0.985  -0.279  C4   WSK   8  
WSK  C5   C5   C   0  1  Y  N  N  -5.513   7.353   2.614  -0.880   2.264  -0.005  C5   WSK   9  
WSK  C6   C6   C   0  1  Y  N  N  -3.689   6.755   0.797  -1.026  -0.352  -0.272  C6   WSK  10  
WSK  C7   C7   C   0  1  Y  N  N  -3.579   7.043  -0.629  -0.025  -1.260  -0.645  C7   WSK  11  
WSK  C8   C8   C   0  1  Y  N  N  -2.399   6.586  -1.386  -0.328  -2.616  -0.720  C8   WSK  12  
WSK  C9   C9   C   0  1  Y  N  N  -1.384   5.827  -0.685  -1.603  -3.055  -0.437  C9   WSK  13  
WSK  C10  C10  C   0  1  Y  N  N  -1.516   5.536   0.759  -2.594  -2.156  -0.071  C10  WSK  14  
WSK  C11  C11  C   0  1  Y  N  N  -2.651   5.988   1.493  -2.311  -0.808   0.012  C11  WSK  15  
WSK  C12  C12  C   0  1  N  N  N  -5.014   8.255  -2.327   2.421  -1.150  -1.268  C12  WSK  16  
WSK  C13  C13  C   0  1  N  N  S  -4.353   9.563  -2.588   3.229  -1.519  -0.022  C13  WSK  17  
WSK  C14  C14  C   0  1  N  N  N  -5.203  10.374  -3.711   4.610  -2.026  -0.441  C14  WSK  18  
WSK  C15  C15  C   0  1  N  N  N  -6.246   9.751  -5.817   6.589  -3.079   0.286  C15  WSK  19  
WSK  C16  C16  C   0  1  N  N  N  -4.087  10.737  -5.810   5.837  -1.118   1.354  C16  WSK  20  
WSK  BR1  BR1  BR  0  0  N  N  N  -0.200   4.543   1.695  -4.337  -2.779   0.313  BR1  WSK  21  
WSK  BR2  BR2  BR  0  0  N  N  N  -7.589   8.080   4.486  -0.673   5.086   0.270  BR2  WSK  22  
WSK  H13  H13  H   0  1  N  N  N  -2.397   9.332  -2.600   2.466  -3.302   0.108  H13  WSK  23  
WSK  H1   H1   H   0  1  N  N  N  -8.392   9.192   1.775   1.953   4.016  -0.544  H1   WSK  24  
WSK  H2   H2   H   0  1  N  N  N  -7.360   9.159  -0.524   2.811   1.770  -1.031  H2   WSK  25  
WSK  H3   H3   H   0  1  N  N  N  -4.999   6.871   3.454  -1.910   2.409   0.283  H3   WSK  26  
WSK  H4   H4   H   0  1  N  N  N  -2.317   6.762  -2.462   0.436  -3.325  -1.003  H4   WSK  27  
WSK  H5   H5   H   0  1  N  N  N  -0.534   5.440  -1.254  -1.833  -4.108  -0.500  H5   WSK  28  
WSK  H6   H6   H   0  1  N  N  N  -2.741   5.779   2.544  -3.084  -0.109   0.297  H6   WSK  29  
WSK  H8   H8   H   0  1  N  N  N  -6.118   8.377  -2.407   2.983  -0.434  -1.867  H8   WSK  30  
WSK  H9   H9   H   0  1  N  N  N  -4.616   7.493  -3.036   2.232  -2.048  -1.857  H9   WSK  31  
WSK  H10  H10  H   0  1  N  N  N  -4.326  10.154  -1.649   3.342  -0.639   0.611  H10  WSK  32  
WSK  H11  H11  H   0  1  N  N  N  -4.924  11.455  -3.679   5.131  -1.245  -0.994  H11  WSK  33  
WSK  H12  H12  H   0  1  N  N  N  -6.289  10.316  -3.466   4.497  -2.906  -1.075  H12  WSK  34  
WSK  H17  H17  H   0  1  N  N  N  -7.115   9.978  -5.158   7.201  -3.364   1.142  H17  WSK  35  
WSK  H18  H18  H   0  1  N  N  N  -6.377   8.724  -6.229   6.299  -3.973  -0.267  H18  WSK  36  
WSK  H19  H19  H   0  1  N  N  N  -6.306  10.464  -6.665   7.162  -2.420  -0.366  H19  WSK  37  
WSK  H14  H14  H   0  1  N  N  N  -4.148  11.787  -5.441   4.975  -0.560   1.719  H14  WSK  38  
WSK  H15  H15  H   0  1  N  N  N  -4.366  10.767  -6.888   6.510  -1.330   2.185  H15  WSK  39  
