data_AW6
#

_chem_comp.id                                   AW6
_chem_comp.name                                 "4-chloro-N-(3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)benzene-1-sulfonamide"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H12 Cl N O6 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-11-27
_chem_comp.pdbx_modified_date                   2019-12-06
_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                       429.830
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    AW6
_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       6ISN
_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
AW6  N    N1   N   0  1  N  N  N  18.838  -10.131  -17.462   1.662   2.440   0.314  N    AW6   1  
AW6  C    C1   C   0  1  Y  N  N  15.623  -10.487  -18.827   4.167  -0.023  -0.195  C    AW6   2  
AW6  O    O1   O   0  1  N  N  N  18.323  -12.612  -16.998   1.850   1.315   2.502  O    AW6   3  
AW6  C01  C2   C   0  1  Y  N  N  22.074  -12.118  -25.341  -6.046  -1.856   0.264  C01  AW6   4  
AW6  C02  C3   C   0  1  Y  N  N  21.892  -13.342  -24.687  -5.576  -2.045   1.550  C02  AW6   5  
AW6  C03  C4   C   0  1  Y  N  N  21.386  -13.363  -23.393  -4.364  -1.503   1.940  C03  AW6   6  
AW6  C04  C5   C   0  1  Y  N  N  21.062  -12.144  -22.741  -3.612  -0.763   1.032  C04  AW6   7  
AW6  C05  C6   C   0  1  Y  N  N  21.237  -10.940  -23.371  -4.090  -0.571  -0.276  C05  AW6   8  
AW6  C06  C7   C   0  1  Y  N  N  21.751  -10.921  -24.698  -5.311  -1.123  -0.651  C06  AW6   9  
AW6  C07  C8   C   0  1  N  N  N  20.544  -12.183  -21.418  -2.316  -0.180   1.439  C07  AW6  10  
AW6  C08  C9   C   0  1  Y  N  N  20.210  -10.971  -20.757  -1.525   0.603   0.470  C08  AW6  11  
AW6  C09  C10  C   0  1  Y  N  N  20.379   -9.760  -21.366  -2.007   0.794  -0.842  C09  AW6  12  
AW6  C10  C11  C   0  1  N  N  N  20.899   -9.719  -22.698  -3.297   0.215  -1.245  C10  AW6  13  
AW6  C11  C12  C   0  1  Y  N  N  19.701  -11.050  -19.448  -0.305   1.153   0.847  C11  AW6  14  
AW6  C12  C13  C   0  1  Y  N  N  19.361   -9.899  -18.767   0.440   1.891  -0.069  C12  AW6  15  
AW6  C13  C14  C   0  1  Y  N  N  19.525   -8.631  -19.378  -0.031   2.083  -1.365  C13  AW6  16  
AW6  C14  C15  C   0  1  Y  N  N  20.038   -8.557  -20.682  -1.252   1.538  -1.756  C14  AW6  17  
AW6  O01  O2   O   0  1  N  N  N  21.048   -8.645  -23.241  -3.711   0.381  -2.377  O01  AW6  18  
AW6  O02  O3   O   0  1  N  N  N  20.382  -13.242  -20.852  -1.902  -0.345   2.570  O02  AW6  19  
AW6  O03  O4   O   0  1  N  N  N  20.228   -7.325  -21.348  -1.709   1.727  -3.020  O03  AW6  20  
AW6  O04  O5   O   0  1  N  N  N  19.185   -7.444  -18.693   0.703   2.806  -2.252  O04  AW6  21  
AW6  S    S1   S   0  1  N  N  N  17.697  -11.334  -17.243   2.645   1.621   1.365  S    AW6  22  
AW6  C15  C16  C   0  1  Y  N  N  16.520  -11.511  -18.570   3.048   0.080   0.610  C15  AW6  23  
AW6  O05  O6   O   0  1  N  N  N  16.971  -11.103  -16.015   3.857   2.359   1.440  O05  AW6  24  
AW6  C16  C17  C   0  1  Y  N  N  16.467  -12.671  -19.337   2.244  -1.024   0.823  C16  AW6  25  
AW6  C17  C18  C   0  1  Y  N  N  15.533  -12.794  -20.362   2.559  -2.233   0.230  C17  AW6  26  
AW6  C18  C19  C   0  1  Y  N  N  14.650  -11.750  -20.612   3.679  -2.337  -0.575  C18  AW6  27  
AW6  C19  C20  C   0  1  Y  N  N  14.696  -10.604  -19.849   4.479  -1.230  -0.792  C19  AW6  28  
AW6  CL   CL1  CL  0  0  N  N  N  13.465  -11.824  -21.881   4.075  -3.855  -1.319  CL   AW6  29  
AW6  H08  H1   H   0  1  N  N  N  19.614  -10.353  -16.871   1.939   3.300  -0.039  H08  AW6  30  
AW6  H    H2   H   0  1  N  N  N  15.647   -9.590  -18.225   4.794   0.840  -0.361  H    AW6  31  
AW6  H01  H3   H   0  1  N  N  N  22.466  -12.099  -26.347  -6.991  -2.287  -0.031  H01  AW6  32  
