data_I9N
#

_chem_comp.id                                   I9N
_chem_comp.name                                 "1,2-dihydroxy-3-(piperazine-1-sulfonyl)anthracene-9,10-dione"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C18 H16 N2 O6 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2022-01-24
_chem_comp.pdbx_modified_date                   2022-03-11
_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                       388.394
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    I9N
_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       5SCK
_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
I9N  O1   O1   O  0  1  N  N  N  29.183   7.881  5.580  -2.475   1.944   1.260  O1   I9N   1  
I9N  C2   C1   C  0  1  N  N  N  32.997   7.816  5.385  -3.528   1.365  -1.340  C2   I9N   2  
I9N  C4   C2   C  0  1  N  N  N  32.518   6.675  7.906  -5.603  -0.633  -0.922  C4   I9N   3  
I9N  C5   C3   C  0  1  N  N  N  31.525   6.443  6.774  -4.149  -0.954  -0.560  C5   I9N   4  
I9N  C6   C4   C  0  1  Y  N  N  29.630  10.317  4.156   0.130   0.898   0.741  C6   I9N   5  
I9N  C7   C5   C  0  1  Y  N  N  29.718  11.545  3.503   1.428   0.471   0.480  C7   I9N   6  
I9N  C9   C6   C  0  1  N  N  N  30.887  13.064  1.893   3.055  -1.339  -0.075  C9   I9N   7  
I9N  C11  C7   C  0  1  N  N  N  28.756  12.620  3.843   2.549   1.431   0.491  C11  I9N   8  
I9N  C12  C8   C  0  1  Y  N  N  28.932  13.938  3.194   3.852   1.026  -0.083  C12  I9N   9  
I9N  C13  C9   C  0  1  Y  N  N  29.942  14.144  2.244   4.099  -0.331  -0.360  C13  I9N  10  
I9N  C14  C10  C  0  1  Y  N  N  30.113  15.408  1.681   5.323  -0.713  -0.900  C14  I9N  11  
I9N  C16  C11  C  0  1  Y  N  N  28.348  16.264  3.049   6.045   1.578  -0.888  C16  I9N  12  
I9N  C17  C12  C  0  1  Y  N  N  28.136  15.010  3.593   4.833   1.975  -0.351  C17  I9N  13  
I9N  O5   O2   O  0  1  N  N  N  27.846  12.427  4.637   2.404   2.541   0.964  O5   I9N  14  
I9N  C1   C13  C  0  1  Y  N  N  30.541   9.303  3.892  -0.914  -0.012   0.733  C1   I9N  15  
I9N  S    S1   S  0  1  N  N  N  30.358   7.774  4.777  -2.555   0.539   1.063  S    I9N  16  
I9N  O2   O3   O  0  1  N  N  N  30.457   6.746  3.790  -3.089  -0.353   2.032  O2   I9N  17  
I9N  N    N1   N  0  1  N  N  N  31.608   7.561  5.814  -3.437   0.310  -0.320  N    I9N  18  
I9N  N1   N2   N  0  1  N  N  N  33.130   8.039  7.870  -5.626   0.317  -2.043  N1   I9N  19  
I9N  C3   C14  C  0  1  N  N  N  33.813   8.285  6.581  -5.006   1.595  -1.672  C3   I9N  20  
I9N  C15  C15  C  0  1  Y  N  N  29.316  16.459  2.094   6.288   0.244  -1.161  C15  I9N  21  
I9N  O3   O4   O  0  1  N  N  N  31.772  13.262  1.069   3.328  -2.524  -0.069  O3   I9N  22  
I9N  C8   C16  C  0  1  Y  N  N  30.749  11.762  2.566   1.677  -0.890   0.202  C8   I9N  23  
I9N  C10  C17  C  0  1  Y  N  N  31.670  10.723  2.297   0.619  -1.797   0.190  C10  I9N  24  
I9N  O4   O5   O  0  1  N  N  N  32.709  10.932  1.462   0.847  -3.108  -0.076  O4   I9N  25  
I9N  C    C18  C  0  1  Y  N  N  31.557   9.479  2.937  -0.679  -1.350   0.466  C    I9N  26  
I9N  O    O6   O  0  1  N  N  N  32.410   8.464  2.580  -1.713  -2.230   0.462  O    I9N  27  
I9N  H1   H1   H  0  1  N  N  N  33.433   6.890  4.982  -3.091   2.286  -0.955  H1   I9N  28  
I9N  H2   H2   H  0  1  N  N  N  33.005   8.593  4.607  -2.995   1.056  -2.240  H2   I9N  29  
I9N  H6   H3   H  0  1  N  N  N  33.321   5.927  7.828  -6.117  -1.549  -1.211  H6   I9N  30  
I9N  H7   H4   H  0  1  N  N  N  31.993   6.550  8.865  -6.103  -0.191  -0.060  H7   I9N  31  
I9N  H8   H5   H  0  1  N  N  N  31.766   5.500  6.261  -4.123  -1.566   0.341  H8   I9N  32  
I9N  H9   H6   H  0  1  N  N  N  30.506   6.387  7.185  -3.676  -1.490  -1.384  H9   I9N  33  