WSK  H16  H16  H   0  1  N  N  N  -3.033  10.388  -5.721   6.361  -0.526   0.604  H16  WSK  40  
#   #
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
WSK  C0   C1   DOUB  Y  N   1  
WSK  C0   C5   SING  Y  N   2  
WSK  C0   BR2  SING  N  N   3  
WSK  N0   C3   SING  Y  N   4  
WSK  N0   C7   SING  Y  N   5  
WSK  N0   C12  SING  N  N   6  
WSK  O0   C13  SING  N  N   7  
WSK  O0   H13  SING  N  N   8  
WSK  C1   C2   SING  Y  N   9  
WSK  C1   H1   SING  N  N  10  
WSK  N1   C14  SING  N  N  11  
WSK  N1   C15  SING  N  N  12  
WSK  N1   C16  SING  N  N  13  
WSK  C2   C3   DOUB  Y  N  14  
WSK  C2   H2   SING  N  N  15  
WSK  C3   C4   SING  Y  N  16  
WSK  C4   C5   DOUB  Y  N  17  
WSK  C4   C6   SING  Y  N  18  
WSK  C5   H3   SING  N  N  19  
WSK  C6   C7   DOUB  Y  N  20  
WSK  C6   C11  SING  Y  N  21  
WSK  C7   C8   SING  Y  N  22  
WSK  C8   C9   DOUB  Y  N  23  
WSK  C8   H4   SING  N  N  24  
WSK  C9   C10  SING  Y  N  25  
WSK  C9   H5   SING  N  N  26  
WSK  C10  C11  DOUB  Y  N  27  
WSK  C10  BR1  SING  N  N  28  
WSK  C11  H6   SING  N  N  29  
WSK  C12  C13  SING  N  N  30  
WSK  C12  H8   SING  N  N  31  
WSK  C12  H9   SING  N  N  32  
WSK  C13  C14  SING  N  N  33  
WSK  C13  H10  SING  N  N  34  
WSK  C14  H11  SING  N  N  35  
WSK  C14  H12  SING  N  N  36  
WSK  C15  H17  SING  N  N  37  
WSK  C15  H18  SING  N  N  38  
WSK  C15  H19  SING  N  N  39  
WSK  C16  H14  SING  N  N  40  
WSK  C16  H15  SING  N  N  41  
WSK  C16  H16  SING  N  N  42  
#   #
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
WSK  SMILES            ACDLabs               10.04  "Brc3cc2c1cc(Br)ccc1n(c2cc3)CC(O)CN(C)C"  
WSK  SMILES_CANONICAL  CACTVS                3.341  "CN(C)C[C@H](O)Cn1c2ccc(Br)cc2c3cc(Br)ccc13"  
WSK  SMILES            CACTVS                3.341  "CN(C)C[CH](O)Cn1c2ccc(Br)cc2c3cc(Br)ccc13"  
WSK  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "CN(C)C[C@@H](Cn1c2ccc(cc2c3c1ccc(c3)Br)Br)O"  
WSK  SMILES            "OpenEye OEToolkits"  1.5.0  "CN(C)CC(Cn1c2ccc(cc2c3c1ccc(c3)Br)Br)O"  
WSK  InChI             InChI                 1.03   "InChI=1S/C17H18Br2N2O/c1-20(2)9-13(22)10-21-16-5-3-11(18)7-14(16)15-8-12(19)4-6-17(15)21/h3-8,13,22H,9-10H2,1-2H3/t13-/m0/s1"  
WSK  InChIKey          InChI                 1.03   XUBJEDZHBUPBKL-ZDUSSCGKSA-N  
#   #
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
WSK  "SYSTEMATIC NAME"  ACDLabs               10.04  "(2S)-1-(3,6-dibromo-9H-carbazol-9-yl)-3-(dimethylamino)propan-2-ol"  
WSK  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(2S)-1-(3,6-dibromocarbazol-9-yl)-3-dimethylamino-propan-2-ol"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
WSK  "Create component"   2004-06-01  RCSB  
WSK  "Modify descriptor"  2011-06-04  RCSB  
WSK  "Modify synonyms"    2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     WSK
_pdbx_chem_comp_synonyms.name        "(S)-WISKOSTATIN"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