AW6  H02  H4   H   0  1  N  N  N  22.144  -14.266  -25.186  -6.158  -2.619   2.256  H02  AW6  33  
AW6  H03  H5   H   0  1  N  N  N  21.240  -14.304  -22.884  -4.002  -1.655   2.946  H03  AW6  34  
AW6  H04  H6   H   0  1  N  N  N  21.891   -9.980  -25.208  -5.684  -0.979  -1.654  H04  AW6  35  
AW6  H05  H7   H   0  1  N  N  N  19.576  -12.013  -18.975   0.066   1.008   1.851  H05  AW6  36  
AW6  H06  H8   H   0  1  N  N  N  20.578   -7.485  -22.216  -2.253   2.519  -3.127  H06  AW6  37  
AW6  H07  H9   H   0  1  N  N  N  18.855   -7.660  -17.829   1.328   2.278  -2.767  H07  AW6  38  
AW6  H09  H10  H   0  1  N  N  N  17.154  -13.480  -19.136   1.370  -0.943   1.452  H09  AW6  39  
AW6  H10  H11  H   0  1  N  N  N  15.495  -13.694  -20.958   1.931  -3.095   0.397  H10  AW6  40  
AW6  H11  H12  H   0  1  N  N  N  14.008   -9.796  -20.048   5.354  -1.310  -1.421  H11  AW6  41  
#   #
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
AW6  C01  C06  DOUB  Y  N   1  
AW6  C01  C02  SING  Y  N   2  
AW6  C06  C05  SING  Y  N   3  
AW6  C02  C03  DOUB  Y  N   4  
AW6  C03  C04  SING  Y  N   5  
AW6  C05  C04  DOUB  Y  N   6  
AW6  C05  C10  SING  N  N   7  
AW6  O01  C10  DOUB  N  N   8  
AW6  C04  C07  SING  N  N   9  
AW6  C10  C09  SING  N  N  10  
AW6  CL   C18  SING  N  N  11  
AW6  C07  O02  DOUB  N  N  12  
AW6  C07  C08  SING  N  N  13  
AW6  C09  C08  DOUB  Y  N  14  
AW6  C09  C14  SING  Y  N  15  
AW6  O03  C14  SING  N  N  16  
AW6  C08  C11  SING  Y  N  17  
AW6  C14  C13  DOUB  Y  N  18  
AW6  C18  C17  DOUB  Y  N  19  
AW6  C18  C19  SING  Y  N  20  
AW6  C17  C16  SING  Y  N  21  
AW6  C19  C    DOUB  Y  N  22  
AW6  C11  C12  DOUB  Y  N  23  
AW6  C13  C12  SING  Y  N  24  
AW6  C13  O04  SING  N  N  25  
AW6  C16  C15  DOUB  Y  N  26  
AW6  C    C15  SING  Y  N  27  
AW6  C12  N    SING  N  N  28  
AW6  C15  S    SING  N  N  29  
AW6  N    S    SING  N  N  30  
AW6  S    O    DOUB  N  N  31  
AW6  S    O05  DOUB  N  N  32  
AW6  N    H08  SING  N  N  33  
AW6  C    H    SING  N  N  34  
AW6  C01  H01  SING  N  N  35  
AW6  C02  H02  SING  N  N  36  
AW6  C03  H03  SING  N  N  37  
AW6  C06  H04  SING  N  N  38  
AW6  C11  H05  SING  N  N  39  
AW6  O03  H06  SING  N  N  40  
AW6  O04  H07  SING  N  N  41  
AW6  C16  H09  SING  N  N  42  
AW6  C17  H10  SING  N  N  43  
AW6  C19  H11  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
AW6  SMILES            ACDLabs               12.01  "N(S(=O)(=O)c1ccc(cc1)Cl)c4cc3C(c2ccccc2C(c3c(c4O)O)=O)=O"  
AW6  InChI             InChI                 1.03   "InChI=1S/C20H12ClNO6S/c21-10-5-7-11(8-6-10)29(27,28)22-15-9-14-16(20(26)19(15)25)18(24)13-4-2-1-3-12(13)17(14)23/h1-9,22,25-26H"  
AW6  InChIKey          InChI                 1.03   MWTMFTAKBRZAHX-UHFFFAOYSA-N  
AW6  SMILES_CANONICAL  CACTVS                3.385  "Oc1c(O)c2C(=O)c3ccccc3C(=O)c2cc1N[S](=O)(=O)c4ccc(Cl)cc4"  
AW6  SMILES            CACTVS                3.385  "Oc1c(O)c2C(=O)c3ccccc3C(=O)c2cc1N[S](=O)(=O)c4ccc(Cl)cc4"  
AW6  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "c1ccc2c(c1)C(=O)c3cc(c(c(c3C2=O)O)O)NS(=O)(=O)c4ccc(cc4)Cl"  
AW6  SMILES            "OpenEye OEToolkits"  2.0.6  "c1ccc2c(c1)C(=O)c3cc(c(c(c3C2=O)O)O)NS(=O)(=O)c4ccc(cc4)Cl"  
#   #
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
AW6  "SYSTEMATIC NAME"  ACDLabs               12.01  "4-chloro-N-(3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)benzene-1-sulfonamide"  
AW6  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "~{N}-[3,4-bis(oxidanyl)-9,10-bis(oxidanylidene)anthracen-2-yl]-4-chloranyl-benzenesulfonamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
AW6  "Create component"  2018-11-27  RCSB  
AW6  "Initial release"   2019-12-11  RCSB  
##