I9N  H10  H7   H  0  1  N  N  N  28.843  10.152  4.877  -0.063   1.939   0.954  H10  I9N  34  
I9N  H12  H8   H  0  1  N  N  N  30.867  15.566  0.924   5.520  -1.753  -1.114  H12  I9N  35  
I9N  H14  H9   H  0  1  N  N  N  27.746  17.098  3.378   6.806   2.316  -1.096  H14  I9N  36  
I9N  H15  H10  H  0  1  N  N  N  27.356  14.862  4.325   4.649   3.018  -0.140  H15  I9N  37  
I9N  H16  H11  H  0  1  N  N  N  33.796   8.118  8.612  -6.567   0.456  -2.380  H16  I9N  38  
I9N  H3   H13  H  0  1  N  N  N  34.773   7.749  6.584  -5.514   2.006  -0.800  H3   I9N  39  
I9N  H4   H14  H  0  1  N  N  N  33.996   9.365  6.480  -5.088   2.295  -2.504  H4   I9N  40  
I9N  H13  H15  H  0  1  N  N  N  29.455  17.440  1.663   7.238  -0.052  -1.580  H13  I9N  41  
I9N  H11  H16  H  0  1  N  N  N  32.655  11.809  1.102   1.035  -3.641   0.708  H11  I9N  42  
I9N  H    H17  H  0  1  N  N  N  32.045   7.631  2.856  -2.136  -2.335  -0.401  H    I9N  43  
#   #
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
I9N  O    C    SING  N  N   1  
I9N  C    C1   DOUB  Y  N   2  
I9N  S    C1   SING  N  N   3  
I9N  N    S    SING  N  N   4  
I9N  N    C2   SING  N  N   5  
I9N  C2   C3   SING  N  N   6  
I9N  C3   N1   SING  N  N   7  
I9N  N1   C4   SING  N  N   8  
I9N  C4   C5   SING  N  N   9  
I9N  C5   N    SING  N  N  10  
I9N  O1   S    DOUB  N  N  11  
I9N  O2   S    DOUB  N  N  12  
I9N  C1   C6   SING  Y  N  13  
I9N  C6   C7   DOUB  Y  N  14  
I9N  C7   C8   SING  Y  N  15  
I9N  C8   C9   SING  N  N  16  
I9N  O3   C9   DOUB  N  N  17  
I9N  C10  C8   DOUB  Y  N  18  
I9N  C    C10  SING  Y  N  19  
I9N  O4   C10  SING  N  N  20  
I9N  C7   C11  SING  N  N  21  
I9N  C12  C11  SING  N  N  22  
I9N  C12  C13  DOUB  Y  N  23  
I9N  C9   C13  SING  N  N  24  
I9N  C13  C14  SING  Y  N  25  
I9N  C14  C15  DOUB  Y  N  26  
I9N  C15  C16  SING  Y  N  27  
I9N  C16  C17  DOUB  Y  N  28  
I9N  C17  C12  SING  Y  N  29  
I9N  C11  O5   DOUB  N  N  30  
I9N  C2   H1   SING  N  N  31  
I9N  C2   H2   SING  N  N  32  
I9N  C4   H6   SING  N  N  33  
I9N  C4   H7   SING  N  N  34  
I9N  C5   H8   SING  N  N  35  
I9N  C5   H9   SING  N  N  36  
I9N  C6   H10  SING  N  N  37  
I9N  C14  H12  SING  N  N  38  
I9N  C16  H14  SING  N  N  39  
I9N  C17  H15  SING  N  N  40  
I9N  N1   H16  SING  N  N  41  
I9N  C3   H3   SING  N  N  42  
I9N  C3   H4   SING  N  N  43  
I9N  C15  H13  SING  N  N  44  
I9N  O4   H11  SING  N  N  45  
I9N  O    H    SING  N  N  46  
#   #
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
I9N  SMILES            ACDLabs               12.01  "O=S(=O)(c1cc2C(=O)c3ccccc3C(=O)c2c(O)c1O)N1CCNCC1"  
I9N  InChI             InChI                 1.03   "InChI=1S/C18H16N2O6S/c21-15-10-3-1-2-4-11(10)16(22)14-12(15)9-13(17(23)18(14)24)27(25,26)20-7-5-19-6-8-20/h1-4,9,19,23-24H,5-8H2"  
I9N  InChIKey          InChI                 1.03   LUICJQQAUHLELI-UHFFFAOYSA-N  
I9N  SMILES_CANONICAL  CACTVS                3.385  "Oc1c(O)c2C(=O)c3ccccc3C(=O)c2cc1[S](=O)(=O)N4CCNCC4"  
I9N  SMILES            CACTVS                3.385  "Oc1c(O)c2C(=O)c3ccccc3C(=O)c2cc1[S](=O)(=O)N4CCNCC4"  
I9N  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1ccc2c(c1)C(=O)c3cc(c(c(c3C2=O)O)O)S(=O)(=O)N4CCNCC4"  
I9N  SMILES            "OpenEye OEToolkits"  2.0.7  "c1ccc2c(c1)C(=O)c3cc(c(c(c3C2=O)O)O)S(=O)(=O)N4CCNCC4"  
#   #
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
I9N  "SYSTEMATIC NAME"  ACDLabs               12.01  "1,2-dihydroxy-3-(piperazine-1-sulfonyl)anthracene-9,10-dione"  
I9N  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "1,2-bis(oxidanyl)-3-piperazin-1-ylsulfonyl-anthracene-9,10-dione"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
I9N  "Create component"  2022-01-24  RCSB  
I9N  "Initial release"   2022-03-16  RCSB  
##
